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Key West
Key West · Hotspot

Hotels in Key West

The key addresses in Key West — verified and regularly updated. Clicking takes you straight to the location page.

3 entries
Alexander's Guesthouse

Alexander's Guesthouse

Hotel/Accommodation · Duval Street

Lovingly restored 1902 conch house that is on the National Historic Register and has been gay-owned for decades. The original pine floors and under the tall windows will make you feel instantly at ease. Outside, there's a pool, hot tub, clothing-optional sundecks, and a relaxed happy hour with complimentary cocktails. A quiet retreat for gays, lesbians, and friends – just a block from the action.

Adults-onlyClothing-optionalPoolGay-ownedFoodHappy Hour
Island House

Island House

Hotel/Accommodation · Duval Street

The iconic men-only resort in the heart of the Old Town is a true gay institution in Key West. Behind the walls you will find a heated pool, several whirlpools, a sauna and spacious clothing-optional sundecks. The bar and café are open around the clock, and Duval Street is just a few minutes' walk away.

Men-onlyAdults-onlyClothing-optionalPoolGay-ownedMen only
New Orleans House

New Orleans House

Hotel/Accommodation · Duval Street

The only gay resort directly on Duval Street – in the middle of the hustle and bustle and yet surprisingly quiet in the large clothing-optional garden behind it. Here you will find a garden bar that is open until late at night, a 24-hour pool, a jacuzzi for around 15 people and a sun deck on the first floor. Perfect if you want to have the nightlife right on your doorstep.

Men-onlyAdults-onlyClothing-optionalPoolGay-owned

Gay hotels in Key West are mainly located in Old Town, the historic core of the island, within walking distance of Duval Street and its bars. The most famous address for gay travelers is the Island House at the end of Fleming Street, an all-men's resort that is clothing-optional and has been part of the city's scene since 1976. Located on the so-called Guesthouse Row, the house offers a heated pool, sauna, steam room, whirlpools and a café open around the clock. This makes it one of the oldest and most established gay resorts in the USA.

In addition to the Island House, there are numerous smaller guesthouses and gay-friendly accommodations in Old Town, many of them in historic wooden houses with verandas and gardens. The location decides a lot here: If you are looking for nightlife, it is best to live close to Duval Street, if you like it quieter, you can move to the side streets or to Bahama Village. For decades, Key West has been considered one of the most open cities in the USA, so the hotels deal with gay guests as a matter of course. Plan early if your visit falls during the peak winter season or Pride in June, as the good addresses fill up quickly. The following selection will help you find the right location and the right house.