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
The Lower Keys
The Perry Hotel & Marina
The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.
Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft
Key West
Aqua Lodges At Hurricane Hole Marina
Stay in unique dual stateroom houseboats with full kitchens, A/C, and waterfront views!
Islamorada
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.
Marathon
American Coastal Vacation Rentals
Luxury Florida Keys rentals with ocean, gulf, and canal views—docks, pools, tennis!
Marathon
The Retreat in Marathon
Luxury Florida Keys retreat for inspiring executive escapes and unforgettable vacations.
Meetings Max
16
Key West
Margaritaville Beach House Key West
Margaritaville Beach House Key West offers laid-back, island-inspired accommodations steps from Smathers Beach, with a lagoon-style pool and on-site bar & grill.
Weddings Max
100
Meetings Max
60
Total Space
4000 sq ft
Largest Room
950 sq ft
Islamorada
Florida Keys Brewing Co.
Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.
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.
Marathon
Seascape Resort and Marina
Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.
Key West
Marrero's Guest Mansion
Marrero’s Guest Mansion is an adults-only boutique B&B in Old Town Key West, offering unique rooms in a restored Victorian mansion with a saltwater pool.
Marathon
Conch Key Cottages
Conch Key Cottages offers charming waterfront accommodations on Conch Key in the Florida Keys. Guests can enjoy private cottages with boat slips, ideal for fishing and exploring nearby attractions.
Key Largo
Key Largo Vacation Home Rentals
Key Largo Vacay — family-friendly vacation rental and lodging service in Key Largo, where waterfront amenities and island comfort meet.
Key West
Courtney's Place Historic Cottages
Charming historic cottages in the heart of Old Key West, steps from Duval Street!
Key West
Caribbean House Hotel
Caribbean House is a charming Bed & Breakfast located in historic Bahama Village, just two blocks from Duval Street.
