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
Key Colony Beach Rental
KCB Motel offers vintage charm, just steps from a private sandy beach, with simple rooms and a laid-back atmosphere.
Islamorada
Fisher Inn Resort and Marina
Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.
Key West
Ocean Key Resort & Spa
Ocean Key Resort & Spa sits at Zero Duval where Key West meets the Gulf, with an oceanfront pool, SpaTerre, and sunset dining at Mallory Square.
Weddings Max
200
Meetings Max
50
Total Space
870 sq ft
Largest Room
850 sq ft
Marathon
The Retreat in Marathon
Luxury Florida Keys retreat for inspiring executive escapes and unforgettable vacations.
Meetings Max
16
Key West
The Laureate Key West
The Laureate Key West is a luxury all-suite hotel offering serene bayfront views, coastal chic decor, and modern amenities.
Key West
The Key West Hotel
The Key West Hotel is a boutique retreat offering a blend of historic charm and modern comfort in the heart of Old Town Key West.
Weddings Max
100
Key West
Fitch Lodge
Fitch Lodge: Your cozy, bohemian Key West basecamp steps from the Historic Seaport.
Key West
Hyatt Vacation Club/Beach House
Hyatt Vacation Club at Beach House, Key West offers residential-style villas, beach access, a zero-entry pool, and boat dockage on the Overseas Highway.
Key West
Lighthouse Hotel
Historic charm meets vibrant Key West life steps from Hemingway House and the iconic lighthouse.
Weddings Max
60
Meetings Max
60
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 West
Historic Key West Vacation Rentals
Key West homes, cottages and condos across seven neighborhoods, from Bahama Village and Old Town out to Truman Annex and Sunset Key. A local agency since 2011, booking nightly stays and full-month stays in houses with porches instead of corridors.
Key West
Coconut Mallory Resort & Marina
Coconut Mallory Marina + Resort is a laid-back, family-friendly retreat in Key West, offering studio, one-bedroom, and two-bedroom condos with full kitchens.
Islamorada
The Last Resort
Islamorada Vacation Rentals offers a curated selection of vacation homes and cottages in the Florida Keys, providing travelers with diverse options for a memorable stay.
Key West
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas is a tropical oasis in Key West, offering spacious rooms, suites, and villas surrounded by lush gardens, four outdoor pools, and a complimentary shuttle to Old Town attractions.
