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
Islamorada
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
Key West
Alexander's Guesthouse
Charming adult-only Key West retreat with pool, jacuzzi, and vibrant vibes.
Key Largo
The Pelican, Key Largo Waterfront Cottages
The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.
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
Blackfin Resort & Marina
Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!
Key Largo
Amoray Dive Resort
Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.
Weddings Max
60
Meetings Max
60
Marathon
Key Colony Beach Rental
KCB Motel offers vintage charm, just steps from a private sandy beach, with simple rooms and a laid-back atmosphere.
Key West
Island Time Hospitality Vacation Rentals
Premier short-term vacation homes and waterfront escapes in Key West and the Florida Keys with pool, beach access, pet-friendly stays, and local water activities.
Key Largo
Casa Mar Azul Vacation Rental Properties
Casa Mar Azul offers luxury waterfront vacation rentals in Key Colony Beach, Florida. Enjoy private pools, boat docks, and easy access to the Cabana Club.
Key West
Historic Key West Vacation Rentals
Historic Key West Vacation Rentals offers a curated selection of luxury vacation homes, cottages, and condos in the Key West Historic District.
Key West
Hyatt Vacation Club/Windward Pointe
Hyatt Vacation Club at Windward Pointe is an oceanfront Key West resort with two-bedroom villas, an infinity-edge pool, and Atlantic Ocean views.
Islamorada
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.
Key West
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
