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Welcome to Mermaid Manor — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper level...
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Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...
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WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
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Ideal Location - Family Vacation Accommodation 2 Individual Villas, 4 Bedroom 4 Baths Sleeping for 8-12 Guests Pricing is for one villaDuring January February & March you can only rent 1 villa. During June & July you must rent both villas. Pricing on our site here is for only 1 villa.The...
Featured review
We had a great time and our kids loved the pool! We rented bikes and used them everyday. We had a party of 12 and it was big enough for all. We would love to stay again!
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Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....
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Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - have the best of both worlds - the sun and the shade.Beach...
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This house is the best rental we have ever stayed in! The scenery out back is incredibly relaxing.. trees, Adirondack chairs, the OCEAN!! It is so private, and also the best equipped kitchen I’ve ever...
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
Featured review
We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...
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Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...
Featured review
The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.
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The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during...
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Welcome to Pink Pearl, your dream coastal retreat! This stylishly renovated one-story home combines tropical charm with modern comfort—perfect for families or groups looking to relax, entertain, and explore beautiful Anna Maria Island.The Space: - Spacious, single-story home with 4 bedrooms...
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Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...
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This 1 BR, four-guest, condo strategically placed within short walks to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) will keep you CHEERFUL your entire stay! Coastal amenities: front screened lanai, heated pool, beach toy closet (including...
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Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...
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Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, pet-friendly, charming single-level home boasts 3 bedrooms and 3 bathrooms, situated on the canal just a few homes away from the open bay! With a minimum stay of 30 nights, "Come Sail A Bay" offers...
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28-Night Minimum Maximum capacity shall not exceed 6 personsWelcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2-bedroom 2-bath condo with new appliances and coastal decor overlooking a peaceful, serene lagoon with kayak and canoe...
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30 day stays make this condo community wonderfully quiet and special. The view overlooks the big pool and the Bay. Bring your swimsuit, we are a short distance to AMI's famous white sand beaches, umbrella, beach canopy, cooler, beach towels, and chairs make for a perfect beach day and sunset and...
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Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...
Distance to beach: 0.5 miles to Manatee Beach
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2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything...
Featured review
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious...
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2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.
Featured review
Awesome unit with great views and access to the beach as well as restaurants and grocery stores. I would definitely stay there again. Great time and relaxing vacation.
Distance to beach: 50 feet to across the street
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Key Lime Cottage – 880 N Shore Drive, Anna Maria Island3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet Friendly | Private Hot Tub | Fenced BackyardWelcome to Key Lime Cottage, a charming slice of island life nestled along the coveted North Shore Drive on Anna Maria Island. With room for up to...
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