Places to Stay in Key West
Key West offers a range of lodging from historic inns to luxury waterfront resorts.
Good to Know
Florida Keys Rental Rules: Most residential vacation rentals in Monroe County require a 28-30 day minimum stay unless the property holds a transient rental license. Hotels and licensed resorts in Key West offer nightly stays. Always confirm minimum stay requirements before booking.
The Marker Waterfront Resort
A luxury waterfront resort in the heart of Key West's historic seaport district. The Marker features a large heated pool with cabanas, a full-service marina, and spacious rooms and suites with modern coastal design. Its location on Front Street puts guests steps from the best dining, shopping, and nightlife in Old Town.
Casa Marina Resort
An iconic oceanfront resort on the Atlantic side of Key West, Casa Marina is a Waldorf Astoria property with a private beach, two pools, a spa, and multiple dining options. The historic 1920s architecture blends old-world charm with modern luxury. It is the only full-service resort in Key West with a private sandy beach.
Opal Key Resort
Situated on the Gulf of Mexico at the historic Key West Bight, Opal Key Resort offers waterfront rooms, a marina, multiple pools, and an on-site restaurant. Its location near Mallory Square makes it an ideal base for sunset celebrations and harbor activities. Boat slips are available for guests arriving by water.
Ocean Key Resort
A luxury boutique resort at Mallory Square with breathtaking sunset views over the Gulf of Mexico. Ocean Key Resort features elegant rooms with private balconies, a tropical pool, and the famous Hot Tin Roof restaurant and bar. It is one of the most sought-after addresses in Key West for sunset lovers.
Historic Key West Inns
Charming bed and breakfasts in Old Town with classic Conch-style architecture. Properties like the Artist House, Heron House, and the Speakeasy Inn offer a more intimate, personalized stay. Guests enjoy tropical courtyards, complimentary breakfasts, and a location within walking distance of Duval Street and the island's best attractions.
The Westin Key West Resort
A full-service waterfront resort at the edge of Old Town, the Westin Key West offers a private beach, lagoon-style pool, spa, and multiple dining options. Its location on the Atlantic side is quieter than the Gulf-side resorts while still being within easy walking distance of the island's attractions.
Vacation Rentals and Airbnbs
Numerous vacation rentals and Airbnb options are available throughout Old Town, the Truman Annex, and beyond. From Conch-style cottages with private pools to modern condos with marina views, rentals give you the space and privacy of a home base while you explore Key West. Longer stays often offer better value than hotels. Learn about living in the Florida Keys.
Planning a visit to Key West?
Contact Steve Conley for recommendations and real estate information.
Love Key West? Explore our Town-by-Town Guide to learn more about living in Key West.
Conley Sales Group is a real estate Team affiliated with Compass. Compass Florida, LLC d/b/a Compass is a licensed real estate broker and abides by equal housing opportunity laws. All material presented herein is intended for informational purposes only. Equal Housing Opportunity.