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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The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Key Largo Inn
Key Largo Inn offers budget-friendly, Caribbean-style accommodations with a pool, full bar, and dive shop, centrally located in Key Largo.
Bungalows Key Largo
All-inclusive adults-only luxury resort in Key Largo with oceanfront bungalows.
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.
Blackfin Resort & Marina
Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!
Mermaid's Bay Boutique Estate
Mermaid’s Bay is a secluded boutique estate in Islamorada, offering three private waterfront homes with resort-style amenities, ideal for group getaways
Freewheeler Vacations
Freewheeler Vacations is the Upper and Middle Keys’ largest and longest-running vacation rental company, offering everything from cozy condos to grand estates, backed by 30+ years of expert service.
Mitchell's Islamorada Villas
Mitchell’s Keys Villa is a secluded waterfront vacation rental in Islamorada, offering a private beach, marina, and boat ramp, ideal for fishing and relaxation.
Seascape Resort and Marina
Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.
Conch Key Villas
Conch Key Villas offers charming waterfront accommodations on Conch Key, featuring fully equipped studios with private boat slips, ideal for fishing enthusiasts and couples seeking a tranquil retreat.
Hilton Garden Inn Key West
Hilton Garden Inn Key West – The Keys Collection offers modern accommodations with an outdoor pool, fitness center, and The Garden Grille & Bar.
Hyatt Vacation Club/Beach House
Hyatt Vacation Club at Beach House, Key West offers residential-style villas, beach access, a zero-entry pool, and boat dockage on the Overseas Highway.
Pegasus International Hotel
Stay in the heart of Key West with stylish rooms, rooftop pool, and free breakfast!
Blue Flamingo Resort
Blue Flamingo Resort in Key West offers a reimagined getaway with tropical-style rooms, two lively pools with luxe cabanas, and poolside dining at Rum Row and Toasted Coconut.
The Hammocks at Marathon
The Hammocks at Marathon is a tropical resort offering spacious studios and 1- and 2-bedroom suites with full kitchens, balconies, and access to amenities like a heated pool, hot tub, tiki bar, and marina.