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 Largo
Bungalows Key Largo
All-inclusive adults-only luxury resort in Key Largo with oceanfront bungalows.
Meetings Max
40
Total Space
2800 sq ft
Largest Room
2800 sq ft
The Lower Keys
Old Wooden Bridge Guest Cottages & Marina
Old Wooden Bridge Resort & Marina in Big Pine Key offers charming houseboat-style accommodations, a marina, an outdoor pool, and a prime location near the No Name Key Bridge and the National Key Deer Refuge.
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.
Marathon
Tranquility Bay Beachfront Resort
Beachfront paradise in the Florida Keys with villas, pools, spa, and watersports.
Weddings Max
30
Meetings Max
30
Total Space
450 sq ft
Largest Room
450 sq ft
Key Largo
Florida Bay Club
Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.
Marathon
Sun Outdoors Marathon
Sun Outdoors Marathon: waterfront RV resort with marina and Gulf views.
Islamorada
Creekside Inn
Creekside Inn Islamorada offers cozy, comfortable accommodations with water views, complimentary Wi-Fi, and easy access to water sports. Ideal for travelers seeking a relaxed, nature-filled getaway in the Florida Keys.
Key West
Historic Hideaways/Key West Realty
Historic Hideaways offers a curated selection of private Key West vacation homes, including cottages, townhomes, and historic residences, many with private pools.
The Lower Keys
Sugar Loaf Lodge
Sugarloaf Lodge is a waterfront retreat located at Mile Marker 17 on the Overseas Highway, offering 31 rooms with private patios or balconies overlooking the serene Lower Sugarloaf Sound.
Key Largo
Snappers Oceanfront Restaurant & Bar
Snappers Oceanfront Restaurant & Bar in Key Largo serves vibrant waterfront dining with a casual Tiki Bar, live music, dockside seating, boat dockage, and a “Keysy” island vibe.
Key West
La Te Da
La Te Da is an adults-only hotel, restaurant, bar, and cabaret located on Duval Street in Key West, offering live entertainment and gourmet dining.
Marathon
Village at Hawk's Cay Villas & Marina
Village at Hawks Cay Villas, by KeysCaribbean, offers spacious island-style villas—many with private pools, spa tubs, boat dockage, and ocean views—perfect for families or couples seeking a relaxed, Keys-style vacation.
Islamorada
Coastal Vacation Rentals of the Florida Keys
Discover unforgettable Florida Keys vacations with cozy condos to oceanfront estates!
Key Largo
Dove Creek Resort & Marina
Dove Creek Resort & Marina is a tropical retreat in Key Largo offering ocean-view accommodations, a heated outdoor pool, complimentary breakfast, and a marina with water sports rentals. Guests can enjoy snorkeling, kayaking, and fishing activities.
