Holmes Beach, FL, United States Accommodations

Accommodations in Holmes Beach

Home/Apartment
3br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 30 nights stays with a Saturday to Saturday check-in/check-outVacation home in a private community with ample amenities – all on a small island linked to Anna Maria Island in Holmes Beach, FL. (3) Bedroom, (3) Bath, accommodates up to (8) people. 2 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, sorry no pets allowed, canal front location. You will love this canal front home on Key Royale Drive! This newly renovated home has all designer features, is well appointed and on a canal, minutes to open water. Sit back and relax in high quality and very comfortable living room furniture and watch the flat screen TV. Each bedroom is will appointed for all the comforts of home and flat screen TV's. The high end designer kitchen awaits the chef in you. Enjoy a sunset to the moon rising. Lounge the day away by the heated pool and enjoy the sun. Want to catch dinner...just fish right off your dock. The well kept grounds offers your own private re-treat yet a short ride or stroll to the Gulf of Mexico and the best beaches you will find anywhere. Make sure you don't miss the sunsets on beautiful Anna Maria Island. Bring your boat because you are minutes away to open water. A private golf club is on Key Royale and memberships are available. This vacation rental is located on a small island linked to Anna Maria Island. This hide-away is surrounded by beautiful homes, enjoy walking in the Key Royale sub-division and watch the Dolphins swim by. Come and enjoy your holiday in this beautiful canal front home and soak up the sun and you will want to come! Parking: 1 car garage + dw  Boat Access
Home/Apartment
1br Home/Apartment
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always very proud to recommend them to our vacationers and no one can say it isn’t a special place to spend quality time with friends and family. With so many indulgent, delightfully tropical features, it becomes difficult to discern precisely what makes them so exceptional. It could be swaying palm trees and lush bougainvillea thriving around a heated pool for shady relaxation when you need a beach break. And speaking of which, Palm Isle Village is right across the street from the Gulf of Mexico and our glistening, powder soft sand. Widow watches surround the property so you can climb up the spiral staircases and get lost in the open water views and endless sunsets. And after such an inspiring vista, you’ll want to get out and explore the rest of Anna Maria Island. A stop for our free, air conditioned trolley is just around the corner and offers a leisurely ride around our entire seven miles stretch. You’re right in the heart of Anna Maria Island, which means you’re never too far from any of the favorite “things to do on your beach vacation.” Let us know if you would like help making arrangements to rent bicycles, paddle boards, beach wagons, or kayaks. We can even provide you with information about parasailing to get a once-in-a-lifetime view of the azure waters and shimmering quartz sands that make us famous. Whatever you spend the day doing, it will be a relief to come back to PIV3215 at the end of it all. Enjoy a week of casual island luxury with the people you’re most comfortable with. Four guests can fit in the vacation cottage thanks to a sleeper sofa in the living room. The master bedroom offers rest in king sized bed and wherever you sleep, it will be wrapped in plush and professionally laundered linens. This vacation cottage is enrolled in our Premium Linen Program which also provides you with hotel quality towels in one-and-a-half serene, spa-like bathrooms. **Parking Spaces: 2
Bed & Breakfast
Bed & Breakfast
  • Parking
  • Swimming Pool
  • Wifi
Direct Gulf Front Inn! Come and savor the intimate charm of Harrington House Beachfront Bed & Breakfast, one of Florida's most highly rated inns located on a tranquil bit of paradise known as Anna Maria Island. Stunning sunsets, the soothing rhythm of waves on the beach, and warm hospitality combine to create the perfect getaway. All the guestrooms in this lovingly restored 1925 coquina block beachfront home have private baths, cable TV, free Wi-Fi, telephones and AC. Most feature French doors opening onto balconies that overlook the heated swimming pool, our beautiful sandy beach, and the Gulf of Mexico. We also have 1 & 2 bedroom Bungalows. In the morning, relax and enjoy a full breakfast, freshly prepared from our collection of outstanding recipes by our in-house chef. Step just outside the inn and walk miles of white sandy beach, take a moonlit stroll, kayak with dolphins, tour the island by bicycle, swim in the Gulf or in our pool, or simply bask in the sun, year-round. Once you visit the Harrington House, you'll want to return again and again. So please, call us soon to discover the genuine pleasures of fine B&B hospitality...and new friends. Children over 12 are welcomed at Harrington House Beachfront Bed & Breakfast. For families with children, you are welcome to stay at either the Vista #1 or #3 Penthouse which are better able to accommodate younger children and families. Two night minimum for Fridays, Saturdays and Holidays.
Home/Apartment
2br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 27 nights stays with a a Saturday to Saturday check-in/check-out Direct gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Enjoy the large heated pool and just steps to the Gulf of Mexico. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or an island escape. There are so many island activities at your fingertips: Stroll seven miles of unspoiled Anna Maria Island beaches, browse through one of our many unique island shops or just do nothing at all while enjoy the famous Florida sunshine. Once you stay here you will want to return again and again. Steps away from the Gulf of Mexico and enjoy the pure white sandy beaches of beautiful Anna Maria Island, Florida. Discover the island on the free trolley and ride to the tip of Anna Maria City back down to Bradenton Beach. Come to the west coast of Florida and enjoy the laid back lifestyle of this piece of paradise.  Washer/Dryer: coin Parking:1 space Elevator: yes
Home/Apartment
3br Home/Apartment
  • Wifi
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Florida is one of those few places in the world that is just as exciting, beautiful, and charming in real life as it is in your imagination. And Anna Maria Island is that friendly, old fashioned beach town you’ve always dreamt of coming to. Whether it’s for suntans, summer love, sandy beaches, or serenity, those vacation wishes and dreams will be waiting for you. Appropriately named “Paradise Found”, there is room for up to six happy and mellow visitors among three bedrooms and bathrooms at this Holmes Beach holiday rental. Lounge by the new heated pool.Stepping into this vacation cottage is like stepping into a postcard from Old Florida, outfitted with wicker furniture in the great room, botanical print fabrics, and charming gulf coast accessories. But modern conveniences are not forgotten; a flat screen television is featured in the living room and bedrooms. Free wireless internet connection is available should you need to work during your stay. In the kitchen, you’ll find updated and sparkling white appliances to keep foodies in the family sated. But your time on Anna Maria Island was not meant to be spent indoors! Lounge around the wooden patio with cold umbrella drinks and takeout delivered hot from your favorite local restaurant. An outdoor dining table and chairs are ready to help you have a quiet dinner in your backyard oasis with the people you love most. A balmy island breeze through the palm trees and a golden Gulf of Mexico sunset overhead is just what you need to feel truly away from it all. Life is better in flip flops but you could spend your entire holiday at Paradise Found barefoot. There are less than two blocks between the calming tile floors and the world-famous white sands of Anna Maria. Our seven miles stretch of beaches is all powder soft, pulverized quartz sands. And this means it stays cool under your feet year round, even during the most sundrenched of summers. No matter how you spend your vacation daze on Anna Maria Island, it will be just as relaxing and exciting to come back to this Holmes Beach vacation cottage. Wash the salt and sand off after surfing on White Ave in the extra large, granite shower. Unpack your souvenirs from Pine Ave shops such as Bella by the Sea and Relish. Tuck little ones into the twin beds of a key lime colored guest room.  Call us  and before you know it, you’ll be opening the door to all your Florida vacation fantasies come to life at one charming vacation cottage. Paradise is a great place to be and we can’t for you to experience it for yourself with a week of Anna Maria Island holiday at Paradise Found! Parking: Driveway
Home/Apartment
2br Home/Apartment
  • Wifi
  • Swimming Pool
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms, (2.5) Bathroom, accommodates up to (4) people: 1 King, 2 Twins. Community pool, free wireless, sorry no pets, gulf front location. Hidden Cove is a slightly ironic name for these vacation condominiums – they’re some of the most popular properties we offer! It must have something to do with the location right on our famous quartz sand beaches. Or maybe it’s the sweeping panoramas of the sea. Who knows? It could be the sparkling condo pool. You won’t know for sure until you get out here. Decide for yourself what makes them so special by spending a weeklong holiday in Hidden Cove #1. It has room for four guests in a king and two twins, making it perfect for small families and honeymooners. Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation condo an air of luxury that you once thought were reserved for high rise hotels. We know how exhausting and stressful travel can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch on the extra wide flat screen. Or let everyone back home know you got to Florida safely by hooking up to free high speed internet. Maybe you just need to wash off the airplane – you’ll have plenty of room in the standup glass shower to reach those hard to scrub spots. You’ll notice that we said checking out the flat screen would be “the second thing you do”. From the first moment you enter this vacation condo, you’ll be magnetically drawn to the private, sundrenched patio. Feed your belly and spirit with the sound of crashing waves and the balmy, salt tinged breeze at every meal – a dining table and chairs are set up for your enjoyment. And you’ll be able to enjoy those million dollar views from the living room and master bedroom too! No matter where you’re comfortable at the end of the day, you have the best seats in the house for sunset. When you’re refreshed and ready to jump into island life with both feet, slip on those flip flops and take the wooden deck steps right onto the beach. You’ll have soft quartz sand between your toes in no time. After a day of sundrenched beach fun, take the island’s free air conditioned trolley around Anna Maria Island to find your personal favorites for Anna Maria Island dining and shopping. Whether you prefer mellow boutique browsing on Pine Ave or intimate sushi at Ocean Star, you’ll be able to hop on with ease. A stop for the trolley is so close to Hidden Cove, you’ll barely notice the walk. Pool: Yes, No Heat Parking: 2 spaces, assigned
Home/Apartment
3br Home/Apartment
  • Wifi
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out The breath-taking panoramic Gulf views is what this vacation rental is all about. (3) Bedrooms, (2) Bath, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, sorry no pets, direct gulf front location. Things are a little different in Florida, particularly along the gulf coast. We more than know how to live a life of luxury, but simplicity is what we really covet. And it is with that in mind, you can’t help but smile at the name for these vacation rentals known as Gulf Shore Cabins.  You’ll love falling asleep in the master bedroom king and the extra wide flat screen in the living room. But what will really stick out in your mind and memories is sitting literally nestled on the gulf shores.  Cathedral ceilings open up the great room and create an airy, open space that all flows towards the sweeping sliding glass doors and lanai. Every night the sky glows and bursts into a kaleidoscope of warm tropical hues over the Gulf of Mexico. Anna Maria Island has some of the most famous sunsets in the world and you’ll have the perfect vantage for it every evening of your vacation. A stylish, glass top table sits on one end of the lanai with sun loungers over to the opposite end. Everything from morning coffee to midnight snacks will plain taste better out here and being completely screened in offers privacy with protection from mosquitos. The master bedroom also has its own balcony with sliding glass doors that can be opened to welcome a cool, calming breeze inside the vacation condo. Snuggle up under the bright botanical print comforter and be lulled to sleep by crashing waves. The morning sunlight will serve as your alarm clock. Wake up in the morning and take a short jaunt down the steps to the beach. Come back for lunch at the granite top breakfast bar and reapply another coat of sunscreen before taking another short walk. This time to a stop for Anna Maria Island’s famously free and air conditioned trolley. It can take you anywhere you need to go, whether its wakeboarding down along Coquina Beach or soaking up some local history and nightlife down on Bridge Street. Everyone who’s lived or visited here knows the trolley is an important part of the island experience. Should you need to work during your visit, the third bedroom with a Queen sized sleeper sofa makes a lovely makeshift office and high speed internet is available to hook up your computer to. We love being on island time, but few things will help focus your concentration like a cushy couch, Florida sunshine pouring through the windows and an open window with gulls and a crashing gulf in the distance. Parking: 2 spaces, assigned
Home/Apartment
3br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Luxury is here in this brand new direct gulf front three bedroom and three full bath Anna Maria island luxury holiday rental. Relax your cares away in the master suite fit for royalty, dual headed shower with massage jets and a Jacuzzi tub. Each bedroom has it's own private bath.Outdoor living at its finest. Vista Grande has more outdoor amenities than some resort inside amenities! Heated pool and pool side spa with the Gulf of Mexico as your backtrop offers a fantastic stay at Vista. The pool side/Gulf side outdoor bar equipped with extra large built-in barbecue, sink for preparing, stand alone ice maker, and refrigerator makes outdoor cooking easy. Bar seating for 6-8 with a living area pool side equiped with luxury seating as nice as an indoor living room. Sit back and watch your favorite show on the supplied 42" Plasma screen tv that is within view of the outdoor living area AND the pool side bar. You no longer have to be inside to enjoy luxury amenities, Vista Grande has made it all possible. Barbecue outside while sipping your favorite beverage while relaxing in your shared outdoor living while watching TV on the spectacular 42" plasma. That's living! Custom gourmet kitchen perfect for any level of chef with granite countertops and custom top of the line appliances that make any meal easy and fun! Sub Zero style refrigerator, warming oven, convection microwave, you will have it all in this luxury villa. Large heated pool area has spa and tropical waterfall to top off your beach vacation. Pamper yourself and stay awhile on our little "peace" of paradise known as Anna Maria Island. 42 inch Plasma television features surround sound along with flat screen plasma TVs in all bedrooms. Unique private deck allows you to take in your favorite Blues station/CD or television program while you take in the sun and sounds of the Gulf of Mexico. So many fine details... you'll have to visit to experience them all for yourself! Come visit the Vista Grande and see what all the buzz on Anna Maria Island is about!  **Parking: 2 spots: shared/garg
Home/Apartment
5br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Immaculate and beachy, multi-level island vacation home.  (5) Bed: (4.5) Bath, accommodates up to (12) people: 1 King, 2 Queens, 2 Twins, 2 bunks, 1 Queen Sleeper. Private heated pool, peaks of Gulf, free wireless internet, pets are welcome with fee, only a couple houses to the beach. Welcome to Beachy Villa Vista! Gulf Peeks from this New Luxury Home located at Holmes Beach, Anna Maria Island, FL-- (5) Bed: (4.5) Bath: Accommodates up to (12) people: 1 King, 2 Queens, 2 Twins, set of  bunks & 1 Queen Sleeper Sofas: Internet - Wireless: No smoking: Pet Friendly. Central vacuum.Fantastic brand new private vacation rental home with outstanding Gulf Views from four balconies and large heated pool /spa equipped with Tiki hut in tropical paradise setting. Ample seating will ensure everyone can relax and enjoy the extra-large back yard and pool. Your outdoor paradise is equipped with a wet tiki bar, a swim up tiki hut. You will stay by the pool all day and all night with the covered kitchen and bar area. The kids will love the XBox 360 game and ping pong table.This will be the ideal home for an intimate wedding or family reunion. This home is perfect for entertaining. Large dining room table comfortably seats 8 with 10 optional. Almost every bedroom and the living room are equipped with a flat screen television. Wireless internet provided for your convenience. This West of Gulf Drive is a perfect retreat just half a block to the Gulf of Mexico in Holmes Beach. This home will allow you to reconnect with family or friends and should provide for memories that will last a lifetime. Sounds like a fabulous vacation - reserve your holiday today! Parking: 2 car garage 4 park No smoking Pet Friendly
Home/Apartment
4br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Elegant and tropical poolside paradise holiday rental. (4) Bedroom, (3.5) Bath, accommodates to (11) people: (1) King, (2) Queens, (1) Twin, (1) Double, (1) Queen Sleeper Sofa. Heated pool, free wireless internet, sorry no pets allowed, about two and a half blocks to the beach. Enjoy a week of colorful island luxury in this vacation home with private lagoon style pool and verdant Florida landscaping only about two blocks to the Gulf of Mexico in Holmes Beach, FL. This vacation rental even offers an elevator which is handy for bringing up luggage or groceries and assisting our guests who might have trouble using the stairs. As you enter the home through a spacious foyer, you will see a staircase straight ahead that leads you up to the first living level. Once there, you will walk right up to the half bathroom behind a pocket door that opens up to a full size washer and dryer laundry room. To the right of the stairs, you will find the sundrenched great room, including a kitchen, living room and dining room all opened up to keep all the sounds, smalls, and people you want with you on vacation drifting happily throughout the space. Fashionable yet comfortably decorated living room offers big comfy furniture centered around a new 50" flat screen TV with Blue Ray/DVD player where you can enjoy a game or movie. The large open kitchen with granite counter tops, breakfast bar and dining area offer plenty of space for family gatherings to enjoy a special meal together. Off the main room are French doors leading you to a sweeping open-air balcony that soaks up a vista of the sky above and bird’s eye view of the backyard below. The pool deck is an island oasis all its own – with brand new patio furniture including loungers, tables, and chair, you’ll spend many a contented afternoon with the people you love around that very pool. Maybe dipping your toes while the kids splash in a shallower sunbathing area or cooking out on the propane grill under a honey colored sky at sunset. You can almost picture it up first glance from that Old Florida style balcony.  But once back inside, to the left of the staircase, you will find a master suite with connected bathroom featuring an indulgent Jacuzzi tub and walk in shower. A king mattress promises you plenty of sweet dreams, swathed in professionally laundered, hotel quality sheets. West Winds is proudly enrolled in our Premium Linens Program meaning all the bathrooms and bedrooms are stocked with towels and bed linens of the highest excellence. Up the second staircase, you will find a comfortable seating area which is also a sleeper sofa for additional sleeping. You will also find the three additional bedrooms. Two other guest bedrooms offer a king or queen sized mattress and the final, kid-friendly bedroom offers 1 twin and 1 double. Each bedroom is equipped with flat screen TV's and DVD players for late night movie marathons or snuggling with an old favorite movie. There is also a full bathroom off of the hallway with granite countertops and sparkling mirrors that anyone can feel beautiful looking at themselves in. This lovely vacation home is just a short stroll to many restaurants, shops and the free Island Trolley stop. It is a wonderful spot to spend some quality time with your family, friends or just that special someone in your life for a perfect island get-away. It’s up to you, there’s room for up to twelve guests! Come and spend your holiday at West Wind on Anna Maria Island, and you may never want to leave. **Parking Spaces: 2
Home/Apartment
2br Home/Apartment
  • Wifi
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Light and bright vacation villa with community boat ramp available for an idyllic holiday getaway.  (2) Bedroom, (2) Bath, accomodates up to (4) people: 1 King, 2 Twin. Free wireless internet, sorry no pets allowed. Super cute and light villa is ground level with covered carport. Fabulous two bedroom and two bath Island vacation rental recently updated with new tile floors and new paint. Just three blocks to the fabulous white sandy beaches of the Gulf of Mexico. Close to some of the city's finest restaurants, shops and Island attractions in Holmes Beach. Spend your vacation here and you may never want to go home! So much better than hotel living in this Anna Maria Island rental home. Sounds like a fabulous vacation - reserve your holiday now! If you want to bring your boat there is a community boat ramp just a few steps away! If you like tennis there are public courts just down the street  Boat Access Parking: 1 carport + dw
Home/Apartment
3br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out You might not think so but southern hospitality extends all the way down to the sunshine state and to Anna Maria Island in particular. We wave to our neighbors when we pass them on the streets or sands; we happily chat with local business owners while out doing our shopping. Get comfortable in your own corner of island life by enjoying a week of Southern Comfort in Holmes Beach, FL at this three bedroom, two and a half bathroom luxury vacation rental less than two blocks from the beach.Enjoy swimming in the private, lagoon-style heated pool or take in peeks of the Gulf of Mexico from your second floor wooden deck. Florida’s natural beauty lingers throughout the property from a refreshing sea breeze through the palm fronds and mangrove trees. A fenced in backyard will allow Fido to enjoy the sunshine with you – Southern Comfort welcomes your family pet with a deposit. Cook out on the propane grill and enjoy the day’s catch, burgers or kabobs under the shade and around a chic outdoor dining table. The sunset over Anna Maria Island is something worth writing home about so get comfortable and wait for the sky to slow become a watercolor stain of reds, gold, and purple. Dinner will never be so dazzling. Inside you can kick back, relax with your laptop, or watch your favorite shows and enjoy a "peace" of paradise in the living room. Wireless internet is available throughout every room of this luxury vacation rental but it’s the only spot in the house you’ll find a 42” Plasma flat screen with HD cable channels. Smaller flat screen TVs can be found in two of the bedroom along with light as air premium linens on a king or queen mattress. Twin beds in the third bedroom are decked out in peppy pop color comforters and the same hotel quality sheets, making it a perfect spot for the kids to camp out. This home is also equipped with items for the littlest members of your family - a porta-crib, highchair, stroller and safety gate are all available for you to use. When you’re ready to go out and make new friends around the island, take a short walk down to the sugar sand beaches or to a stop for the local free trolley. It will take you all through Anna Maria City and Bradenton Beach, so you can explore every inch of our extraordinary little barrier island. **Parking Spaces: 2
Home/Apartment
3br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Refresh, renew, and relax among lush landscaping for privacy at this vacation condo. (3) Bedroom, (3) Bath, accommodates (6) people: 2 Queens, 2 Twins.  Community heated pool, free wireless internet, sorry no pets, less than two blocks to the beach access. This elevated 3 bedroom and 3 bath townhome located in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. This well-appointed townhome offers the best of both worlds. You are just a short stroll to the best beaches and a short stroll to dining and shopping in quaint Holmes Beach. There are all new linens throughout the residence. Extra, extra - this vacation rental has wireless high-speed internet access so bring your laptop and enjoy what the internet has to offer! Open floor plan in the great room with large screened in lanai. This is the perfect place for a winter retreat, family vacation or just an escape from everyday life. Come for a week or a month you will want to return year after year. Parking: 2Car, driveway
Home/Apartment
3br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out For the discriminating vacationer only! Luxurious throughout, this new island vacation rental home located in Holmes Beach is waiting for you! Enjoy a gourmet kitchen with top of the line appliances, a new heated pool, elevator and room for the whole family with three bedrooms. This Anna Maria Island beach rental is priced right and has everything you're looking for, so call soon to secure your vacation dates! So much better than hotel living in this Anna Maria Island rental home. Sounds like a fabulous vacation - reserve your holiday now! **Parking: 2 car gar + 2 dw
Home/Apartment
2br Home/Apartment
  • Wifi
  • Swimming Pool
  • Parking
This property can only accept 28 nights stays with a Saturday to Saturday check-in/check-out Anna Maria Island strikes that perfect balance between tropical luxury and proud historical roots. Spending your beach holiday in this vacation condo at West Bay Point and Moorings will show you just how fabulous walking in that balance can be.  Please note, this is a 28 day minimum Rental. Decorated in an Old Florida style but with updated furniture and appliances, this two bed, two bath vacation rental will make you feel as though you’ve spent your whole life on the island. Spend a month and you’ll practically have to be dragged back home to your real life. A maximum occupancy of four means this is a condo for honeymooners, small families, or only the oldest and closest of friends. But you will have plenty of room to breath – the bedrooms have a king and queen while a private patio stretches out alongside the canal. Two bathrooms means privacy will be a non-issue and lots of natural light makes this vacation rental feel downright breezy. Enjoy the sunshine pouring in your windows over wicker furniture, making it a reader’s nook to write home about. Free wireless internet throughout the property will allow you to do just that. Bring your laptop, tablet, or  Kindle; slowing down to island time will let you catch up on that Amazon wish list. But some of us don’t want to slow down to unwind and for our more active vacationers, this is an ideal choice. Your vacation condo at West Bay Point and Moorings is located in a community with pool, tennis courts, and plenty of room for fishing. Step out on your patio and take another look at that canal; we’ve got some pretty sassy tarpons around these parts. We encourage you to make rental arrangements for the boat dock and put those fish in their place. You know, on your dinner plate. Though you will have all sorts of distractions to keep you within the complex, don’t forget you’re close to one of the island’s many stops for the free trolley. Ride around at a leisurely pace for hours sightseeing. Head on down to the north end and you’ll be treated to points of historical interest such as the old Anna Maria City Jail right next to boutique shopping and art galleries. Or try your hand at one of the local favorites, paddle boarding. Look for Beach Bums near our Pine Ave location or call us at the office to get information. Before too long, you’ll understand what those hand painted signs are saying. Life really is better at the beach! Parking Spaces: 1
Home/Apartment
2br Home/Apartment
    Need a full recharge during your beach vacation? Try our two-bedroom condo on Anna Maria Island. Here, you'll find the calm hush of island life without chain restaurants or towering hotels to block your glimpses of the glittering, turquoise Gulf of Mexico. And thanks to three walls of windows, our condo's rooms are filled with light and you can hear the crash of waves on the beach! We took care to ensure our condo matches the understated, relaxed beach town vibe of Anna Maria Island. After a recent renovation, we're ready to welcome you with cheerful, contemporary upgrades like new floors, countertops and furniture, and pops of Gulf-inspired color that make our place feel less a hotelÂ? and more like a home.Â? Spend the day lazing on the beach, which is just a one-minute walk from the condo across a quiet street (Holmes Beach access is located at 34th Street, and so are we!). You won't have to rush to claim a slice of paradise, the beach is often pleasantly uncrowded, even during peak months. Then, back at the condo, plenty of evening amenities await, including a large heated pool with lounge chairs, TVs with DVD players in the unit for a family movie night, and a rooftop deck with a perfect vantage point for peeping brilliant sunsets. (The rooftop terrace and pool are shared with the building's three other units - of which we own one more - but are never crowded.) A fully stocked kitchen makes whipping up a meal a breeze, and there's plenty of space to serve it at our six-person dining table. Plus, there's a bar with stools and a breakfast nook - both great spots to enjoy a stack of morning pancakes. Want a place to sip a mug of coffee (or glass of wine before bed) in your PJs? The breezy lanai, attached to the master bedroom, is the perfect spot. There's a private bath for the master, as well. A second bedroom sleeps up to three guests, with one twin bed and one queen. The living area sofa pulls out into a couch to accommodate another guest. A total of six people can sleep here comfortably. We hope to see you soon - get in touch today to book your dates. And good news! If your desired period is booked we also have another unit next door. It has a very similar feel and an identical layout. Beds: 1 King Bed, 1 Queen Bed, 1 Twin Bed, 1 Sofa Bed Lodging tax: 11.5% Deposits: $500 security deposit Payment Options: Money Order, PayPal, Personal Check Other Fees: Cleaning fee $130 + tax Change-over day SATURDAY. Need a full recharge during your beach vacation? Try our two-bedroom condo on Anna Maria Island. Here, you'll find the calm hush of island life without chain restaurants or towering hotels to block your glimpses of the glittering, turquoise Gulf of Mexico. And thanks to three walls of windows, our condo's rooms are filled with light and you can hear the crash of waves on the beach! We took care to ensure our condo matches the understated, relaxed beach town vibe of Anna Maria Island. After a recent renovation, we're ready to welcome you with cheerful, contemporary upgrades like new floors, countertops and furniture, and pops of Gulf-inspired color that make our place feel less a hotel and more like a home. Spend the day lazing on the beach, which is just a one-minute walk from the condo across a quiet street (Holmes Beach access is located at 34th Street, and so are we!). You won't have to rush to claim a slice of paradise, the beach is often pleasantly uncrowded, even during peak months. Then, back at the condo, plenty of evening amenities await, including a large heated pool with lounge chairs, TVs with DVD players in the unit for a family movie night, and a rooftop deck with a perfect vantage point for peeping brilliant sunsets. (The rooftop terrace and pool are shared with the building's three other units - of which we own one more - but are never crowded.) A fully stocked kitchen makes whipping up a meal a breeze, and there's plenty of space to serve it at our six-person dining table. Plus, there's a bar with stools and a breakfast nook - both great spots to enjoy a stack of morning pancakes. Want a place to sip a mug of coffee (or glass of wine before bed) in your PJs? The breezy lanai, attached to the master bedroom, is the perfect spot. There's a private bath for the master, as well. A second bedroom sleeps up to three guests, with one twin bed and one queen. The living area sofa pulls out into a couch to accommodate another guest. A total of six people can sleep here comfortably. We hope to see you soon - get in touch today to book your dates. And good news! If your desired period is booked we also have another unit next door. It has a very similar feel and an identical layout. Beds: 1 King Bed, 1 Queen Bed, 1 Twin Bed, 1 Sofa Bed
    Home/Apartment
    1br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Delightful little beach bungalow. (1) Bedroom, (1) Bathroom, accomodates up to (3) people: 1 Queen, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, 100 steps to the beach access. Just a flip flop walk to the unspoiled Anna Maria Island beaches. More specifically, less than 100 steps to beach access that may seem more like your own beach access based on both location to the Cabana as well as lack of use by the public. The access is just across the street from the cottage so flip flops are optional for your walks to the beach! Limited Gulf views from the private patio beach seats that seat 4. A more private setting is behind the vacation rental on your private patio that seats 4 and is just off the kitchen making for outdoor dining to be a snap. If cooking is not your style take a 10 minute stroll along the beach and listen to Jimmy Buffet live music while eating breakfast, lunch, or dinner at Cafe on the Beach. Wired and wireless services will make your stay productive if you are mixing business with pleasure. Lastly, you are sure to get your best sleep ever on the Queen tempur-pedic medial mattress. Find out why thousands of visitors pick Anna Maria Island for their holiday...sun, fun, and Gulf waters. Note: Struggling to find a 4 bedroom home available on Anna Maria Island for your stay? Don't settle for a hotel room. Try checking on Gulfpath and Cabana which share the same building. Gulfpath which is a 3 bedroom and Cabana which is a 1 bedroom can together sleep 12. See the link below for Gulfpath which shares the same building! Check out Gulfpath and see if this will work as a 4 bedroom! Gulfpath **No Smoking **No Pets **Parking Spaces: 2
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out You'll be bronzed, barefoot, and blissful after a week at this island vacation home. (3) Bedroom, (2) Bathroom, accommodates up to (8) people: 2 Queens, 2 Twins, 1 Sleeper Sofa, 1 Portable Crib. Free wireless, sorry no pets, only 100 steps to the beach access. Just a flip flop walk to the unspoiled Anna Maria Island beaches. More specifically, less than 100 steps to beach access that may seem more like your own beach access based on both location to the cottage as well as lack of use by the public. The access is just across the street from the villa so flip flops are optional for your walks to the beach! Partial Gulf views from the expanded porch Gulf Side make for a perfect outdoor relaxation area. Additional built in seating on the expanded porch supplies an additional 4 seats to the already 8 spots available. Enjoy reconnecting with family friends in the fantastic outdoor area, Gulf side. Don't forget the private secluded screened in patio off the bedroom with an extra large Jacuzzi tub bathroom. Perfect when more privacy is needed by mom and dad. If an infant is on the trip, mom and dad will find the arm's reach co-sleeper crib to be a lifesaver but be careful, your holiday could be a bit more expensive than planned because you will rush home to purchase a new crib! Don't say we didn't warn you. Also for the kids (or the parents) there is a high chair and port-a-crib. A safety rail is available for the twin bed room to help eliminate bumps in the night! Check email as frequently or infrequently as you desire with the highspeed wireless internet that is provided. If the vacation includes a little business then the printer/scanner/copier/ fax machine should be very helpful. The side yard boasts a sand beach for children to play in along with more seating up to 4. Everything you can possibly desire has been provided for you in this unit. New silent Bosch dishwasher with plenty of counter space to cook up a beach picnic. This updated property is luxury with a capital L. Anna Maria Island is an unspoiled paradise located on the famous Gulf Coast of Florida. You will never run out of things to do and see. The Gulfpath is just a 10 minute stroll along the beach to breakfast, lunch, or dinner at Cafe on the beach. You can bask in the Florida sunshine, stroll the seven miles of flour soft sandy beaches or relax on one of your two private patio areas. Come on over to Anna Maria Island, and experience the real Florida escape. **Parking: Driveway - Two **No Smoking **No Pets
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out On Anna Maria Island, there are no high rise hotels. Life is better on the beach because it’s simpler. But don’t let the flip flops fool you; we know a thing or two about luxury. Indulge your taste for style and indulgence without giving up any of that tiny beach town charm. Palm Gables is a fully equipped three bedroom, two bathroom vacation condo located right on the Gulf of Mexico. A sweeping view from your lanai offers deep blue daydreams of the ocean and nightly panoramas of the gold, peach, and pinks sunset. Combined with the ten foot tall ceilings, an open floor plan and ample natural lighting, you’ll be able to get away from it all and finally feel like you have room to breathe. You won’t even get out of breath taking your luggage upstairs. Secure covered parking to an elevator is available for ease of coming and going. So load up everything into that beach bag and head out for the flour soft, sugar white sands we’re known for on Anna Maria Island. Or maybe you prefer to keep it a little more chlorinated. A heated community pool is just downstairs; meet some new friends and make plans to hit Bridge Street for dinner and dancing. This is a vacation condo designed with a distinctly Florida sense of glamour. Designer furnishings with a whimsical palm tree motif can be found throughout.  In addition, all of the bathrooms and bedrooms are outfitted with premium sheets and towels. All the comforts of home and then some can be found at Palm Gables. From granite countertop in the gourmet kitchen to a flat screen in every bedroom. Feel free to bring the laptop should you need to work on vacation; an office with printer is available. Or grab your sunglasses and stretch out in a patio chair – this vacation condo has free wireless available! But vacation is sometimes about going as low key as you can. Makeup, hair gel, shoes – some days that will all just need to be left behind! And when those days come, you’ll be just minutes down the street from one of Anna Maria Island’s favorite hole-in-walls, the famously non-air conditioned Skinny’s. Indulge in one of the island’s tastiest cheeseburgers and take some time to digest before heading across the street to the public beach. A drum circle takes place every Friday at 7pm. No matter how you spend your days with us on an Anna Maria Island, you’ll have a plush queen or king be to sink into at the end of it all. If you’re looking for a vacation condo that offers nothing but well-appointed relaxation, you’re looking to stay in Palm Gables in Anna Maria Island. Elevator: yes Parking: 1 space is covered
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 14 nights stays with a Saturday to Saturday check-in/check-out Lovely two bedroom, two bath Island holiday condo in Sandy Pointe condominiums. The condo backs up to a 30+ acre reserve! It is this reserve that makes this vacation rental quiet and secluded but yet centrally located. Enjoy the community heated pool. Within ten minutes walk to grocery store, multiple gift shops, multiple pharmacies, fishing, 10 restaurants, and the fantastic white sandy beaches of Anna Maria Island. If the time of year is right, enjoy the beautiful sunrises or sunsets from your screened lanai. Once you experience Anna Maria's laid back atmosphere, you may find going home may not be an option. no elevator Parking: Covered 2 in-line
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Quiet and cozy retreat in a centrally located, small, town-home style condo complex. (2) Bedrooms, (2.5) Bath, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Shared heated pool, free wireless, sorry no pets, about a block to the beach access. When you’re looking for a vacation home on Anna Maria Island that blends comfort, luxury, and fun, you’re looking to spend your week in Holmes Beach at Gulf View Townhomes unit 4. There is room for up to six guests, spread out across 2 bedrooms and 2.5 bathrooms to enjoy the vibrant island views, designer quality furnishings, and heated community pool. This is an ideal spot for From the moment you get settled in GVT 4, you’ll be on island time. It’s impossible not to get into a mellow, vacation mode of mind when you see how sunlight pours into the main room from the patio’s sliding glass doors. Goldenrod walls give the perfect backdrop for a stylish leather couch and arm chair set, making it a cozy nook for watching a movie or actually talking with friends and family on your vacation. Just be sure to bring your laptop along to keep in touch with everyone back home too – GVT 4 is equipped with free wireless internet in every room of the property. Of course, the living room provides a lovely transition out to the crowning glory of this vacation townhome. Just on the other side of those sliding glass doors is a spacious, sundrenched wooden patio with a sweeping vista of our little barrier island’s lush and vibrant beauty. Mother Nature doesn’t wear makeup to Anna Maria Island or the Gulf View Townhomes – a lofty palm tree sways with the beat of an island breeze and the rubbery leaves of a banana tree rustle so close you can reach out and touch them from the patio. Though, we don’t encourage you to do so – we don’t encourage anything that would have you leaning over the rail off your private, Old Florida style patio. Even if it’s to try and get a better listen to a murmur of crashing waves from the Gulf of Mexico that sits less than two blocks away from your rental. If you prefer to take your swims in more chlorinated waters, get the family down to Gulf View Townhomes’ community pool. Sun loungers and Adirondack chairs in punchy pop colors are just waiting for you to comfortable in the glistening, golden sunshine. Make some new friends among your neighbors and maybe they’ll let you in our some of their favorite picks for Anna Maria Island shopping and dining. Don’t be surprised to hear how you must try nearby Ocean Star Sushi or beachside Skinny’s for a burger. It might not be air conditioned, but the free Island Trolley is and you’ll be a stone’s throw from a stop for it. Anywhere you need to get to through Anna Maria City or Holmes and Bradenton Beach can be reached in island styled on the trolley. No smoking No Pets Parking: 1 space, assigned
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Chic, beachy and at-home feel, tropical island getaway vacation home. (3) Bedroom, (2.5) Bath, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Port-a-Crib. Private heated pool, free wireless internet, pets welcome with fee, less than two blocks to the beach. When you have impeccable taste, you're going to want a vacation rental that lives up to that. For that discriminating vacationer, the clear choice is 4808A Gulf Drive. Three bedrooms and two bathrooms accommodate up to eight guests so bring the whole family; including the little ones. A porta-crib is available at the property for our youngest guests. Start unwinding from the moment you arrive - this is a house that will even carry your luggage upstairs for you! An elevator is available for all three floors. Once you’ve unloaded, take some time to wander through and take in the mellow, gulf coast inspired décor. And if you just won’t be able to settle until you check the ole inbox, wireless internet is available. Even if all you need to unwind is a regular afternoon nap, you’ll have your pick of king, queen, or twin beds. However you want to unwind, 4808A Gulf Drive is the place to do it in style. Are you a gourmet cook that never has the time to try out that new recipe? Well that is precisely what vacation time if for! The kitchen has all updated appliances to help you unleash that culinary creativity. An open floor plan allows you to still interact with everyone in the living room. Between the flat screen TV and plush leather seating, this will quickly become a favorite gathering spot for the whole family.  As will your pool deck out back. Days at a time could be spent drifting in the sapphire waters of the private, heated pool. Lay back on a raft with a cold drink and wait for the sunset to start overhead; you won’t be disappointed. For the full experience though, you’ll want to get out to the beaches. Nothing beats watching the Florida sun dip and melt into the Gulf of Mexico up close. When you are ready to venture out and explore, you'll find yourself in a perfect location for getting to all of the favorite "things to do on Anna Maria Island" from coffee and pastries at Ginny and Jane E's to poker night at Decoy Duck’s. You’re within walking distance of a free trolley stop that will keep you moving on island time around to all the major points of interest in Holmes Beach, Anna Maria, and Bradenton Beach. Parking : garage, 3 spaces Elevator: Stairs
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out F. Scott Fitzgerald once wrote about a Florida day ending with “a broad collar of golden coin that was collecting half a mile out and would eventually be a dazzling sunset”. He must have been looking at the view from Playa Casanas North. Perfect for multifamily vacations, rent one or both sides of this vacation rental duplex directly on the sparkling white, quartz sands of Holmes Beach in Anna Maria Island. Four to six people can fit comfortably in two bedrooms and one bathroom in either property. So whether it’s a wedding party or family reunion, everyone will be cozy not cramped. Everything in this rental duplex - from a sky blue and sandy gold color scheme to comfortable, classic furnishing – is inspired by Florida’s natural beauty but does nothing to distract from it. Which would be shameful with a location like this! You’re located just steps from the Gulf of Mexico and a screened in back porch means you’ll have an envy inducing view of the sunset without any unwanted pests. Watch it quickly become your favorite spot for morning coffee, reading, and board game nights. Exit directly onto a charming brick paver patio with outdoor shower, perfect for washing off feet and seashells at the end of a long beach day. But maybe the Florida sunshine has you feeling mellow and languid. And even though it’s not a long walk, walking at all just seems exhausting. Don’t feel bad – it happens to all of us, even the natives. The flat screen in the living room is waiting to help get you caught up on last season of your favorite shows and wireless internet is available on both sides. In the kitchen, you’ll find smaller but all updated dishwasher, microwave, and flat top stove. You’ll not only perfectly located for the beach, this vacation rental duplex is situated right in the heart of Holmes Beach so you won’t have far to go for any of the best “things to do on Anna Maria Island”. Hop onto one of our famous free trolleys and see where you end up. Go north to the slower paced Anna Maria City for live theater, pier fishing, and family favorite, Bayfront Park. Further south is Bradenton Beach with karaoke at Sharky’s Steaks and Sea Grill and the annual sandcastle building contest at Beach House. Whatever direction you choose, you’ll won’t have far to go and you’ll be happy to have Playa Casanas North. to come back to. Parking: 2 Spaces
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Light and bright direct gulf front seasonal rental. (2) Bedroom, (2) Bath, accommodates up to (4) people: 1 King, 2 Twins. Shared heated pool and spa, free wireless internet, elevator, sorry no pets. Enjoy this spectacular Gulf front location, on the beach with views and sunsets, at this wonderful Anna Maria Island vacation beach front condo. Anna Maria Island Club is a small, up-scale Gulf front complex offering you the opportunity to walk directly out to the beautiful white sand - who could ask for more!  You can literally walk for miles on the 7 miles of beach that is Anna Maria Island. The direct Gulf front open-air balcony (does not overlook pool area) offers a very private and quiet retreat, where you can sit and watch dolphins, manatees and some of the best sunsets you'll ever see! The complex offers a large heated pool, hot tub (overlooking the beach) and sauna. There is secure access, elevator and private, under cover parking. The dining room and living room both offer views from the full, floor to ceiling sliding glass doors across the entire front of the condo. The views are breathtaking! Enjoy your vacation on one of the area's most beautiful beaches. The master bedroom has a king bed, en suite bathroom with dressing area, double vanity sinks, and a walk in closet. The second bedroom has twin beds and closet (with bathroom adjacent). The master bedroom offers spectacular views of the Gulf from the sliding doors that lead to the open balcony. In addition to the standard features, the owners also offer use of their beach storage unit which includes beach chairs, loungers, umbrellas, cooler, boogie boards, beach toys etc. There is also a crib, high chair and baby swing seat. In addition there are some extra kitchen supplies. There are hair dryers and a clothes drying rack. Free high speed wifi and USA/Canada calls included. AMIC is conveniently located (Publix less than 1 mile) with an excellent choice of restaurants within walking distance, offering fresh seafood and waterfront dining. There is also an Island Trolley stop outside the complex which offers free transport up and down the Island (every 15 minutes). Sounds like a fabulous vacation - reserve your holiday now at Unit 21 Anna Maria Island Club!  Boat Access: No Floor Number: 2nd Floor Premium Linens: Yes
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Anna Maria Island is famous for a few things. Our flour soft, sugar sand beaches and a friendly, mellow state of mind. But everyone always goes home talking about the sunsets. Watch how everyone at the beach stops at the end of the day to take in the sight. So when you have a name like Sunset Beach, you know these vacation rentals are offering something spectacular! This two bedroom, two bath direct gulf front vacation condo gives room for six guest to enjoy a sundrenched . Being a corner unit gives you a particularly gorgeous vantage point – Australian pines and palm trees sway in the sea breeze against the endless blue background.  Gulf waves crash in the distance while a little bit closer you can spot the shimmering, heated community pool. Lounge chairs and umbrellas offer shade and sun, whatever you poolside preference might be. Enjoy that scenic view with everything from morning coffee to midnight cocktails at sturdy outdoor tables and chairs. Natural beauty on the porch blend seamlessly into tasteful décor inside the condominium thank to tall, proud sliding glass doors. Open them up to enjoy an island breeze within the sunshiny yellow walls, curl up in the cushy furnishings and let pops of cobalt colored accents perk up your senses. The sounds of the oceans off in the distance make perfect background noise for finishing up a beach read or catching up with everyone back home on your laptop. Sunset Beach 106 is equipped with wireless internet for you to stay connected with everyone back home. Get set up at the chic, glass dining table should you need to work during your stay. There’s space for six at meal times or you can use it for a lovely, makeshift office space. But if you’re keeping the scale tipped heavily towards play instead of work, take advantage of the dining room but whipping up your favorite, too-decadent-for-anything-but-vacation dishes. Quirky tile work in the kitchen in colors evocative of sea glass keeps you smiling while finding whatever you need in the well-stocked cabinets and drawers. Catch up with friends and family at the breakfast bar and pass around cold drinks from the side by side refrigerator. Just a short walk from Sunset Beach is a stop for the island’s free, air conditioned trolley. Take it all through Anna Maria, Holmes and Bradenton Beaches; no matter where you spend the day, you’ll be glad to have this vacation condominium to come back to. Sweet dreams and serenity wait for you in a queen or twin bed outfitted in whipped air soft sheets; this unit is proudly enrolled in our Premium Linens Program, supplying you with hotel quality sheets, pillowcases, beach, and bath towels.**Parking Spaces: 2
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Coastal, clean and bright centrally located seasonal vacation condo. (2) Bedroom, (2) Bath, accommodates (4) people: 1 Queen, 2 Twins. Shared heated pool, free wireless internet, sorry no pets, less than two blocks to the beach. Gone Coastal is located at the Fountainhead Condo Complex and just a few steps from the beautiful beaches and azure blue water of the Gulf of Mexico. This vacation rental is nicely furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep four with a queen size bed in one bedroom, two twin beds in the second bedroom and new flat screens throughout. This eight unit Holmes Beach complex has a heated pool and laundry room on site and the unit itself offers everything you would need for a great holiday vacation. After staying here, you will wish your holiday on Anna Maria Island could be extended forever. Close enough for a day at the beach and come back to take a dip in the pool. Don't forget to go back to the beach for a sunset. Parking: Covered  Washer/Dryer: Coin OP
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms, (2.5) Bathroom, accommodates up to (4) people: 1 King, 2 Twins. Community pool, free wireless, sorry no pets, gulf front location. Hidden Cove is a slightly ironic name for these Holmes Beach vacation condominiums. They’re some of the most popular places to stay on Anna Maria Island! But how couldn’t they be when all that separates you from our sugar sand beaches are a few charming, sea oat lined steps. All the Hidden Cove units sit gulf front, giving you spectacular gulf views throughout. You’ll feel the Gulf of Mexico and its flour soft beaches beckoning you from the moment you arrive. The suitcases might not even get unpacked before you’re slapping on sunscreen and heading down the wooden steps connecting your patio to the sand.  But there’s as much to love inside the vacation condo as there is inside. Hidden Cove #3 has two bedrooms, with a king and set of twins, which makes room for up to four guests. Perfect for smaller parties like a girlfriends getaway! The spacious and updated kitchen gives foodies in the family room to show off; even if it’s just umbrella drinks for everyone at the granite breakfast bar. Tasteful, coastal inspired décor and premium quality linens will have you in a mellower frame of mind after just one night. Wake up the next morning and grab one of those hotel quality towels to get down to the beach. Or if you prefer to stay chlorinated, get comfortable on a lounge chair around the heated, community pool. After a day of sundrenched fun, take the island’s free air conditioned trolley around Anna Maria Island to find your personal favorites for Anna Maria Island dining and shopping. Whether you prefer island staples from The Flip Flop Shop and Candy Stop or beachside burgers at Skinny’s, you’ll be able to hop on with ease. A stop for the trolley is so close to Hidden Cove, you’ll barely notice the walk. Be sure to get home in time for the sunset, you’re going to have one of the best seats in the house! Feed your belly and spirit with the sound of crashing waves and a balmy, salt tinged breeze at every meal – table and chairs are set up on the deck. The living postcard panorama extend to the master bedroom as well – open sliding glass doors at night so you can wake up to the song of seagulls in the morning. There are a thousand and one fabulous things to do on Anna Maria Island, but a vacation condo in Hidden Cove is luxurious and comfortable enough to be one of them. Pool: Yes, No Heat Parking: 2 spaces, assigned
    Home/Apartment
    4br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Luxury at its finest with this stand-alone, spacious condo in all its elegance. (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front complex yet this unit has limited views. Life for a week at LaPlage 6430 is a truly decadent experience. This vacation condo is one of the few things you’ll experience in life that is just as good (or maybe even better) than you fantasized. Located in Holmes Beach on Anna Maria Island, this four bedroom, four bathroom vacation rental is nestled within the LaPlage Condominiums - one of the few complexes in the area to be directly gulf front and offer views of the water from a heated community pool and spa. A large garage is available with parking for four cars plus two outdoor spaces. Experience a luxurious beach vacation with over 4,300 square feet of gorgeous living space, decorated with welcoming island style. You’ll start to understand how special this vacation condo is from the moment you arrive; a whimsical mural featuring flamingo and palm trees welcomes you in the foyer and an elevator is available to help with luggage and guests who might have difficulty with stairs. One of the first things you’ll do upon arriving at La Plage 6430 is step out onto the expansive balcony and take in a sweeping vista. If you’re lucky enough to arrive around sunset, the view will simply take your breath away. Hours or days could be lost reading on the wicker lounge chairs or playing cards around the outdoor dining table and chairs. Inside the vacation condo, you will find a sunny interior finished with up-scale furniture, granite countertops and fine art throughout. Keeping in the Florida style and state of mind, everything is decorated in refreshing pops of tropical color. Hotel living has nothing on La Plage 6430 and after taking a vacation here, you might never go back. This is one of our Premium Linen Program properties, which stocks the vacation condo with professionally laundered sheets, pillowcases, beach and bath towels. That little extra touch of indulgence will make all the difference in the world while you sleep, shower, and swim for a week in paradise. Up to eight guests will have sweet dreams by in the sea in either a king, queen, or set of twins in the bedrooms. A queen sleeper sofa is also available in the den. Even washing away the salt and sand is a treat at this vacation condo. The attached bathroom in the master features a marble rain shower – there are of plenty of relaxing day spas around the island, but you can have a day of beauty treatments and luxury without ever leaving the property! Elevator: yes Parking: 4 garage 2 outdoor
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Bright and beachy island home for a peaceful island getaway. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 1 King, 1 Queen. Private heated pool, free wireless, pet friendly (up to 25lbs) with fee, less than two blocks to the beach. Island life is simpler and slower than life anywhere else in the world. It's just hard to get too worked up about anything when you're living life with salty, gulf coast waves crashing in the distance and a seagull song overhead. Get into that mellow frame of mind, by spending your next Anna Maria Island vacation to the people who love it best as Misty Beach. You'll barely remember what your stress, cares, and worries look like after a week at this two bedroom, two bathroom holiday rental. They'll seem like a hazy memory from someone else's life - leave it all behind on the mainland! Up to six guests can fit comfortably in the rental home and that's not including furry, four legged members of your family. As one of our pet friendly properties, Misty Beach is happy to welcome animals up to 25lbs with a deposit. The exterior of this property is sundrenched, safe, and secluded with a fenced in backyard. A wooden deck leads you to the private heated pool shimmering in Florida sunshine. Coat yourself in some SPF 30 and sprawl out on a towel across the lounge chairs. Or sip on a cold beer under the shade of your umbrella. A propane grill is waiting to cook up your catch of the day and come sunset time, there's nowhere you'll rather be than with friends and family in the backyard of this happy holiday rental. Except maybe the pristine beaches that make Anna Maria Island famous. Misty Beach sits less than two blocks from the Gulf of Mexico and all you need to do is slap on your flip flops and take that short jaunt to the beach. Dig your toes into the sand and surf while the sky fades into a golden, glowing stain you can only find in a postcard or paradise. But lucky for you, that's exactly what Anna Maria Island is - a living postcard paradise.There is an occasional rainy day in Florida but you won't mind staying indoors for a day or two at Misty Beach. Free wireless internet connection is provided to help keep you in touch with loved ones back home or if you should have to mix a little work with pleasure during your stay. The living room features a wall-mounted flat screen and comfy, sea green couch for mellow movie nights. Make yourself a big batch of popcorn in the kitchen with its granite countertops and updated, stainless steel appliances. An open layout keeps everyone together so you don't have to bother with a pause button while you're melting some butter. Islanders mean it when we say life is better on the beach. And we can't wait to share it with you for a week of relaxation in the vacation cottage known as Misty Beach **Pet Friendly: Yes under 25lbs **Parking Spaces: 1 carport + dw
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out The breath-taking panoramic Gulf views is what this vacation rental is all about. (3) Bedrooms, (2) Bath, accomodates up to (8) people: 1 King, 1 Double, 1 Queen, 1 Sleeper Sofa. Free wireless, sorry no pets, direct gulf front location. Things are a little different in Florida, particularly along the gulf coast. Though we’re more than aware of how to live a life of luxury, simplicity is what we really covet. And it is with that in mind, you can’t help but smile at the name for these vacation rentals known as Gulf Shores Condominiums.  You’ll love falling asleep among the dreamy powder blue walls of the master bedroom and an extra wide flat screen in the living room. But what will really stick out in your mind and memories is sitting nestled literally on the gulf shores.  You’ll be treated to sweeping vistas of the Gulf of Mexico beaches from almost every room in the place! Open up the sliding glass doors in the great room and welcome in a balmy sea breeze through the vacation rental. You’ll sink into the cream puff cushy seating sitting under tropical inspired prints in the living room. The sound of waves, beach goers, and sea gulls can lull you into an afternoon nap or catch up with email by accessing the condo’s free wireless internet. Eating is a whole new experience with the salty air opening your senses; enjoy home cooking or restaurant leftovers around the dining room table or out on the lanai. Outdoor table and chairs are perfect for noshing between beach trips while the elegant dining table welcomes long family dinners that will reconnect you against a vivid Anna Maria Island sunset backdrop. Or maybe take in a more intimate viewing of it off the master king bedroom’s balcony. There are three bedroom and two bathrooms at Gulf Shore 205 and room for up to eight guests thanks to a sleeper sofa. The bathrooms offer cozy, relaxing privacy decked out in a palette of calming coastal colors. When was the last time you took a bubble bath? What else is a tub in your vacation rental right on the beaches of Anna Maria Island is for nothing else but indulgences like a good long bubble bath. Everything you’ll need during a stay in paradise will be within walking distance. Gulf Shores Condominiums are also just a short stroll to a stop for the free, air conditioned trolley. Ride it down to Historic Bridge Street for live music, waterfront dining, and during the winter, our annual sandcastle building competition. Or head north to the quiet Anna Maria City where you can take in historical points of interest such as Rod N Reel Pier or the old Anna Maria Jail.**Parking: 2 spaces, assigned
    Home/Apartment
    1br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 27 nights stays with a Saturday to Saturday check-in/check-out Beautiful gulf front one bedroom and one and a 1/2 bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or an island escape. There are so many island activities at your fingertips: Stroll seven miles of unspoiled Anna Maria Island beaches, browse through one of our many unique island shops or just do nothing at all while enjoy the famous Florida sunshine. Once you stay here you will want to return again and again.  Elevator: yes Parking: Assigned 1
    Home/Apartment
    4br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Elegant and tropical poolside paradise holiday rental. (4) Bedroom, (3.5) Bath, accommodates to (12) people: (2) Kings, (1) Queen, (4) Twin Bunks, (1) Queen Sleeper Sofa. Heated pool, free wireless internet, sorry no pets allowed, about two and a half blocks to the beach. Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living room offers big comfy furniture centered around a new 50" flat screen TV with Blue Ray/DVD player where you can enjoy a game or movie. The large open kitchen with granite counter tops, breakfast bar and dining area offer plenty of space for family gatherings to enjoy a special meal together. The private master bedroom is furnished with a king sized bed, large closet and master bath with jacuzzi style tub and walk-in shower. Two other guest bedrooms offer both a king or a queen sized bed and the fourth bedroom offers 4 twin/bunk beds. Each bedroom is equipped with flat screen TV's and DVD players. Located directly off the living area is a private wash room with washer/dryer laundry facilities. This vacation rental also offers an elevator which is handy for bringing up luggage or groceries. Sit outside around the beautiful pool with brand new patio furniture. You can watch your family swimming, enjoy a meal after cooking on the new gas grill or curl up with a good book and enjoy the Florida sea breezes. This lovely home is just a short stroll to many restaurants, shops and the free trolley stop. It is a wonderful spot to spend some quality time with your family, friends or just that special someone in your life for a perfect island get-away. Come and spend your holiday here on Anna Maria Island, and you may never want to leave. Walking Tour: As you enter the home through the spacious foyer, you will see a staircase straight ahead that leads you up to the first living level. On the first living level, you will walk right up to the half bathroom with a pocket door that opens up to a full size washer and dryer laundry room. To the right of the stairs, you will find the lovely spacious floor plan, including the kitchen, living room and dining room. Off of the living room, there are French doors leading you to a large open-air balcony that over looks the beautiful pool area. Down stairs in the pool area you have a table and chairs that are pool side and lounge chairs to lay out and soak up the island sun. The pool is set in a tropical setting with lush landscaping. To the left of the staircase, you will find a master suite with a connected master bathroom with Jacuzzi tub. Up the second staircase, you will find a comfortable seating area which is also a sleeper sofa for additional sleeping. You will also find the three additional bedrooms. You have another king master bedroom suite with a large master bathroom including a Jacuzzi tub and a walk in shower, a queen bedroom and the fourth bedroom has two sets of bunk beds which are twin sized. There is also a full bathroom off of the hallway for main use. This property comes equipped with an elevator for your convenience. Elevator: yes Parking: 2 Car Garage
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out This whimsical vacation beach house offers you the ultimate Anna Maria Island experience complete with panoramas of the Gulf of Mexico in Holmes Beach, FL.  (3) Bedroom, (3) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private pool with spa (heat in spa only), free wireless internet, sorry no pets allowed, less a block to the beach. Island and beach communities all have their own personality, but they do seem to have one thing in common. Paradise breeds a taste for style and indulgence that must be balanced with a mellow, friendly mindset. This is why we have no interest in high rise hotels. Come have the full Anna Maria Island experience with a week in Coquina Sands. This sprawling three bedroom, three and a half bath vacation beach house offers you the ultimate Anna Maria Island experience complete with panoramas of the Gulf of Mexico. Approximately 2196 square feet of space gives up to six guest ample room to unwind. Whether it’s a wedding, Spring Break, or the annual family vacation, everyone will enjoy being laid back in luxury. Explore all three stories before committing to a location. An elevator is provided for luggage and guests who have difficulty with stairs. The designer created a unique, open layout centered upon gorgeous, Gulf of Mexico views - all bedrooms are on the ground level with both the great room and kitchen are on the second level. You might have to put up a bit of a fight if you’re eyeing the master bedroom. It features a king sized mattress and attached bath with Jacuzzi tub. No matter where you lay your head down at the end of a long beach day, it will be wrapped up in the hotel quality linens provided for every bed and bathroom. The third level has a little nook ideal for reading, yoga, or just a little bit of solitude.  Then again this space could be used for nothing but taking in a famous Anna Maria Island sunset. Outside is a tiny little patio that with views you could never have dreamed of before. Take your cup of coffee out in the morning and slowly wake up to a murmur of crashing waves in the distance. Movie and sports buffs should get comfortable in the poolside bedroom/den. A flat screen over 35” wide stretches out in front of a white sleeper sofa evocative of South Beach. It also includes a wet bar, with wine fridge and sink. French doors open up right onto the pool deck – which is a treat all on its own. Sunlight shimmers on the surface of the pool, inviting you to dive in and spend an afternoon floating and drifting. At night, after grilling up some steaks and seafood on the charcoal grill, enjoy a good soak in the spa. It is heated, yet the pool is cursory heated from the spa and should NOT be consider heated. You’ll also find a door that goes directly from pool deck to shower for easy rinsing off. And the bathroom you’ll find yourself in is spacious enough to feel like a spa – it supports the entire second story! There is a lot to love about being in Coquina Sands, but you are going to want to leave it eventually to get down to our sugary, quartz sand beaches. It’s less than two blocks between your sandals and the sea. With a location like that, you better make sure to apply sunscreen early. This walk is not going to be long enough for it to soak in. Parking Spaces: 3
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Coastal and beachy multi-level home with a serene and relaxing pool oasis. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Privated heated pool, free wireless internet, sorry no pets allowed, less than two blocks to the beach. There are plenty of beaches in Florida that feel the need to show off with high rise hotels or carnival rides parks on their sands. But that’s not how it’s done in Holmes Beach; all you need is a great vantage point. This multi-level vacation home offers casual island luxury across an open floor plan with volume ceilings, a large wooden terrace, and tropical yard with sparkling pool. Everything you could want in a vacation home and more sitting within 500 yards of the flour soft, sugar sand beaches that make Anna Maria Island famous! Enjoy top of the line finishes and fixtures. The kitchen offers a crisp, bright cabinets and drawers stocked with everything you need.  There’s room for the entire family to enjoy a culinary masterpiece in the dining room. Six can fit around the dining table and another five chairs are set up at the breakfast bar.  The spacious and open floor plan allows the kitchen, dining room, and living room to blend into each other across rich hardwood floors – a perfect setup for making memories together. Open the sunny sliding glass doors and venture out to the lanai to take in a refreshing island breeze. Both guest bedrooms are located on this level, with the master retreat tucked away for privacy upstairs. In the second level rooms, you’ll find a queen or twin bedroom and since this vacation home part of our Premium Linens Program, you’ll find nothing but hotel quality linens and towels. Upstairs in the master suite is a lavish king mattress, walk in closet and private verandah. The sunset has never been as beautiful as it is with that someone special on an airy, open patio in the heart of Holmes Beach. Or take in the sunset lounging around your own backyard. Swaying palm trees and a hibatchi grill make this a perfectly private oasis to spend your lazy vacation daze. If prefer to get a little more salty and sandy, take that short stroll down to the beach. Upon returning, you’ll be ready for a soak in the master bath’s roomy tub. Spending your day on dry land? Hop onto the island’s free, air conditioned trolley. It circles all around Anna Maria Island, offering you a way to get where you’re going on island time.  Try upscale boutique shopping on Pine Ave or barefoot beachside burgers at Skinny’s. However you want to spend your time unwinding, this vacation home puts you right in the center of it all. Parking: Garage, 3 spaces
    Home/Apartment
    4br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Bright and beachy custom built holiday rental with tropical pool paradise. (4) Bedroom, (2.5) Bath, accommodates up to (10) people: 1 King, 2 Queens, 3 Twins, 1 Futon. Private heated pool, free wireless internet, sorry no pets, less than two blocks to the beach. New to vacation rentals! Fantastic private custom-built  Cape Cod style vacation rental home just a short stroll to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and fire pit all in a tropical paradise setting! Your large outdoor tropical paradise is equipped with ample seating for everyone. There is a dining area, chaise lounge chairs, barbecue grill, and even a television and luxurious outdoor wet bar with sink and built-in refrigerator! The large dining room table comfortably seats 8 with an additional 4 at the gorgeous granite counter bar. Every bedroom has both a flat screen television. The living room has a large flat screen. This is a perfect retreat and just a very short stroll to the Gulf of Mexico in Holmes Beach. This home will allow you to reconnect with family or friends and should provide for memories that will last a lifetime. Sounds like a fabulous vacation - reserve your holiday now! Put this one on your map!  Parking: 2car garage & drivew Elevator: yes
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Plum Cottages are professionally decorated with a laidback island flavor, and offer everything you'll desire for a truly memorable vacation! This single story, cotton candy colored rental is directly in the heart of Anna Maria Island. You’ll enjoy plenty of island flavors as you’ll be close to some of our favorite local dining, shopping, and water activities. Six guests can fit comfortably among three bedrooms and bathrooms at Plum 324. These vacation villas are also proudly enrolled in our Premium Linens Program, providing you with hotel quality sheets and towels that have been professionally laundered. Out in your private backyard is a peaceful garden-style lagoon pool that you'll enjoy every day of vacation. Walk outside and you’ll be wrapped up in a full Florida sensory explosion. Sunlight warms your skin and the colors of delicate but lush periwinkles bloom from the ground. Relaxed palm trees, sway and dip in the balmy island breeze while the distinctive zip of it fills your noise. Florida air is somehow fresh and salty at once. You’ll think you’re going to sit in the chairs for only a moment but time gets away from you in this oasis. Just plan on having dinner out there and stock the fridge with burgers, kabobs, and franks to throw on the grill. Inside you’ll find a cozy living room decked out in colors refreshing and cool as an umbrella drink. Family time becomes quality time watching favorite movies on the flat screen or finally teaching your kids the secret recipe and indulging around a dining table adorned with orchids.  Everything about this vacation villa puts you in that island sensibility without sacrificing the comfort you once thought was just in hotels. Inside you’ll find the master bedroom with a relaxing king-size bed, the perfect place for a snooze or favorite movie on the flat-screen. Its attached bathroom has a granite-topped vanity area and tub with shower. The second bedroom has a comfortable queen and flat screen as well. Located just outside the door of the second bedroom is another full bathroom with tub and shower. The third bedroom offers a set of twin beds with plenty of closet space as well.  All offer a tranquil place to return after your vacation adventures. You’ll be within walking distance of the Gulf of Mexico and a stop for the free island trolley is literally steps from the front door. Jump on and explore all the island has to offer, from decadent waterfront dining in Bradenton Beach to intimate boutique shopping on the north end. Stop into our Pine Ave office to talk about rebooking or just stop in and say hi!  There are seven miles of pulverized quart sand beaches and a thousand ways to enjoy them, from paddle boarding to parasailing. The villa next door is also available to rent, which is an ideal set-up for a family reunion, wedding parties, or just for you and your closest of friends to vacation together.**Parking: 2 Spaces: driveway
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Plum Cottages are professionally decorated with a laidback island flavor, and offers everything you'll desire for a truly memorable vacation! This single story, candy colored rental is directly in the heart of Anna Maria Island. Get on beat with plenty of island flavor as you’ll be close to some of our favorite local dining, shopping, and water activities. Six guests can fit comfortably among two bedrooms and bathrooms at Plum 322. These vacation villas are also proudly enrolled in our Premium Linens Program, providing you with hotel quality sheets and towels that have been professionally laundered. Out in your private backyard is a peaceful garden-style lagoon pool that you'll enjoy every day of vacation. Walk outside and you’ll be wrapped up in a full Florida sensory explosion. Sunlight warms your skin and the colors of delicate but lush periwinkles bloom from the ground. Relaxed palm trees, sway and dip in the balmy island breeze while the distinctive zip of it fills your noise. Florida air is somehow fresh and salty at once. You’ll think you’re going to sit in the chairs for only a moment but time gets away from you in this oasis. Just plan on having dinner out there and stock the fridge with burgers, kabobs, and franks to throw on the propane grill. Inside you’ll find the master bedroom with a relaxing king-size bed, the perfect place for a snooze or favorite movie on the flat-screen. The attached bathroom has a granite-topped vanity area and double walk-in shower. Located just outside the door of the second queen bedroom is another full bath with tub and shower. Both offer a peaceful and indulgent sanctuary to wash off the salt and sand. You’ll be within walking distance of the Gulf of Mexico and a stop for the free island trolley is literally steps from the front door. Jump on and explore all the island has to offer, from decadent waterfront dining in Bradenton Beach to intimate boutique shopping on the north end. Stop into our Pine Ave office to talk about rebooking or just stop in and say hi!  There are seven miles of pulverized quart sand beaches and a thousand ways to enjoy them, from paddle boarding to parasailing. The villa next door is also available to rent, which is an ideal set-up for a family reunion, wedding parties, or just for you and your closest of friends to vacation together. **Parking Spaces: 2 (driveway)
    Home/Apartment
    2br Home/Apartment
    • Wifi
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Coastal and cozy vacation villa. (2) Bedrooms, (2) Bathrooms, accommodates up to (4) guests. 1 Queen, 2 Twins. Free wireless internet, pets welcome with fee, bay front location with boat access, not far from the beach. Anna Maria Island is known around the world for many things. Our historic fishing piers, seven miles of unspoiled, uncrowded quartz sand beaches, near psychedelic sunsets. But at the end of it all, what sticks out most is our neighborly disposition. Being friendly is pretty much what we do best on Anna Maria Island.  Enjoy your own slice of island life with a week at Bimini Bay, this two bedroom and two bathroom vacation rental sits right on Bimini Bay. Located in a quiet but vibrant neighborhood with plenty of the local island flavor, there is room for every member of the family at the property and that included the boat and family pet. Pets are welcome with a deposit and the villa is set right on the deep water with dock facilities. This is also a property enrolled in our exclusive Premium Linens Program, giving you light as whipped air sheets on every bed and a pile of fluffy professionally laundered beach and bath towels to enjoy during your stay. Bimini Bay was lovingly decorated to make you feel right at home. The bottom of yours feet will press against cool tile floors as you wander through past the chic leather couches to on one side and a flat screen television. A whimsical surfboard coffee table sits between them and sunlight bounces off the bay and into your living room, giving everything a warm, welcoming shimmer.  Vacation memories can’t wait to happen here. This vacation rental is a dream for couples escapes and smaller families. The bedrooms feature a romantic king master and cheerful, kid friendly twins in the guest room. There’s so much charm inside this particular vacation rental that it spills over to the outside. The living room and master bedroom feature French doors opening directly out onto the waterfront deck. Throw together a fresh salad or put boxed restaurant leftovers on plates and head out before the sky erupts into sunset. You don’t want to miss that show. Or maybe just wait to welcome home the fishers in your group before throwing the day’s catch on a personal propane grill. During you stay, you’ll be within walking distance to the pristine white beaches and azure Gulf of Mexico waters. Tennis and a shuffleboard courts are also available for you to use during vacation. The free Island Trolley is available just down at the end of the block. Enjoy leisurely strolls on the beach through the island shops or down one of the many piers this island has to offer. Once you holiday on Anna Maria Island you will want to return again and again.-- Have a house but now you need a boat? Elevator: None Parking: 2 Spaces Floor Number: Ground Level
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Refresh, renew, and relax among lush landscaping for privacy at this vacation condo. (2) Bedroom, (2.5) Bath, accommodates (6) people: 1 King, 2 Twins, 1 Queen Sleeper sofa.  Community heated pool, free wireless internet, pet friendly with fee, less than two blocks to the beach access. Lucky Dux is a two bedroom and two & 1/2 bath townhome in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. This well cared for and well-appointed townhome offers the best of both worlds. You are just a short stroll to the best beaches and a short stroll to dining and shopping in quaint Holmes Beach. There are all new linens throughout the residence. You also have new televisions, so there will be somewhere for everyone to watch their favorite movie or television shows. Extra, extra - this vacation rental has wireless high-speed internet access so bring your laptop and enjoy what the internet has to offer! This is the perfect place for a winter retreat, family vacation or just an escape from everyday life.Come for a week or a month you will want to return year after year. Parking: 1car & driveway  Pet Friendly: yes
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out  Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals or just hanging around enjoying a drink together. There is wireless internet access, shared barbque and so much more for your vacation enjoyment. Just a short stroll block to the white sandy beach in Holmes Beach on Anna Maria Island. The free trolley is also just a quick walk away. Book your next holiday today! Parking Spaces: 2
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Refresh, renew, and relax among lush landscaping for privacy at this vacation condo. (3) Bedroom, (2.5) Bath, accommodates (6) people: 1 Queen, 4 Twins.  Community heated pool, free wireless internet, sorry no pets, less than two blocks to the beach access. Large three bedroom and two and a half bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. Beautifully updated and furnished with no detail left unimagined. New kitchen with a French bistro flare, new appliances and everything you could possibly need to prepare a light snack or a full gourmet meal. There are all new linens throughout the residence. You also have new televisions, so there will be somewhere for everyone to watch their favorite movie or television shows. Update: Living room television has just been replaced with 46" flat screen! Wireless highspeed internet access so bring your laptop and enjoy what the internet has to offer! This is the perfect place for a winter retreat, family vacation or just an escape from everyday life.  Just a short 2 blocks from the white sand of Holmes Beach. **Parking Spaces: 2
    Home/Apartment
    5br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Light and bright coastal duplex-style home perfect for larger groups. (5) Bedrooms, (4) Bathrooms, accommodates up to (12) guests: 2 King, 2 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool shared for both sides to access, free wireless, sorry no pets allowed, one block from the beach access. ..A few short steps to the Gulf Beaches --  (5) Bed: (4) Bath:  Accommodates up to (12) people: 2 Kings, 2 Queens, Twins & Sleeper Sofa:  Internet - Wireless:  No smoking:  Please note, these are two properties attached with separate entrances that share a pool. All newly remodeled and just across Gulf Drive to the beach. This holiday rental has everything to offer with five bedrooms, new kitchens, new bathrooms ,Televisions in each room and all the comforts of your own home. This home is a duplex and ideal for a family reunion where each familiy stays in one of the two sides. The decor is coastal, fun and great for an island atmosphere.  The fully equipped kitchens have everything to make all your favorite vacation meals.  Enjoy the new heated pool with small waterfall.  Please be sure to call with questions or review Holmes Beach Holiday Home and Holmes Beach Cottage 202  in more detail to ensure you understand how both units combined make our 5 bedroom bungalow. No smoking Parking: Driveway only - Four Elevator: Ground level
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out All newly remodeled and soooo close to the beach. This vacation rental has everything to offer with three bedrooms, new kitchen, new bathrooms ,TV's in each room and all the comforts of home. The cozy decor is tasteful, fun and perfect for the island atmosphere. The fully equipped kitchen has everything to make meal preparation easy and fun. Sit and relax the new heated shared pool. The easy beach walk requires just grabbing your towel, favorite beach gear and walking across the street to the Gulf of Mexico. Enjoy the pure white sand beaches of beautiful Anna Maria Island. There are so many activities on Anna Maria Island you will need to extend your stay over and over. Once you take your holiday here you will want to come back year after year. Whether you come locally, across the country or all the way from Europe your will enjoy all that the west coast of Florida has to offer so put this on your map to check out. No smoking Parking: 2
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Get yourself on island time with a holiday at this three story, key lime colored vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless,  less than two blocks to the beach. You’ll be relaxing into that vacation frame of mind at first glimpse of this three story, key lime colored vacation home in the center of Holmes Beach. This luxury rental offers refreshing island luxury, an open floor plan with volume ceilings, a sprawling terrace, and private tropical yard with heated pool.  A perfect pick for multi-family traveling, especially parties with little ones, there’s room for up to eight guests and parking for two cars. Enjoy top of the line finishes and fixtures throughout this luxury vacation rental. The flowing open layout spreads out across the living room, dining room and kitchen with rich hardwood floors glowing in the sunshine. The home also offers wireless internet, so kick back, relax with your laptop, or watch your favorite old movies and enjoy your personal "peace" of paradise. A romantic master bedroom is located on the main level with spa-like attached bathroom featuring a Jacuzzi style tub, walk-in shower, and double vanity sinks. The two guest bedrooms are located on the 2nd level with a queen mattress or set of twins. Each second level bedroom offers a TV with built-in DVD. And just recently added is a baby high chair and portable crib for our youngest island visitors. Bring back the ultimate souvenir from Florida – a suntan! Out in your own backyard is a private oasis, with swaying palm trees and propane grill. Spend all day doing laps in the heated, sparkling waters and then enjoy umbrella drinks in the shade.  When sunset rolls around, you’ll have a front row seat around chic outdoor table and chairs. Or take just soak up some rays from one of two wooden patios, giving you glimpses of the neighborhood and a lovely vantage point for the cooling gulf breezes. Put if you really want to take in the sights of Anna Maria Island, take a short stroll down to a stop for the island’s free, air conditioned trolley. All our locals and regular visitors know if you want a leisurely, friendly ride to anywhere in Anna Maria, Holmes and Bradenton Beaches, there’s no other way to get around. Take it to Pine Ave for quiet, family friendly boutique shopping or further south to Bradenton Beach to get your feet wet and hair windblown with parasailing. It’s up to you! **Parking Spaces: 1
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes Beach. This vacation rental duplex has everything to offer with two bedrooms, kitchen, 2 bathrooms ,TV's in each room and all the comforts of home.The cozy decor is tasteful, fun and perfect for the island atmosphere.The fully equipped kitchen has everything to make meal preparation easy and fun. Sit and relax by the new heated private pool.The easy beach walk requires just grabbing your towel, favorite beach gear and a short stroll to the Gulf of Mexico. Enjoy the pure white sand beaches of beautiful Anna Maria Island. There are so many activities on Anna Maria Island you will need to extend your stay over and over. Once you take your holiday here you will want to come back year after year. Whether you come locally, across the country or all the way from Europe your will enjoy all that the west coast of Florida has to offer so put this on your map to check out. Book both sides for your next family vacation! Parking: Under& Driveway