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
Marathon
Casa Clara Condominium
Casa Clara Condos in Key Colony Beach offers oceanfront 2-bedroom, 2-bathroom condos with private balconies, a heated pool, tennis courts, and beach access. Ideal for both short and long-term stays.
Islamorada
Oasis Beach House
The Oasis in Islamorada is a private 2.75-acre estate featuring two homes, a heated saltwater pool, 200 feet of Atlantic Ocean frontage, and a variety of water sports amenities.
Islamorada
Long Key State Park
Long Key State Park offers kayaking, hiking, birdwatching, and tent camping along the Atlantic Ocean in the Florida Keys.
Key West
Island City House Hotel
Island City House Hotel blends historic charm with lush gardens, pool, and three unique guesthouse styles in Old Town Key West. Perfect for families, wedding groups, or history lovers.
Islamorada
Heart of Morada
Heart of Morada — luxury 3-bed vacation home with private pool, boat dock & kayaks in the heart of Islamorada, Florida Keys.
Islamorada
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
The Lower Keys
Veterans Dive Center & Retreat
Veterans Dive Center & Retreat — dive shop and veteran-friendly retreat in Summerland Key, Florida.
The Lower Keys
Sugarloaf Key RV Resort & Cottages
Sugarloaf Key RV Resort & Cottages is a luxury waterfront retreat in the Florida Keys, offering premium RV sites, pet-friendly glamping options, and a variety of amenities including a heated pool, kayak and paddleboard rentals, and an on-site tiki bar.
Key Largo
Kona Kai Resort, Gallery and Botanic Gardens
Kona Kai Resort offers adults-only boutique accommodations with a private beach, botanical gardens, and art gallery in Key Largo, Florida Keys.
Weddings Max
50
Meetings Max
50
The Lower Keys
Old Wooden Bridge Guest Cottages & Marina
Old Wooden Bridge Resort & Marina in Big Pine Key offers charming houseboat-style accommodations, a marina, an outdoor pool, and a prime location near the No Name Key Bridge and the National Key Deer Refuge.
Islamorada
Mangrove Marina
Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.
Islamorada
Keys Holiday Rentals
Keys Holiday Rentals offers vacation homes and condos in Islamorada, Florida Keys, perfect for waterfront stays, fishing trips, and family getaways.
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.
KeysCations Vacation Rentals
KeysCations offers a curated selection of luxury vacation homes in Marathon, FL, featuring private pools, docks, and ocean views. Ideal for families and groups seeking a tranquil Keys getaway.
