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
Glunz Ocean Beach Hotel & Resort
Glunz Ocean Beach Hotel & Resort offers a beachfront retreat with spacious suites and villas, two oceanfront pools, a private sandy beach, and complimentary water sports equipment—all just steps from Havana Jack’s Oceanside Restaurant.
Coconut Cay Resort & Marina
Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.
Key Colony Beach Realty, Inc.
Keys Properties offers curated waterfront rentals and real estate in Key Colony Beach, including over 50 vacation homes with owner-managed care.
Vacation Homes of Key West
Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.
Mermaid & The Alligator
The Mermaid & The Alligator is an adults-only Victorian B&B in Old Town Key West, offering nine unique rooms, lush gardens, a plunge pool, and complimentary daily breakfast and happy hour.
Bayside Inn Key Largo
Bayside Inn Key Largo: Waterfront hotel with private beach, pool, and stunning sunsets.
Barefeet Vacation Rentals
Barefeet Vacation Rentals — premium vacation homes and condos in the Upper Florida Keys, all along Key Largo’s scenic Overseas Highway.
Chesapeake Beach Resort
Escape to paradise at Chesapeake Beach Resort—luxury oceanfront stays in the Florida Keys.
Topsider Resort
Topsider Resort is a unique beachfront retreat in Islamorada, featuring charming octagonal stilted bungalows perched over the bay.
Douglas House Hotel
Charming inn in Key West’s Old Town with pool, tropical gardens, and prime location.
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.
La Concha Key West, Autograph Collection
Discover a historic Key West icon blending vintage flair with modern luxury.
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.
Parmer's Resort
Parmer's Resort is a tranquil, waterfront retreat on Little Torch Key, offering a variety of accommodations, a 90-foot private beach, boat slips, and easy access to the natural beauty of the Florida Keys.