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.
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Conch Key Villas
Conch Key Villas offers charming waterfront accommodations on Conch Key, featuring fully equipped studios with private boat slips, ideal for fishing enthusiasts and couples seeking a tranquil retreat.
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.
Rent Key West Vacations
Key West condos and vacation rentals with full kitchens and linens—learn more.
Marlin Bay Resort & Marina
Marlin Bay Resort & Marina offers luxury vacation homes and a full-service marina with resort-style amenities in Marathon, Florida Keys.
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.
Bungalows Key Largo
All-inclusive adults-only luxury resort in Key Largo with oceanfront bungalows.
White Gate Court
White Gate Court is a charming, pet-friendly boutique resort nestled on three lush acres in Islamorada, offering seven unique cottages with old Keys-style charm.
Kingsail Resort
Kingsail Resort offers waterfront accommodations with marina access, free kayak rentals, and a lagoon-view pool in Marathon, Florida Keys
Coconut Cay Resort & Marina
Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.
Waterside Suites & Marina
Waterside Suites & Marina offers spacious, two-floor townhouse-style suites with full kitchenettes and waterfront balconies on a tranquil marina—perfect for extended stays, family getaways, or fishing enthusiasts.
Southernmost House
Stay at the iconic Southernmost House, an oceanfront boutique hotel blending historic charm with unforgettable Atlantic views.
Orchid Key Inn
Orchid Key Inn is an adults-only boutique hotel on Duval Street, offering stylish rooms, a tropical pool with a hot tub, and a vibrant poolside bar, all within walking distance of Key West's top attractions.
The Key West Hotel
The Key West Hotel is a boutique retreat offering a blend of historic charm and modern comfort in the heart of Old Town Key West.
Island Breeze Vacations
Locally owned vacation rental company offering a variety of homes and condos in Marathon, FL. Features include private pools, pet-friendly options, and concierge services.