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.
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Southernmost Inn
The Southernmost Inn is an adults-only boutique hotel in Old Town Key West.
Key Largo Vacation Home Rentals
Key Largo Vacay — family-friendly vacation rental and lodging service in Key Largo, where waterfront amenities and island comfort meet.
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.
Flamingo Lodge and Restaurant
Flamingo Restaurant at Everglades offers breakfast, lunch, and dinner with stunning Florida Bay views, featuring fresh seafood, cocktails, and a “cook your catch” option.
The Saint Hotel
The Saint Hotel Key West, Autograph Collection, is an adults-only boutique hotel located at 417 Eaton Street in Old Town Key West.
Irish Ayes Vacation Home Rental
Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.
Rentals in Paradise Inc
Discover a curated selection of vacation homes in Marathon, FL, featuring private pools, docks, and waterfront views. Ideal for families and groups seeking a relaxing Keys getaway.
Colocada Vacation Rentals @ Sunrise Suites Resort
Colocada Vacation Rentals specializes in upscale Key West accommodations, offering nightly, weekly, and monthly rentals with VIP-level guest services rooted in generations of local expertise.
Southernmost House
Stay at the iconic Southernmost House, an oceanfront boutique hotel blending historic charm with unforgettable Atlantic views.
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.
Sun Outdoors Marathon
Sun Outdoors Marathon: waterfront RV resort with marina and Gulf views.
Azul Del Mar
Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.
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.