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
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.
The Pelican, Key Largo Waterfront Cottages
The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.
Alexander Palms Court
Charming Key West oasis with private baths, heated pool, and prime location.
Casa Tua Retreat
Ocean-front canal duplex in Key Colony Beach — bring your boat or rent one!
Westwinds Inn
Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.
Oceans Edge Resort & Marina
Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.
Coastal Vacation Rentals of the Florida Keys
Discover unforgettable Florida Keys vacations with cozy condos to oceanfront estates!
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
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.
Coconut Beach Resort
Private tropical paradise on Key West’s quiet Atlantic side with charming beachside suites.
Continental Inn
Charming beachfront condos in Key Colony Beach, perfect for a relaxing Florida Keys getaway.
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.
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.
Mermaid & The Alligator
The Mermaid & The Alligator is an adults-only Victorian B&B in Old Town Key West, offering nine unique rooms, lush gardens, a plunge pool, and complimentary daily breakfast and happy hour.
American Coastal Vacation Rentals
Luxury Florida Keys rentals with ocean, gulf, and canal views—docks, pools, tennis!