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
Florida Keys Brewing Co.
Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.
Key Largo
Key Largo Kampground and Marina
Key Largo Kampground: oceanfront escape with 40 acres of adventure.
Key Largo
Waterside Suites & Marina
Waterside Suites & Marina offers spacious, two-floor townhouse-style suites with full kitchenettes and waterfront balconies on a tranquil marina—perfect for extended stays, family getaways, or fishing enthusiasts.
Key West
Historic Hideaways/Key West Realty
Historic Hideaways offers a curated selection of private Key West vacation homes, including cottages, townhomes, and historic residences, many with private pools.
Key Largo
Casa Mar Azul Vacation Rental Properties
Casa Mar Azul offers luxury waterfront vacation rentals in Key Colony Beach, Florida. Enjoy private pools, boat docks, and easy access to the Cabana Club.
Key West
New Orleans House
New Orleans House is a gay male-only guesthouse on Duval Street in Key West, featuring a clothing-optional pool, rooftop sundeck, and complimentary happy hour.
Islamorada
Coral Bay Resort
Coral Bay Resort is a waterfront resort in Islamorada offering spacious accommodations, private balconies, a heated pool, and direct access to the bay. Ideal for relaxation and water activities.
Key West
Courtney's Place Historic Cottages
Charming historic cottages in the heart of Old Key West, steps from Duval Street!
Key West
Southernmost Beach Resort
Southernmost Beach Resort & Guesthouses is an oceanfront Key West escape featuring multiple heated pools, beachfront dining, a full-service spa, and lush tropical gardens just steps from Duval Street.
Weddings Max
200
Meetings Max
200
Total Space
1476 sq ft
Largest Room
800 sq ft
Key West
Eden House Hotel
Eden House Key West is a boutique hotel in the heart of Old Town, offering a heated pool, tropical gardens, and walking distance to Duval Street. Ideal for couples seeking a charming, relaxing retreat.
Key West
Hyatt Vacation Club/Beach House
Hyatt Vacation Club at Beach House, Key West offers residential-style villas, beach access, a zero-entry pool, and boat dockage on the Overseas Highway.
Key Largo
Popp's Motel
Family-owned Popp's Motel Bayside, Key Largo - waterfront suites with kitchens.
Key West
Hampton Inn & Suites
Hampton Inn Key West is an oceanfront hotel located just 2 minutes from Key West International Airport, offering free hot breakfast, an outdoor pool with a poolside bar, and complimentary shuttle service to downtown attractions.
