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
Fairfield by Marriott Inn & Suites Marathon Florida Keys
Waterfront hotel in the Florida Keys with pools, marina, and tropical dining.
Key West
Mansion by the Sea
The Mansion on the Sea (Southernmost House) is an adults-only historic boutique hotel in Key West offering oceanfront rooms, a heated infinity pool, and complimentary breakfast.
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.
Key West
Ella's Cottages
Bohemian Key West charm awaits at Ella’s Cottages—stylish, cozy, and full of island spirit.
Key Largo
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
Key Largo
Key Largo Kampground and Marina
Key Largo Kampground: oceanfront escape with 40 acres of adventure.
Islamorada
Sands of Islamorada Hotel & Resort
Oceanfront, family-owned Florida Keys escape—discover Sands of Islamorada.
Key West
Key West Historic Inns
Key West Historic Inns — a curated collection of five distinctive, historic properties in Old Town Key West offering boutique stays steeped in island charm.
Weddings Max
100
Meetings Max
25
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
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.
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 Largo
Sun Outdoors Key Largo
Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.
Weddings Max
50
Key West
Key West Hideaways
Key West Hideaways: premier Key West vacation rentals with full service.
Key West
Blue Flamingo Resort
Blue Flamingo Resort in Key West offers a reimagined getaway with tropical-style rooms, two lively pools with luxe cabanas, and poolside dining at Rum Row and Toasted Coconut.
Key West
Aqua Lodges At Hurricane Hole Marina
Stay in unique dual stateroom houseboats with full kitchens, A/C, and waterfront views!
