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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Tarpon Flats Inn & Marina
Tarpon Flats Inn & Marina is a boutique waterfront retreat in Key Largo, offering five spacious, air-conditioned rooms with kitchenettes, private beach access, and complimentary kayaks for exploring the surrounding waters.
Bahia Honda State Park
Bahia Honda State Park – Florida Keys gem with white-sand beaches, crystal-clear snorkeling zones, historic bridge views, and lush nature
Mitchell's Islamorada Villas
Mitchell’s Keys Villa is a secluded waterfront vacation rental in Islamorada, offering a private beach, marina, and boat ramp, ideal for fishing and relaxation.
Siesta Motel
Siesta Motel is a clean, family-run property in Marathon offering affordable rooms and efficiencies with kitchenettes, a pool with bar, and a relaxed tropical garden setting.
Hyatt Vacation Club/Windward Pointe
Hyatt Vacation Club at Windward Pointe is an oceanfront Key West resort with two-bedroom villas, an infinity-edge pool, and Atlantic Ocean views.
Parmer's Resort
Parmer's Resort is a tranquil, waterfront retreat on Little Torch Key, offering a variety of accommodations, a 90-foot private beach, boat slips, and easy access to the natural beauty of the Florida Keys.
Garden House Hotel
The Garden House is a charming bed & breakfast nestled in Old Town Key West, offering cozy accommodations, a tranquil garden pool, and personalized concierge services—all just steps from Duval Street.
Colpani Properties
Colpani Properties offers a 3-bedroom, 2-bathroom vacation home in Marathon, Florida centrally located in the Florida Keys with a hot tub, tanning deck, tropical backyard, and boat rental available, sleeping up to 6 comfortably and managed by responsive local hosts Colleen and Jonathan.
Chesapeake Beach Resort
Escape to paradise at Chesapeake Beach Resort—luxury oceanfront stays in the Florida Keys.
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.
Douglas House Hotel
Charming inn in Key West’s Old Town with pool, tropical gardens, and prime location.
Dolphin Vacation Rental Homes
Dolphin Vacations offers a curated selection of vacation rentals in Key West and Marathon, FL, including historic homes and modern condos. Properties like Casa Rosa provide private pools and prime locations near Duval Street.
Coconut Palm Inn
Coconut Palm Inn is a secluded award-winning beachfront resort at 198 Harborview Drive in Tavernier, Key Largo, recognized by Travel & Leisure as one of the world's "40 Secret Hideaways," featuring 19 remodeled guest rooms and suites, complimentary beachside breakfast, a marina, two vacation rental cottages, and a stunning destination wedding and private event venue on 450 feet of private Florida Bay beachfront.
Old Town Manor B&B
Old Town Manor is a historic Victorian bed and breakfast in the heart of Key West, offering 14 unique rooms, a lush tropical garden, and an organic continental breakfast, just steps from Duval Street.