The Cabanas Guesthouse & Spa

The Cabanas is the flagship gay stay in Wilton Manors — voted Best Gay Guesthouse & Resort eight years in a row, and the property most people picture when they imagine the South Florida guesthouse experience done at full scale. Two heated pools, a jacuzzi, a tiki bar, and a men’s day spa, with a clothing-optional policy throughout: it’s less a place to sleep than a small resort that happens to include a bed.

The grounds are the star. Days at The Cabanas follow a well-worn orbit — pool, jacuzzi, tiki bar, other pool — with the spa on call when the itinerary gets too strenuous. The social energy sits in the sweet spot the best guesthouses find: plenty going on if you want company, nobody bothering you if you don’t. Eight consecutive years of “best of” votes come from somewhere, and it’s this.

The location makes the double life easy: 2209 NE 26th St, on the east side of Wilton Manors, a short ride from the Drive. The rhythm writes itself — recover all day at the pool, then check what’s open tonight and do it all again. No car needed once you’ve arrived; between rideshares and the neighborhood’s walkability, everything that matters is minutes away.

Book through thecabanasguesthouse.com, and see how it pairs with Casa806 in our guesthouses guide.