Simonton Court Hotel
Old Town
On two secluded acres, Simonton Court Hotel is an adults-only collection of unique rooms in a beautifully landscaped compound of historic cottages, a Victorian...
- LGBTQ-friendly
- Historic Hotel
Island House
Old Town
The Island House is a clothing optional, award-winning gay resort in a relaxed - and relaxing - tropical setting. Within the compound is a spa, sauna, heated pool,...
- For Men
- Resort
Casa Marina
Atlantic
A Waldorf Astoria resort, the 311-room Casa Marina is a 1920s hotel with one of the largest private beaches in Key West and probably one of the few resorts in the...
- LGBTQ-friendly
- Resort
Sugarloaf Women's Village
Sugarloaf Key
The Sugarloaf Women's Village, about 17 miles (27 km) from Key West, is a lush island sanctuary for women only. It offers a campground for tents as well as small,...
- For Women
- Camping
Silver Palms Inn
Old Town
The 50-room Silver Palms Inn is a green boutique hotel with a salt-water pool and pool bar. The property is managed by Mey Espinosa, former general manager of...
- LGBTQ-friendly
- Boutique hotel
Equator Resort
Old Town
Tucked away in lush gardens with fountain, heated pool, outdoor monsoon shower and an eight-man hot tub, Equator is an all-male, clothing optional hideaway.
- For Men
- Guest House
Not Your Average Hotel (NYAH)
Old Town
The 36-room NYAH has a private room option sleeping up to six as well as four-bed mixed and female dormitories. Modular furniture can be rearranged to allow families...
- LGBTQ-friendly
- Hostel
Old Customs House Inn
Old Town
The four rooms at the Old Customs House Inn, which boasts one of the world's smallest bars, have ceiling fans, queen-size beds, hardwood floors, bedsteads...
- LGBTQ-friendly
- Guest House
Alexander's Guesthouse
Old Town
Registered with the Key West Historical Society, Alexander's Guesthouse is really three buildings - two early 20th century - reconfigured into a 17- room LGBTQ...
- LGBTQ
- Guest House
Authors of Key West Guesthouse
In a dozen rooms in a compound of Conch-style cottages, Authors Key West Guesthouse pays homage to writers who have lived in Key West by naming rooms for them....
- LGBTQ-friendly
- Bed & Breakfast
Caribbean House
Bahama Village
The Caribbean House has 10 brightly colored guest rooms with ceiling fans and island charm. It has 2-night and 30-night minimum. The chickens in the yard are part of
- LGBTQ-friendly
- Guest House
Eden House
Old Town
Several conch cottages have been incorporated into the Eden House, built in 1924 and recently renovated. Its 39 rooms have pillow-top mattresses with down...
- LGBTQ-friendly
- Historic Hotel
Historic Key West Inns
Old Town
Historic Key West Inns is a group of six historic properties in the heart of Old Key West that includes some of the town's most charming inns: Key Lime Inn,...
- LGBTQ-friendly
- Boutique hotel
Hyatt Key West Resort
Seaport
The 118-room Hyatt Key West Resort offers full-service water fun on the Gulf of Mexico, a 4-6 pm happy hour, seafood grill on the water and family activities. The...
- LGBTQ-friendly
- Resort
Key West Harbor Inn
Seaport
The adults-only Harbor Inn is a three-story Victorian mansion and carriage house enclosed in a tropical garden with a pool only steps from the seaport boardwalk....
- LGBTQ-friendly
- Bed & Breakfast
Key West Hideaways
Key West Hideaways rents private cottages, condos and suites nightly or for extended stays and can provide concierge services.
- LGBTQ-friendly
- Apartments - Aparthotel
Key West Marriott Beachside
Florida Bay
Near the Key West Golf Club, the Key West Marriott Beachside is spread over seven tropical acres just after the Overseas Highway reaches Key West or nearly four...
- LGBTQ-friendly
- International brand
La Te Da Hotel
Old Town
The adults-only hotel La Te Da has 33 rooms, each individually configured but all with king or double queen beds. The hotel is the late 19th century home of cigar...
- LGBTQ-friendly
- Boutique hotel
Little Palm Island Resort & Spa
Little Torch Key
No phones, no TV and reached only by launch or seaplane, Little Palm Island Resort is really getting away from it all. Thirty oceanfront suites are on the 5.5 acre...
- LGBTQ-friendly
- Resort
New Orleans House
Old Town
The 13-room New Orleans House above the Bourbon Street Pub is clothing optional with a rooftop terrace, outdoor pool, nightclub downstairs. Some rooms have shared...
- For Men
- Guest House
Ocean Key Resort
Seaport
Overlooking the harbor, the 100-room Ocean Key Resort is at the northern end of Duval Street where it meets the water. The island-style hotel can boast unbeatable...
- LGBTQ-friendly
- Resort
Parrot Key Resort
Florida Bay
Opened in 2008, the bayfront Parrot Key Resort has 74 rooms - including 2- and 3-room suites, four secluded pools, white-sand-sunbathing terraces, a sculpture garden...
- LGBTQ-friendly
- Resort
Pier House Resort & Spa
Seaport
Pier House, extending out over the water on wooden piles, hasn't been added to the National Register of Historic Places but should be. Here is where Key West became...
- LGBTQ-friendly
- Historic Hotel
Seashell International Hostel and Motel
Old Town
The newly renovated Seashell has private rooms and all-male, all-female and mixed dorms sleeping up to 10. The courtyard cooking facilities include a gas grill. It
- LGBTQ-friendly
- Hostel
Sheraton Suites
Smathers Beach
The only all-suite hotel in Key West, Sheraton Suites has 184 guest accommodations across the street for the Smathers Beach, one of the best beaches for gays in the...
- LGBTQ-friendly
- Suite Hotel
Southernmost House
Old Town
The adults-only Southernmost House is just that - the southernmost house in the U.S. Built as a judge's mansion for a quarter of a million dollars back in 1896. Five...
- LGBTQ-friendly
- Bed & Breakfast
Southernmost Inn
Old Town
Originally a late-1800s Francisco Marrero cigar factory, the adults-only Southernmost Inn has 38 recently renovated rooms in a four-building compound. Outside is a...
- LGBTQ-friendly
- Bed & Breakfast
Sunset Key Cottages
Sunset Key
Reached by a 7-minute launch ride from the Westin Key West Marina, Sunset Key Cottages is an ultra-luxe 39-cottage resort with private beach and spa on a 27-acre...
- LGBTQ-friendly
- Luxury Hotel
The Marker Resort
Old Town
The first totally new hotel to be built in Key West in two decades, The Marker Resort on the waterfront has deep-soaking tubs, king or two queen beds and curated art...
- LGBTQ-friendly
- Luxury Hotel
The Mermaid & The Alligator
Old Town
The gay-owned Mermaid & the Alligator occupies a 1904 Queen Anne mansion with angled bay windows and a sloping gabled roof. The six rooms on three floors have...
- LGBTQ-friendly
- Bed & Breakfast
