Key West, USA 
key_west


Key West, USA

Lodging


Alexander’s Guesthouse

Alexander’s is a gay and lesbian guesthouse that makes a real effort to attract women (unlike many others that are just symbolically “gay and lesbian”, but in reality you only see men). This upscale resort is located in the historic Old Town with a gorgeous pool where you can enjoy a complimentary breakfast and happy hour cocktails. Free wifi available for your laptop.

409 Applerouth Lane
Key West
Tel: 305 296-2323

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Big Ruby’s Guesthouse

Located just off of Duval St., Big Ruby’s is one of the two Key West guesthouses that goes after a mixed gay and lesbian clientele (Alexander’s, above, is the other one).  You’ll still find way more men than women here, but it’s an absolutely beautiful spot.

409 Applerouth Lane
Key West
Tel: 305 296-2323

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Cypress House

A charming guesthouse that welcomes all, the Cypress House has regularly been one of the sponsor hotels for the Key West Womenfest. Free continental breakfast and the dinner cocktail are always appreciated.

601 Caroline St.
Key West
Tel: 305 294-6969

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Days Inn

For a slightly more affordable stay in Key West, the Days Inn is a “welcoming all” kind of place located outside the historic old town. They do like to support our team though, and in 2007 this Days Inn was one of the Womenfest sponsor hotels.

3852 N. Roosevelt Blvd.
Key West
Tel: 305 294-3742

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Doubletree Grand Key Resort

Located outside of the historic old town, the Doubletree is a true resort, with more than 200 rooms. Gamers and techies will enjoy the Sony Playstations in the room as well as the free wifi available across the property.

3990 S. Roosevelt Blvd.
Key West
Tel: 305 293-1818

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Gardens Hotel Key West

This woman-run guesthouse is the epitome of Key West luxury. Named “the Prettiest Hotel In Key West” by The New York Times, the Gardens estate houses 17 luxurious guest suites amidst one of Florida’s oldest and most respected tropical gardens.

526 Angela St.
Key West
Tel: 305 294-2661

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Holiday Inn Key Wester

For those of you who enjoy a traditional hotel without any bells and whistles, but that you know will be clean and easy, there’s always the Holiday Inn. It’s not situated in the Old Town, but it’s not too far away either. To boot, this Holiday Inn was a 2007 Key West Womenfest sponsor hotel.

3850 N. Roosevelt Blvd.
Key West
Tel: 305 294-6681

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La Te Da

If you’re looking to be in the true heart of the action, La Te Da is where it’s at. Located directly on Duval Street, La Te Da is more than just a guesthouse, it’s also a restaurant, bar and cabaret and is pretty busy most nights. It’s quite gay here, but at the same time it’s a truly mixed clientele.

1125 Duval St.
Key West
Tel: 305 296-6706

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Pearl’s Rainbow

Few places in the world offer lovely lesbian resorts, but Key West has Pearl’s Rainbow. Located just steps away from Duval Street, this award-winning property is spread out over three small buildings and has 38 rooms to suit most budgets. Pearl’s also has a couple of clothing-optional pools and hot tubs, though few actually take up the invitation. The women who work here are totally friendly and up on the local scene. Another added bonus is the lesbian cocktail bar, Pearl’s Patio, is part of the complex. The free wifi is also great! All in all, this is an excellent place to stay.

525 United St.
Key West
Tel: 305 292-1450

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There are actually five buildings at Pearl's Rainbow -- not counting "The Love Shack!"

Heather on Mar 28, 2009

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