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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 2 kings beds 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 some of the i
Over the Moon
Home- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 36 Views
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This elevated villa boasts a private heated pool and a fenced yard. Step into the ultimate home away from home, nestled in the heart of Anna Maria city, directly along historic Pine Ave. During the updates the aim was to both preserve the charming village atmosphere of the street and create a versatile environment for boutique shopping, dining, and
AMI Outpost
Multi-Family- 3
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 43 Views
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Check out Coquina Sands in Holmes Beach on Anna Maria Island! This newly updated townhome style vacation rental with private pool is a beautifully decorated 3 bedroom 3.5 bathroom home that comfortably sleeps 6.Renovated in April 2024, all bedrooms are conveniently located on the main entry level and offer a king bed in the master, a queen bed in t
Coquina Sands
Multi-Family- 3
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 6
- 27 Views
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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
The Villas 3A
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 39 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
Dodt House 1, 2 and 3
Home- 6
- 4
- Pool
- No Pets
- Sleeps 12
- 39 Views
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This recently built single-family home is situated on a serene and picturesque street, just 6 houses away (ONLY STEPS) from the beach access path!On the ground floor, the home features a 1 car garage and provides access to the stunning pool and patio areas within the beautifully landscaped backyard. The residence boasts a dazzling, spacious heated
Sea Glass on Park
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 30 Views
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“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
Hideaway
Multi-Family- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 10 Views
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Experience the island life at Fairwinds, a luxury vacation rental on Anna Maria Island that blends comfort, fun, and style. This family-friendly beach home offers four bedrooms, three and a half bathrooms, and a tropical outdoor oasis just a short stroll from the Gulf of Mexico’s turquoise waters.Relax in your private heated pool with swim-up bar t
Fairwinds
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 7 Views
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Charming cottage-style condo w/ shared pool, Gulf views and easy beach access!<br /><br />Vacation in style with this charming cottage-style condo on Anna Maria Island. Featuring a shared pool, Gulf views from the balcony, and easy access to gorgeous beaches, this condo is perfect for a couple of friends or a romantic retreat. Wake up to the sun st
Palm Isle Village 3210
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 24 Views
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*Current construction on the premises, may hear construction noise 7am-7pm*The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always very proud to recommend to our vacationers, and no one can say it isn't a special place to spend quality time with friends and family. With so ma
Palm Isle Village 3203 - Pink Flamingo
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 12 Views
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BG’s Bungalow is your quintessential “Key West style” home that is located on the beautiful North End of Anna Maria Island where guests can enjoy the world-renowned beaches that are just across the street! This home offers guests a true island-experience with its tall ceilings, beachy decor, and amount of outdoor space. This bedroom has 4 bedrooms,
BGs Bungalow
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 24 Views
