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.

19 properties available

Blue Bay by Anna Maria Island Accommodations Home in Anna Maria, FloridaVPR16-000138Experience the ultimate coastal retreat at Blue Bay, a luxurious and expansive vacation estate offering eight bedrooms and six bathrooms! Located just across the street from the pristine Tampa Bay, this home embodies beachside elegance with breathtaking water views,

Salty Seagull at Hunter’s Point by AMI Locals Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand new canal front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable community and offers a private pool, dock, ba

Salty Seagull at Hunter's Point

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

Blissful Bay at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, this retreat blends co

Blissful Bay at Bayside Bungalow

Sail Away by AMI Locals Vacation Rental License #VR19-000048 Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is designed for unforgetta

Bean Point Bungalow by AMI Locals Vacation Rental License #VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the per

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Blue Coral Beach House by AMI Locals VRC23-000024 Welcome to Blue Coral Beach House, a vibrant four-bedroom, three-bath coastal casita located in a quiet neighborhood of Holmes Beach! Just a 7-minute walk from the white sand beaches and sparkling ocean waters, this beautifully styled home features lush landscaping, a private heated pool, and a je

Blue Coral Beach House

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

A Twist of Lime by AMI Locals TPL22-000045, CND5105493Welcome to A Twist of Lime by AMI Locals, a vibrant three bedroom, two and a half bath coastal retreat located just steps from the Gulf beaches and the Bay in beautiful Bradenton Beach. This colorful condo is perfect for families and friends seeking a relaxing yet lively island getaway. With eas

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

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

Angler’s Cove at Hunter’s Point by AMI Locals Welcome to Angler’s Cove at Hunter’s Point, a stunning eco-friendly vacation set in the waterfront Hunter’s Point community! This three-bedroom, two and a half bath smart home combines luxury and sustainability, featuring a private pool, EV charger, and canal access for kayaking or paddleboarding. You’l

Angler's Cove at Hunter's Point

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