Key West Gay Hotels

Key West, Florida offers a nice variety of gay-friendly accommodations when you are ready to book your next tropical getaway and either experience Key West for the very first time or perhaps your fifty-first time! The following accommodations are not in any particular order, other than the first one (Island House) which is rated the #1 men's resort on Trip Advisor for one place and deserves to be written about first.

Key West All Male Guesthouses

Island House
Pet Friendly Key West

(Located just six blocks from Duvall Street-all male guesthouses.) Island House has been named the best men's gay resort in the entire world by BOYZ and The Out Traveler and also as the editor's choice by Out and About. This popular resort includes a health club with a state-of- the-art fitness room, five man shower, Jacuzzi, sauna and steam room. Outside you can relax in a very big heated swimming pool and the Jacuzzis that are open 24 hours. Expect freshly prepared and delicious breakfast, lunch and dinner served poolside. They have happy hour every day from 5:30-7pm with quite an assortment of complimentary alcoholic and non-alcoholic drinks for your enjoyment. The rooms were made with the word plush in mind, maybe so plush you won't ever even want to leave your room! Check this out and you surely will not be disappointed. Clothing is optional except for the gym which requires shoes and shorts.

Equator Resort

(Located just four blocks from Duvall Street-all-male guesthouses.) Equator resort is a very welcoming and friendly place to stay. The rooms are all good sized and airy set amidst breathtaking private grounds with a lovely pool &spa area which is also clothing optional. There is also a covered seating area where you will be delighted with a big breakfast each and every morning. Equator has a happy hour each evening where you can meet up with other guests then take a walk down to Duvall Street to enjoy some nightlife action if you so desire, whether that is dancing and dining, shopping or hitting the gay clubs or even all of that combined.

Oasis/Coral Tree/Coconut Grove

(Located just four blocks from Duvall Street-all-male guesthouses.) This is by far the biggest gay guesthouse since it brings together 3 male only properties which offer quite a variety of amenities and types of rooms. Coral Tree and Oasis are clothing optional and the Coconut Grove offers clothing optional pool, spa and sundecks. A delicious wide-ranging continental breakfast is included as well as a nightly happy hour which offers both beer and wine. With all three properties, the guesthouses offer a perfect way of meeting quite a few new people with this clever three in one package.

Key West Mixed Gay and Lesbian Gueshouses

Alexander's Guesthouse

(Located just six blocks from Duvall Street-mixed gay & lesbian guesthouses.) This is the proud winner of the ever popular editor's choice award for Out and About for nine years in a row and is very beautiful and attracts a very nice mixed crowd thus early booking is recommended. Relax in the heated pool that is surrounded by tropical landscaping or bask in the sun in the nice deck areas. What could be more refreshing than to enjoy complimentary cocktails before sunset at the outdoor pool bar? The next morning enjoy a complete, delicious continental breakfast before your day filled with fun in the sun.

Big Ruby's Guesthouse

(Located just one-half block from Duvall Street-mixed gay & lesbian guesthouses.) This is quite well-known not just in Key West but also in its sister properties located in Costa Rica and France. Big Ruby's have seventeen rooms which make it small and cozy enough to be able to give superb personal attention, yet big enough to be sure to make lots of new friends if you would like to. It has a large outdoor pool and a state-of-the-art fitness center set amongst the beauty of nature in the garden center, where the peace and quiet and even seclusion almost makes you forget just how close you are to the hustle and bustle of Duvall Street, the main bars and of course the active and fun nightlife. Be pampered by a wonderful chef-prepared restaurant style breakfast which is served daily outside by the pool area. Don't miss happy hour here each evening which includes complimentary beer, snacks and wine.

Key West Popular Gay Friendly Hotels

La Te Da Hotel

(Located right on Duvall Street and a mere 3 and ½ blocks from the ocean-gay friendly favorite.) Here you will find fifteen very luxurious guest rooms that offer you three different room types. Outside you will find a great pool with a pool bar while inside you will find a piano bar complete with nightly entertainment. Upstairs you will find famous Crystal rooms which provide popular shows four nights a week, all of which are of a Cabaret type experience, so don't forget your camera. Enjoy a cooked made to order breakfast at La te Da's restaurant called The Ocean Grill.

Pearl's Rainbow Resort Key West

(Located just one-half block from Duvall Street-gay friendly favorite.) Pearl's has five buildings and thirty eight rooms & suites and not one but two pools and hot tubs with an abundance of areas to simply soak up the sun; while also including some shady areas as well for those of us who may not have been blessed with dark pigments, thus the more fair-skinned types who need a little reprieve from too much Florida sun at times. Each morning you decide if you want a continental breakfast or a delicious cooked one. Pearl's Patio is quite well known as the outside pool bar & grill, as well as a popular hangout for locals and tourists alike with happy hour Mondays through Fridays. It is also the only women's-only gay bar.