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
Marathon
Jolly Roger RV Resort
Discover Jolly Roger RV Resort: spacious sites, stunning views, and island adventures!
Marathon
Village at Hawk's Cay Villas & Marina
Village at Hawks Cay Villas, by KeysCaribbean, offers spacious island-style villas—many with private pools, spa tubs, boat dockage, and ocean views—perfect for families or couples seeking a relaxed, Keys-style vacation.
Key West
El Patio Motel
El Patio Motel is a nostalgic 30-room motel in Old Town Key West, featuring original Cuban tile floors, a rooftop deck, and a ground-floor pool. Located just 2 blocks from the beach and 3 blocks from Duval Street, it's ideal for travelers seeking simplicity and charm.
Key West
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.
Marathon
Coco Plum Beach and Tennis Club
Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.
Key Largo
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
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
Key West
Westwinds Inn
Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.
Marathon
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.
Marathon
Monte Christo Condos
Monte Christo Condominiums is a luxury oceanfront retreat in Key Colony Beach, offering two- and three-bedroom condos with resort-style amenities.
Marathon
Safe Harbor Marathon
Experience the ultimate Florida Keys marina with luxury amenities and stunning views.
Islamorada
Mangrove Marina
Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.
Marathon
Casa Feliz Florida Keys
Elegant three-story oceanfront villa on Grassy Key with private beach, pool, and luxury amenities.
