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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Key Largo
Barefeet Vacation Rentals
Barefeet Vacation Rentals — premium vacation homes and condos in the Upper Florida Keys, all along Key Largo’s scenic Overseas Highway.
The Lower Keys
Captains Quarters
Captain’s Quarters #415 — stylish 2-bedroom waterfront rental in the gated Venture Out community on Cudjoe Key, Florida Keys.
Islamorada
La Siesta Resort & Marina
La Siesta Resort & Villas offers beachfront cottages, suites, and villas with pools, complimentary watersports, and access to three sister resorts in Islamorada.
Marathon
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.
Key West
Duval Inn
Historic charm meets modern comfort at Duval Inn, steps from Key West's vibrant heart.
Key West
Nyah B&B
NYAH Key West is an adults-only hotel offering group-friendly rooms, three pools, complimentary breakfast, and a prime location just steps from Duval Street.
Key West
Rent Key West Vacations
Key West condos and vacation rentals with full kitchens and linens—learn more.
Key West
Smallest Bar Inn
The Smallest Bar Inn is an eclectic Duval Street lodging that’s home to Key West’s famously tiny 72 sq ft “Smallest Bar,” offering six cozy accommodation units steps from Old Town’s top attractions.
Islamorada
Osprey Bay Villa
Osprey Bay Villa is a luxurious 5-bedroom, 3-bathroom bayfront home in Islamorada, offering a private pool, hot tub, deep-water dock, and breathtaking sunset views, accommodating up to 10 guests.
Marathon
Monte Christo Condos
Monte Christo Condominiums is a luxury oceanfront retreat in Key Colony Beach, offering two- and three-bedroom condos with resort-style amenities.
The Lower Keys
Big Pine Fishing Lodge & Campground
Big Pine Key RV Park in the Lower Florida Keys spans 10 acres between the Gulf of Mexico and Atlantic Ocean at Mile Marker 33, offering waterfront RV sites, rustic campsites, Airstream rentals, and a rooftop heated pool.
Islamorada
Oceanview Inn & Sports Club
The Ocean View Inn & Sports Pub in Islamorada offers comfortable accommodations with a tropical flair, an outdoor pool, and a lively pub serving classic American fare and late-night bites.
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 West
Best Western Hibiscus Motel
Stay steps from Duval Street in Key West with free breakfast, Wi-Fi, and a heated pool!
