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About Alexanders Guesthouse....a little history...and so much more....
We are listed in the National Historic Register.
With its dedication to providing a serene atmosphere and exceptional hospitality, this hotel remains a cherished destination for those seeking a tropical and enriching travel experience.
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).
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.
As LGBTQ+ people became more visible and acceptance grew, several companies began creating trips specifically for the LGBTQ+ community. 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.
All rooms have free Wi-Fi, cable TV, air conditioning, ceiling fans, refrigerators, coffee makers, and microwave ovens. 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.
Included with all stays is a delicious expanded continental breakfast to rejuvenate with and a friendly, Happy Hour where guests are invited to mix and mingle with complimentary cocktails.
Full concierge services available, we will be happy to help you plan activities, assist you in your dining choices and secure your reservations. The entire place is full of LGBTQ+ guests, and the staff has been extensively trained to provide a welcoming and gay-friendly experience.
Join the flocks of gays for annual celebrations and events like New Year’s Eve, Key West Pride in June, Tropical Heat in August, and Women Fest over Labor Day weekend.
No matter when you visit, you’ll want to stay close to the action, and there are plenty of hotels, resorts, and cute beach houses to choose from. 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.
We are proud to be Adult Exclusive, LGBTQ+ Friendly, creating a space where all guests can relax, connect, and be themselves. Book VRBO →
Featured Image credit: Island House Key West
Alexander’s Guesthouse – Key West’s Premier Resort
Welcome!
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.
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.
Reservations
Reserve your room online and set aside your little piece of paradise today.
Island House Key West – Address : 1129 Fleming St, Key West, FL 33040, USA
Phone : +1 305-294-6284
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Island House Key West
Nestled in the vibrant city of Key West, Island House Key West stands as an idyllic and exclusive sanctuary for LGBTQ+ travelers seeking a tropical and inclusive escape.
At our boutique retreat, everyone is welcome. They have hosts in more than 200 countries and territories with over 1 million total listings.
Understanding Key West’s gay scene is much easier with the help of a local, and apartment sharing is one of the best ways to meet someone who knows how things work—where and when the best nights are to go out, and what places to eat at and which to avoid.
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 elegant yet modern and comfortable suites and guest rooms feel like a home away from home, featuring private baths, air conditioning, flat-screen TVs, mini-fridges, and modern amenities.
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. 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.