Featured Anna Maria Island Rentals and Bradenton Rentals

Porch and pool area of a vacation rental on Anna Maria Island

Embrace the allure of summer with our exclusive Anna Maria Island and Bradenton area rentals! This season, explore our diverse collection of properties, from quaint beachfront villas to expansive luxury homes, some offering newly discounted rates. Our portfolio extends to the city of Bradenton, Florida, renowned for its lively arts community and scenic parks, Longboat Key, and beyond.

To make your stay even more unforgettable, our Anna Maria Island rentals come equipped with an array of amenities to cater to your comfort and pleasure. Enjoy the convenience of fully equipped kitchens, perfect for home-cooked meals, and unwind in private pools after a day soaking up the Florida sun. Each rental encapsulates a unique fusion of homely comfort and upscale luxury, guaranteeing a vacation you'll cherish. Conveniently situated, these properties provide easy access to local attractions, retail boutiques, and gourmet eateries, ensuring your adventure never ends.

Our experienced Reservations team, available at 941-757-8226, is eager to help you find your perfect vacation home to enjoy a visit to Anna Maria Island and Bradenton.

Properties Available 5 properties available
Serenity at Bay Palms by AMI Locals Discover the charm of Anna Maria Island at Serenity at Bay Palms, a newly updated coastal retreat just a short walk from the stunning Gulf beaches on Anna Maria Island! This four-bedroom, four-ensuite bath home offers modern luxury, a private heated pool with in-ground spa, and easy access to local dining, shopp
Serenity at Bay Palms
Serenity at Bay Palms
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (13)
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Blissful Paradise by AMI Locals VRC22-000194 Welcome to Blissful Paradise, a newly built four bedroom, four and a half bath luxury vacation home in Holmes Beach! Just a short walk from Anna Maria Island’s white sand Gulf beaches, this modern retreat features vaulted ceilings, a gourmet kitchen, game tables, and a private heated pool with spa. With
Blissful Paradise
Blissful Paradise
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (10)
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The Deckhouse by AMI Locals Vacation Rental License #VR20-000007 Welcome to The Deckhouse, a beautifully remodeled three bedrooms, three bathrooms home just three houses from the beach! With a brand-new heated pool and spa, multiple deck spaces offering Gulf views, and a stylish coastal interior, this luxury Anna Maria Island rental is perfect for
The Deckhouse
The Deckhouse
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (38)
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Palmetto Pointe by AMI Locals Vacation Rental License #VR19-000033 Welcome to Palmetto Pointe, a luxurious five bedroom, five and a half bath vacation home located just one block from Anna Maria Island Beach. This retreat features a rooftop deck with Gulf views, wraparound balconies, a large private pool with spa, and spacious bedroom suites; perfe
Palmetto Pointe
Palmetto Pointe
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (31)
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One Happy Condo by AMI Locals Enjoy the luxury of Florida's Gulf Coast at One Happy Condo, a beautifully designed three-bedroom, three-bathroom condo located in the exclusive gated community of Harbor Isle Margaritaville Resort! This home features resort-style amenities, ocean views, and vibrant coastal decor, just one mile from the famous beaches
One Happy Condo
One Happy Condo
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.6 (3)
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