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
Ridley House
Bohemian luxury in a historic Key West mansion with pool and chef's breakfast.
Weddings Max
40
Meetings Max
40
Key West
The Saint Hotel
The Saint Hotel Key West, Autograph Collection, is an adults-only boutique hotel located at 417 Eaton Street in Old Town Key West.
Key West
Heron House Court
Heron House Hotels offers two charming, adults-only properties—Heron House and Heron House Court—featuring lush gardens, an outdoor pool, rooftop sundeck, and complimentary continental breakfast.
The Lower Keys
Sea View Estate
Sea View Estate is a secluded, oceanfront retreat on Sugarloaf Key featuring two vacation homes, a private dock, pool, tiki bar, and stunning Atlantic views just 15 minutes from Key West.
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.
Key West
Fairfield Inn & Suites by Marriott
Fairfield Inn & Suites Key West at The Keys Collection is a newly renovated, family-friendly hotel near the airport offering a heated outdoor pool, fitness center, and complimentary breakfast—perfect for convenient island getaways
Marathon
Keys Cove Resort | Marathon Rental Homes
Spacious 4-bedroom, 3-bathroom vacation homes in Marathon, FL, featuring private pools, boat slips, and access to a private beach.
Marathon
Hampton Inn Marathon
Hampton by Hilton Marathon: Florida Keys getaway with pool, breakfast, WiFi.
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
Casablanca Hotel
The Casablanca Hotel is a historic bed & breakfast located on Duval Street in Key West. Guests enjoy private balconies, complimentary breakfast, and an outdoor pool.
