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.
Filters
Islamorada
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
Islamorada
Atlantic Bay Resort
Relax in paradise at Atlantic Bay Resort with private beach, waterfront views, and tropical cottages.
Key West
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.
Islamorada
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.
Islamorada
Condos in the Keys.com
Oceanfront condos in Islamorada with stunning views, pool, tennis, and beach fun!
Islamorada
The Islands of Islamorada
The Islands of Islamorada is a luxurious, boutique resort nestled in the Upper Florida Keys, offering a serene and upscale escape for travelers seeking both relaxation and adventure.
Weddings Max
50
Key West
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages is a tranquil adults-only boutique inn in Old Town Key West, offering four outdoor pools, daily continental breakfast, bike rentals, and lush tropical gardens just steps from Duval Street.
Islamorada
Topsider Resort
Topsider Resort is a unique beachfront retreat in Islamorada, featuring charming octagonal stilted bungalows perched over the bay.
Key West
Douglas House Hotel
Charming inn in Key West’s Old Town with pool, tropical gardens, and prime location.
Marathon
Coral Lagoon Resort Villas & Marina
Luxury Florida Keys vacation rentals with ocean views, private pools, and 24/7 support.
Key West
The Banyan Resort
The Banyan Resort is a charming, historic all-suite resort nestled in the heart of Old Town Key West
Islamorada
Little Basin Villas
Little Basin Villas offers 3-bedroom, 3.5-bathroom waterfront townhomes with private balconies, a heated pool, and boat dockage in Islamorada’s Art District.
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.
