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Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
This Anna Maria Island vacation Bungalow is perfect for a party of six. “Harrington Bungalow 6” is a three bedroom and two bathroom ground level home. This newly renovated property is only a short walk to the beautiful beach access. All this and more with a brand new private heated pool.<br /><br />You will be welcomed with the elegant and cozy de
"Flip Flop Oasis" Two Single Family Homes with Adjoining Yards and TWO Heated PoolsFirst Home 201 57th Street "Flip Flop Inn" If you are searching for luxury on your Island vacation, this home is your dream come true. Tucked away on a quiet street on Anna Maria Island, this Mediterranean-style Townhouse is your perfect family vacation destination.T
“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
When you visit Anna Maria Island vacation rental “A Mermaid's Tale” you are sure to have an amazing Florida getaway! Sleep up to six guests in luxury and style. This three bedroom rental is just a short stroll to the best beaches you’ll find on the gulf coast. A trip to the beach was never this much fun! When you enter “A Mermaid's Tale” you’ll be
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
Classic Key Royale canal front home with a private pool located at 632 Emerald Lane, Holmes Beach, Anna Maria Island is the home of your vacation dreams. Nestled in a quiet community away from the hustle and bustle of the city, you can truly relax and unwind. <br /><br />Amazing three bedroom and two and a half bath canal front vacation rental home
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
Upscale tropical getaway with private pool and; spa, with elevator - walk to the beachSlip into vacation mode at this beautiful Anna Maria Island home! Complete with panoramas of the Gulf of Mexico, a private pool, and 2,196 square feet of space, this luxurious home offers the ultimate Anna Maria experience.Located half a block from the beach and a
“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
GONE COASTAL at FOUNTAINHEAD CONDOMINIUMS - Accommodating up to four guests for a fun laid back beach vacation, Fountainhead Unit 2 offers the perfect two bedroom, two bathroom getaway for you and your family. Centrally located on Anna Maria Island, Fountainhead Unit 2 is near everything for an entertaining stay including gulf beaches, free trolley
Newly Updated - New bathrooms and updates completed in February of 2023!! Four minutes from the beach, located in the heart of Holmes Beach, and a private oasis on Anna Maria Island. All this and more makes “Forget Me Knot” the ideal place to stay during your island vacation. From the secluded and private placement to its closeness to the beach as