Anna Maria, FL, United States Accommodations

Accommodations in Anna Maria

Home/Apartment
3br Home/Apartment
  • Wifi
  • Parking
  • Swimming Pool
The SpaceWelcome to Anna Maria Island, and what Trip Advisor calls for 2013 "number 3 on our top 10 island destinations in the USA"! With an annual average temperature of 81 degrees, the sugar white sand beaches and crystal clear water, it's a dream tropical vacation site without leaving the USA. Sleeps up to 6, with a fully equipped kitchen. Guest AccessEasy three blocks to the Gulf, and steps away from award winning eateries, the free island trolly, shopping, library, boat docks and the inter coastal waterway. The house and attached garage are all yours, enjoy! Interaction with Guests This is OUR home,family owned and operated, NOT a rental agency! We live on the island as well, and prepared to make your stay smooth,hassle free and well, unforgettable! We're very proud of our pristine stand alone retreat, and the non-smoking pet free environment. WELCOME HOME! The NeighborhoodResidential neighborhood with no high rises makes for great sunrise and sunsets. Getting AroundSarasota airport is 30 minutes away, and a quick hour car ride to Tampa International. Southwest Airlines has alot of gates, and a great schedule. I-75 runs north and south about 20 minutes east of the island. Attached garage is for your enjoyment. The free island trolly runs around the island, and there is a stop less than a block away. Kids love it! Other Things to NoteOur family has been on the island for over 40 years, and if you haven't (URL HIDDEN) aware, it's habit forming!
Home/Apartment
3br Home/Apartment
  • Swimming Pool
  • Wifi
  • Parking
This property was deactivated by the owner. We have found several other available options for your stay.
Home/Apartment
2br Home/Apartment
  • Swimming Pool
  • Pets Allowed
  • Wifi
  • Parking
This property was deactivated by the owner. We have found several other available options for your stay.
Home/Apartment
3br Home/Apartment
  • Swimming Pool
  • Wifi
  • Parking
This property was deactivated by the owner. We have found several other available options for your stay.
Home/Apartment
4br Home/Apartment
  • Wifi
  • Parking
  • Swimming Pool
The SpaceExperience a near ethereal level of luxury by spending a week at the vacation home so wisely and whimsically dubbed Rest Ashore. It wouldn’t really be giving this vacation home justice to just describe the amenities, although for the purposes of practicality it is a four bedroom, three and a half bath vacation home directly on Tampa Bay. Rest Ashore is also enrolled in our Premium Linens Program, so you’ll find nothing but hotel quality sheets, bath and beach towels. But this vacation home is more than a place to sleep, shower, and swim – it’s a fully immersive experience. So let’s walk you through it. You’ll pass indulgent homes in the style of old and new Florida architectures and when you see yachts and sailboats docked at the marina, you’ll know you’re almost there. Pulling up into the driveway, tucked away behind a cascade of saw palms and silver buttonwood tree, is the home plucked straight from vacation dreams you never realized you always had. The cars can stay parked in the driveway or protected from Florida sunshine and rain in a separate two car garage. With suitcases in hand, you’ll walk up to the front door, a balmy bay breeze swaying the palms trees and a rope hammock. You don’t exactly have a front yard…more like your own private shady grove spreading out and around your new home away from home in paradise. You can catch a glimpse of all the wide open space and sunshine through the glass of the front door but once inside, the pure decadence of this house comes over you. This effervescent luxury rental is a balance of modern comfort and casual beach living, and it all sits against an endless backdrop of the bay and pool deck. The heated pool sits shimmering like a crown jewel in the pool deck. You think of how golden tan you’ll be after a few days lounging in the flamingo pink chairs. Let the kids play Marco Polo all day and after a dinner of burgers, franks, and kabobs they’ll be tuckered out early. Giving grownups time to enjoy a soak in the hot tub. During your stay you’ll notice how Florida waters change with the time of day. With the Sunshine Skyway Bridge sitting on the horizon, the bay water shimmers in silver and gray during the slow creep of morning. By the time the sky has exploded into sunset, gold coins seem to glisten and bob in the water under a heavy, melting sun. You’ll never see the same vista twice and it all sits living and breathing right outside, visible from most rooms of the house. Take in the best vantage point by climbing a glamorous spiral staircase to the master bedroom. A king bed sits in this romantic little nook with wide windows giving an even higher look across Anna Maria Island’s natural beauty. Let yourself wake up slowly out on the deck. Sunshine pouring through sliding glass doors is a lovely alternate to alarm clocks. This is a house that doesn’t give you a mere taste of island life; this home celebrates it. And it can be the place where some of your most treasured travel memories happen. Consider how perfect it would be to spend time here with your wedding party. Or spend a truly spectacular honeymoon away from everything except the one you love. You can finally get everyone in the family together at Rest Ashore; eight people can sleep comfortably in this vacation home and it’s impossible to imagine feeling cramped. Family vacation and special events are the time when the handed-down-for-generations recipes come out and this vacation home is more than ready to accommodate. The appliances are all updated and in the case of the refrigerator, extra-large with room for all your holiday eats and treats. The warm and welcoming kitchen island will quickly become a favorite gathering spot for company and conversation. The marine blue dining table sparks dinner conversation and with full bellies you can watch all your favorite movies on a wall mounted flat screen. Or simply load up the dishwasher and stay around the table for a good old fashioned board game night. It is a vacation rental classic activity after all. During cooler months, open the bay front doors a crack and spark up the fireplace. Some music, some appetizers and someone to cuddle with on the cushy, tropical colored couches will put you in a state of relaxed bliss some people actually believe can only be found in high rise hotels. We love our local spas like Acquea Aveda and Salon Salon, but you can have your own day of beauty treatments in any one of the bathrooms. Give yourself a pedicure perched on the edge of a sunken tub where you just took your first bubble bath in years. Or let all that stress from back home wash away among the chic glass tile work of a tucked away shower in the guest bedroom. Parking: 2 car gar & driveway Please note these Check-in Day Requirements for this property: Jan 01 2016 - Dec 31 2025 : Saturday check-in required. Saturday check-out required. Please note: This property has a check-in time of 4:30 PM and a check-out time of 10:00 AM. This property is subject to these additional Terms & Conditions which are included by reference in the Rental Agreement. Please Note: Prices & Minimum Stay Requirements below are general seasonal guides - click "Check Availability" and select desired dates for exact rental pricing and minimum stay requirements. Booking Instructions: Please send an inquiry for the dates you are interested in, we'll respond with a Special Offer which will include the total price of your reservation and applicable fees/taxes. You will be able to book directly from the special offer. Please note, rates during holidays may vary. Thank you!
Home/Apartment
2br Home/Apartment
  • Wifi
  • Parking
  • Swimming Pool
The SpaceImpeccable and luxurious, tasteful island vacation home. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Queen Sleeper Sofa. Private heated pool, tiki hut, free wireless, sorry no pets, less than two blocks to the beach. The sprawling floor plan opens up into the kitchen, dining and living room equipped with everything you could want and need on a holiday. Plush designer furnishings, flat screen TV, and wireless internet though out will keep the media savvy vacationer happy while foodies can get comfortable among the gleaming stainless steel of the kitchen. Cabinets and drawers are well stocked with everything you need to whip up home away from home cooking. And if you don’t feel like putting on the chef’s hat while you vacation, remember that leftovers from your dinner on Bridge Street is going to be just as delicious the next morning sitting with your favorite people around the breakfast bar. But want to know the island’s best kept dining secret? Best table in the house can be found out in your very backyard. Grilling out under a blazing, Anna Maria sunset is something everyone must try once in their life and island air just plain makes your food taste better. Casa Calienta is a spectacular and truly special place to experience it. Propane grill and outdoor dining set are waiting to make you forget all about staying in hotels. Don’t even give up the experience of umbrella drinks; this vacation cottage features a tiki bar! The deck is caged for shade and privacy, while a waterfall trickles into the heated pool. When you’re ready to get out explore our lovely little barrier island, everyone can enjoy a walk down Pine Ave. There are sweets, eats, and shopping to enjoy and you’ll be right in the heart of it all. Depending on the season, you’ll also be in a prime location to enjoy local events such as Food and Wine on Pine. Or stop into our office to book for next year. After enjoying a colossal brownie from Anna Maria Island General Store and picking up charming silver bauble from Moon and Tide, you’ll be ready to start becoming a regular around these parts. Also within walking distance are the glistening gulf waters and powdery white sands that lure everyone to Anna Maria Island. At the end of Pine Ave, is Bay Front Park with a view of the Sunshine Skyway and Eggmont Key, playgrounds, free parking, and plenty of room for your beach towel. Casa Calienta offers you a place to rest your head and wash the sand from your feet, but it’s up to you to make those priceless vacation memories. Parking: Driveway Please note these Check-in Day Requirements for this property: Jan 01 2016 - Dec 31 2025 : Saturday check-in required. Saturday check-out required. Please note: This property has a check-in time of 4:30 PM and a check-out time of 10:00 AM. This property is subject to these additional Terms & Conditions which are included by reference in the Rental Agreement. Please Note: Prices & Minimum Stay Requirements below are general seasonal guides - click "Check Availability" and select desired dates for exact rental pricing and minimum stay requirements. Booking Instructions: Please send an inquiry for the dates you are interested in, we'll respond with a Special Offer which will include the total price of your reservation and applicable fees/taxes. You will be able to book directly from the special offer. Please note, rates during holidays may vary. Thank you!
Home/Apartment
2br Home/Apartment
  • Wifi
  • Swimming Pool
This property was deactivated by the owner. We have found several other available options for your stay.
Home/Apartment
3br Home/Apartment
  • Wifi
  • Parking
This property can only accept 30 nights stays with a Saturday to Saturday check-in/check-out Welcome to Putnam's Paradise located in beautiful Anna Maria Island. This private and lovely three bedroom and 2 bath vacation rental features all that you will need to stay for a month! Feel the breezes through the lanai or lounge in the private yard along the mangrove canal. You will think you are on your own private island oasis. A wonderful area to walk in the evening and a short stroll to one of the sugar sand beaches on Bean Point. Come for the SUN/FUN and stay for the sunsets. Parking: 1Car & Driveway Boat Access: Dock Elevator: No Pet: yes
Home/Apartment
3br Home/Apartment
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Steps to the beach - "Old Florida" beach cottage. Adorable three bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. The sugar sand beach is only steps away at the end of the street. This "Old Florida" beach house is tucked away in a quiet neighborhood of Anna Maria City. Spend the winter out of the cold is this charming beach cottage. Close to the Pine Ave shopping and dining.  (3) Bed (2 ) Bath Accommodates up to (6) people Beeding: 2 Kings, 1 Queen
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Absolutely adorable, charming, colorful and relaxing small island vacation home. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly with fee, gulf front location. Sundrenched and colorful, this two bedroom one bathroom vacation home known as Dolphin Watch is as beautiful inside as the landscape surrounding it. Which is something really special when you're directly on the flour soft, Gulf of Mexico beaches. Take in the vista of slowly rolling sand dunes and deep turquoise waters from all throughout the property. Over the course of a week, you’ll spot parasails, boats, and porpoises out your windows, with a million dollar view of every sunset. Anna Maria Island is notorious for a crimson, purple, and golden light show at the end of every day and you won’t find a better vantage point than this. Yellow walls and open windows frame the scene from your living room, kitchen, and dining room. The open layout brings sunshine and scenery to everyone no matter where you’ve made yourself comfortable. Sink into luscious, coffee colored color couches in the living room and soak up a different kind of view on the large, Plasma flat screen TV. DVR is also available through the cable provider. Catch up on the last season of your favorite TV show or with everyone back home on your laptop. Free wireless internet is set up throughout the property. Color is key at Dolphin Watch with décor that somehow can be invigorating and tranquil all at once. Serene sky blue sits in the background of a fluffy, white king bed while rich, exotic orange adorns the walls of a guest room with two twins. Coral walls in the bathroom will having you perking up in the morning, ready to start the daily grooming in front of a blue glass basin sink. The extra-large stand up glass shower gives plenty of room to wash your cares away. When you’re ready to get out and explore the rest of Anna Maria Island, hop onto the free air conditioned trolley and ride it down through Holmes and Bradenton Beaches. You will be within walking distance of the famous Sandbar Restaurant, but get your order to go so you can enjoy one of the best tables on the island right outside your back door. Watch the sun melt away like the butter over your lobster on a private wooden patio. Anna Maria City also offers several historical points of interest. Check out the vintage City Jail or Island Museum off Pine Ave. The Rod N Reel Pier gives you the opportunity for fresh local seafood, whether you want to buy it by the pound or catch it yourself. Start planning your holiday to this gulf front vacation rental in Anna Maria City. After a week at Dolphin Watch, you’ll have a smile as wide as our porpoise friends. Parking: Driveway - Two Floor Number: Ground Level Home
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Old Florida-style living at this charming split level vacation cottage on the coveted north end of Anna Maria City. (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 2 Queens, 2 Twins, 1 Sleeper sofa. Pets are welcome with fee, less than two blocks from the beach, near City Pier. Welcome to North Shore Cottage. Enjoy the feel of "old Florida" with this charming split level 3 bedroom 2 bathroom accommodations located behind the main house. This location is well sought after with short strolls to Bean PT on the Gulf of Mexico. You will enjoy the quiet surroundings as well as being close enough to all the Pine Ave shopping as well as the City Pier. Your beach access is just north or near the famous Rod n Real Pier. Sounds like a great get away.  Pet Friendly Parking: 2 spots- 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 Updated, beachy and spacious private home in the historic city of Anna Maria. (3) Bedroom, (2) Bath, accommodates (6) people: 1 King, 2 Queens. Private heated pool, pets are welcome with fee, free wireless internet, less than two blocks to the beach. Welcome to Pina Colada  located at the north end of beautiful Anna Maria Island. Less than 2 blocks from Bean Point Beach and the best sunset you will find on the West coast of Florida. This elevated 3 bedroom and two bath home has just been all re-modeled and awaits the vacationer in you. Come for a week or a month this home offers you designer features throughout to a heated lagoon style pool that you will feel you are in your own private oasis. Sounds like a fabulous holiday vacation and one that you will want to return to year after year. Pet Friendly: yes Parking: Driveway 4 spots
    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 There is getting away from it all and there’s completely removing yourself from reality. Experience a near ethereal level of luxury by spending a week at the vacation home so wisely and whimsically dubbed Rest Ashore. It wouldn’t really be giving this vacation home justice to just describe the amenities, although for the purposes of practicality it is a four bedroom, three and a half bath vacation home directly on Tampa Bay. Rest Ashore is also enrolled in our Premium Linens Program, so you’ll find nothing but hotel quality sheets, bath and beach towels. But this vacation home is more than a place to sleep, shower, and swim – it’s a fully immersive experience. So let’s walk you through it.  You’ll pass indulgent homes in the style of old and new Florida architectures and when you see yachts and sailboats docked at the marina, you’ll know you’re almost there. Pulling up into the driveway, tucked away behind a cascade of saw palms and silver buttonwood tree, is the home plucked straight from vacation dreams you never realized you always had. The cars can stay parked in the driveway or protected from Florida sunshine and rain in a separate two car garage. With suitcases in hand, you’ll walk up to the front door, a balmy bay breeze swaying the palms trees and a rope hammock. You don’t exactly have a front yard…more like your own private shady grove spreading out and around your new home away from home in paradise.  You can catch a glimpse of all the wide open space and sunshine through the glass of the front door but once inside, the pure decadence of this house comes over you. This effervescent luxury rental is a balance of modern comfort and casual beach living, and it all sits against an endless backdrop of the bay and pool deck. The heated pool sits shimmering like a crown jewel in the pool deck. You think of how golden tan you’ll be after a few days lounging in the flamingo pink chairs. Let the kids play Marco Polo all day and after a dinner of burgers, franks, and kabobs they’ll be tuckered out early. Giving grownups time to enjoy a soak in the hot tub. During your stay you’ll notice how Florida waters change with the time of day. With the Sunshine Skyway Bridge sitting on the horizon, the bay water shimmers in silver and gray during the slow creep of morning. By the time the sky has exploded into sunset, gold coins seem to glisten and bob in the water under a heavy, melting sun. You’ll never see the same vista twice and it all sits living and breathing right outside, visible from most rooms of the house. Take in the best vantage point by climbing a glamorous spiral staircase to the master bedroom.  A king bed sits in this romantic little nook with wide windows giving an even higher look across Anna Maria Island’s natural beauty. Let yourself wake up slowly out on the deck. Sunshine pouring through sliding glass doors is a lovely alternate to alarm clocks. This is a house that doesn’t give you a mere taste of island life; this home celebrates it. And it can be the place where some of your most treasured travel memories happen. Consider how perfect it would be to spend time here with your wedding party. Or spend a truly spectacular honeymoon away from everything except the one you love. You can finally get everyone in the family together at Rest Ashore; eight people can sleep comfortably in this vacation home and it’s impossible to imagine feeling cramped. Family vacation and special events are the time when the handed-down-for-generations recipes come out and this vacation home is more than ready to accommodate. The appliances are all updated and in the case of the refrigerator, extra-large with room for all your holiday eats and treats. The warm and welcoming kitchen island will quickly become a favorite gathering spot for company and conversation. The marine blue dining table sparks dinner conversation and with full bellies you can watch all your favorite movies on a wall mounted flat screen. Or simply load up the dishwasher and stay around the table for a good old fashioned board game night. It is a vacation rental classic activity after all. During cooler months, open the bay front doors a crack and spark up the fireplace. Some music, some appetizers and someone to cuddle with on the cushy, tropical colored couches will put you in a state of relaxed bliss some people actually believe can only be found in high rise hotels. We love our local spas like Acquea Aveda and Salon Salon, but you can have your own day of beauty treatments in any one of the bathrooms. Give yourself a pedicure perched on the edge of a sunken tub where you just took your first bubble bath in years. Or let all that stress from back home wash away among the chic glass tile work of a tucked away shower in the guest bedroom. Parking: 2 car gar & driveway
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out No-frills vacation cottage with a shady oasis for you to enjoy in the backyard -- (3) Bedroom, (2) Bathroom, accommodates up to (7) people: 2 Queens and 2 Twins, 1 Futon. Free wireless, sorry no pets allowed. This lovely elevated vacation rental home features three bedrooms, two baths and a large living/dining room area for entertainment. The large screened lanai off the living room makes a pleasant place for morning coffee, evening meals or just sitting back, relaxing and reading. The lush enclosed garden below has seating areas and an outdoor shower that is popular after hours on the beaches at famous Bean Point. The North End location means no through traffic and a short walk to the Rod and Reel Pier. Free bike rental is included with every stay. Wireless internet and good cell reception for AT&T makes it easy to stay in touch with home and office.  **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 This Island holiday home with easy access to the Gulf of Mexico and colorful sunsets. Two bedroom and one bath vacation rental in a desirable north end of Anna Maria location. It is also just a flip-flop walk to the pristine gulf beaches. Pet friendly and wireless internet There are so many island activities you made need to extend your stay. You can stroll seven miles of flour soft sand beaches or just enjoy the sound of the waves. One of the things you have to do is take a ride on the free Trolley to see all of Anna Maria's hidden treasures. Come stay for a week and you will want to return again and again.  Parking: 2 spots-driveway
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Immaculate panoramic views of the Tampa Bay make for an unforgettable holiday sojourn. (2) Bedrooms, (2) Bath, accomodates up to (6-8) people: 1 King, 1 Queen, 2 Twins. Free wireless, pets welcome (up to 15lbs) with deposit. This bay front private home is on Tampa Bay and you will enjoy the views of the water not to mention Dolphins swiming by. The bayfront is furnished with beach style furniture which offers a rich and comfortable atmosphere and is fully furnished with all comforts of home for a worry-free holiday; virtually everything is prepared for guests, including bed and bath linens, dishes, glassware, cookware, etc.  Just down the street on Bay Boulevard is the Historic Anna Maria City Pier and Restaurant which dates back to 1910. This is a great place to hang with the other anglers and try a little snook fishing, work on your tan or dock your boat while eating at the restaurant. The Bay Front Plaza, home to "Two Scoops" Ice Cream Shoppe, Coffee House and Cafe is located directly across Pine Avenue. Also located at the Bay Front Plaza is the Anna Maria Post Office and shops for unique apparel, antiques, art, gifts and specialty items. The Anna Maria Community Center is just down the street. They offer adult and children's programs in exercise, yoga and dance as well as adult education classes on many subjects including language and art. They have an indoor gym as well as outdoor activities including tennis courts. Take the free trolley that runs the length of the Island to Bradenton Beach, passing through Holmes Beach which sits in the center of this peaceful island. The mainland can be reached via two bridges which extend from the eastern shore towards Bradenton. The southern tip reaches out across the inter-coastal waterway towards Longboat Key and Sarasota. Visit St. Armand's Circle for the best designer shopping on the West Coast or head to Walt Disney World and the other Orlando attractions which are just two hours away. Note, there is an additional one bedroom second floor studio attached to this property that is rented with this property on a request only basis. The upstairs one bedroom property also has a kitchen. Parking: 3 spaces: dw Pet Friendly
    Home/Apartment
    2br Home/Apartment
    • Wifi
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Light and bright seasonal rental, perfect for multi-family getaways.  (3) Bedroom, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless internet, pet friendly with fee, about two and a half blocks to the beach. This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. The living room offers an open floor plan to the kitchen to enjoy the family during your stay. The comfy furnishings welcome you to sit back and relax. The new flat screen TV with DVD is there for your enjoyment after a long day in the sun. The large master bedroom offers a king sized bed with island style furnishings. There is a large flat screen TV and sliding doors that go out to the large screened porch. The den offers a pull out queen size sofa bed. There is plenty of closet space in all bedrooms and the den. The bathroom is updated with both a tub and shower. The back yard is a nice size with a gas grill to cook out. This home is on a dead-end street where it is peaceful and quiet. Close to both the beach and Anna Maria City where you can enjoy more island activities. You can stroll seven miles of flour soft sand beaches or just enjoy the sound of the waves. One of the things you have to do is take a ride on the free Trolley to see all of Anna Maria's hidden treasures. Come stay for a week and you will want to return again and again. For larger family gathers, this unique unit is actually two separate living spaces that adjoin in the center and can accomodate up to eight people. Offering two separate full kitchens. Unit A offers two bedrooms and one bath and Unit B offers one bedroom plus two twin sofa beds. This is a great set-up for extended families or families with older children who want their own space. Parking: 4 Spaces
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out People come to Anna Maria Island for all sorts of reasons – the seven miles of quartz sand beaches, deep sea fishing in the Gulf of Mexico, parasailing. But it all comes back to one thing, we’re a barrier island. You can’t get much more “away from it all” than detaching away from the mainland. After a week of staying in 890 North Shore Dr, your life back home will seem like some distant dream from your afternoon nap. Spend your holiday in Sea ‘Esta and enjoy sweet dreams, suntans, and a short walk to the beach. Sleeping arrangements make room for six guests; there’s even room for four legged members of the family. Pets up to 25lbs are welcome to relax with you in this luxury vacation rental home. You’ll be swathed in luxury and style from the moment you walk in. Red plush furniture pops against sea foam walls in the living room. You’ll also notice an extra-large flat screen mounted to the wall and cheery Florida inspired décor and artwork. Foodies will have all they need in the kitchen including a flat top stove, microwave, extra-large refrigerator, and dishwasher. The drawers and cabinets are all fully equipped with any pots, pans, dishes and utensils you might need. Whether you’re having Sunday dinner or just an afternoon snack, everyone will be comfortable around the dining room table that seats six and room for two more at the breakfast bar. After a bit of exploring, the decision will need to be made about who sleeps where. Master bedroom offers a king, which makes it an always popular choice. The second bedroom has a queen, the same size mattress found in the den’s sleeper sofa. Smaller flat screens to match the ones in the living room and den are set up in the bedrooms, so bring your favorite old movies and be prepared to snuggle in hotel-quality sheets. Guests who choose to spend their holiday in Sea ‘Esta are guests that want it all. And when you take a fabulous beach vacation to Anna Maria Island, having it all includes a great location. You might not even need a car – being on North Shore Drive puts you within walking distance of Bean Point, the historical Rod N Reel Pier, and the island’s cultural hub, Pine Ave. If you’re not in the mood to walk (or it’s July in Florida), take a ride on the island’s free and air conditioned trolley. You’ll be able to wind around through Anna Maria City as well as Holmes and Bradenton Beaches. Parking: Driveway Pet Friendly
    Home/Apartment
    1br Home/Apartment
    • Wifi
    ings welcome you to sit back and relax. The new flat screen TV with DVD is there for your enjoyment after a long day in the sun. The comfortable bedroom offers a queen sized bed with island style furnishings. There is a large flat screen TV and sliding doors that go out to the nice back yard. There is plenty of closet space available for your belongings. The bathroom is updated with both a tub and shower. The back yard is a nice size with a gas grill to cook out. This home is on a dead-end street where it is peaceful and quiet. Close to both the beach and Anna Maria City where you can enjoy more island activities. You can stroll seven miles of flour soft sand beaches or just enjoy the sound of the waves. One of the things you have to do is take a ride on the free Trolley to see all of Anna Maria's hidden treasures. Come stay for a week and you will want to return again and again. For larger family gathers, this unique unit is actually two separate living spaces that adjoin in the center and can accomodate up to eight people. Offering two separate full kitchens. Unit A offers two bedrooms and one bath and Unit B offers one bedroom plus two twin sofa beds. This is a great set-up for extended families or families with older children who want their own space. Parking: 2 Spaces Washer/Dryer: Yes - shared Floor Number: Ground Level
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    • Gym
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Chic and cozy vacation rental nestled right between the Tampa Bay and the Gulf of Mexico.   (2) Bedroom, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than three blocks to both the Bay and Gulf. People choose Anna Maria Island for their family vacations because we have a slower, simpler way of doing things. We make the time to get to know people and when you slow down to island time, you can even get to know the people your closest with all over again. A vacation duplex is the perfect spot for multifamily traveling such as with reunions and weddings. There is room for up to six guests in two bedrooms and one bathroom. It sits on north end of Anna Maria, one of the most coveted areas of our lovely little barrier island. So when we say this holiday rental has a prime location, we really mean it. This vacation duplex sits halfway between the Gulf of Mexico and Tampa Bay. You’ll have less than three blocks to travel either way – barely enough time for the sunscreen to sink in. Once you return, get comfortable in front of the living room’s flat screen or fireplace, the choice is yours. The entire vacation home is finished with Tommy Bahama style decor which brings a rich and comfortable atmosphere with a tropical sensibility. But if you think island time slips away from you inside the rental, just wait until you step out in the backyard. Only the upper level of Magnolia Duplex B has access to the heated pool, which means you won’t have to share any of the sunshine and shimmering waters. Although you might make some new friends sitting on the wooden deck and cooking out on the charcoal grill. There are few quicker ways to meet your neighbors on Anna Maria Island than a barbeque. Just down the street on Bay Boulevard is the Historic Anna Maria City Pier and Restaurant which dates back to 1910. Make friends with the other anglers over a little snook fishing, work on your tan or dock your boat while eating at the restaurant. The Bay Front Plaza, home to Two Scoops Ice Cream Shoppe, Coffee House and Cafe is located directly across Pine Avenue. Also located at the Bay Front Plaza is the Anna Maria Post Office and shops for unique apparel, antiques, art, gifts and specialty items. Just a little ways south of that is the Anna Maria Community Center. They offer programs for all ages in exercise, yoga, dance as well as adult education classes on subjects including foreign languages and art. An indoor gym is available as well as outdoor activities such as tennis. You’ll be right in the mix of Anna Maria Island’s favorite local attractions. And what better place to come back to after enjoying them all than this stylish and comfortable vacation duplex. Parking Spaces: 2
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    nly accept 7 nights stays with a Saturday to Saturday check-in/check-out Chic and cozy vacation rental nestled right between the Tampa Bay and the Gulf of Mexico.   (2) Bedroom, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, less than three blocks to both the Bay and Gulf. The north end of Anna Maria Island is one of the quietest and most coveted areas of our lovely little barrier island. So when we say this holiday rental has a prime location, we really mean it. You’re right in the heart of Anna Maria Island’s favorite shopping and dining along Pine Ave and this vacation duplex sits halfway between the Gulf of Mexico and Tampa Bay. You’ll have less than three blocks to travel either way – barely enough time for the sunscreen to sink in. Please note that while there is a pool on the premises, only the upper level has access to it. The ground level unit of this vacation duplex features charming, French style front doors to allow plenty of warm, welcoming sunshine in the living room. Up to six guests can sleep comfortable in this two bedroom, one bathroom property thanks to a sleeper sofa. All the furnishings are Tommy Bahama style, bringing a playful but luxurious island flavor to your vacation. Things might be simpler on island time, but that doesn’t mean we don’t have a taste for the finer things. In fact, those little touches of indulgence are found throughout both sides of the duplex, from extra wide flat screens in the living room and lounge to updated appliances in the kitchen. Both properties also have their own internet connection to help you keep in touch with everyone back home while providing a strong, private signal for guests who need to work during their stay. The A-side if outfitted with a cat-5 cable for high speed internet plugged directly into your laptop. During your stay, make sure to enjoy a ride on the free Island Trolley that runs the length of the island to Bradenton Beach, passing through Holmes Beach which sits in the center of this peaceful barrier island paradise. The mainland can be reached via two bridges which extend from the eastern shore towards Bradenton. The southern tip reaches out across the intercostal waterway towards Longboat Key and Sarasota. Visit St. Armand's Circle for some of the most luxurious designer shopping on the West Coast or head to Walt Disney World, Universal Studios, or any of the Orlando attractions which are a 2-3 hour drive away. And what better place to come back to after enjoying them all than this stylish and comfortable vacation duplex. Both levels are available for rent and can accommodate up to a dozen guests total, making it perfect for multifamily traveling such as wedding parties and reunions. Parking: 2 spaces-dw
    Home/Apartment
    2br Home/Apartment
    • Wifi
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Quant cottage in historic Anna Maria. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 2 Full. Free wireless, pet friendly (up tp 25lbs) with fee. Garden Cottage is a delightful and distinctly Florida experience. We do things a little differently on the gulf coast - we like vibrant sensory experiences and a relaxed pace of life. This is precisely what you’ll find at 420 Spring Ave. Two bedrooms and two bathrooms of old Florida style updated to provide a mellow sanctuary right in the beating heart of Anna Maria City. Six guests can enjoy a week of island living and that includes the furry members of your family. Pets up to 25lbs are welcome with a deposit. Dogs are not allowed on the beaches of Anna Maria Island but can take a dip in the water along the Manatee Ave causeway or make new friends at the Happy Tails Canine Park. This vacation rental home is outfitted with comfortable and charming furnishings against a light, airy color scheme.  Wicker furniture in the living room makes an unexpected contrast against a flat screen and the coastal inspired wall art will put a smile on your face from the moment you arrive. The kitchen is equipped with everything you need to whip up those recipes too decadent for anything but vacation. Though the sundrenched backyard does have a propane and whimsical outdoor dining table with chairs. A cold beer with barbeque under the Anna Maria Island sunset is a perfect way to drift into the end of your day. Nothing but sweet dreams wait for you from there in the master bedroom with a queen sized mattress and easy access to the backyard through a sliding glass door. Replace your alarm clock with sunshine and you’ll be on island time before you know it. But should you have to work while on vacation, the cottage features a well lit makeshift office in the breakfast nook. Whether it be business or pleasure, a wireless internet connection is available to keep you in touch with the rest of reality. You could spend whole days doing nothing but lounging around Garden Cottage but you’re also right around the corner from Pine Ave, which features anything you would want in a vacation to Anna Maria Island. Historical points of interests include the old jail or you can take a short drive off the island to De Soto National Memorial. Nature enthusiasts will enjoy Bayfront Park at the end of Pine Ave with playgrounds, picnic tables, charcoal grills, and plenty of room to swim, kayak, or paddleboard. Stop into our office for any information you could want about the area or plan to come back again next season. Some people get comfortable and never leave. Can’t wait to see you in paradise. Book your holiday with us at Garden Cottage today!  Pet Friendly: Yes, under 25lbs Parking: Diveway only
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Custom, spacious and bright elevated vacation home. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Futon. Free wireless internet, pet friendly (25lbs or less) with fee, no pool but you’re less than two blocks from the beach. A perfect beach is one where all you need is a bottle of sunscreen and a towel. All you need to relax is somewhere beautiful to get away from your stressors. This two bedroom, two bath vacation rental in Holmes Beach blends comfort and simplicity, helping to get you in a mellower mindset. Up to six guests can stay unwind in this property and that’s not including canine and feline members of the family! Pets up to 25lbs are welcomes at 202 78th St and considering how much love and support they provide, don’t our animal companions deserve a trip to paradise too? Enclosed, two car garage offers your cars’ interior shade from Florida sunshine.  This vacation rental is spacious, open and airy with striking architectural features.  Cathedral ceilings make room for a loft above the living area. Catch up on your reading in this sundrenched corner of your new home away from home. Verdant, lush landscaping surrounds the screened in patio making it another quiet sanctuary to read or nap in. Or catch up on years of beauty rest by sleeping just a few nights in the master bedroom where jumbo is just the right size. It boasts a king bed and television to rival the one in the living room. Feel free to sleep until noon and when you wake up, wander into an updated and well stocked kitchen. Appliances include a stove, microwave, dishwasher and everything is as bright and white as our quartz sand beaches. A pass through window and counter connects the kitchen and dining room so chefs in the family can indulge their passion for cooking and family time all at once. Even though you’ll have ample sundrenched space at 202 78th St, you’ll still need to get out and stretch those legs eventually. Lucky for you, this vacation rental is located within walking distance of the island’s free trolley. Take it around Anna Maria Island and find your favorite beach. Maybe it’s the bustling and family friendly Bradenton Public Beach. Or maybe you prefer to be quieter, with a little more seclusion near White Ave. There are seven miles of pristine, gulf coast beaches for you to explore and make the decision for yourself. Plan a dream beach holiday at this vacation rental on Holmes Beach. Pet Friendly: Yes - 25 lbs or less Elevator: No, Stairs Only Parking: 2 spaces
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. This unique unit is actually two separate living spaces that adjoin in the center. Offering two separate full kitchens. Unit A offers two bedrooms and one bath and Unit B offers one bedroom plus two twin sofa beds. This is a great set-up for extended families or families with older children who want their own space. The living room offers an open floor plan to the kitchen to enjoy the family during your stay. The comfy furnishings welcome you to sit back and relax. The new flat screen TV with DVD is there for your enjoyment after a long day in the sun. The bedrooms are spacious and comfortable each with its own flat screen TV. The large master bedroom offers a king sized bed with island style furnishings. There is a large flat screen TV and sliding doors that go out to the large screened porch. The den offers a pull out queen size sofa bed. There is plenty of closet space in all bedrooms and the den. Both bathrooms are updated and each has a tub and shower. The house offers a PS2 for days when you're just relaxing at home. There is also a large front screened-in porch to enjoy your morning coffee or a lazy afternoon. The back yard is a nice size with a gas grill to cook out. The outdoor shower is a perfect for washing off the sand at the end of a long day at the beach. This home is on a dead-end street where it is peaceful and quiet. It's a quick walk to the nearby tennis courts. Close to both the beach and Anna Maria City where you can enjoy more island activities. You can stroll seven miles of flour soft sand beaches or just enjoy the sound of the waves. One of the things you have to do is take a ride on the free Trolley to see all of Anna Maria's hidden treasures. Come stay for a week and you will want to return again and again. Parking: 4 SpacesInternet Access: Yes-wireless VerizonFloor Number: Ground Level
    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 Magical and stunning vacation rental with an enviable backyard that includes a wet bar and pool oasis. (5) Bedroom, (3.5) Bath, accommodates up to (12) people: 4 King, 2 Sleeper Sofa. Private heated pool with spa, free wireless, sorry no pets, less than two blocks to the beach. Brand new  Custom-built  -- (5) Bed: (3.5) Bath Accommodates up to (12) people: 4 Kings, 2 Twin Sleeper Sofas, 1 Sleeper Sofa. Internet - Wireless: No smoking: Pets considered. Fantastic private custom-built vacation rental home just a few houses 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 hot tub all in a tropical paradise setting! Take the spiral staircase to the roof top deck for great views of the Gulf of Mexico and enjoy a sunset. Your large outdoor tropical paradise is equipped with ample seating for everyone. There is a dining area, chaise lounge chairs, barbecue, and even a television and luxurious outdoor wet bar with sink and built-in refrigerator! Outdoor speakers with an iPod option will allow you to sunbathe to your own playlist. You will also be able to have fun playing pool during your holiday poolside. 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 and is equipped with an alarm clock that has an iPod plug in. The living room has a 60 inch LARGE flat screen HD TV with DVD player that also plays CD's. The 5th bedroom/den has a game station to enjoy. On the main living level there are 2 full bedrooms both with king beds in an area with double doors that closes off from the living room - great for late sleepers! There is also a den/5th bedroom that has two large chairs that open into twin sleepers. One full bath and a powder room are also on this level. Upstairs are the two master suites, both with king beds. Each has their own large luxurious master bathrooms. This home is a perfect vacation choice for extended family groups. 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! ~ Pet Friendly  Parking: 5 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 No need for frills when this vacation home is less than two blocks from the Gulf of Mexico in Holmes Beach, FL. (3) Bedroom, (3) Bath, accommodates up to (6) people: 2 Queen, 2 Twin. Private heated pool, free wireless, pets welcome with fee. Enjoy a no frills Florida vacation at  Anna Maria Island is home to some of the world’s most pristine beaches. All you really need to have a memorable beach holiday is somewhere to sleep, reapply that sunscreen, and wash the sand off your feet. What better place that this well-loved and charming vacation rental in Holmes Beach? Two bedrooms and bathrooms make room for up to six guests, the ideal place for smaller family vacations and honeymoons. You’ll find casual, island life simplicity inside and a private backyard with plenty of Florida’s lush, natural beauty outside. Kick back poolside in one of the lounge chairs and breathe in that balmy island air; it builds up one hefty appetite and luckily a propane grill is ready and waiting. Island Real Estate will be happy to provide a tank at no cost to you should you run out, so be sure to load up on plenty of burger, kabobs, and franks. Or spend the day fishing off Historic Anna Maria Island Pier or local favorite, Rod N Reel. Seafood will always taste better when you’ve caught, cleaned, and grilled it yourself.  Spend the day slathered in sunscreen and taking a few laps in the heated pool while you wait for sunset. Many happy, backyard barbeque memories are waiting for you  All our days on Anna Maria Island end with the sky fading into a watercolor stain of gold, orange, and pink – these are some of Florida’s most famous sunsets and you’ll have a perfect view from the backyard. Or take in the vista with a fruity umbrella cocktail on your deck. This Old Florida style wooden patio gives you a bird’s eye view of the backyard so Mom and Dad can enjoy a little alone time while still keeping an eye on kids in the pool. Get started on your other holiday memories by hoping on the free, air conditioned Island Trolley. It will take you all around through Anna Maria City, Holmes and Bradenton Beach. With seven miles of flour soft, quart sand beaches to explore, you can spend days looping around to find your favorite strip. Maybe it’s family friendly Manatee County Public Beach with playground, showers, shopping and restaurants. After enjoying a stack of pancakes at Café on the Beach, you might need to buy a postcard right away to tell everyone back home Or perhaps the thrill of jet skis along Coquina Beach is more your speed. There are plenty of friendly local vendors who can get you set up with anything you need from wake boards to parasailing. But you’ll never find your favorite beach until you get out to Anna Maria. Parking: Garage, 4 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 Some people will only be happy with more. More luxury, more comfort, more amenities. And for these guests, we highly recommend Sandy Pants. This multilevel vacation home in Holmes Beach provides everything you wanted and more. Making it ideal for families as this something for every age, style, and sensibility. With ample room, but a maximum occupancy of five, you can enjoy quality time without any claustrophobia.  This will actually be a constant theme to your stay in this vacation home. When you arrive at Sandy Pants, the first thing you’ll notice is its distinct sense of style. And how could you not when an oar and fishing nets hang on the wall of your foyer. The chic beach decor is tasteful, fun and perfect for the island atmosphere. Animal print rugs sweep out across the living room floor which is equipped with an large, wall mounted flat screen, well stocked bookshelves, and free wireless internet throughout. A mural of gently rolling sand dunes will inspire you to lay back in a plush, oversized chair big enough to nap, meditate or read on in the sun room. Whip yourself up a snack or whole meal in the updated, sparkling white kitchen. A flat top stove, dishwasher, plus well stocked shelves and drawers will allow the chefs to bring home cooked favorites to the holiday. Or if you prefer to dine alfresco, pick up your favorite meats, seafood, and veggies for grilling and have a backyard barbeque around the pool deck. It boasts an umbrella, lounge chairs, hammock and a lagoon like heated pool if you didn’t get your fill of swimming during the day on our beaches. Speaking of those famous quartz sands, this vacation home is located within walking distance of the Gulf of Mexico’s calm, azure waters. Just grab your towel, load up the water bottles and snacks, apply sunscreen early enough and take the short stroll down White Avenue with no busy roads to cross. Beaches are our pride and joy but there are so many activities on Anna Maria Island you will need to keep returning to your vacation home again and again to explore them all. Crosspoint Fellowship Church is across Gulf Drive and then just north a few blocks is Ginny and Jane E's where you can enjoy fresh coffee and pastries. Anything not within walking distance can be reached by hopping aboard the famous and free Anna Maria Island trolley. But there is room for two cars in the garage should you be road tripping or have a rental. 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 West of Gulf and in the city of Anna Maria.This lovely ground level Anna Maria Island beach single family home awaits you for the vacation you deserve! This rental home is stylishly decorated throughout. Rare and highly desirable three bedroom home is fabulous and just a few properties away from the walkway leading you to the sugar white sand beaches of the Gulf of Mexico. Custom heated pool just completed so that you can enjoy the Gulf of Mexico by day and the tropical pool at night! One of the largest yards you will find on beautiful AMI. Parking: Driveway 3 spots  Elevator: No
    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 Elegant and chic duplex ready for your tropical escape. (3) Bedrooms, (2.5) Bath, accommodates up to (9) people: 2 King,  2 Twin Bunk Beds, 1 Trundle Bed, 1 Air Mattress. Shared heated pool, free wireless, pet friendly with fee, only a few houses to the beach. On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time sun is setting on your first day, most people are hooked. But at Lushly Landscaped, it might not even take you that long. With an island breeze rustling the palm fronds and waves crashing in the distance, you’ll be on island time halfway up the wooden steps that lead to a sprawling, Key West style deck. Three bedrooms and two and half baths give room for up to nine guests; another six can fit in the east unit for multifamily traveling. On the west side of Lushly Landscaped is one of the most luxurious and lustrous pools you’ll find. If your party is staying in both units, a gate on the deck allows easy access from both sides. Even if you don’t know the guests next door, you’ll be friends soon enough after sharing an afternoon beside the sparkling, heated water! A sun deck has been designed with our toddling vacationers in mind. A 12' X 8' area has less than six inches of water and four ground fountains that can be adjusted by parents – little ones have a blast playing in the bursts of water. A large, poolside rock also creates an extra 3-4' water feature into the pool. And the centerpiece of this little oasis is a 5' waterfall with 1-ton rock on the top, creating ample outdoor seating. Soak up the sunshine and lush landscaping while trickling waters lull you into the relaxation you have been looking for on holiday. Though it’ll be tempting to never leave your pool deck, don’t forget that you’re staying on White Ave in Anna Maria Island – known nationally for some of the best surfing around! Less than 200 feet separates this vacation home from the Gulf of Mexico, so be sure to apply your sunscreen long before heading out. Please note, the Eternal Summer Surf Camp between June and August 31st utilizes the garage space to store surf boards.  Each Saturday they retrieve about 50 surf boards from Noon - 6 PM.  Join in the fun and sign up your children for the free Surf Camp! Kid-friendly might just be the perfect descrition for Lushly Landscaped In addition to the poolside playground, this property features an Xbox 360 in the living room and wall mounted flat screen in a guest bedroom with bunk beds. And if the babies in your family are furry and four legged, they’ll love vacationing at Lushly Landscaped too. This is one of our pet friendly properties, welcoming canine and feline visitors with deposit. At 25’ x 40’, the screened in lanai offers more than enough space and safety for them to relax by your side. **Parking Spaces: 3 (uncovered)
    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 Key Lime Cottage East, 3 bedroom 2 bath new duplex with private heated pool.  Sleeps up to 6. Key Lime Cottage East welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one. Enjoy your holiday by the new heated pool. Jump on the free Trolley and enjoy the island shops and island "hot spots". Parking: Driveway only  Pet Friendly: yes
    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 One of the appeals of island life is simplicity. We love our days that don’t include shoes, makeup, or long pants. But we know a thing or two about luxury on Anna Maria Island. And we know that this four bedroom, three bath Holmes Beach vacation rental home is just the place for our visitors with impeccable taste. It might be known as “Tina’s Piece of Paradise” but after spending a week here, it’ll feel like your very own. The open floor plan of living room, kitchen and dining area isdecorated in cozy, coastal décor and large enough for the whole family. There’s room for up to fourteen people to fit comfortably and we do mean comfortably. The dining room table expands to accommodate ten plus four extra at the breakfast bar and your kitchen is fully equipped. Thinking of everyone in the family, this home also includes a high chair and Pack & Play. Grownups and big kids will appreciate the luxury of hotel quality sheet and towels. Of course, luxury can be found throughout. Each bedroom has a king and flat screen TV, but that’s just the start. The bathrooms are evocative of a spa and have showers large enough that you’ll be able to scrub all those hard to reachspots. If you’re lucky enough to be sleeping in the master, you’ll have doors leading right out to the pool patio. In fact, let’s take a moment to talk about the tropical paradise waiting in your backyard. With a wading area for the kids and a swim up bar for the adults, anticipate a lot of your family vacation memories taking place around the pool. Throw some burgers on the Brinkman gas grill, stretch out on alounger or under your tiki umbrella – just remember that sunscreen! And don’t let your fun in the sun be contained to the backyard. Take one of the owner provided bikes out for a ride around the island. Feel free to grab the beach wagon and toys. The Gulf of Mexico is only a block and a half away and there are sandcastles to be built! Should you want to keep your feet on dry land for the day, try hopping aboard Anna Maria Island’s free trolley. It’ll take you from Bridge Street to Pine Ave and back again, all in air conditioned comfort. If you get just a little too sundrenched, gather everyone together in the downstairs game room. Between the Nintendo Wii and a wide variety of board games, there’s something to keep everyone smiling. The property is also equipped with wireless internet and printer, just in case your have to work while on vacation.**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 Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème dela crème. (2) Bedroom + den, (2) Bathroom, accomodates up to (5) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location. Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costiera. And the reason is blissfully simple – because they’re exceptional! Cream always rises to the top and vacationers looking for nothing but the best are vacationers looking to spend their holiday in a condominium in La Casa Costiera. You’ll know it’s something special from the moment you arrive and spot vibrant bougainvillea crawling up the Mediterranean style architecture. Covered parking keeps your vehicles protected from the sun. In the center of this luxury condominium complex is a heated pool with spa, perfect for meeting new friends with the same impeccable taste as yourself. These fabulous perks are available to every La Casa Costiera guest but each condo is unique, offering its own flavor of indulgent relaxation. La Casa Lamar is a two-bedroom plus den, two-bathroom property with room for up to five guests. The den boasts a plush, designer quality sleeper sofa that’s perfect for visiting friends or family while a sumptuous king sized bed waits in the master. No matter where you rest your head, you’ll be swathed in hotel quality sheets. Gourmets will go straight for the granite countertops of the kitchen. Updated appliances include a side by side refrigerator, flat top stove, microwave, and dishwasher. Cabinets and drawers are also well stocked with whatever you need to show off your inner Gordon Ramsey. La Casa Lamar is spacious, but that doesn’t mean the smells of good old fashioned home cooking will go unnoticed. Before you know it, everyone will be waiting at the breakfast bar or gathered around the posh, four person dining table. Though if you’ve never been to Florida, here is one of our best kept secrets. Food – all food – just plain tastes better on the beach.  La Casa Lamar is a ground level unit with dining table and chairs set up outside to dine alfresco. So whether it’s your own home cooking or takeout shrimp and feta pizza from Eat Here, the ocean air will open your senses and make for a particularly scrumptious meal. All that separates your vacation condo from the beach is a wooden path flanked by flourishing sea oats. But nothing is going to come between you and the famous Anna Maria Island sunsets. Watch the day melt away and the sun drops like a heavy gold coin into the Gulf of Mexico – each of these single family rentals offer a postcard worthy panorama. **Parking Spaces: 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 Beautiful light, bright and beachy relaxing seasonal rental. (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 2 Kings, 1 Queen, 2 Twins. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach. Know what it really means to have the world as your oyster by spending your next holiday at Island Pearl on Anna Maria Island. Eight guests can spend a week in this luxury vacation rental with everything you’ve wanted and more. Wander through the ground level home and you’ll find touches of extra pampering.  Feel the sheets, bath and beach towels – those are professionally laundered and premium quality linens! You also might notice that four bedrooms and bathrooms means minimal sharing. An extravagance that many of us never get to indulge in back home. Exuberant coral, sea foam, and burnt sugar brown walls will put you into the Florida frame of mind from day one in your luxury vacation rental. Watch sunlight pour through the windows and over vaulted ceilings, hardwood floors and a spacious, open floor plan.  Everyone will have room to spread throughout the property, while enjoying quality time together. The living room will be taken over by techno buffs to enjoy a wall mounted flat screen with DVD player and a Sony PlayStation. Family chefs will enjoy a well-stocked, updated kitchen with stainless steel appliances. Before you know it, everyone will belly up to the breakfast bar for a taste of home cooking on vacation. Also provided at the vacation rental are beach toys, chairs and an umbrella. This comes in handy considering how close you are to the Gulf of Mexico. A short walk across Gulf Dr. takes you to those soft, glittering sands you’ve been daydreaming at work about. Or if you want to stay close to home for the day, there is plenty of relaxation to be found in your own backyard. Take a few laps around the shimmering, heated pool and then settle into a cloth hammock. Just be careful - with a good coastal breeze swaying you and the palm trees overhead, a quick nap could last all afternoon and you’ll be burnt to a crisp. Wake up in time to reapply your sunscreen and enjoy a cookout on the poolside propane grill. Soon the kids will be asleep while visions of sugar sand dance through their heads, so make a midnight cocktail and spend some time cuddling in the hot tub. You won’t just feel closer to the people in your family while you stay at Island Pearl, you’ll feel closer to the people of Anna Maria Island. This luxury vacation rental is in the heart of Anna Maria City, with Pine Ave just a bike ride away. Even if one of our many local events are taking place in the area, you can still meet and chat with many local business owners such as Jo-Ann and her bulldog, Bella at Bella by the Sea. Parking: 2 spaces, driveway
    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 Cozy, comfortable, but above all classy vacation duplex. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach. While Anna Maria Island is a place that you can go barefoot about twenty two hours of the day, we still don’t like to skip on luxury. Blue Wave Villas are cozy, comfortable, and above all, classy. After staying for a week in these two bedroom, one bath duplexes spending your vacation in hotels will just seem ridiculous. Up to four people can fit on each side, making this a dream vacation home for multifamily trips to Florida. Some people relax inside with the air conditioning, others outside in the sunshine - and sometimes those people travel together. Staying at Blue Wave Villas will keep everyone happy. Whether you want to stretch out in front of a wall mounted, HD flat screens in the bedroom or grill up the day’s catch on a Weber grill, these Holmes Beach vacation homes have something for everyone. Reach some compromise and gather the family out on a light, airy lanai which is perfect for anything from morning coffee to a midnight cocktail. And if you lose that round of rock-paper-scissor and don’t get the master king, just remember there are premium linens on every bed and in every bathroom. One thing everyone can enjoy is a brand new heated pool in the backyard. Drift through sparkling, clear waters while palm trees rustle overhead for half a day, then reapply the sunscreen and make lunch. Both vacation homes have fridges roomy enough for everyone’s restaurant leftovers and vacation goodies. If you want to stock up on some favorite Anna Maria fare, visit the Island General Store. You can get pints of local homemade ice cream and savory deli salads. Between that and an four person, outdoor dining table, you’ll spend the rest of the afternoon with a full belly and ready to even out some tan lines. There are certainly worse ways to pass time before sunset. If you’re too tired to cook dinner later, hop on the island’s free trolley and head to Bridge Street. The Beach House Restaurant has a grouper sandwich you don’t want to miss.  One warning about our twenty two hours of barefoot philosophy – it does not apply to the middle of July. You’ll be just two blocks from the beach and there’s no escaping the Gulf of Mexico’s call from that short a distance. But even that a short of distance will burn your feet on hot roads and sidewalks. A wagon and chairs are provided but flips flops are not, so just be sure to come prepared. 2 Bedroom & 1 Bath Accommodates up to (4) people Bedding: 1 King, 2 Twins New Heated Pool Internet - Wireless No smoking No Pets. Under A/C is 856 sq. ft. Parking: Driveway Only
    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 oastal and vibrant private duplex for your relaxing seasonal getaway. (3) Bedroom, (2) Bath, accommodates up to (6) people: 2 Queens, 2 Twins.  Pets are welcome with fee, free wireless internet, private heated pool, less than two blocks to the beach. Key Lime Cottage East welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one Enjoy your holiday by the new heated pool. Jump on the free Trolley and enjoy the island shops and island "hot spots". Parking: 1 Car garage & drivew Pet Friendly: Yes, under 50lbs
    Home/Apartment
    2br Home/Apartment
    • Wifi
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Open and airy duplex gives you the space your family needs to spread out and relax while on holiday.  The large open floor plan of living room, kitchen and dining area can accommodate your family gathering with ease.  The fully equipped kitchen is the perfect place to whip up a great meal after a day at the beach. Each bedroom comes with a wall mounted flat screen TV's.  This house is only a short walk to the beach.  Whether you stay a week or a month this is the perfect spot for a winter retreat or an island escape.   There are so many activities on Anna Maria Island at your fingertips:  stroll seven miles of unspoiled Anna Maria Island beaches, browse through the many unique island shops or just do nothing at all while enjoying the famous Florida sunshine.  Being so close to the Gulf of Mexico you can enjoy a day on the beach and then go back to enjoy a magical sunset.  Jump on the free trolley and ride to Bradenton Beach, Holmes Beach and  to the City of Anna Maria.   Once you stay here you will want to return again and again. Parking: 2 spaces Floor Number: Two Story Duplex Elevator: No Stairs Only
    Home/Apartment
    6br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Key Lime Cottages 202 & 204  welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria. (6) Bedroom, (4) Bath, accommodates (12) people: 4 Queens, 4 Times.  Two heated pools, free wireless internet, pets are welcome with pet fee, less than two blocks to the beach. Key Lime Cottages 202 & 204  welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one. Spend time in the new private heated pools. Jump on the free Trolley and enjoy the island shops and island "hot spots".Guest have use of the one car garage and plenty of parking in the driveway. This duplex allows for a great family get-away with everything double!. There is a gate between the two heated private pools Parking: 1Car and driveway  Pet Friendly: yes
    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 Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costiera. And the reason is blissfully simple – because they’re exceptional! Cream always rises to the top and vacationers looking for nothing but the best are vacationers looking to spend their holiday in a condominium in La Casa Costiera. You’ll know it’s something special from the moment you arrive and spot vibrant bougainvillea crawling up the Mediterranean style architecture. Covered parking keeps your vehicles protected from the sun and rain, while elevators help with heavy luggage. In the center of this luxury condominium complex is a heated pool, perfect for meeting new friends with the same impeccable taste as yourself. These fabulous perks are available to every La Casa Costiera guest but each condo is unique, offering its own flavor of indulgent relaxation. La Casa O’Bar has room for up to six guests in three bedrooms and two and a half bathrooms, all outfitted with hotel quality sheets and towels. It’s whimsical and spacious for families, but private and sophisticated enough for honeymoons and coupes escapes. A fabulous gourmet kitchen with granite countertops and stainless-steel appliances will make cooking fun and easy for any level of chef. But if no one in your party is culinary, the dining table and breakfast bar are still a warm and lovely spot to gather and enjoy togetherness. Everything in this vacation rental is top of the line luxury – even the bathrooms will feel like your own personal day spa. An exquisite and over-the-top master bathroom features dual shower heads and Jacuzzi tub.  But if you prefer to leave your beauty treatments to the professionals, take Anna Maria Island’s free, air conditioned trolley down to the Acqua Aveda Spa & Salon in Holmes Beach to get buffed, scrubbed, and rubbed down. A stop is within walking distance of the La Casa Costiera; you’re never too far from whatever your favorite vacation Anna Maria Island indulgence might be. All that separates these luxury vacation condos from the beach is a wood path flanked by flourishing sea oats. But nothing is going to come between you and the famous Anna Maria Island sunsets. Each condo boasts a living postcard panorama, but being on the second floor puts La Casa O’Bar’s patio at a particular beautiful vantage point. Watch the day melt away and take in the ocean air as the sun drops like a heavy gold coin into the Gulf of Mexico. Or if you’re craving a little alone time, shut the door and take in a view from the master bedroom’s floor to ceiling sliding glass doors. Parking Spaces: 1
    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 Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème dela crème. (2) Bedroom + den, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location. Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re exceptional! Cream always rises to the top and vacationers looking for nothing but the best are vacationers looking to spend their holiday in a condominium in La Casa Costeria. You’ll know it’s something special from the moment you arrive and spot vibrant bougainvillea crawling up the Mediterranean style architecture. Covered parking keeps your vehicles protected from the sun and rain, while elevators help with heavy luggage. In the center of this luxury condominium complex is a heated pool, perfect for meeting new friends with the same impeccable taste as yourself. These fabulous perks are available to every La Casa Costeria guest but each condo is unique, offering its own flavor of indulgent relaxation. La Casa Wendt is outfitted in tropical inspired, designer furniture meant to help you feel even further away from it all. Two bedrooms and two and half bathrooms, all stocked with premium quality sheets and towels, offer room for up to six guests. You’ll enjoy the high living of hotels with the privacy and personal touch of home. Any way you want to unwind will be in style and comfort at La Casa Wendt. The den has been made into a comfortable reading nook to collect your thoughts or work should you need to during your stay. A computer with high speed internet is set up, but wireless internet is also available. Enjoy time on your laptop anywhere in this vacation condo with your favorite music drifting through surround sound speakers hooked up in every room. Take in the island breeze on your private patio and soak up the million dollar view. All of the La Casa Costeria luxury rentals boast views of the water and beach, but being on one of the upper floors gives La Casa Wendt particularly stunning vantage point. The Gulf of Mexico sits like a deep blue dream, also visible from the living room and through sliding glass doors in the master bedroom. Eventually you’ll given into its siren song and when you do, all that separates these luxury vacation condos from the beach is a wood path flanked by flourishing sea oats. After coming home from a long day of salt and sand, the master bathroom will feel like a personal spa. Flattering white light flows over everything and lights up stainless steel fixtures and an extra spacious shower. Spacious enough to accommodate dual showerheads and a full Jacuzzi tub! Washing away the sand and stress has never been as sumptuous.  Give in to your cravingfor the crème de la crème of Anna Maria Island. Start planning your trip to La Casa Costeria. Parking: Garage  Elevator: yes
    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 Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème dela crème. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Air Mattress. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location. Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costiera. La Casa Leann is a 3 bedroom, 2 and a half bathroom condominium located in the beautiful Mediterranean style La Casa Costiera.  At La Casa Leann experience a luxurious beach vacation with over 2100 square feet of gorgeous living space, decorated in a welcoming island style. Along with its beautiful “beachy” décor, La Casa Leann has a fabulous gourmet kitchen with granite countertops and stainless steel appliances. High speed wireless Internet, surround sound speakers, a flat screen plasma TV with expanded cable, fireplace and wet bar are some of the luxuries you will experience at La Casa Leann.  Two covered parking spaces will keep your vehicles protected from the sun and rain, while elevators help with heavy luggage. In the center of this luxury condominium complex is a heated pool and spa. The owners of La Casa Leann have added a little something extra for their guests. You will find beach towels, chairs, umbrellas and beach toys to help make your stay easy, relaxing and fun for families of all ages. All that separates these luxury vacation condos from the beach is a wood path flanked by flourishing sea oats. But nothing is going to come between you and the famous Anna Maria Island sunsets. Each condo boasts a living postcard panorama, but being on the second floor puts La Casa Leann’s patio at a particular beautiful vantage point. Watch the day melt away and take in the ocean air as the sun drops like a heavy gold coin into the Gulf of Mexico. Or if you’re craving a little alone time, shut the door and take in a view from the master bedroom’s floor to ceiling sliding glass doors. **Parking: 2 spaces, assigned
    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 Old-Florida chic elevated duplex perfect place to getaway for your holiday. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twin, 1 Queen Sleeper Sofa. Shared heated pool, free wireless internet, pet friendly with fee, less than two blocks to the beach. This Island elevated duplex home is just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a shared heated pool and keep your car in the garage or driveway. Enjoy the screened lanai and let your worries wash away. This well cared for unit is well equipped and perfect for an island get-away. Check out the screened- in lanai for your morning coffee or board game. Grab your beach towel and off to the beach you go! The easy beach walk requires just grabbing your towel, favorite beach gear and taking the short stroll down to the beach. 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. Put this one on the map! Want to bring your boat? Slips could be reserved at a nearby Marina. No smoking Pets considered Parking: Driveway only, 2 sp
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    with cold or spirits drinks, a famous golden grouper sandwich at the restaurant, and kids can fish for free! Florida is watersport capital of the world – why not try your hand at kayaking, paddleboards, wakeboarding, jet skiing, maybe even parasailing for the bravest of hearts in your party. You can find it all up and down the beaches of Anna Maria Island. Ask us about making arrangements for a rental if you need any help or recommendations during your stay. However you spend your vacation daze, it will be a delight to come home to this vacation rental. Pick up some takeout and enjoy it around the tasteful dining table with room for the whole party. Or whip up a meal in the updated kitchen yourself – cabinets and drawers are well stocked with updated appliances to round it all out. A dishwasher prevents arguments of who needs to clean up after cooking.  No need to bring those on vacation with you. **Parking Spaces: 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 Coastal and spacious vacation paradise seasonal rental  (4) Bedroom, (2.5) Baths, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1T with Trundle that can convert into King. Heated private pool, free wireless, a short block and a half from the beach. Wiggle your toes in the sand…relax with your morning coffee, afternoon tea or sunset drinks - or all three - on the white sandy beach which is just a short stroll from this luxury rental. Beach Retreat is a newly renovated vacation home just steps from the Gulf of Mexico and some of the best beaches anywhere. Enjoy the luxurious and tasteful appointments and amenities in this private home conveniently located to Anna Maria's best shopping, dining and free trolley. Beach Retreat includes a large heated pool and spacious lanai with large dining table, deck overlooking the pool, 2 car garage, outside hot and cold shower, and large gas grill for your outdoor enjoyment. Inside, the large kitchen includes all the appliances and amenities needed for an extended stay. The open floor plan is perfect for casual dining at the breakfast bar or family dinners in the large dining area after a day of fun and sun. Next to the kitchen, the comfortable living room includes ample seating to enjoy the latest sports and entertainment on the 55 inch flat screen, internet ready LED TV. Upstairs, the bedrooms are tastefully decorated and well-appointed for a relaxing stay and a good night's sleep. The master bedroom has its own balcony with a Gulf view, and each bedroom has a comfortable bed, a flat screen TV, Blu-ray player and an iPod docking station. The elevator allows easy access from the garage to the kitchen and bedrooms so there's no need to haul groceries or lug heavy suitcases up the stairs. Beach Retreat has hi-speed wireless internet access, a printer, a generous cable TV package, and unlimited long distance telephone within the US and to Canada. Additional guest amenities include laundry room, beach chairs and umbrella, a beach cart, coolers, small stroller, high chair, port-a-crib, game system, DVD library, books, board games and puzzles. Perfect for a girlfriends getaway, couples escape or a family vacation; plan your stay at Beach Retreat - where lifelong memories are made. Elevator: yes Parking: Garage & 2 spaces
    Home/Apartment
    6br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Fantastic new private vacation rental home with outstanding Gulf Views from two of the four balconies and large heated pool equipped with a swim up Tiki hut in tropical paradise setting. Ample seating will ensure everyone can relax and enjoy the extra large pool area. Your outdoor paradise is equipped with a custom outdoor kitchen, a swimup tiki hut with barbecue and exterior pool table! Indoors you will find a ground level storage room equipped with ping pong table perfect for a little friendly competition during your vacation. Please note, this is a storage area and not air conditioned. This will be the ideal vacation rental home for an intimate wedding or family reunion. This home is perfect for entertaining. Large dining room table comfortably seats 10. Almost every bedroom and the living room is equipped with a flat screen television. To satisfy the high tech enthusiast the 2 master bedroom suites and living room offer high definition viewing. The living area also contains BlueRay DVD viewing. Surround sound is available in the living room, dining room. Did we mention the Playstation 3 that is perfect for the child (or adult) in your life that cannot live without video games which also doubles as the BlueRay player. Wireless internet provided for your convenience. This Anna Maria Island home is a perfect retreat within a block to the Gulf of Mexico. This home will allow you to reconnect with family or friends and should provide for memories that will last a lifetime. Detailed walk through layout: As you enter the home through the foyer, there is a door to enter the garage that will lead you to the game room that includes a ping pong table and pool table and also out to the beautiful, tropical pool area. The foyer also has the first set of stairs which lead you to the main living level of the home. At the first floor landing, to your right is the large living room, kitchen and dining room with a spacious balcony through the French doors that over looks the pool area. Also from the stairs, you will see straight ahead a powder room and a full washer and dryer further past. To the left of the stairs, there is a master suite with a king size bed, as well as a twin bunk-bedroom that both lead into a master bathroom with step in shower. On the second living level of the home you will find the additional bedrooms and the den that could also be used as a bedroom with a queen sleeper sofa. To the left of the stairs there is another master suite with king bed and a large bathroom with a step in shower, and a relaxing balcony. To the right of the stairs, there is a shared full bathroom with a tub/shower combo, as well as a bedroom with full sized bed and another king bed master suite with connected master bathroom and walk in shower.  **Parking Spaces: 4
    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 Renovated island chic elevated duplex perfect getaway for your holiday. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twin, 1 Queen Sleeper Sofa. Shared heated pool, free wireless internet, sorry no pets, less than two blocks to the beach. This Island elevated duplex home is just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a shared heated pool and keep your car in the garage or driveway. . The unit has just been recently updated and is tasteful, fun and perfect for the island atmosphere. Grab your beach towel and off to the beach you go! Make sure you enjoy a sunset and you will tell friends how beautiful this piece of paradise truly is. The easy beach walk requires just grabbing your towel, favorite beach gear and taking the short stroll down to the beach. 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. Put this one on the MAP! Want to bring your boat? Slips could be reserved at a nearby Marina.  No smoking No Pets Parking: Driveway only, 2 sp
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Parking
    This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Peaceful Palms is more than a vacation rental, it is a slice of island life that you can call you own. Ease into your home away from home by pulling up swaying palm trees and charming, well maintained landscaping in the front yard. You’ll be getting into that Florida frame of mind as soon as you enter the shade of a private screened lanai on the way to the front door. Drop your suitcases off on the calming, cool tile floor and explore the layout. You’ll find a serene color palette evocative of sea shells and our famous sugar sands. There are two bedrooms and one bathroom, making room for up to six guests. Which makes it a perfect pick for small, intimate groups – but whether it’s your child’s first trip to the beach or college students who want a mellower kind of Spring Break, you’ll love spending it at this charming vacation bungalow right in the heart of Holmes Beach. Everyone should be able to enjoy some down time in a holiday rental like this – and that includes our four legged family members. Pets up to 25lbs are welcome to stay at Peaceful Palms with a deposit. The open layout of this vacation home stretches out across a dining room, living room, and kitchen to allow closeness with no claustrophobia. Canine and feline vacationers will enjoy napping in the sunshine that pours over soothing, cool tile floors. And while the kids are curled up in the living room watching a movie, you can whip up an umbrella drink in the sunny, spacious kitchen. Should you crave that glorious alone time, shut the door to the sun room and open the futon. Stretch out with a good book or your laptop to catch up with everyone back home. Free wireless is available throughout this vacation bungalow. When you’re ready to go out and explore more of Anna Maria Island, be sure to take a peek in the garage, beach chairs and a wagon are provided for you to enjoy on our famous sugar sand beaches. If you prefer a lighter load, consider the free trolley which will take you in an air conditioned loop all around the island. Take it down into Anna Maria City for some fishing off the historic Rod N Reel Pier or shopping in any one of the unique boutiques on Pine Ave. Wherever you spend the day, it will be a relief to come back to Peaceful Palms. This vacation bungalow is also part of our Premium Linens Program, so you’ll be provided with hotel quality towels in the bathroom and sheets in the bedrooms. Pet Friendly: under 25 lbs Parking:2 spots-driveway
    Home/Apartment
    4br Home/Apartment
    • Wifi
    • Swimming Pool
    • Parking
    This property can only accept 28 nights stays with a check-in on saturday. You will love this newly re-done canal front home in Bay Palms. This beautiful home with designer features, is well appointed and on a canal. Lounge the day away by the caged heated pool and enjoy the sun. The Gulf of Mexico is a short stroll away to sandy white beaches and make sure you enjoy a sunset of beautiful Anna Maria Island. Bring your boat because you are minutes away to open water and a day of fishing. A private golf club is on Key Royale and memberships are available. The fourth bedroom features a shower bath steps away from the pool and accessed through the queen bedroom. It makes it perfect for guests with small children or even as an nanny suite. This private home is in the center of the island with walking to area shops and dining. If you're feet get tired hop on the Trolley to bring you home or travel up to the end of the island. Parking:2 spots: gar + dw Boat Access Pet Friendly