Gay Key West · Hotels

Gay Key West · Hotels

Key West has plenty of accommodation and it's known as a gay mecca too. We've handpicked our selection of the best hotels, from budget to luxury.

For more choices, search all Key West hotels.

Why this hotel?: Popular gay hotel. Great location.

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.


bar, breakfast, jacuzzi, concierge

1118 Fleming St, Key West


Based on 1208 votes

Why this hotel?: Very Popular Gay Resort. Secure. Gay Owned.

The Island House, a clothing-optional gay resort in Key West. It’s just 6 blocks away from the nightlife of Duval Street.

You can relax any time of day or night in the largest guesthouse pool on the island, which is heated in the winter. The poolside cafe and bar serves drinks, meals and snacks all day and all night, every day. There’s plenty of deck space around the pool for sunbathing, as well as a private sundeck overlooking the pool with a misting system to ensure cool comfort in any weather.

Clothing is optional everywhere on the property except the gym. You can warm up in the indoor or outdoor Jacuzzi, dry sauna and steam room, or make a little heat of your own in the 24 hour erotic video lounge.

Island House is truly what you make of it, from quietly reading a book on the sundeck, to partying with new friends at happy hour in the pool. They truly provide the lush tropical setting that customers love, and you make the real magic happen.


swimming pool, poolside bar, free drinks during happy hour, jacuzzi, outdoor shower, 24 hour health club & spa, dining, adults-only

1129 Fleming Street, Key West

Why this hotel?: Ocean Front. Great Views. Close to Old Town.

The Casa Marina Hotel Key West is a Whaldorf Astoria Resort. It was built in the 1920s and sits on 1,100 feet (1/4 mile) of private beach featuring two large oceanfront pools. The grand staircases and wooden beamed ceiling, provides a vintage Key West flair.

There are many activities that would be available to you as a guest, such as sunset cruises. Deep sea fishing and various water sports too.

The hotel is located on the outskirts of Old Town, which provides more seclusion without being far from the hustle and bustle. Nearby attractions include; Edward B. Knight Pier, The Hemingway Home Museum and The Higgs Dog Park (all under a 15-minute walk away).

The various food options include the hotel’s restaurant, the Flaglers Ballroom. Alternatively, both budget and upscale options are within a 15-minute walk.

After your meal, there is the choice of exploring the local nightlife. Bourbon Street Pub and One Saloon are very popular gay bars, only 20-minutes away by foot.


two oceanfront pools, private balcony, bar, bicycle rental, free wi-fi, private beach, tv, ocean view, city view,

1500 Reynolds St, Key West


Based on 677 votes

Why this hotel?: Stylish and well reviewed. Free cocktail!

The Gates Hotel bordering the Salt Pond Keys offers stylish modern rooms. You even get a welcome cocktail on your way in.

The rooms come with hardwood floors, free Wi-Fi, coffee makers, mini-fridges and high-end toiletries.

If you enjoy a smoke make the most of the cigar bar. You’ll no doubt wish to savour one with a choice selection of rums.

There’s a year round outdoor pool and frequent live music event.

When you’re ready to explore the island a free shuttle bus awaits you.


bar, pool, concierge, wi-fi

3824 N Roosevelt Blvd , Key West


Based on 2146 votes

Why this hotel?: Stylish gay hotel. Great location.

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.


bar, restaurant, cabaret, pool

1125 Duval St , Key West


Based on 575 votes

Why this hotel?: Iconic hotel in a great location. Historical building.

This iconic hotel is situated on Duval Street near the gay nightlife. La Concha is something of an institution.

The famous property is a National Historical Landmark. Built in 1927, it has hosted Harry Truman and the authors Ernest Hemingway and Tennessee Williams – both of whom wrote some of their famous works here. This will no doubt motivate you to visit the nearby Ernest Hemingway Museum.

The chic, modern rooms come with free Wi-Fi and flat screen TVs.

The hotel’s rooftop bar is a famous Key West spot where you can enjoy cocktails and watch the sun set over Key West.

You can also make use of the fitness centre, pool and seafood restaurant.

When you’re ready to party the celebrated gay nightlife is on your doorstep.


bar, restaurant, pool

430 Duval St, Key West


Based on 5234 votes

Why this hotel?: Quaint and historical. Great location.

Kimpton Ridley House (formerly Cypress House), a boutique hotel, is close to the Key West’s gay nightlife on Duval Street. Nearby attractions include Mallory Square, for the nightly sunset celebration. The hotel is located close to the hustle and bustle, whilst still being secluded and private.

It is a historical landmark, with the 19th-century building is designed in a classic colonial style. The adults only hotel combines its classic aesthetic with modern decor. Be sure to enjoy the 40 foot heated lap pool in the hotel’s private garden.

Breakfast is included and served between 08:00 – 10:00.


breakfast, wi-fi

601 Caroline St , Key West


Based on 972 votes

Why this hotel?: Male Only. Clothing Optional.

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 own 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, 11 Male Only Adult Channels all located in a quiet residential area, but still only 3 blocks from World Famous Duval St.


two swimming pools, onsite massage, hot tub, complimentary continental breakfast, full-service bar

822 Fleming St, Key West

Why this hotel?: Great location.

Located in Downtown Key West in the heart of the gay nightlife, Pegasus International Hotel offers great value for money. The chic guest rooms and spacious suites are newly renovated. They come with microwaves, refrigerators and comfortable bedding.

Breakfast is included as well as free Wi-Fi. For $15 a day you have access to parking.

There’s a poolside bar, swimming pool and Jacuzzi.

When you’re ready to party the buzzing nightlife of Duval Street is right on your doorstep.


bar, breakfast, pool, jacuzzi

501 Southard St, Key West

Very Good

Based on 1119 votes

Why this hotel?: Stylish boutique hotel. Great location. Good Price.

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.


pool, balconies, sun deck, breakfast

904 Duval St , Key West


Based on 186 votes

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.

724 Duval St # 2, Key West


Based on 253 votes

Why this hotel?: Well reviewed. Popular and well located.

This Marriott Beachside Hotel is situated on a seven-acre waterfront property boasting six three-story buildings, and even a helicopter pad. So this place is a must if you have a helicopter.

If you don’t you’ll no doubt succumb to many of its other winning attributes. The chic and spacious rooms have a contemporary style, marble baths, iPod docks, flat screen TVs and sumptuous mattresses and sheets.

There’s a private sandy beach and a pool with a poolside bar and views of the Gulf Of Mexico. If you’re peckish you can head to the steakhouse.

You may want to get pumped at the fitness center before taking a free shuttle bus to Duval Street and partying the night away.


bar, restaurant, pool, private beach

3841 N Roosevelt Blvd , Key West


Based on 2146 votes

Why this hotel?: Quirky and well located. Good area, good price.

This stylish and quirky hotel is close to many of the main attractions, including the buzzing gay scene. It’s also offers easy access to the Duval Street shopping area, as well as cultural attractions like the Ernest Hemingway Home And Museum.

Free Wi-Fi and a complimentary breakfast are available. You’ll also have full access to the outdoor pool and the gym.

The decor may be slightly dated but the Fairfield Inn is immaculately clean, well reviewed and affordable.

The rooms have microwaves, mini-fridges and coffee makers, so you can eat in and save your money. If you intend to dine out there are many places to chose form in close range.


pool, restaurant, gym, sun terrace

2400 N Roosevelt Blvd, Key West


Based on 4309 votes

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