June 09 2008 11:00 PM EST
CONTACTCAREER OPPORTUNITIESADVERTISE WITH USPRIVACY POLICYPRIVACY PREFERENCESTERMS OF USELEGAL NOTICE
© 2026 Pride Publishing Inc.
All Rights reserved
All Rights reserved
By continuing to use our site, you agree to our Privacy Policy and Terms of Use.
Key West has an abundance of charming guesthouses, with a large percentage catering to a mixed clientele -- either mixed gay and straight, or exclusively gay, with a couple catering to both male and female guests. Even the big straight hotels often have a noticeable gay clientele. Many of the guesthouses are historic structures: They're high on charm, but not always in the best shape. Some properties here, however, are meticulously maintained with manicured gardens, state-of-the-art TV/video, and wired and wireless Internet connections. While there is only one women's guesthouse (the expanded Pearl's Rainbow), women are welcome at a large number of the listed places.
Of these, Heron House Court, Alexander's and The Pier House are particularly welcoming of women who want a mixed environment. A number of properties cater exclusively or near-exclusively to men. While few offer the "very high sexual temperature" environment that is so common in Palm Springs, there is a variety of environments, appropriate for a broad range of travelers. Another option is to rent a home for your stay; www.rentkeywest.com or www.historichideaways.com offer historic properties with one to five bedrooms and private pools. Whatever your style, you'll find accommodations to match. Because the beach is not a focus here, our ratings reflect a heavy weighting for common areas, pool decks, grounds, and general ambiance. Count on spending a lot of time at the resort, but out of your room. Some properties do not offer in-room phones, and these are specifically noted.
ABOUT OUR PALM RATINGS
All ratings are based on cleanliness, management's friendliness and professionalism, the quality of furnishings and the attractiveness of setting and decor. The ratings represent our own opinions, guided by information from guests, staff, locals and other knowledgeable travel professionals.
Five palms indicates a lodging experience that ranks with the very best in the industry for quality of accommodations, furnishings, amenities and service. These accommodations should satisfy the most discerning travelers. Three palms is an average rating. These recommended properties generally offer pleasant, comfortable accommodations and the amenities expected by most travelers. Four palms indicates a step up in the level of amenities, more stylized decor and a broader array of services. Two-palm properties are a step below the average level of accommodation, more likely to have lower prices, worn furnishings, minimal service and/or less appealing decor. One-palm establishments offer very basic accommodations and the lowest acceptable standards of service, decor and amenities. They are suitable only for the least picky of frugal travelers, and recommendable only when options are very limited.
In terms of location, we have divided the town into five sections: Old Town, the heart of the shopping and entertainment district; North, the northern end -- removed, quiet and residential; Atlantic, near the Southernmost Point and the Atlantic Ocean; Gulf, near the Gulf of Mexico and the sunset; and Convenient, close to the heart of Old Town, but north of Elizabeth Street. Nowhere is more than a mile from anywhere else, but the distinction is useful for determining how close to the action you will be.
In terms of clientele, % straight describes the percentage of straight vs. gay guests. Exclusively gay resorts (EG) are followed by percentage of men vs. women. Note that in the partially straight places, this can vary 100 percent from week to week. For meals: CB=continental breakfast; ECB=expanded continental breakfast; FB=full breakfast; C=cocktail hour or hors d'oeuvres of some sort; WC=cocktails on weekends or only occasionally.
Part One | Part Two | Part Three | Part Four | Part Five | Part Six
Related Articles:
Key West: Introduction
Key West: Where to Eat
Key West: Where to Play/Meet
Key West: What to See and Do
From our Sponsors
Most Popular
Just in Time for Pride – The 15 Gayest Cities in the World in 2023
April 12 2023 6:47 PM
The 13 Least Visited National Parks
January 07 2023 5:00 AM
Get Soaked! with These 35+ Steamy Pool Pics From This Year’s White Party
May 25 2023 9:29 AM
20 Thirsty Pics of #SniffiesRush Campaign Celebrating Frat Life
December 16 2022 3:19 PM
25 Thirsty Pool Party Pics from White Party Palm Springs 2022
April 14 2023 5:55 PM
Sniffies Reveals Horniest Cities
December 22 2022 4:15 PM
15 Thirsty Pics of Moot Lingerie for Men
March 21 2023 7:41 AM
The 7 Best Nude Beaches for Gays in the U.S.
June 09 2022 4:00 AM
The Most Dangerous (& Safest) Countries for LGBTQ+ Travel
March 22 2023 5:00 AM
Outtraveler: Featured Video
Latest Stories
Discover RU5H, the first sex-progressive gay cruise that made waves
October 13 2026 4:21 PM
Miss Benny's queer roots are in Dallas, but she's ready to take on the world
October 07 2026 1:00 PM
'The Rocky Horror Show' is the perfect tribute to Tim Curry's legacy
September 22 2026 5:19 PM
Lost in Dreams is a hidden gem music festival you have to see to believe
September 18 2026 3:40 PM
Why You Should Make Tempe Your Next LGBTQ+ Southwest Destination
September 16 2026 1:57 PM
Meet the sexy men who attended Collab Week Fire Island
September 10 2026 1:18 PM
Discover The Dunes Resort, the iconic LGBTQ+ destination in the Midwest
September 08 2026 2:00 PM
Marla Mindelle is steering Broadway's 'Titanique' into its biggest voyage yet
September 04 2026 2:17 PM
Love LGBTQ+ history? Find time for a San Francisco weekend
September 02 2026 11:00 AM
Discover Blue Moon Campground, an LGBTQ+ escape in the North Georgia Mountains
August 31 2026 11:00 AM
Gay Wine Weekend toasts 15 years of raising queer cheer
August 25 2026 11:00 AM
Outside Lands is a bucket-list festival for gays to break free
August 20 2026 10:30 AM
Cynthia Nixon is officiating the largest sapphic wedding of all time. Want In?
July 21 2026 10:27 AM
7 stellar NYC date ideas for queer couples
July 17 2026 8:00 AM
Time to pack for LGBTQ+ summer camp!
July 08 2026 12:00 PM
Electric Forest is the ultimate gay festival to experience queer joy
July 08 2026 11:00 AM
Why many trans travelers are now choosing to go by train
July 06 2026 12:00 PM












































































