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
Southernmost Inn
The Southernmost Inn is an adults-only boutique hotel in Old Town Key West.
Islamorada
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.
Marathon
Sun Outdoors Marathon
Sun Outdoors Marathon: waterfront RV resort with marina and Gulf views.
Key West
Orchid Key Inn
Orchid Key Inn is an adults-only boutique hotel on Duval Street, offering stylish rooms, a tropical pool with a hot tub, and a vibrant poolside bar, all within walking distance of Key West's top attractions.
The Lower Keys
Sugarloaf Key Hotel at KOA Resort
Tropical seaside stay with marina access and on-site dining.
Key Largo
Reefhouse Resort & Marina
Escape to Reefhouse Key Largo: luxury bayside resort with beach, spa, and marina.
Weddings Max
250
Meetings Max
200
Total Space
16000 sq ft
Largest Room
3000 sq ft
Key West
Island House
Island House Key West is a private, adults-only clothing-optional resort with a heated pool, sauna, gym, and 24/7 café/bar in Old Town.
Key West
Blue Marlin Motel
Blue Marlin Motel in Key West (1320 Simonton Street, MM 0.5) offers clean, comfortable rooms with fridges, microwaves, and cable TV, centered around a sun-soaked heated pool just steps from the Atlantic and Duval Street.
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.
Marathon
Lazy River Vacation
Lazy River Vacation — family-friendly waterfront vacation home in Marathon, where a private heated lazy river pool and 70-ft dock redefine Florida Keys relaxation.
Marathon
La Casa Habana Vacation Rental
La Casa Habana — private waterfront vacation home on Grassy Key with pool, dock, and gulf views.
Key Largo
Key Lime Sailing Club and Cottages
Key Lime Sailing Club & Cottages offers a unique, all-inclusive waterfront retreat in Key Largo, featuring self-contained cottages with unlimited sailboat use, kayaks, snorkeling gear, and more.
Islamorada
Chesapeake Beach Resort
Escape to paradise at Chesapeake Beach Resort—luxury oceanfront stays in the Florida Keys.
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.
Key Largo
Florida Bay Club
Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.
