Vacation Rentals
227 properties available
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
Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eateries along Pine Avenue, this family-friendly retreat is ideal for large families and groups seeking comfort, fun, and r
Low Tide by AMI Locals Anna Maria Island Beachfront Cottage with Pool and Trolley Access VR21-000077Welcome to Low Tide, a charming beachfront bungalow just steps from Anna Maria Island’s turquoise waters and white sandy beaches. This cozy two-bedroom, one-bath home offers mesmerizing ocean views from the front patio, a fully equipped kitchen, and
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
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
Sea Gal by AMI Locals Vacation Rental License #TPL23-000008, DWE5105473Welcome to Sea Gal by AMI Locals, a seven bedroom, seven and a half bath luxury beach home perfectly positioned between the Gulf beaches and the Intracoastal Bay. This stunning retreat pairs modern coastal elegance with breathtaking 360° rooftop views and an unbeatable location,
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
Gulf Haven East by AMI Locals Escape to paradise at Gulf Haven East, a charming two-bedroom, dog-friendly vacation home nestled just a five-minute walk from the sugary sands of Manatee Beach in Holmes Beach! This cozy island retreat offers modern comforts and a lush patio perfect for relaxing or sunset cocktails. Located close to Holmes Beach Town
Day Break Bungalow by AMI Locals VRC19-000140Experience the ultimate beachside escape at Day Break Bungalow, a beautifully remodeled three bedroom, three and a half bath home, just an eight-minute walk to stunning Holmes Beach! This elegant vacation retreat is perfectly situated in the heart of Anna Maria Island, offering panoramic balcony views,
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
Endless Summer by AMI LocalsVacation Rental License #VR19-000059 Welcome to Endless Summer, a stunning five-bedroom, six-and-a-half-bath vacation home ideally situated in the heart of Anna Maria. Just one street over from the vibrant Pine Avenue, you’ll be moments from favorite island spots like The Donut Experiment, Ginny’s & Jane E’s, and Pop
Feelin' Beachy by AMI Locals VRC20-000140Prepare for endless enjoyment at Feelin’ Beachy, a luxurious four-bedroom, four and a half bath home just around the corner from the soft sands and warm waters of Holmes Beach! This thoughtfully designed coastal retreat features a lavish backyard oasis with a private pool, in-ground spa, and multiple outdoo
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