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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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Discover your island getaway at Runaway Bay 209, located on the stunning Anna Maria Island. This inviting second-floor condo features 2 bedrooms and 2 bathrooms and is situated just across the street from the pristine, powdery sands and turquoise waters of the Gulf. Offering a blend of comfort, convenience, and tranquil water views, this condo is a
Runaway Bay 209
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 33 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
- 49 Views
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Experience the best of island living at Elm Street Retreat, a stunning Anna Maria Island vacation rental located just steps from the Gulf’s pristine beaches. Nestled in the heart of Anna Maria City, this elegant coastal home offers easy beach access, walkability to Pine Avenue, and private amenities designed for relaxation and comfort.This 3-bedroo
Elm Street Retreat
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 29 Views
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Discover your perfect island escape at Coconuts Beach Resort Unit 108! A completely renovated, ground-floor condo situated directly on the shores of the Gulf in the heart of Holmes Beach on Anna Maria Island. This modern, one-bedroom, one-bath vacation rental offers a fresh and inviting coastal retreat, just steps from the sand.Thoughtfully redesig
Coconuts 108
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 19 Views
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Staying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime, and a custom chefs kitchen with induction stove as well as a double door wine fridge; vacationers love celebrating their stay in the spacious living room perfect for entertaining. The open floor pla
Buena Vista 4
Condominium- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 39 Views
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Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 1 queen bed and all the amenities of a beachy home away from home. <br /><br />Inside “Blue
Blue Lagoon 6
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 4
- 11 Views
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Discover the revitalized charm of Coconuts Beach Resort 101, a newly remodeled ground-level condo located in the heart of Holmes Beach on Anna Maria Island. This one-bedroom, one-bathroom retreat has been given a complete makeover, offering a clean, modern aesthetic with inviting coastal touches. Comfortably accommodating up to four guests, this po
Coconuts 101
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 54 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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“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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“Palms Beach West” on Gulf Drive is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides accommodations for up to 6 guests including 3 Bedrooms, 2 Bathrooms with 1 King bed, 1 Queen bed, and 2 Twin beds. <br /><br />Located a short walk away from a pristine gulf beach access 3700 bloc
Palms Beach West
Multi-Family- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 28 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
Seashells and Sunsets
Home- 5
- 4 Full Baths , 2 Half Baths
- Pool
- No Pets
- Sleeps 10
- 53 Views
