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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
- 27 Views
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“Salty Sea Life” is a home away from home, newly remodeled and situated on a canal. This 3-bedroom 2 bath Bradenton home has both the space and accommodations for up to six people. Take full advantage of that space with your family and loved ones, as the living area is perfect for lounging and get togethers. Relax on the inviting sofas and take in
Salty Sea Life
Home- 3
- 2
- No Pets
- Sleeps 6
- 16 Views
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Experience Island Living at Waters Edge 208S, an exquisite, newly remodeled condo located just a short stroll from the serene shores of Anna Maria Island. Whether you're drawn to the beach for sunbathing, water sports, or peaceful relaxation, this charming property has it all. With easy beach access, a shared heated pool, and local shops and restau
Waters Edge 208S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 17 Views
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*Please Note: Exterior painting and roofing projects are scheduled between Sept 22–Dec 31, 2025. Work may cause noise or limited access to decks. Schedule may vary due to weather.*With stunning direct gulf front views, the stylish “Water's Edge 209S” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 be
Waters Edge 209S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 15 Views
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This perfect vacation rental villa “Harrington Bungalow 5” is located just a short walk from the beautiful beaches of Anna Maria Island. This bungalow is in a great group of six vacation rentals previously managed by the Harrington House Bed and Breakfast. Owner just added a private heated pool!<br /><br />It offers two bedrooms, two bathrooms and
Bungalow on Guava
Home- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 18 Views
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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
- 38 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
- 560 Views
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The Beach Is Just Steps Away!!!3 Bedroom, 2 Bath, Almost 1,500 Sq. Ft. Fresh and Clean!The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom beach escape on Anna Maria Island. This vacation rental home is spacious enough for up to 7 guests, although the new city ordinance only allows for 6. This ground level location in Holmes Beach has e
Salt Shack
Multi-Family- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 20 Views
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Enjoy a week in tropical island luxury when you visit the beautiful “Gulfview Townhomes Unit 4"! The perfect Anna Maria Island vacation rental condominium, “Gulfview Townhomes Unit 4" is a refreshing departure from the ordinary Florida holiday. Sleeping up to six guests just a short walk to pristine gulf beaches, this Holmes Beach vacation rental i
Gulfview Townhomes 4
Condominium- 2
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 5 Views
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This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with views of the tropical garden are just outside your window as well as peeks of the beach and Gulf of Mexico. Unit 204S is updated, with a gorgeous kitchen, spacious living area, and a dining area that ca
Waters Edge 204S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 10 Views
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Discover the charm of coastal living at Sandy Pointe 202, a light-filled and inviting 2-bedroom, 2-bathroom condo situated on the second floor in the heart of Holmes Beach on picturesque Anna Maria Island. This thoughtfully appointed vacation home is ideal for those seeking relaxation or island adventure. Just a short stroll from beaches, parks, an
Sandy Pointe 202
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 55 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
