Anna Maria Island
424 properties available
Castaway Cottage by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000189 Welcome to Castaway Cottage, a three bedroom, two bath vacation home with a private pool, game room, and plenty of family-friendly amenities! Located less than a 10-minute walk to the white sand Gulf beaches, this Holmes Beach retreat is also close to shops, restau
Little Pink Houses by Anna Maria Island Accommodations VR18-000136 Welcome to Little Pink Houses, a charming Anna Maria Island vacation home located just a short stroll from Bean Point Beach, one of the island’s most secluded and picturesque stretches of shoreline. Featuring three bedrooms and three bathrooms, including a private guest suite above
Gulf Shores #106 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000081 Welcome to Gulf Shores #106, a beautiful two-bedroom, two-bath beachfront condo perfectly positioned in the heart of Holmes Beach on Anna Maria Island. Enjoy direct beach access and a screened-in balcony with stunning views of the Gulf of Mexico, where you can watc
Social Nest by Anna Maria Island Accommodations Welcome to Social Nest, a charming three-bedroom, two-bath vacation home perfectly located on iconic Pine Avenue in the city of Anna Maria. This home is located directly above the popular Pizza Social shop right on Pine Avenue in the city of Anna Maria. This inviting island retreat features a private
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Beach and Boat House by AMI Locals Vacation Rental License #VRC19-000169Experience the ultimate waterfront escape at Beach and Boat House, a stunning canal-front retreat with spectacular water views and a private dock! This four-bedroom, four-bath dog-friendly home offers luxurious amenities, a private heated pool with a spa, and a game room, perfe
Mango Breeze by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000130 Welcome to Mango Breeze, a charming four-bedroom, three-and-a-half-bath waterfront home just moments from the crystal-clear Gulf waters of Anna Maria Island! This tropical retreat features a private heated pool, a lush backyard with a tiki bar, and vibrant island decor
C-View Florida by Anna Maria Island AccommodationsHome in Anna Maria, FloridaWelcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a walkab
Sunset Sands at Capri by Anna Maria Vacations Condo in Bradenton Beach, FloridaVPL18-000126 / CND5105467Welcome to Sunset Sands at Capri, a beautiful second-floor beachfront condo with two bedrooms and two bathrooms, perfectly positioned to enjoy the stunning Gulf views! Just steps from the beach, this luxurious retreat features a private balcony f
Santorini by Anna Maria Island Accommodations TPL24-000118, DWE5105266Welcome to Santorini, a charming two bedroom, one and a half-bath cottage that blends Greek-inspired style with Florida’s coastal charm. Just a three-minute walk to the white sands of Bradenton Beach, this cottage is ideally located near local restaurants, shops, and a trolley st
Big Nauti by Exclusive Vacations TPL22-000071, DWE5105909Welcome to Big Nauti, an extraordinary eight bedroom, eight and a half bath luxury waterfront home that redefines Anna Maria Island living. Located directly on the Bay in Bradenton Beach, this stunning retreat pairs breathtaking panoramic views with resort amenities, including a rooftop deck,
Coming in Hot by AMI Locals VRC22-000171 Live the island dream at Coming in Hot, a stunning newly built four-bedroom, four and a half bath retreat located in Holmes Beach, just one minute from the sugar-white sands of Anna Maria Island! With a rooftop deck offering panoramic Gulf views, a resort-style pool and spa, multiple balconies, and a ping po
Sand Dollar by Anna Maria Island Accommodations VR16-000117 Welcome to Sand Dollar, a stunning vacation home featuring a sparkling pool and hot tub, just a short walk from Holmes Beach’s sugar-white sands! This three-bedroom, two-bath retreat offers a lush outdoor space with multiple seating areas, a charming tiki bar, and a screened-in patio. Con
