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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Big Pine Key Motel
Big Pine Key Motel on Overseas Highway offers clean and comfortable rooms with free Wi-Fi, parking, and an on-site café. Nestled between Marathon and Key West, it’s minutes from Bahia Honda State Park and the famous Key Deer refuge.
Margaritaville Beach House Key West
Margaritaville Beach House Key West offers laid-back, island-inspired accommodations steps from Smathers Beach, with a lagoon-style pool and on-site bar & grill.
Old Town Manor B&B
Old Town Manor is a historic Victorian bed and breakfast in the heart of Key West, offering 14 unique rooms, a lush tropical garden, and an organic continental breakfast, just steps from Duval Street.
Kona Kai Oasis
Kona Kai Oasis offers boutique guesthouse accommodations with a pool, complimentary bikes, and lush botanical gardens in Key West’s Old Town.
Irish Ayes Vacation Home Rental
Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.
Marathon Key Beach Club
Escape to Marathon Key Beach Club, a hidden gem with stunning Gulf views and relaxing stays.
Conch Key Landing
Conch Key Landing — waterfront vacation-rental cottages with private dockage and stunning Florida Bay views on Conch Key.
Popp's Motel
Family-owned Popp's Motel Bayside, Key Largo - waterfront suites with kitchens.
Beach House at Tarpon Point
Luxury oceanfront home with stunning views, private beach, and pool.
Florida Keys Vacation Rentals
Florida Keys Vacation Rentals makes finding your perfect Keys getaway easy, featuring a wide selection of beachfront homes and condos from Key Largo to Key West—book securely with a trusted local provider.
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.
Alexander's Guesthouse
Charming adult-only Key West retreat with pool, jacuzzi, and vibrant vibes.
Terra Marine Park
55+ pet-friendly manufactured home community with 23 homes, laundry, fishing, and picnic spaces.