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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The Key West Hotel
The Key West Hotel is a boutique retreat offering a blend of historic charm and modern comfort in the heart of Old Town Key West.
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.
The Gardens Hotel & Cottages d'vine Wine Gallery
The Gardens Hotel is a boutique hotel in Key West, offering luxurious accommodations, lush tropical gardens, and a serene atmosphere, just steps from Duval Street.
Palms Hotel
The Palms Hotel – A charming historic guesthouse in Key West’s Old Town offering affordable boutique accommodations steps from Duval Street.
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.
Colocada Vacation Rentals @ Sunrise Suites Resort
Colocada Vacation Rentals specializes in upscale Key West accommodations, offering nightly, weekly, and monthly rentals with VIP-level guest services rooted in generations of local expertise.
Angler's Reef
Oceanfront 3BR rental in gated community with panoramic views, boat slip, and top Islamorada location.
Pegasus International Hotel
Stay in the heart of Key West with stylish rooms, rooftop pool, and free breakfast!
Vacation Rentals of the Florida Keys
Vacation Rentals Florida Keys — vacation homes, condos & waterfront retreats throughout the Florida Keys, where you’ll find turnkey island stays with amenities, docks and fully‑equipped kitchens.
Nest Villa at Holiday House
The Nest Villa in Islamorada is a private upper-level retreat with two bedrooms, panoramic Florida Bay views, and marina access with free dockage.
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.
Snappers Oceanfront Restaurant & Bar
Snappers Oceanfront Restaurant & Bar in Key Largo serves vibrant waterfront dining with a casual Tiki Bar, live music, dockside seating, boat dockage, and a “Keysy” island vibe.
Hilton Garden Inn Key West
Hilton Garden Inn Key West – The Keys Collection offers modern accommodations with an outdoor pool, fitness center, and The Garden Grille & Bar.