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
Key West
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront offers a newly renovated, resort-style experience with no resort or parking fees. Enjoy spacious rooms, a heated outdoor pool, Tiki Bar, and direct access to the Gulf of Mexico.
Key West
Andrew's Inn & Garden Cottages
Charming tropical boutique inn in historic Key West with pool, breakfast, and happy hour.
Key West
Azul Key West
Historic Azul Key West offers a serene, romantic oasis just steps from vibrant downtown.
Islamorada
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.
Marathon
Florida Keys Vacations, Inc.
Florida Keys Vacations offers family-friendly vacation rental homes and condos in Marathon and Key Colony Beach, FL—with beachfront and canal-front properties that deliver easy access to boating, snorkeling, and island living.
Marathon
Coral Lagoon Resort Villas & Marina
Luxury Florida Keys vacation rentals with ocean views, private pools, and 24/7 support.
Islamorada
Scuba Town USA
Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.
Islamorada
Angler's Reef
Oceanfront 3BR rental in gated community with panoramic views, boat slip, and top Islamorada location.
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.
Marathon
Casa Clara Condominium
Casa Clara Condos in Key Colony Beach offers oceanfront 2-bedroom, 2-bathroom condos with private balconies, a heated pool, tennis courts, and beach access. Ideal for both short and long-term stays.
Key West
La Pensione Inn
La Pensione Inn is an adults-only boutique guesthouse in Old Town Key West, featuring Victorian architecture, a pool, and complimentary 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.
