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
Anchorage Resort & Yacht Club
Relax in spacious waterfront suites and explore the natural beauty of Key Largo at Anchorage Resort & Yacht Club.
Key West
Island Time Hospitality Vacation Rentals
Premier short-term vacation homes and waterfront escapes in Key West and the Florida Keys with pool, beach access, pet-friendly stays, and local water activities.
Islamorada
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.
Marathon
Florida Keys Vacations, Inc.
Florida Keys Vacations offers family-friendly vacation rental homes and condos in Marathon and Key Colony Beach, FL—with beachfront and canal-front properties that deliver easy access to boating, snorkeling, and island living.
Islamorada
The Last Resort
Islamorada Vacation Rentals offers a curated selection of vacation homes and cottages in the Florida Keys, providing travelers with diverse options for a memorable stay.
Marathon
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Key West
Santa Maria Suites Resort
Luxurious Key West all-suite retreat with kitchens, pools, and Duval vibes.
Key Largo
Stay Ombi
Escape to Stay Ombi in Key Largo, where private floating bungalows offer a one-of-a-kind luxury stay on the turquoise waters of the Florida Keys.
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.
Key West
Beachside Resort
Spacious Key West condos with private beach, marina, dining, and island adventures.
Weddings Max
600
Meetings Max
1075
Total Space
11500 sq ft
Largest Room
5675 sq ft
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.
Marathon
Casa De Addison
RentalsInMarathon.com offers stunning vacation homes in the heart of the Florida Keys. Experience breathtaking ocean views, pristine beaches, and vibrant marine life. Perfect for relaxation and adventure, their handpicked rentals provide comfort and...
Key West
Historic Key West Vacation Rentals
Historic Key West Vacation Rentals offers a curated selection of luxury vacation homes, cottages, and condos in the Key West Historic District.
The Lower Keys
Sugarloaf Key Hotel at KOA Resort
Tropical seaside stay with marina access and on-site dining.
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.
