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 West
1800 Atlantic Suites
Luxury Key West condos with ocean views, pool, and top amenities await!
Key West
Center Court Key West
Center Court Key West offers boutique vacation rentals in Old Town, featuring 9 private suites with heated pools, lush gardens, and a central location just steps from Duval Street.
Key West
Vacation Homes of Key West
Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.
Key West
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
Key West
DoubleTree Resort by Hilton Grand Key - Key West
Located near Smathers Beach, DoubleTree Key West offers family-friendly comfort with newly renovated guestrooms and meeting rooms, resort-style amenities, and a complimentary shuttle to Old Town and Duval Street.
Meetings Max
300
Total Space
8746 sq ft
Largest Room
3402 sq ft
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
Mansion by the Sea
The Mansion on the Sea (Southernmost House) is an adults-only historic boutique hotel in Key West offering oceanfront rooms, a heated infinity pool, and complimentary breakfast.
Key West
Artist House
Stay in a charming Victorian Key West inn with unique rooms, pool, and breakfast.
Key West
Bayfront Suites Resort & Marina
Bayfront Suites in Key West offers luxury waterfront condos with modern amenities, a rooftop veranda, and a private marina. Perfect for both relaxation and special events.
Key West
Azul Key West
Historic Azul Key West offers a serene, romantic oasis just steps from vibrant downtown.
Key West
Pier House Resort & Spa
Pier House Resort & Spa is a historic oceanfront retreat in Old Town Key West, featuring a private white sand beach, full-service spa, three dining venues, and the iconic Chart Room Bar
Weddings Max
120
Meetings Max
120
Total Space
2600 sq ft
Largest Room
2000 sq ft
Key West
Island House
Island House Key West is a private, adults-only clothing-optional resort with a heated pool, sauna, gym, and 24/7 café/bar in Old Town.
Key West
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.
Weddings Max
270
Meetings Max
311
Total Space
4700 sq ft
Largest Room
2800 sq ft
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.
