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
La Siesta Resort & Marina
La Siesta Resort & Villas offers beachfront cottages, suites, and villas with pools, complimentary watersports, and access to three sister resorts in Islamorada.
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
Marathon
Keys Ocean Vacation Rentals
Florida Keys escapes—discover, book, plan with Keys Ocean Vacation Rentals.
Key Largo
The Pelican, Key Largo Waterfront Cottages
The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.
Marathon
Cocoplum on the Bay
Coco Plum on the Bay — luxurious 4-bedroom waterfront vacation home in Marathon, FL.
Marathon
Monte Christo Condos
Monte Christo Condominiums is a luxury oceanfront retreat in Key Colony Beach, offering two- and three-bedroom condos with resort-style amenities.
Key West
Fitch Lodge
Fitch Lodge: Your cozy, bohemian Key West basecamp steps from the Historic Seaport.
Key West
Tropical Inn
Tropical Inn is an intimate, adults-only boutique inn located on historic Duval Street in Key West.
Key West
Artist House
Stay in a charming Victorian Key West inn with unique rooms, pool, and breakfast.
Marathon
Villa Paraiso Vacation Rentals
Villa Paraiso Vacation Rentals offers luxurious, handpicked properties in Marathon and Miami, with personal concierge service and premium comfort.
Key West
Westwinds Inn
Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.
Islamorada
Lime Tree Bay Resort
Lime Tree Bay Resort offers beachfront accommodations with multiple heated pools, complimentary watersports, and boat dockage in the Florida Keys.
Key West
Scarlet Mango Inn, The
Scarlet Mango Inn is an adults-only boutique guesthouse in Old Town Key West, featuring six uniquely appointed rooms, historic charm, and a serene location steps from Duval Street.
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.
Islamorada
Hadley Resort and Marina
Hadley House Resort is a laid-back waterfront hotel in Islamorada, offering rooms with kitchenettes, a private beach, an outdoor pool, and complimentary breakfast, all just steps from the Atlantic Ocean.
