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
Angler's Reef
Oceanfront 3BR rental in gated community with panoramic views, boat slip, and top Islamorada location.
Key Largo
Azul Del Mar
Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.
Weddings Max
60
Key Largo
Coconut Palm Inn
Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.
Key West
Authors Guesthouse
Stay inspired in a charming Key West guesthouse honoring literary legends.
Marathon
Conch Key Landing
Conch Key Landing — waterfront vacation-rental cottages with private dockage and stunning Florida Bay views on Conch Key.
Key Largo
Baker's Cay Resort
Baker’s Cay Resort Key Largo — boutique waterfront resort with beach access, watersports, dining and family-friendly amenities in Key Largo, FL.
Meetings Max
400
Total Space
14706 sq ft
Largest Room
3522 sq ft
Key West
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort is a luxury hotel located in Old Town Key West, offering a blend of classic Florida Keys elegance and modern amenities.
Weddings Max
100
Meetings Max
70
Total Space
655 sq ft
Largest Room
655 sq ft
Key West
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.
Weddings Max
270
Meetings Max
311
Total Space
4700 sq ft
Largest Room
2800 sq ft
Key Largo
Bay Harbor Lodge & Coconut Bay Resort
Bay Harbor & Coconut Bay Resort offers a tranquil waterfront escape in Key Largo, featuring 23 charming cottages, a private beach, and lush tropical gardens.
Key West
Grand Guesthouse
The Grand Guesthouse is an adults-only bed and breakfast in Key West, offering tropical-themed rooms with private entrances, complimentary continental breakfast, and a central location near Duval Street.
Marathon
Dragonfly Lite
Dragonfly Lite is a secluded 2-bedroom, 1-bathroom vacation home in Marathon, FL, featuring a private heated saltwater pool, outdoor shower, and lush tropical patio. Ideal for couples or small families seeking a tranquil retreat.
Key West
Sunset Key Cottages
Sunset Key Cottages is a luxury resort situated on a 27-acre private island just 500 yards off Key West, offering upscale one- to four-bedroom cottages with wraparound verandas and panoramic ocean views.
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.
Key West
Douglas House Hotel
Charming inn in Key West’s Old Town with pool, tropical gardens, and prime location.
Key West
Casa Del Sol, a Key West Vacation
Luxury 2-story townhome in Key West's premier Truman Annex, near Duval St.
