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
Islamorada
Freewheeler Vacations
Freewheeler Vacations is the Upper and Middle Keys’ largest and longest-running vacation rental company, offering everything from cozy condos to grand estates, backed by 30+ years of expert service.
Marathon
Coco Plum Beach and Tennis Club
Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.
Key West
Atlantis House
Luxurious Key West stays with ocean views, private suites, and island charm.
Marathon
Rentals in Paradise Inc
Discover a curated selection of vacation homes in Marathon, FL, featuring private pools, docks, and waterfront views. Ideal for families and groups seeking a relaxing Keys getaway.
Key Largo
Bayside Inn Key Largo
Bayside Inn Key Largo: Waterfront hotel with private beach, pool, and stunning sunsets.
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.
KeysCations Vacation Rentals
KeysCations offers a curated selection of luxury vacation homes in Marathon, FL, featuring private pools, docks, and ocean views. Ideal for families and groups seeking a tranquil Keys getaway.
Key West
Duval Inn
Historic charm meets modern comfort at Duval Inn, steps from Key West's vibrant heart.
Key West
The Capitana Key West
The Capitana Key West is a boutique waterfront hotel offering coastal-chic accommodations, a heated pool with a tiki bar, private beach access, and pet-friendly cottages.
Islamorada
The Last Resort
Islamorada Vacation Rentals offers a curated selection of vacation homes and cottages in the Florida Keys, providing travelers with diverse options for a memorable stay.
Key Largo
Calusa Campground Resort
Calusa Campground Resort & Marina offers RV sites and park model rentals with full hookups, a heated pool, boat ramp, and pet-friendly amenities.
Marathon
Dolphin Vacation Rental Homes
Dolphin Vacations offers a curated selection of vacation rentals in Key West and Marathon, FL, including historic homes and modern condos. Properties like Casa Rosa provide private pools and prime locations near Duval Street.
Key West
Casa Del Sol, a Key West Vacation
Luxury 2-story townhome in Key West's premier Truman Annex, near Duval St.
