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
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
DoubleTree Resort by Hilton Grand Key - Key West
Located near Smathers Beach, DoubleTree Key West offers family-friendly comfort with newly renovated guestrooms and meeting rooms, resort-style amenities, and a complimentary shuttle to Old Town and Duval Street.
Meetings Max
300
Total Space
8746 sq ft
Largest Room
3402 sq ft
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.
The Lower Keys
Coupon Key Island
Coupon Key is a secluded private island located at Mile Marker 27.5 in the Florida Keys, offering breathtaking sunset views, wildlife sightings, and a rooftop bar for a tranquil escape.
Islamorada
Angler's Reef
Oceanfront 3BR rental in gated community with panoramic views, boat slip, and top Islamorada location.
Key Largo
Courtyard by Marriott Key Largo
Courtyard by Marriott Key Largo — comfortable Key Largo hotel with full-service marina, pool, fitness center and easy access to Florida Keys adventures.
Meetings Max
225
Total Space
2400 sq ft
Largest Room
2400 sq ft
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
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.
Weddings Max
130
Meetings Max
130
Total Space
1820 sq ft
Largest Room
1820 sq ft
Marathon
Skipjack Resort and Marina
Relax at Skipjack Resort & Marina in the Florida Keys—luxury suites, marina, pool, and fresh seafood!
Marathon
Hawks Cay Resort
Hawks Cay Resort is a luxury resort on Duck Key offering five pools, a saltwater lagoon, a full-service marina, and a spa.
Meetings Max
450
Total Space
20000 sq ft
Largest Room
5733 sq ft
Key West
Azul Key West
Historic Azul Key West offers a serene, romantic oasis just steps from vibrant downtown.
