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1016 properties available
Beachfront Bungalow by AMI Locals Vacation Rental License #VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three and a half bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island! With nothing but your private pool and spa between you and the Gulf, this beachfront escape is designed for trav
Beautifully updated and furnished property with everything you would expect from a resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is w
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Important Notice: The Sand Dollar condominium building will be undergoing a roof replacement project from approximately November 30 through January 8. Guests may experience daytime construction noise during this time.Home Away from Home -
Seabreeze Cottage by Anna Maria VacationsHome in Holmes Beach, Florida VRC16-000366Enjoy the perfect blend of island luxury and tranquil seaside living at Seabreeze Cottage, a beautifully upgraded three story home just a 6-minute walk from Holmes Beach. This spacious three-bedroom, three-bath vacation retreat comfortably accommodates six guests, o
Total Package by AMI Locals Welcome to Total Package by AMI Locals, a brand-new luxury beach home on the North End of Anna Maria Island, just a one-minute walk from the Gulf beaches. This five-bedroom, four-bath retreat combines modern sophistication and coastal charm, featuring a multi level rooftop deck with Gulf views, a private pool and spa, a
Surf Side by AMI Locals Vacation Rental License #VR22-000089 Welcome to Surf Side, a vibrant island retreat located in the heart of Anna Maria! This stunning three-bedroom, two-bathroom vacation home is just a two-minute walk from the shimmering turquoise waters of the Gulf. Perfect for families or friends seeking a tropical escape, Surf Side fea
Sea Oats 501 by JC Resorts Welcome to Sea Oats 501, a spacious Gulf front vacation rental in Redington Shores with sweeping views of the Gulf of Mexico and white sand beach. This top floor corner condo features two bedrooms, two bathrooms, a private Gulf front balcony, and accommodations for up to six guests. With a fully equipped kitchen, an in-u
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is wait
Attitude By Latitude by Anna Maria Island Accommodations VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game room, and a covered outdoor entertainment area.
Jamaica Royale Unit 080 by Tropical Sands AccommodationsJamaica Royale Unit 080 is a beautifully renovated two-bedroom, two-bath garden view condo located within the beachfront Jamaica Royale community on Siesta Key. Just a short walk from private beach access and the world famous white sands of Siesta Key Beach, this inviting retreat blends modern
Midnight Cove II – Unit 138 - Beautifully Appointed Vacation Rental!1900 Cove II Place #138, Siesta Key FL 34242 -Experience the best of coastal living at Midnight Cove II 138F, a spectacular bayside condominium complex offering private beach access to Crescent Beach on Siesta Key Beach and its world-renowned pure white sands and breathtaking suns
Jamaica Royale Unit 065 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 065, a beautifully updated one-bedroom, one-bath garden villa nestled in the heart of Siesta Key. Perfect for couples or small families, this bright and beachy retreat offers easy access to the community’s three heated pools and a private stretch of Siesta Key’s
