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 Key Beach Club
Escape to Marathon Key Beach Club, a hidden gem with stunning Gulf views and relaxing stays.
Island Time Hospitality Vacation Rentals
Premier short-term vacation homes and waterfront escapes in Key West and the Florida Keys with pool, beach access, pet-friendly stays, and local water activities.
Kon Tiki Resort
Kon Tiki Resort offers waterfront cottages with private boat dockage, heated pool, and a private lagoon in Islamorada, Florida Keys
Alexander Palms Court
Charming Key West oasis with private baths, heated pool, and prime location.
Winslow's Bungalows
Discover Winslow’s Bungalows: a vibrant, historic Key West oasis with pools, charm, and local tales.
Sunset Cove Beach Resort
Escape to paradise at Sunset Cove Beach Resort—your perfect getaway awaits!
Tropical Inn
Tropical Inn is an intimate, adults-only boutique inn located on historic Duval Street in Key West.
Grassy Key RV Park & Resort
Grassy Key RV Park & Resort offers waterfront RV sites with full hookups, a heated and chilled pool, a private sandy beach, and access to Gulf and Atlantic waters, all just 45 minutes from Key West.
La Pensione Inn
La Pensione Inn is an adults-only boutique guesthouse in Old Town Key West, featuring Victorian architecture, a pool, and complimentary breakfast.
Southernmost House
Stay at the iconic Southernmost House, an oceanfront boutique hotel blending historic charm with unforgettable Atlantic views.
La Concha Key West, Autograph Collection
Discover a historic Key West icon blending vintage flair with modern luxury.
Florida Bay Club
Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.
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.
Condos in the Keys.com
Oceanfront condos in Islamorada with stunning views, pool, tennis, and beach fun!