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
Casa Clara Condominium
Casa Clara Condos in Key Colony Beach offers oceanfront 2-bedroom, 2-bathroom condos with private balconies, a heated pool, tennis courts, and beach access. Ideal for both short and long-term stays.
Key West
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort is a luxury hotel located in Old Town Key West, offering a blend of classic Florida Keys elegance and modern amenities.
Weddings Max
100
Meetings Max
70
Total Space
655 sq ft
Largest Room
655 sq ft
Key West
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.
Weddings Max
270
Meetings Max
311
Total Space
4700 sq ft
Largest Room
2800 sq ft
Marathon
Casa Tua Retreat
Ocean-front canal duplex in Key Colony Beach — bring your boat or rent one!
Marathon
Conch Key Landing
Conch Key Landing — waterfront vacation-rental cottages with private dockage and stunning Florida Bay views on Conch Key.
Islamorada
The Islands of Islamorada
The Islands of Islamorada is a luxurious, boutique resort nestled in the Upper Florida Keys, offering a serene and upscale escape for travelers seeking both relaxation and adventure.
Weddings Max
50
Key Largo
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
Marathon
Banana Bay Resort Marathon
Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.
Total Space
1000 sq ft
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 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.
Key Largo
Kawama Yacht Club Vacation Rental
Key Largo Rentals offers premier vacation homes—from oceanfront condos to spacious townhouses and luxury villas—ideal for families and water lovers.
Key West
Coconut Beach Resort
Private tropical paradise on Key West’s quiet Atlantic side with charming beachside suites.
Key West
Southwinds Motel
Southwinds Motel is a budget-friendly, adults-only hotel in Old Town Key West, offering two outdoor pools, complimentary continental breakfast, and convenient access to Duval Street and the Atlantic Ocean.
