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It’s known for its restaurant and bar, and their cabaret is home to one of the best drag shows in all of Florida. It’s a very open environment where you can relax and be yourself.

Clothing Optional Gay Hotels and Resorts in Key West

Island House Key West – Luxury Playground in Paradise

A gay guest house since 1974, the current owners purchased the property in 1999 and completely renovated the complex.

Bedding and towels are supplied. They also offer bunk bed hostel accommodations capable of accommodating up to 10 people. In addition to the ones we’ve listed, check out Mister B&B which offers a directory of guest houses specifically for the LGBTQ+ community. These activities might be offered just to guests, or in some cases, even to the local LGBTQ+ community.

Be yourself – One of the most attractive aspects of a gay guest house is the comfort zone.

All rooms have a refrigerator and microwave, Direct TV, and 11 Complimentary gay porn channels. Originally a private estate, it offers a glimpse into historic Florida. Book VRBO →

Featured Image credit: Island House Key West

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From cozy spaces to more spacious accommodations, every room at Island House Key West ensures a serene and indulgent retreat.

Pool

Island House Key West boasts a stunning pool area surrounded by lush greenery, providing a refreshing oasis for guests to unwind and soak up the Florida sunshine.

You literally couldn’t be any closer to the Old Town party scene. The location is popular with both groups and long-term guests.

Fitch Lodge

Fitch Lodge in Key West is off the beaten path, nestled in a neighborhood of early 19th-century Conch homes. As an exclusive gay men-only hotel, it prides itself on providing a warm and welcoming environment that celebrates diversity and embraces the LGBTQ+ community.

Guests at Island House are invited to immerse themselves in a relaxing and authentic stay tailored specifically for gay men.

Most properties host a complimentary evening happy hour offering beer, cocktails, and snacks. And to make life simple, this is a cashless hotel.

New Orleans House

The New Orleans House bed & breakfast in Key West is the island’s only all-male gay guesthouse, located on Duval Street.

key west hotels gay

The inviting poolside ambiance offers moments of relaxation and tranquility.

Fitness

For health-conscious travelers, the hotel provides a well-equipped fitness center, allowing guests to maintain their workout routines amidst the tropical paradise of Key West.

Restaurant and Bar

Island House features a delightful restaurant and bar serving delicious cuisine and refreshing drinks.

All rooms are private and have a clothes-hanging rack, luggage storage, small bureau, USB alarm clock, electronic safe, ice bucket, and small refrigerator. Please inform us if you experience discrimination or homophobia while visiting any destination so we can make updates to our recommendations.

3 Best Gay Resorts & Hotels in Key West for Your Next Visit

From Miami, Key West is a scenic 3.5-hour drive down Florida’s Overseas Highway (US 1).

The kitchen is open all day for complimentary bottled water, sodas, and coffee.

Marrero’s Guest Mansion

Marrero’s Guest Mansion in Key West is an Old Town gem. There is a wide variety of well-appointed guest rooms, suites, and apartments that are perfect whether you are traveling solo or with a group. The most unique is the dog-friendly cottage house with its own private heated pool and lush garden.

Small gay resort towns became popular in the ’80s and ’90s in places like Palm Springs, Fort Lauderdale, and Provincetown.

If you’ve never stayed at a gay resort but are thinking about booking one, you should definitely consider some of these benefits below:

Easy to meet new people – Most gay resorts offer social activities where you can meet other travelers, which is common in many of the gay resorts in Key West.

This historic 1892 guest house has only 15 luxurious rooms. In fact, it's in the same complex as the popular Bourbon Street Pub, Key West’s original and only video bar featuring the Men of Bourbon nightly, live DJs and shows, five bars, and a male-only clothing-optional garden bar with a pool and jacuzzi. Enjoy time in the pool and the patio area with a tiki hut, poolside dining, and a large-screen TV.

A small marina offers docking and kayak/paddle board rentals. As LGBTQ+ people became more visible and acceptance grew, several companies began creating trips specifically for the LGBTQ+ community.