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
Hadley Resort and Marina
Hadley House Resort is a laid-back waterfront hotel in Islamorada, offering rooms with kitchenettes, a private beach, an outdoor pool, and complimentary breakfast, all just steps from the Atlantic Ocean.
Marathon
Casa Tua Retreat
Ocean-front canal duplex in Key Colony Beach — bring your boat or rent one!
Key West
La Concha Key West, Autograph Collection
Discover a historic Key West icon blending vintage flair with modern luxury.
Meetings Max
200
Total Space
1300 sq ft
Largest Room
600 sq ft
Key Largo
Dream Bay Resort
Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.
Key West
Marquesa Hotel
The Marquesa Hotel is a boutique adults-only retreat in Key West’s historic district, offering lush garden setting, three pools, and the award-winning Café Marquesa.
Key West
Speakeasy Inn
The Speakeasy Inn is a historic adults-only guesthouse in Old Town Key West, offering tropical-themed suites, a wraparound porch, and a Rum Bar featuring over 350 rums.
Marathon
American Coastal Vacation Rentals
Luxury Florida Keys rentals with ocean, gulf, and canal views—docks, pools, tennis!
Marathon
Hampton Inn Marathon
Hampton by Hilton Marathon: Florida Keys getaway with pool, breakfast, WiFi.
Key Largo
Azul Del Mar
Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.
Weddings Max
60
Marathon
Catch of the Day
Oceanlivin offers luxury vacation rentals in Key West, featuring oceanfront properties with private pools, gourmet kitchens, and concierge services. Ideal for travelers seeking a tranquil island retreat.
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.
Islamorada
Scuba Town USA
Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.
The Lower Keys
Deer Run on the Atlantic
Charming eco-lodge on Big Pine Key with oceanfront views and Key deer nearby.
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.
