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
Key West
Havana Cabana
Cuban vibes meet Key West charm—discover Havana Cabana.Havana Cabana at Key West is a Cuban-inspired hotel featuring the largest pool in Key West, a poolside bar, and a food truck serving Cuban cuisine.
Weddings Max
150
Meetings Max
60
Total Space
1820 sq ft
Largest Room
1100 sq ft
Marathon
Villa Paraiso Vacation Rentals
Villa Paraiso Vacation Rentals offers luxurious, handpicked properties in Marathon and Miami, with personal concierge service and premium comfort.
Key West
Alexander's Guesthouse
Charming adult-only Key West retreat with pool, jacuzzi, and vibrant vibes.
Key Largo
Stay Ombi
Escape to Stay Ombi in Key Largo, where private floating bungalows offer a one-of-a-kind luxury stay on the turquoise waters of the Florida Keys.
Islamorada
Little Basin Villas
Little Basin Villas offers 3-bedroom, 3.5-bathroom waterfront townhomes with private balconies, a heated pool, and boat dockage in Islamorada’s Art District.
Islamorada
Kon Tiki Resort
Kon Tiki Resort offers waterfront cottages with private boat dockage, heated pool, and a private lagoon in Islamorada, Florida Keys
Key Largo
Flamingo Lodge and Restaurant
Flamingo Restaurant at Everglades offers breakfast, lunch, and dinner with stunning Florida Bay views, featuring fresh seafood, cocktails, and a “cook your catch” option.
Islamorada
Bud N Mary's Fishing Marina
Bud N' Mary's: Florida Keys' oldest, largest fishing fleet with charters, lodging, and epic fishing adventures!
Marathon
Rentals in Paradise Inc
Discover a curated selection of vacation homes in Marathon, FL, featuring private pools, docks, and waterfront views. Ideal for families and groups seeking a relaxing Keys getaway.
Key Largo
Calusa Campground Resort
Calusa Campground Resort & Marina offers RV sites and park model rentals with full hookups, a heated pool, boat ramp, and pet-friendly amenities.
Key West
Douglas House Hotel
Charming inn in Key West’s Old Town with pool, tropical gardens, and prime location.
Marathon
The Hammocks at Marathon
The Hammocks at Marathon is a tropical resort offering spacious studios and 1- and 2-bedroom suites with full kitchens, balconies, and access to amenities like a heated pool, hot tub, tiki bar, and marina.
Islamorada
Hadley Resort and Marina
Hadley House Resort is a laid-back waterfront hotel in Islamorada, offering rooms with kitchenettes, a private beach, an outdoor pool, and complimentary breakfast, all just steps from the Atlantic Ocean.
