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.

24 properties available

Sea La Vie by AMI Locals Vacation Rental License #VRC21-000203Welcome to the relaxed coastal vibe of Sea La Vie, a modern three-bedroom, three-bath vacation townhouse located just two blocks from the turquoise Gulf beaches of Holmes Beach. This island retreat offers a private patio with chic wicker seating and a BBQ grill, along with stairwell acce

Oar House by AMI Locals Welcome to Oar House, a new 6-bedroom, 7-bath luxury home right on Pine Avenue on the north end of Anna Maria Island. It is made for easy group getaways, with a private heated pool, a large spa, and a rooftop deck with wide water views. You will also find plenty of fun, resort-style amenities. Step out the door to Pine Avenu

Saltwater Palms by AMI Locals Vacation Rental License #VRC21-000078 Welcome to Saltwater Palms, a stylish home located just across the street from Holmes Beach! This two-story, three-bedroom, two-bath duplex offers the perfect blend of comfort, privacy, and outdoor entertaining. Relax on the sundeck, the balcony, or gather with friends around the

Grande Haven by AMI LocalsVacation Rental License #VR18-000049 *Grande Haven is currently undergoing major renovations, bringing fresh upgrades and enhanced amenities to this already stunning home. New photos reflecting these exciting updates are coming soon.*Welcome to Grande Haven by AMI Locals, a newly refreshed and beautifully renovated seven-b

Bamboo Bungalow by AMI Locals Vacation Rental License #VR19-000043 Welcome to Bamboo Bungalow by AMI Locals, a beautiful three-bedroom, two-bathroom canal-front home tucked away in the peaceful north end of Anna Maria Island. This stylish retreat is perfectly situated just two blocks from Pine Avenue’s shops and restaurants and less than a 15-minut

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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

Under the Sun by AMI Locals Vacation Rental License #VR22-000075 Welcome to Under the Sun! This five bedroom, four and a half bath Anna Maria Island vacation rental blends modern luxury with laid-back island charm. Just a two-minute walk from the white sandy shores of Anna Maria Beach, this home invites you to relax in style with a rooftop deck, pr

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Starfish Cove, A by AMI Locals Duplex in Holmes Beach, FLVRC17-000165Welcome to Starfish Cove, A, a charming coastal retreat in Holmes Beach! This two-bedroom, one-bath vacation home offers the perfect romantic getaway for couples and small families. Just a four-minute stroll to the stunning Gulf beaches, this dog-friendly home is ideally situated

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

Lay'By, Too by AMI Locals VPR16-000175 Welcome to Lay'By, Too, a vibrant ground-level vacation home just four houses from the stunning beaches of Anna Maria Island, with no streets to cross! This spacious four-bedroom, three-bath retreat offers a private pool, lush backyard, outdoor dining and grilling area, and cheerful coastal decor, perfect fo

Sea Breeze by AMI Locals VRC21-000002 Welcome to Sea Breeze by AMI Locals, a charming three-bedroom, two-bathroom coastal retreat just a 4-minute walk to the beach on beautiful Anna Maria Island. Nestled in the heart of Holmes Beach, this home blends tropical style with modern comfort and features a private heated pool, lush landscaping, and a rela

Mermaid Dreams by AMI LocalsWelcome to Mermaid Dreams, a charming two-bedroom, two-bathroom Bradenton vacation rental just minutes from the stunning Gulf beaches of Anna Maria Island. This inviting getaway offers the perfect blend of comfort and convenience, featuring a private heated pool for your own backyard oasis. Ideal for couples, small famil

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