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Searching for a suitable home to enjoy your luxury island vacation? Flip Flop Inn certainly makes the list, a Mediterranean-style townhouse tucked away on one of Anna Maria Island’s peaceful streets. When you enter the home, you’ll be greeted with a bright and airy main level, just upstairs you’ll find a dining area and open living space beneath th
“Pirate’s Cove” is a great island oasis to enjoy during your stay, the perfect cove for your vacation getaway. One of the only "Any Day" arrival properties on the island.This elevated home is built for family vacations, as it has the room to allow for a relaxing vacation giving everyone their space. “Pirate’s Cove” has an extensive layout, with mul
Perfect for a fun couple’s getaway, a casual vacation, or even a family escape. “The Villas 3A” is a one-bedroom villa that boasts a top tier location near shopping, dining, and beaches, as it’s located in the city of Holmes Beach. Able to sleep up to four guests, this unit has a welcoming and laid-back feel that’s synonymous with an island vacati
“A Change in Latitude” will change the way you look at vacation rentals. Because of it’s spacious layout, fun amenities, and prime location you are sure to enjoy your stay.This elevated home, with it’s newly updated décor, sports 3 bedrooms and 3 bathrooms. Making it a wonderful place for up to 8 guests. You will find that both master bedrooms have
Welcome to the freshly updated Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks away which is a short stroll from the gorgeous beach of Anna Maria Island! This home has everything you need to feel like you are on vacation every day. This home also has an elevator for your convenience. Spaci
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.For this you will need to walk down 78th Street to reach Gulf Dr. Using Gulf Dr make your way towards 77t
The perfect spot for a memorable island vacation! This ground level vacation rental offers a gorgeous heated pool with a fabulous outdoor common area including gazebo, tropical landscaping, dining areas and plenty of lounge chairs for relaxing. There is also a putting green, custom cornhole and a bocce ball pitch. If you want to enjoy the outdoors,
Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island
Gulf View Cottage is a charming, recently renovated home with a rooftop deck offering sweeping views of the Gulf. Relax and enjoy the private, heated pool while experiencing the ultimate Florida vacation!As you arrive at Gulf View Cottage, you'll notice its unique shape, spacious driveway, and beautiful tropical plants in the front yard. Step insid
“Hideaway” is a fantastic Anna Maria Island vacation rental in Holmes Beach offering space for up to six guests just a few blocks from the beach! <br /><br />During your stay you’ll find everything you need for a laid back island getaway. Inside this Holmes Beach rental you’ll enjoy updated decor with a coastal flair. <br /><br />The main living sp
With stunning direct Bimini Bay views, the stylish “High Tides and Good Vibes Westbay Point and Moorings Unit 265” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers two king beds and a queen sleeper sofa in a beautiful coastal inspired
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdoor patio with a spacious common area complete with a large heated pool, gazebo, lush tropical landscaping, and picnic tables. This makes a perfect setting for a memorable Island adventure!Casa Sierra Resort is a private Mediterran