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 Largo
Kawama Yacht Club Vacation Rental
Key Largo Rentals offers premier vacation homes—from oceanfront condos to spacious townhouses and luxury villas—ideal for families and water lovers.
Islamorada
Three Waters Resort & Marina
Escape to Three Waters Resort & Marina for island luxury, ocean views, and endless adventure.Three Waters Resort & Marina, a Tribute Portfolio Resort, is a newly reimagined oceanfront destination in Islamorada, Florida, blending island charm with modern luxury.
Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft
Marathon
Key Colony Beach Realty, Inc.
Keys Properties offers curated waterfront rentals and real estate in Key Colony Beach, including over 50 vacation homes with owner-managed care.
Marathon
Florida Keys Villas
Spacious 6-bedroom waterfront villa in Marathon with private pool, spa, dock, and outdoor kitchen. Sleeps 14.
Islamorada
Island Villa Rental Properties
Discover Island Villa: Luxury Florida Keys getaways await.
Key West
Vacation Homes of Key West
Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.
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.
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 Largo
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
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.
Islamorada
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.
Key West
Atlantis House
Luxurious Key West stays with ocean views, private suites, and island charm.
