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Fall in love with Anna Maria Island paradise when you vacation at “Over the Moonl”! This gorgeous three bedroom, private heated pool getaway accommodates up to six guests with a king bed, a queen bed and two twin beds in this ground level single family home located in the coveted north end of Anna Maria. <br /><br />The city of Anna Maria boasts so
Over the Moon
Home- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 16 Views
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“Ocean Park Terrace” is directly on the coast providing the quintessential beach experience complete with powder white sand, blue water, fresh gulf breezes and amazing sunsets. You’ll want to spend all day soaking up the sun and salt water! Relax with a good book, cool drink or chat with friends around the heated community pool. Enjoy premium linen
Ocean Park Terrace 203
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 5
- 9 Views
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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
Fountainhead 2 - Gone Coastal
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 14 Views
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Harrington Cottage is an adorable Anna Maria beach cottage that’s so close to the Gulf of Mexico you can practically smell the sea salt air! Less than a block away you’ll find the white sand beaches of Anna Maria Island, all while staying in this cute 4 bedroom, 3 bath cottage. Enjoy the peace and quiet afforded by the city of Holmes Beach. Harring
Harrington Cottage
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 10 Views
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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
A Mermaids Tale
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 38 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
Sand Dollar Dream
Home- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 17 Views
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"ENDLESS BAY VIEWS - 2 Bedroom, 2 Bathroom (Sleeps 4) – “West Bay Point 88” – 6400 Flotilla Drive unit 88 in Holmes Beach.Discover your perfect Anna Maria Island retreat at "West Bay Point 88" – a vacation rental with 2 bedrooms and 2 bathrooms in Holmes Beach, comfortably accommodating up to 4 guests. Nestled in the tranquil corner of Anna Maria I
WBPT 88
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 22 Views
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Inside Casa Sierra 203 B you’ll enjoy an updated and laid back beach style. Relax in the living room with television and wireless internet after a long day of fun in the sun. The Kitchen has stainless steel appliances and everything you’ll want for your stay. Equipped with two bathrooms, both offer a walk-in shower.Casa Sierra Resort is a private
Casa Sierra 203B
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 25 Views
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If you are looking for a family fun vacation destination with all the extras, “Casa Morado” is the perfect place for you! <br /><br />This stylishly updated four bedroom home comfortably sleeps eight guests just a short walk to gulf beaches. Even members of the family with the shortest legs can manage the two blocks walk to pristine gulf beaches! <
Casa Morado
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 8
- 19 Views
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A comfortable stay with a peekaboo view of the Gulf of Mexico, private pool, and rooftop deck included!With a recently updated kitchen, this Holmes Beach property is decorated with a beach cottage style, giving it a relaxing vibe that you’re sure to enjoy. This island getaway is only a few steps away from the beach, just a little jaunt across Gulf
Heron Heaven
Home- 3
- 2
- Pool
- No Pets
- Sleeps 8
- 27 Views
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Discover unparalleled comfort on Anna Maria Island with "Mambo Italiano." This Mediterranean-style retreat caters to your every need, accommodating up to 8 guests across its 4 bedrooms and 4 bathrooms. From the moment you arrive, the striking white facade and elegant black gates welcome you.Step inside to find a haven of solitude, where every detai
Mambo Italiano
Home- 4
- 4
- Pool
- Dogs Allowed
- Sleeps 8
- 23 Views
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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
Pirates Cove
Home- 7
- 7 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 16
- 33 Views
