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
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 West
Courtney's Place Historic Cottages
Charming historic cottages in the heart of Old Key West, steps from Duval Street!
Key West
Historic Key West Vacation Rentals
Historic Key West Vacation Rentals offers a curated selection of luxury vacation homes, cottages, and condos in the Key West Historic District.
Islamorada
Coconut Cove Resort & Marina
Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.
Key West
Cayo Hueso Resorts
Cayo Hueso Resorts offers tropically elegant vacation rentals in Old Town Key West. Choose from private 1–3 bedroom bungalows, cottages, and homes, just steps from Duval Street.
Key West
Hampton Inn & Suites
Hampton Inn Key West is an oceanfront hotel located just 2 minutes from Key West International Airport, offering free hot breakfast, an outdoor pool with a poolside bar, and complimentary shuttle service to downtown attractions.
Marathon
Hawks Cay Resort
Hawks Cay Resort is a luxury resort on Duck Key offering five pools, a saltwater lagoon, a full-service marina, and a spa.
Meetings Max
450
Total Space
20000 sq ft
Largest Room
5733 sq ft
Key West
Smallest Bar Inn
The Smallest Bar Inn is an eclectic Duval Street lodging that’s home to Key West’s famously tiny 72 sq ft “Smallest Bar,” offering six cozy accommodation units steps from Old Town’s top attractions.
Key Largo
Marina Del Mar Resort and Marina
Marina Del Mar Resort & Marina is a waterfront resort in Key Largo featuring pet-friendly rooms, deep-water marina slips, pools, and on-site dining.
Marathon
The Retreat in Marathon
Luxury Florida Keys retreat for inspiring executive escapes and unforgettable vacations.
Meetings Max
16
Key Largo
Key Largo Inn
Key Largo Inn offers budget-friendly, Caribbean-style accommodations with a pool, full bar, and dive shop, centrally located in Key Largo.
The Lower Keys
Geiger Key Marina & RV Park & Fish Camp
Geiger Key Marina RV Park offers waterfront RV sites with tiki huts, full hookups, and access to kayaking, fishing, and a laid-back fish camp atmosphere—just 10 miles from downtown Key West.
Marathon
Happy In The Keys
Luxury waterfront vacation rentals in Marathon & Key Colony Beach, FL. Private pools, docks, and dog-friendly accommodations. Sleeps 8–10.
Key West
Seashell Motel & Key West Youth Hostel
Seashell Motel & Key West Hostel is a budget-friendly, centrally located lodging offering private rooms and dorms, free Wi-Fi, on-site bike rentals, and proximity to Duval Street.
