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Pineapple Harbor Guesthouse
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Address
Kissimmee, FL (gated community near Walt Disney World; address given on booking)
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Website
pineappleharborguesthouse.com
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About this place Pineapple Harbor Guesthouse
Pineapple Harbor is a private, men-only guesthouse for gay and bisexual guests in a gated community in Kissimmee, about three miles from Walt Disney World. It is clothing-optional throughout, with a large pool, hot tub, lanai and a dark room, plus private and shared themed rooms. Booking is by phone or email through the owners, who host a meet-and-greet on the lanai three evenings a week.
Features
Gay (mostly men)
Gay-only property
Pool
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Last updated on 3 November 2026