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
Conch Key Fishing Lodge & Marina
Escape to paradise at Conch Key Fishing Lodge—prime fishing, stunning views, and cozy waterfront rooms!
Key West
Alexander's Guesthouse
Charming adult-only Key West retreat with pool, jacuzzi, and vibrant vibes.
Marathon
American Coastal Vacation Rentals
Luxury Florida Keys rentals with ocean, gulf, and canal views—docks, pools, tennis!
Key West
Casa 325
Casa 325 is a charming boutique guesthouse in the heart of Key West’s Historic Old Town. Tucked just off lively Duval Street, it offers uniquely designed rooms, a pool, and easy access to shops, dining, and attractions.
Key West
The Laureate Key West
The Laureate Key West is a luxury all-suite hotel offering serene bayfront views, coastal chic decor, and modern amenities.
Key West
Winslow's Bungalows
Discover Winslow’s Bungalows: a vibrant, historic Key West oasis with pools, charm, and local tales.
Weddings Max
40
Meetings Max
40
Key West
Heron House Court
Heron House Hotels offers two charming, adults-only properties—Heron House and Heron House Court—featuring lush gardens, an outdoor pool, rooftop sundeck, and complimentary continental breakfast.
Islamorada
Oceanview Inn & Sports Club
The Ocean View Inn & Sports Pub in Islamorada offers comfortable accommodations with a tropical flair, an outdoor pool, and a lively pub serving classic American fare and late-night bites.
Marathon
Grassy Flats Resort & Beach Club
Eco-friendly boutique resort in the Florida Keys with oceanfront dining, water sports, and unique "olde Florida" charm.
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.
Key West
Authors Guesthouse
Stay inspired in a charming Key West guesthouse honoring literary legends.
Key West
The Bishop Key West
The Bishop Hotel in Key West offers a boutique guesthouse experience across five historic Conch-style properties, blending Old Town charm with modern comfort.
Key West
Historic Hideaways/Key West Realty
Historic Hideaways offers a curated selection of private Key West vacation homes, including cottages, townhomes, and historic residences, many with private pools.
