Key west gay resorts
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Guests are granted complimentary access to the Bourbon Street Pub and the drag shows at 801 Bourbon every night, as well as the grand balcony overlooking Duval Street—a prime spot to enjoy a coffee, cocktail, or people-watch. The property is a 4-star resort offering great amenities and services, including a large poolside café and bar, and regularly hosts social events onsite.
Founded in 2014, misterb&b is not a hotel chain but an LGBTQ+-oriented booking site with listings from gay hosts for gay guests, where you can rent a whole home, apartment, or private room in a shared apartment. There are three pools nestled in the tropical gardens. Children 16 and over are welcome and must be in their adult’s room.
La Te Da
The famous LaTeDa in Key West is so much more than a hotel.
Accommodations include a dog-friendly cottage, one-bedroom apartment, and a variety of simple and comfortable guest rooms, some of which have small kitchens and balcony access. Together we will create your dream vacation.
Please note this is an adult exclusive property, everyone must be at least 21 years of age.
HOURS: Front Desk and Lobby Hours 9am-8pm.
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All rooms have a refrigerator and microwave, Direct TV, and 11 Complimentary gay porn channels.
It’s known for its restaurant and bar, and their cabaret is home to one of the best drag shows in all of Florida. Enjoy a delicious island breakfast served poolside each morning. This historic compound combines five original Conch-style homes, all of them unique. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created.
Alexander’s is a retreat for the soul… comfortable beds with crisp white linens, a pool and jacuzzi to melt cares away.
They are also known for their Sunday gay tea dance pool parties.
Winslow’s Bungalows
Winslow’s Bungalows is part of Key West Historic Inns, a network of five separate hotels, featuring a range of luxury amenities. The 23 spacious guest rooms and suites are designed to be romantic with just a touch of local eccentricity.
All accommodations include private entrances that open onto a porch, veranda, or patio.
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. Guests must be at least 19 years old, even if accompanied by an adult.
Key West Bed and Breakfasts
If you prefer someplace a little more intimate while staying in Key West, try a charming bed and breakfast.
Start planning your Key West escape today!
For more information on exploring the Florida Keys, click here.
**Disclaimer: There is a good chance that this post contains affiliate or sponsor links. Sign up with misterb&b and you will receive a free $10 credit to use on your first booking!
There are many other sites for apartment rentals including Airbnb, Vrbo and Booking.com.
Many are on the water or have water views. It’s welcoming to everyone ages 21 and over, including straight friends.
Our tranquil atmosphere, warm hospitality, and vibrant Key West energy make this the perfect place for couples, friends, and solo travelers seeking a peaceful, getaway.
Whether you’re here to celebrate love, soak in the sun, or just escape the everyday—this is your place to feel at home.