This centrally located Old Town property just a short walk from lower Duval Street, Mallory Square, and Key West Harbor is a highly popular choice among GLBT visitors - much of the staff at Cypress House
(601 Caroline St., 305-294-6969) is gay, although the clientele is totally mixed, and the grounds are not clothing-optional. The inn is made up of a striking, historic 1890s "conch mansion" along with a couple of neighboring Bahamian-style conch houses, all of which access peaceful main grounds that include a lengthy lap pool, landscaped sunning area, kitchen (where Continental breakfast is served each morning), and several common areas. Rooms are moderately priced, filled with a mix vintage furnishings that capture Key West's personality and stylish contemporary pieces (including very modern bedding), and also outfitted with modern amenities like Wi-Fi, flat-screen TVs, and well-outfitted bathrooms. Many rooms have private balconies or access to decks or common balconies. It's part of the Historic Key West Inns
collection, which includes five other excellent, gay-welcoming properties: Albury Court Hotel, Lighthouse Court Hotel, Chelsea House Pool & Gardens, Key Lime Inn, and Merlin Guesthouse.