New Orleans House

New Orleans House describes itself as the only all-male gay guesthouse directly on Duval Street, occupying a spot along Key West’s main strip with a Bourbon Street-inspired identity that carries through into its attached pub and event programming. The clothing-optional backyard is the property’s central social space, built around a 24-hour pool, a hot tub with capacity for around 15 guests, and a sundeck.

Guest rooms come with continental breakfast and happy hour drink specials included, and the property leans into its Duval Street balcony as a vantage point over the street’s evening activity, a genuine draw for guests who want to be part of the action rather than removed from it. Gym access is available for guests, and the property offers free passes to nearby drag shows as part of its guest perks.

The attached Bourbon Street Pub adds live music and its own nightlife draw, and New Orleans House has become a host venue for some of Key West’s bigger annual events, including a New Year’s Eve Red Shoe Drop celebration and the Bone Island Pride weekend gathering. This puts the property firmly in the center of the island’s gay nightlife calendar rather than on its edges.

For gay male travelers who specifically want an all-male, clothing-optional property directly on Duval Street with a built-in nightlife and events scene, New Orleans House offers that combination about as directly as any Key West guesthouse can, trading quiet for a genuinely central, high-energy location.

Because the property sits directly on Duval Street, guests should expect noise from the street and from the on-site pub well into the night, a trade-off that fits the property’s overall party-forward identity rather than working against it. The exact street number was not confirmed during research for this listing, so travelers should verify the precise address directly with the property or through the reservation confirmation before finalizing travel plans. The clothing-optional backyard and pool give the property a genuinely social, communal atmosphere that distinguishes it from quieter, more private guesthouses elsewhere in Old Town. Guests attending one of the property’s signature annual events, the New Year’s Eve Red Shoe Drop or the Bone Island Pride weekend among them, should expect the guesthouse and surrounding blocks of Duval Street to be considerably busier and louder than an average night, which is generally exactly what returning guests are looking for when they plan a visit around those dates.