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.
Filters
The Lower Keys
Veterans Dive Center & Retreat
Veterans Dive Center & Retreat — dive shop and veteran-friendly retreat in Summerland Key, Florida.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
Islamorada
Mangrove Marina
Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.
Key Largo
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.
Key West
Tropical Inn
Tropical Inn is an intimate, adults-only boutique inn located on historic Duval Street in Key West.
Islamorada
Casitas at Cheeca Lodge
Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering upscale accommodations, a 9-hole golf course, spa services, and a private beach with water sports activities. Ideal for couples and families seeking a tranquil Keys getaway.
Islamorada
Matecumbe Resort
Matecumbe Resort is an oceanfront, family-friendly resort in Islamorada, offering fully equipped suites, a heated pool, private beach, and complimentary kayaks and bicycles.
Key West
Speakeasy Inn
The Speakeasy Inn is a historic adults-only guesthouse in Old Town Key West, offering tropical-themed suites, a wraparound porch, and a Rum Bar featuring over 350 rums.
Islamorada
Fisher Inn Resort and Marina
Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.
Key West
Oceans Edge Resort & Marina
Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.
Islamorada
Casa Morada
Casa Morada is a boutique resort in Islamorada offering 16 suites with private balconies or patios, complimentary kayaks and paddleboards, and access to yoga sessions.
Key West
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.
