Gay Key West – Island House Celebrates 35 Years with Sweepstakes

Island House Key West,
the longest continuously operated gay guesthouse in the world, proudly announces its 35th anniversary in business and its 10th anniversary under its current owners, Jon Allen and Martin Kay, who transformed it into a leader among the world’s premier gay guesthouses.
To mark this milestone, Island House is offering all 39 rooms at $13, the price it charged when it opened in 1976, for the night of June 25, 2012. The special offer is available exclusively through a special sweepstakes. 39 winners will be chosen randomly among those who complete the entry form at Sweepstakes participants are also encouraged (but not required) to “like” Island House Key West at and post a comment with the phrase “35 and fabulous.” The offer is valid through midnight on Labor Day (September 5, 2011).
Island House Key West began operating as a modest, 16-room all-men’s guesthouse in 1976. When Allen and Kay took possession in the late ’90s, the ramshackle 39-room guesthouse sprawled languidly across several dilapidated buildings, sorely in need of abundant TLC.
“We are honored to have served more than 125,000 guests in more than a third of a century,” says Allen, “We’ve never rested on our laurels. We pride ourselves on our focus on customer satisfaction and professional, attentive service. We’ve invested well over two and a half million dollars since purchasing the property. If you haven’t visited us recently, come see all that’s new at Island House Key West.”

After a massive investment of capital and time, they unveiled the new and much improved Island House Key West in 2001, transforming it into Key West’s most luxurious and pampering oasis for men. Having spent $2.5 million in award-winning upgrades over the past decade, Island House is unmatched in its class. Recent upgrades and renovations include:

Transformed rooms with new ceilings, walls, floors, furniture, bathrooms and beds;
The poolside Café and Bar, including an extensive wine list, serving continuously 24/7;
A well-equipped gym and health club with Jacuzzi, steam room, and sauna;
Spa services available at the resort or en suite;
An extensive clothing-optional sundeck on the 2nd floor with a refreshing misting system; and
One of the highest staff-to-guest ratios among any resort in Key West.
With rates ranging from $124 in low season to $529 for the largest suite in high season, the resort is packed with upscale amenities at rates far less than comparable mainstream hotel properties, including: WiFi throughout the property, parking (as available), coffee, tea, an evening social hour (with wine and cocktails) and purified water – all available on a complimentary basis. The luxurious value offered by the resort has been noted in the foremost LGBT travel media, which has bestowed the following accolades:
“Best gay resort in the world” (
“Gay travel’s first five-star resort” (Passport Magazine)
“Four Crowns,” their highest rating (Spartacus Hotel Guide)
In parallel with Island House’s stunning transformation, Key West has also undergone a quiet metamorphosis. America’s most beautiful tropical island is becoming a must-stop destination for connoisseurs of sophisticated yet relaxed tropical getaways boasting dozens of casual yet topnotch new dining spots; urbane wine bars and cocktail lounges; new galleries and performance spaces; and luxurious new mainstream hotel resorts.
“Come experience the new-and-improved Key West,” says Steve Smith, Sales Manager at Florida Keys Tourism. “Just be sure to sample a little of what makes this a special destination for LGBT visitors, like our hot gay bars and clubs, snorkeling and kayaking adventures, Fantasy Fest, Gay Spring Break, Key West Gay & Lesbian Visitors Center and Tennessee Williams Museum, the AIDS Memorial, and more.”
To book, call 800-890-6284 or visit
Join the online discussion with Island House Key West:

Sweepstakes entry form
Twitter     @IslandHouseKW