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
Key West
Andrew's Inn & Garden Cottages
Charming tropical boutique inn in historic Key West with pool, breakfast, and happy hour.
Key West
Island House
Island House Key West is a private, adults-only clothing-optional resort with a heated pool, sauna, gym, and 24/7 café/bar in Old Town.
Key West
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
The Lower Keys
Parmer's Resort
Parmer's Resort is a tranquil, waterfront retreat on Little Torch Key, offering a variety of accommodations, a 90-foot private beach, boat slips, and easy access to the natural beauty of the Florida Keys.
Key West
Southernmost House
Stay at the iconic Southernmost House, an oceanfront boutique hotel blending historic charm with unforgettable Atlantic views.
Weddings Max
25
Key West
Ridley House
Bohemian luxury in a historic Key West mansion with pool and chef's breakfast.
Weddings Max
40
Meetings Max
40
Marathon
La Casa Habana Vacation Rental
La Casa Habana — private waterfront vacation home on Grassy Key with pool, dock, and gulf views.
Key Largo
Dream Bay Resort
Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.
Marathon
Village at Hawk's Cay Villas & Marina
Village at Hawks Cay Villas, by KeysCaribbean, offers spacious island-style villas—many with private pools, spa tubs, boat dockage, and ocean views—perfect for families or couples seeking a relaxed, Keys-style vacation.
Key West
Tropical Inn
Tropical Inn is an intimate, adults-only boutique inn located on historic Duval Street in Key West.
Key West
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West – Waterfront resort with spa, pool, and dining.
Weddings Max
100
Meetings Max
80
Total Space
2369 sq ft
Largest Room
1181 sq ft
Islamorada
Mar-Key Islamorada
Mar‑Key Islamorada is an exclusive oceanfront private estate in the Florida Keys blending historic Old Florida charm with modern luxury.
Meetings Max
20
Key Largo
Ocean Pointe Suites
Set on a private 60-acre oceanfront sanctuary, this resort offers spacious one- and two-bedroom suites, a private sandy beach, Jr. Olympic pool, deep-water marina, oceanfront gazebo, and tennis/pickleball courts.
Marathon
The Retreat in Marathon
Luxury Florida Keys retreat for inspiring executive escapes and unforgettable vacations.
Meetings Max
16
Islamorada
Three Waters Resort & Marina
The old Postcard Inn at mile marker 84, reborn in 2024 as a 214 room Tribute Portfolio resort across 15 waterfront acres, with three pools, three beaches and a 72 slip marina. The Cove is the adults-only half, 63 king rooms around a private beach lagoon.
Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft
