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.
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Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.
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.
Lighthouse Hotel
Historic charm meets vibrant Key West life steps from Hemingway House and the iconic lighthouse.
Key Colony Beach Vacation
Canal-front Key Colony Beach: sleeps 4, private dock, Cabana Club access.
Mansion by the Sea
The Mansion on the Sea (Southernmost House) is an adults-only historic boutique hotel in Key West offering oceanfront rooms, a heated infinity pool, and complimentary breakfast.
Jolly Roger RV Resort
Discover Jolly Roger RV Resort: spacious sites, stunning views, and island adventures!
Palms Hotel
The Palms Hotel – A charming historic guesthouse in Key West’s Old Town offering affordable boutique accommodations steps from Duval Street.
Sun Outdoors Key Largo
Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.
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.
Irish Ayes Vacation Home Rental
Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.
Key Largo Cottages
Key Largo Cottages — boutique self-catering cottages offering free sailing, kayaking, paddle board and bike use in the Florida Keys.
Kona Kai Oasis
Kona Kai Oasis offers boutique guesthouse accommodations with a pool, complimentary bikes, and lush botanical gardens in Key West’s Old Town.
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.