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9 Best Key West Gay Resorts, Hotels & Guesthouses

best key west gay resorts
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Which Key West Gay Resort is Best for You?

If you’re planning a much-needed gaycation to Key West, you’ve got quite an array of options for gay hotels, resorts, and fun-filled gay guest houses. 

With the list below, I’ll make it easy for you to find which of these popular accommodations fits your style and budget best.

Key West gay hotel and resort

After mentioning the most popular Key West gay resorts and guest houses, I’ll list some additional LGBT-friendly resorts popular with gay travelers.

Keep in mind that many Key West hotels that are popular with gay travelers are not always branded specifically as “gay hotels.” Key West is known for being one of the gayest destinations in America, so you’ll likely meet gay friends wherever you stay.

Gay Resorts in Key West

Island House Gay Resort

The legendary Island House Gay Resort has been around since 1999 and is among the most popular in Key West.

Expect a pool full of rowdy gay men and unicorn floats upon arrival! Island house is branded as a clothing-optional gay resort that welcomes all types of men. They also host a ton of gay parties during events like Key West’s bear weekend.

Island House gay resort pool party

They’ve got tons of awesome room options, including apartment-style suites with full kitchens and private terraces. For travelers with a smaller budget, check out their shared bathroom accommodations.

If you need a little extra convincing, Island House offers 20-30% discounts for college students, military, and essential service workers like firefighters and law enforcement. You might just be able to live out your roleplay fantasy if you’re lucky!

Island House Key West rooms

In a Key West clothing optional resort with such a sexually charged atmosphere, I’m sure you have questions. Get all your answers on the Island House FAQ page.

Prices start at $260 for shared-bath accommodations and top out around $530 per night for two-bedroom suites.

Don’t forget to pack a few sexy swimsuits for the pool! (Don’t miss wolfyy’s post on 30+ top gay swimwear brands).

The Saint Hotel Key West, Autograph Collection

They don’t explicitly say it, but the Saint Hotel Key West clearly caters to the gay community. With the motto “play naughty and sleep saintly,” there’s no doubt you’ll be surrounded by gay guys.

Saint Hotel Autograph Collection

The Saint Hotel is a Marriott property, a heads up to Bonvoy members! Their pricing is pretty average, with small rooms starting at $300 per night and double queen rooms around $440 per night.

Rooms come in a bunch of different layouts too. Some of them have electric-blue accent lighting, a theme throughout the hotel. If you love socializing poolside, check out the rooms that have small terraces steps away from their gorgeous infinity pool.

Join Marriott’s BonVoy program if you haven’t already. You can get perks like free upgrades and collect points to use toward free nights!

Book The Saint Hotel Key West

Equator Resort

Equator Resort is a highly-reviewed male-only clothing-optional gay resort that’s been around since 1997. They proudly offer rooms of varying styles, many with awesome private balconies.

Equator Resort Key West gay hotel

With two pools, two jacuzzi tubs, and daily happy hours, there’s no doubt you’ll have a good time. Equator Resort often hosts Saturday open house events where guys outside the resort can join in on the fun!

They also offer massage services, daily breakfast and frequently host special experiences like nude morning yoga. Minimum stay depends on the time of year and prices start at $149. All guests must be 21+ years of age.

Gay Guesthouses in Key West

Alexander’s Guesthouse

In my opinion, Alexander’s Guesthouse is the most stylish option of all the gay Key West accommodations. Everything has a modern, chic feel. I especially love their rooms that have a private deck with an outdoor shower!

They’re also one of the few accommodations that specifically brand themselves as a gay and lesbian resort in Key West, welcoming every person among the LGBTQ+ community.

Alexanders Guesthouse Key West

Amenities include a large pool, spa, cozy lounges, and several sun decks with clothing-optional areas.

Prices tend to be on the higher side for such a luxurious hotel retreat. If you book through though, you might be able to get a better room rate at Alexander’s. Check below, too!

Book Alexander’s Guesthouse

New Orleans House

A gay guesthouse smack in the center of the action, New Orleans House is an affordable and convenient gay guesthouse option. Located on Duval Street, you’ll never be too far from anything in Key West!

New Orleans House gay guesthouse

New Orleans House is perfect if you love to party! The Bourbon Street Pub is right downstairs, usually overflowing with people out on the street.

With some of the lowest prices in Key West, the New Orleans gay guesthouse is an easy pick for budget travelers. Rooms start as low as $230 per night.

Book New Orleans House

LGBT-Friendly Hotels & Resorts in Key West

Hyatt Centric Key West Resort & Spa

The LGBT-friendly Hyatt Centric Key West is perfect for those who prefer large name-brand hotel chains. Robust amenities will keep you comfortable, especially after you return from parties or visiting friends in town.

Hyatt Centric Key West resort

Staying at the Key West Hyatt, you can expect larger rooms and greater check-in flexibility than you’ll likely find at the gay-only resorts and guesthouses.

Many rooms offer ocean views, some with private balconies. Expect to pay steeper prices than other hotels to stay here at the Hyatt. Rates start at around $480 per night.

Book Hyatt Centric

The Southernmost House

One of the most iconic resorts in Key West, The Southernmost House is super popular with gay travelers. They’re an adults-only boutique LGBT-friendly hotel that’s undeniably Instagram-worthy. Their standard room rate is $350 per night.

Southernmost House LGBT friendly resort

If you prefer beachfront accommodations, this hotel might just suit you perfectly. Expect classic Victorian design inside and out here on the southernmost point of the continental United States.

Coco Plum Inn

The Coco Plum Inn offers chic accommodations at a budget price. It’s truly a diamond in the rough for travelers who want to spend as little as possible at an LGBT-friendly resort. 

Coco Plum Inn gay friendly hotel

The hotel is so popular, it tends to sell out pretty far in advance, so don’t miss this one!

Prices listed on their website tend to be higher, but if you book with, you can usually get better rates with Coco Plum Inn.

Their traditional style and quaint balconies overlooking the pool are delightfully inviting. Rooms also include a mini-fridge, microwave, and coffee maker.

gay friendly hotel in key west

Coco Plum Inn’s location is also fantastic, one block away from central Duval Street. It’s perfect if you want to be in the heart of Key West near cafés and nightlife.

Book Coco Plum Inn

Pier House Resort & Spa

Take in all the ocean vibes at Pier House Resort, a gay-friendly Key West resort loaded with amenities. Offering both one and two-bedroom suites, Pier House is a great option for groups who prefer to share accommodations.

Pier House Resort and Spa

Room interiors have a pretty standard design. Ocean suites have more of a beachy vibe. Their Chart Room bar is pretty awesome, too! Prices at Pier House range from $320 to $600+ per night.

Book Pier House Resort

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Check out these popular sexy gay swimwear favorites before your Key West adventure.

Want more inspiration for places to stay? Check out these destinations with the best gay resorts in the world.

Looking to meet other gay travelers to explore Key West with? Join wolfyy’s Gay Travel Facebook Chat and introduce yourself to some new friends.

Explore tons more gay destinations with wolfyy’s collection of personalized gay travel guides!

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