Pineapple Harbor Guesthouse

Welcome to Pineapple Harbor, an exclusive men's guesthouse catering to gay and bisexual guests. Here, you'll find safe, stylish, and unique accommodations in a sophisticated and relaxed resort setting. Our property boasts beautifully designed themed rooms, a large private pool, a hot tub, and even a dark room for your pleasure, all set within an inviting atmosphere. Additionally, we are a clothing-optional guesthouse, allowing you the freedom to relax as you please. Located in a highly sought-after gated community just 3 miles from Walt Disney World and other major attractions, Pineapple Harbor is also a short Uber distance from Orlando's vibrant gay bars and nightlife. Experience the perfect getaway for a memorable and enjoyable stay.