The Best Gay Friendly Hotels in Key West

Alexander's Guesthouse is a gay-only resort in Key West close to the gay nightlife of Duval Street. This guesthouse is a stylish restored conch house, originally built in 1902.

It's located in Key West Old Town on a quiet street. Comprised of three renovated buildings, there are seventeen rooms available. Due to its historical significance, Alexander's is registered with the Key West Historical Society. The rooms are a charming blend of old school and modern style.

Poolside happy hour takes place between 16:30 - 17:30 and you can take a dip in the jacuzzi when the mood takes you.

When you're ready to party the gay nightlife is just moments away.

The Equator Resort, Key West's male-only, clothing-optional resort. Comprised of 5 historic properties, all rooms in the resort are unique and have their private bathroom. Some rooms have special luxuries like wet bars, skylights, and two-man whirlpool bathtubs.  Guest privacy is a top priority and the resort does not offer day passes and is guests, and guests of guests exclusive.

The Equator Resort offers a large, lush, and open private setting with 2 heated pools and two hot tubs. The resort also features complimentary breakfast and happy hour daily, as well as a full-service bar. On-site massage is available, along with complimentary weekly morning poolside yoga, sleeping masks, Direct Tv, and 11 Male Only Adult Channels all located in a quiet residential area, but still only 3 blocks from World Famous Duval St.

Popular Key West LGBT hotel La Te Da, is located on Duval Street.

This chic, modern hotel maintains its old-world, quintessentially Key West style. As well as nicely appointed guestrooms the hotel offers regular cabaret entertainment at The Piano Bar from local and visiting drag performers. Head to the open air Terrace Bar to have a civilized drink and watch the world go by. The restaurant serves a wide selection of American and European food.

You'll have free access to the outdoor pool.

Each room has its own unique style so see which one takes your fancy before you book.

When you're ready to party the nightlife of Duval Street awaits you.

New Orleans House is a male-only, clothing-optional, guesthouse located on Duval Street.

The hotel features a clothing-optional pool, a sun deck, a garden bar area, and a hot tub too. The garden bar area is open all day until the early hours of the morning.

The New Orleans house is part of the Bourbon Street Pub complex which allows guests perks such as free entry and access to the pub as well as the drag shows.

This affordable hotel is located on Duval Street near to the gay nightlife and the Hemingway Museum. The excellent location makes walking easy.

The rooms are quaint and well-kept. Reviewers have noted the helpful staff and charming old school ambience.

A complimentary breakfast is provided each morning. The rooms come with a flat screen TV, private balcony and free Wi-Fi.

You can make use of the outdoor pool and sun-deck.

When you're ready to explore the island all the action is right on your doorstep.

This resort complex is located on an island 500 yards from Key West. The ferry ride takes just over five minutes and it runs through the night, so you can enjoy the gay nightlife of Key West until the early hours.

The rooms on the island are done in a classic Key West conch style. You can have your own private cottage with a covered veranda. The cottages come with a full kitchen, dining area and living room.

Sunset Key Cottages is considered by many to be the best luxury hotel in Key West.

Experience the charm of Key West at Southernmost House, ideally situated steps away from South Beach and Key West Butterfly and Nature Conservatory. Individually decorated guestrooms offer modern amenities like flat-screen TVs and complimentary Wi-Fi, while some boast picturesque ocean views. Take advantage of recreational facilities including a private beach and outdoor pool, and unwind with a drink at the bar or poolside. Enjoy a complimentary continental breakfast each morning and take advantage of convenient amenities such as concierge services and onsite parking.

Key West's Casa Marina Key West, Curio Collection by Hilton, is a century-old historic landmark with Old Town Key West elegance. Conceived by the railroad magnate Henry Flagler, the hotel was designed to replicate the arches of Flagler's pioneering Over Sea Railway. Nestled along the southern edge of the island on more than 1,100 feet of Key West's largest private beach, the 311 room Casa Marina is in proximity to the vibrant spots of Duval Street and rich history of Old Town.