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
Breezy Pines RV Estates
Breezy Pines RV Estates — peaceful Big Pine Key community offering full-service RV sites and easy access to the Lower Keys’ best attractions.
Key West
Key West Historic Inns
Key West Historic Inns — a curated collection of five distinctive, historic properties in Old Town Key West offering boutique stays steeped in island charm.
Weddings Max
100
Meetings Max
25
Key West
La Pensione Inn
La Pensione Inn is an adults-only boutique guesthouse in Old Town Key West, featuring Victorian architecture, a pool, and complimentary breakfast.
Marathon
Terra Marine Park
55+ pet-friendly manufactured home community with 23 homes, laundry, fishing, and picnic spaces.
Key West
Havana Cabana
Cuban vibes meet Key West charm—discover Havana Cabana.Havana Cabana at Key West is a Cuban-inspired hotel featuring the largest pool in Key West, a poolside bar, and a food truck serving Cuban cuisine.
Weddings Max
150
Meetings Max
60
Total Space
1820 sq ft
Largest Room
1100 sq ft
Islamorada
Osprey Bay Villa
Osprey Bay Villa is a luxurious 5-bedroom, 3-bathroom bayfront home in Islamorada, offering a private pool, hot tub, deep-water dock, and breathtaking sunset views, accommodating up to 10 guests.
Islamorada
Angler's Reef
Oceanfront 3BR rental in gated community with panoramic views, boat slip, and top Islamorada location.
Key West
Courtney's Place Historic Cottages
Charming historic cottages in the heart of Old Key West, steps from Duval Street!
Key Largo
Baker's Cay Resort
Baker’s Cay Resort Key Largo — boutique waterfront resort with beach access, watersports, dining and family-friendly amenities in Key Largo, FL.
Meetings Max
400
Total Space
14706 sq ft
Largest Room
3522 sq ft
Islamorada
Mangrove Marina
Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.
Islamorada
Lime Tree Bay Resort
Lime Tree Bay Resort offers beachfront accommodations with multiple heated pools, complimentary watersports, and boat dockage in the Florida Keys.
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
Marathon
American Coastal Vacation Rentals
Luxury Florida Keys rentals with ocean, gulf, and canal views—docks, pools, tennis!
Islamorada
Oasis Beach House
The Oasis in Islamorada is a private 2.75-acre estate featuring two homes, a heated saltwater pool, 200 feet of Atlantic Ocean frontage, and a variety of water sports amenities.
Islamorada
Keys Holiday Rentals
Keys Holiday Rentals offers vacation homes and condos in Islamorada, Florida Keys, perfect for waterfront stays, fishing trips, and family getaways.
