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Experience relaxed waterfront living at this beautifully renovated bayfront home in the prestigious Key Royale neighborhood of Anna Maria Island. This charming ground-level 2-bedroom, 2-bath vacation rental combines modern coastal design with peaceful island ambiance, offering everything needed for an unforgettable monthly getaway.Perfectly positio
By the Bay
Home- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 6 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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Experience the Tropical beach paradise vacation of a lifetime when you stay at Holmes Beach vacation rental condominium “Vista Grande Sul Mar”. This gorgeous beach front condo, located within the Vista Grande complex, rooms up to 6 guests with 1 king bed, 1 queen bed and 2 twin beds in this 3 bedroom 3 bathroom spacious vacation destination.<br /><
Vista Grande 1 Sul Mare
Condominium- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 24 Views
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When you arrive to “111 South Beach Village”, located at 10th Street in Bradenton Beach, you are greeted with cheery pastel town homes tucked into Island paradise. This fun 3 bedroom 2.5 bathroom Anna Maria Island vacation rental home sleeps up to 6 guests with 1 king bed, 1 queen bed, and 2 twin beds. Enjoy beautiful gulf views from the rear side
South Beach Village 111
Condominium- 3
- 2 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 6
- 7 Views
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Welcome to your Anna Maria Island escape "Pineapple Paradise"! New to the vacation rental market, this beautifully designed 4-bedroom, 5-bathroom home in Holmes Beach is just two blocks from the beach—perfect for families and groups ready to enjoy sun, sand, and relaxation."Pineapple Paradise" is a spacious two-level home offers plenty of room to s
Pineapple Paradise
Home- 4
- 5
- Pool
- No Pets
- Sleeps 8
- 103 Views
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“Palm Isle 3211” is the perfect Anna Maria Island beach rental for a cozy couple’s getaway, or even a casual vacation for up to four guests. This one bedroom villa beach rental offers a premium location near beaches, shopping and dining. Enjoy a well-appointed unit with nice updates and a laid back feel.<br /><br /> When you visit “Palm Isle 3211”
Palm Isle Village 3211
Condominium- 1
- 1 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 4
- 41 Views
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“Appletini” is just a few blocks away from pristine gulf beaches! Not only will you be able to walk to the beach, but you’ll find nearby free trolley stops on Marina Drive and Gulf Drive. Hop on the free trolley and you’ll find restaurants and shops just minutes away. While you visit you’ll have access to a propane barbecue grill great for a Flor
Appletini
Multi-Family- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 579 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.You can access it by walking through the side yard of this home. There is no need to walk all the way up
Flirty Flamingo
Home- 2
- 2
- No Pets
- Sleeps 4
- 5 Views
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Everything you expect from a relaxing stay can be found at this Anna Maria Island vacation rental condominium. If you’ve never experienced Gulf of Mexico beaches you are in for a real treat. Enjoy powder white sand, crisp blue water, gorgeous sunsets and great beach combing all waiting right outside your door! If you visit in the winter months, enj
Buena Vista 3
Condominium- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 60 Views
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“115 South Beach Village” is the perfect Anna Maria Island vacation home to make a fun and memorable beach vacation destination! This pastel pink 3 bedroom, 2.5 bathroom, town house style vacation rental rooms up to 6 guests with 1 king bed, 1 queen bed and 2 twin beds. <br /><br />Stroll across the street to enjoy the best white sandy beaches the
South Beach Village 115
Condominium- 3
- 2 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 6
- 39 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
- 47 Views
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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
Island Jewel
Home- 3
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 26 Views
