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Anna Maria Island Vacation Rentals
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- 100 properties returned
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“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
- 7
- 7 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 16
- 57 Views
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A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to offer you a sophisticated, fun and relaxing beach getaway for up to fourteen guests. When you arrive at “Dodt House” you’ll know you have found your new favorite Florida vacation destination. Located
- 6
- 4
- Pool
- No Pets
- Sleeps 14
- 65 Views
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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
- 5
- 6
- Pool
- No Pets
- Sleeps 10
- 47 Views
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Accommodating up to 12 guests and your furry family members, this fabulous five bedroom four and a half bathroom Anna Maria vacation rental home offers three king beds, a twin bunk bed, a set of twins, and a queen sleeper sofa located in the living room of the east side.<br /><br />Super cute decor with a no frills old Florida island feel, since t
- 5
- 4 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 12
- 39 Views
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Experience the white sandy beaches and gorgeous sunsets of Anna Maria Island at My Big Fat Beach House. My Big Fat Beach House is located just 2 short blocks to the beach and the perfect vacation gathering place for family and friends. Swaying palm trees line the private backyard, guests of all ages will enjoy the saltwater pool/spa, waterfall, ou
- 5
- 3
- Pool
- No Pets
- Sleeps 10
- 68 Views
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“Summer Breeze” is one of the premier homes on the island. The perfect home for an Anna Maria Island getaway. With tropical landscaping, updated inside and out, and this rental home is stunning on all fronts. Elevated, high-end tropical décor, and pristine floors, “Summer Breeze” is love at first sight. Five large bedrooms, a spacious layout, this
- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 14
- 36 Views
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Beautiful, spacious, and accommodating; all words that suit Coral Castle. A gorgeous 5 bedroom/3.5 bath rental home is stunning and packed with incredible amenities. A hot tub, a dock, heated pool, and only a 3-minute walk away from the beach just to name a few! Now you can also bring along your fur babies - limit two dogs up to 25lbs each. The fee
- 5
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 10
- 42 Views
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Gulf View Cottage is exactly what its name suggests – charming, cottage-style home with sweeping views of the Gulf from its rooftop deck. This rental has been recently renovated and features beautiful new interior amenities. This, coupled with its private, heated pool, and convenient location make it a perfect place to spend an adventurous vacation
- 5
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 10
- 54 Views
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Enjoy our luxurious Villa di Palma, a newer five bedroom, four-bathroom luxury island home close to the beach. The Italian influence in the design is reminiscent of properties found in Venice and Tuscany. The two master suites each have their own Jacuzzi spa tub, a separate shower trimmed with antique stone style ceramic tile. Ideally placed in one
- 5
- 4
- Pool
- Dogs Allowed
- Sleeps 12
- 46 Views
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When you visit Anna Maria Island vacation rental “Hop, Skip and a Beach” you are sure to have an amazing Florida getaway! Sleep up to eight guests in luxury and style. This four-bedroom rental with game room with heated pool and spa is just a short walk from the best beaches you’ll find on the gulf coast.When you enter “Hop, Skip and a Beach” you’l
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- 4
- Pool
- No Pets
- Sleeps 8
- 44 Views
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When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom, four bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking distance to t
- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 60 Views
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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
- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 37 Views
