Pet-Friendly Stays
215 properties available
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,
Siesta Sunset Sanctuary by Siesta Key Luxury Rental Properties Welcome to Siesta Sunset Sanctuary, an architecturally stunning waterfront retreat designed by award-winning Sarasota architect Guy Peterson. This elevated four bedroom, five and a half bath luxury home blends modern coastal elegance with serene water views, offering the perfect escape
Blue Marlin by AMI Locals Vacation Rental License #VR18-000106 Welcome to Blue Marlin by AMI Locals, a stunning four bedroom, four and a half bath Anna Maria Island vacation home featuring a private pool, hot tub, and putting green. This luxury beach retreat is perfectly located just a 10-minute walk to the Gulf beaches and two blocks from Pine Ave
Paradise on Pine by AMI Locals Vacation Rental License #VR20-000052 Welcome to Paradise on Pine, a spectacular four bedroom, three and a half bath waterfront vacation home located in the heart of Anna Maria Island. Featuring a private pool, boat dock, and elevator access, this home offers the perfect blend of island luxury and laid-back charm. Just
Island Life by AMI Locals VRC18-000083 Welcome to Island Life, a stunning vacation home just a one-minute walk from Anna Maria Island’s stunning Gulf beaches! This spacious three-bedroom, two-bath ground-level retreat features a private backyard with a heated pool, hot tub, and a Tiki bar with a BBQ grill. Conveniently located near shops, waterfro
Sign of the Mermaid by AMI Locals Vacation Rental License #VR17-000054 Welcome to Sign of the Mermaid, a breathtaking four bedroom, four and a half bath luxury vacation home with a bonus loft, located just four houses from the white sands of Anna Maria Beach. Featuring a private pool with spa, coastal chic interiors, and multiple balconies, this ho
Sunset by Siesta Key Luxury Rental PropertiesWelcome to Sunset, a recently refreshed two-bedroom, one-bath vacation rental located on the west side of the Sunshine on Siesta property. This relaxed Siesta Key beach rental is ideal for couples, small families, and guests seeking a laid back coastal getaway near the island’s most popular attractions.
Breezy Beach by Anna Maria Vacations Duplex in Holmes Beach, Florida VPR16-000336Escape to Breezy Beach, a beautiful four-bedroom, four-bath vacation home nestled just minutes from Holmes Beach’s pristine Gulf sands! This tropical oasis features a private pool, in-ground spa, and a game room perfect for all ages. Just a short walk from top restaura
Go with the Flow by Exclusive VacationsVacation Rental License #VR24-000026Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacatio
Welcome to Bay Cottage, a charming ground level waterfront duplex nestled along Bimini Bay in beautiful Anna Maria, Florida! This cozy one bedroom, one bath getaway is ideal for small groups, solo travelers, or couples seeking a peaceful escape from the water. Enjoy easy access to Bayfront Park and take a short walk to the quaint shops and dining a
Stone’s Throw by Lido Key Vacations Vacation Rental License #VR22-00037 Minimum stay duration of 7 days/nights Welcome to Stone’s Throw, a beautiful Lido Key cottage just moments from the Gulf of Mexico beaches! Gather your loved ones for an unforgettable getaway at this three-bedroom, two-bathroom retreat. Relax in the private backyard oasis, comp
Summer Lovin by Lido Key Vacations Vacation Rental License #VR23-00015 Summer Lovin by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat designed for couples or small families seeking an easygoing beach escape. Located just three homes from Lido Key Beach, this boutique Lido Key vacation rental places guests within a two-mi
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