Places to Stay
Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.
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Dragonfly Lite
Dragonfly Lite is a secluded 2-bedroom, 1-bathroom vacation home in Marathon, FL, featuring a private heated saltwater pool, outdoor shower, and lush tropical patio. Ideal for couples or small families seeking a tranquil retreat.
Ocean Breeze RV Park and Marina
Ocean Breeze RV Park & Marina — waterfront RV resort and marina in Marathon, where island camping meets boating access.
Southernmost Inn
The Southernmost Inn is an adults-only boutique hotel in Old Town Key West.
Freewheeler Vacations
Freewheeler Vacations is the Upper and Middle Keys’ largest and longest-running vacation rental company, offering everything from cozy condos to grand estates, backed by 30+ years of expert service.
La Siesta Resort & Marina
La Siesta Resort & Villas offers beachfront cottages, suites, and villas with pools, complimentary watersports, and access to three sister resorts in Islamorada.
Vacation Homes of Key West
Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.
Margaritaville Beach House Key West
Margaritaville Beach House Key West offers laid-back, island-inspired accommodations steps from Smathers Beach, with a lagoon-style pool and on-site bar & grill.
Old Town Suites
Old Town Suites is a boutique hotel in Key West featuring self-catering apartments with full kitchens, a coffee shop, and a prime location just steps from Duval Street and the Ernest Hemingway Home and Museum.
Mangrove Marina
Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.
Casa Mar Azul Vacation Rental Properties
Casa Mar Azul offers luxury waterfront vacation rentals in Key Colony Beach, Florida. Enjoy private pools, boat docks, and easy access to the Cabana Club.
Morning Star Sailing Charters
Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.
Curry Mansion
Curry Mansion Inn is a historic bed and breakfast located at 511 Caroline Street in Key West. Built in 1869, it offers 29 unique guest rooms, a heated pool, complimentary breakfast, and is just steps from Duval Street.
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas is a tropical oasis in Key West, offering spacious rooms, suites, and villas surrounded by lush gardens, four outdoor pools, and a complimentary shuttle to Old Town attractions.
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
Hawks Cay Resort
Hawks Cay Resort is a luxury resort on Duck Key offering five pools, a saltwater lagoon, a full-service marina, and a spa.