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 Largo
Courtyard by Marriott Key Largo
Courtyard by Marriott Key Largo — comfortable Key Largo hotel with full-service marina, pool, fitness center and easy access to Florida Keys adventures.
Meetings Max
225
Total Space
2400 sq ft
Largest Room
2400 sq ft
Islamorada
The Moorings Village & Spa
The Moorings Village is a private 18-acre beachfront resort in Islamorada, offering 18 secluded cottages nestled among 800 coconut palms, providing a tranquil and intimate setting.
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.
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
Courtyard by Marriott Faro Blanco Resort
Waterfront resort in Marathon with two pools, private marina, on-site dining, and event spaces.
Meetings Max
250
Total Space
40000 sq ft
Marathon
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.
Weddings Max
130
Meetings Max
130
Total Space
1820 sq ft
Largest Room
1820 sq ft
Marathon
Island Breeze Vacations
Locally owned vacation rental company offering a variety of homes and condos in Marathon, FL. Features include private pools, pet-friendly options, and concierge services.
Key West
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
Key Largo
Azul Del Mar
Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.
Weddings Max
60
Key West
Key West Historic Inns
Key West Historic Inns — a curated collection of five distinctive, historic properties in Old Town Key West offering boutique stays steeped in island charm.
Weddings Max
100
Meetings Max
25
Key Largo
Snappers Oceanfront Restaurant & Bar
Snappers Oceanfront Restaurant & Bar in Key Largo serves vibrant waterfront dining with a casual Tiki Bar, live music, dockside seating, boat dockage, and a “Keysy” island vibe.
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
Islamorada
Sea Haven Realty
Sea Haven Vacations offers Florida Keys vacation rentals and property management from Key Largo to Layton along the Overseas Highway.
Islamorada
Sun Outdoors Islamorada
Sun Outdoors Islamorada: island-style RV sites and oceanview vacation homes.
The Lower Keys
Little Torch Cottages
Little Torch Cottages offers 2-bedroom townhomes with full kitchens, private balconies, and access to two tropical pools in the Florida Keys.
