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245 properties available
High Tide by Siesta Key Luxury Rental Properties Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Welcome to High Tide, a spectacular home with six bedrooms and six-and-a-half bathrooms just a two-minute walk from the Gulf of Mexico beaches! Nothing will beat the attention to detail and incredibl
Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level ameni
Golden Glow by AMI Locals116 11th St S, Bradenton Beach FL 34217Golden Glow is a brand new luxury five-bedroom, five-bath waterfront retreat located in the heart of Bradenton Beach on Anna Maria Island. Designed for elevated coastal living, this stunning new construction home offers breathtaking bay views, a private dock, and a rooftop deck built f
Oceanside Retreat by Tropical Sands AccommodationsOceanside Retreat is a recently refreshed three-bedroom, three-bath ground floor vacation rental on Siesta Key, ideal for families and small groups who want a comfortable home base close to the island’s famous beaches, dining, and laid back coastal vibe. After a day on the sand, come home to bright,
Deckadence by Exclusive Vacations 407 N Bay Blvd, Anna Maria, FL 34216 VR25-000002 Experience luxury at Deckadence, part of our Exclusive Collection! This brand-new four-bedroom, four-and-a-half-bathroom home offers the perfect retreat for families and groups seeking relaxation and scenic beauty on Anna Maria Island. Ideally located just across th
Beach to Bay by AMI Locals 114 11th Street South, Bradenton Beach, FL 34217 VPL22-000064 Get ready to indulge in the ultimate luxury vacation at Beach to Bay, a stunning three-level waterfront home in Bradenton Beach! This spacious bayfront estate features a private dock, a brand-new infinity pool with an in-ground spa and waterslide, and a sunny
Siesta Sun by Siesta Key Luxury Rental Properties 559 Beach Rd, Unit A, Siesta Key, FL Siesta Sun by Siesta Key Luxury Rental Properties is a stunning 3 bedroom, 3. and a half bath Siesta Key luxury rental located just a 1-minute walk to Siesta Key Beach. This elevated duplex offers beach views, a private rooftop deck with sweeping Gulf scenery, an
Siesta Sunset Sanctuary by Siesta Key Luxury Rental PropertiesSiesta Key, FloridaWelcome to Siesta Sunset Sanctuary by Siesta Key Luxury Rental Properties, a breathtaking waterfront home designed by award-winning Sarasota architect Guy Peterson. This elevated retreat combines coastal elegance with modern luxury, offering guests a serene escape just
Love Me Blue by Exclusive Vacations 792 Jacaranda Rd, Anna Maria, FL 34216 VR24-000043 Welcome to Love Me Blue, part of our Exclusive Collection. This luxury beach home offers four bedrooms, four and a half baths, located on the north end of Anna Maria Island! Just a three-minute walk to the serene Bean Point beach and one mile to the shops and res
Bikini So Tiny by AMI Locals 309 Pine Ave, Anna Maria, Florida 34216 Welcome to Bikini So Tiny, a charming one bedroom, one bath pet-friendly vacation rental that captures the character of historic Anna Maria Island with modern comforts. Located right on lively Pine Avenue, you’ll be just a five-minute walk to the beach and steps from boutique shop
Bean Point Bungalow by AMI Locals 770 N Shore Dr, Anna Maria, FL, 34216 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 retre
Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000146 Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool,
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