Gay clothing optional resort key west

There is a wide variety of well-appointed guest rooms, suites, and apartments that are perfect whether you are traveling solo or with a group. Once you’ve floated in the pool in your full glory, undies start to feel like a scam.

Nudity leads to connection—whether you’re solo or with a partner. The next, you’re watching an older couple laugh over cocktails while two guys—who clearly just met—make out nearby like it’s their honeymoon.

And what might surprise you is how often those casual moments turn into real, lasting connections.

Here’s where it gets good:

Why You Should Get Naked

Let’s be real: there’s something freeing about stripping down—physically and emotionally.

You don’t need to.

One moment, you’re feeling self-conscious. And now? And somehow, it all feels perfectly normal.

That’s the magic: Island House isn’t about “hot guys only”—or “No Fats, No Fems,” to use Grindr parlance. Being this open strips away the layers (pun intended) and can bring you closer, to others and yourself.

This is where you’ll spot rainbow crosswalks and can easily visit the most popular gay bars and nightlife.

Parties and events – Some gay resorts in Key West host events or other parties and social gatherings at their properties. You get to curate your stay to match your vibe, your comfort level, and your mood.

Flirty but Friendly: That’s probably the best way to describe it.

The hotel also offers a 24-hour gym with a sauna, steam room, and multiple Jacuzzis. It’s about authenticity. This is where individuality shines—like the disco ball hanging over the pool. The elegant yet modern and comfortable suites and guest rooms feel like a home away from home, featuring private baths, air conditioning, flat-screen TVs, mini-fridges, and modern amenities.

It’s a very open environment where you can relax and be yourself.

Clothing Optional Gay Hotels and Resorts in Key West

Island House Key West – Luxury Playground in Paradise

A gay guest house since 1974, the current owners purchased the property in 1999 and completely renovated the complex.

Two on-site restaurants, Red Shoe Island Bistro and Pizza Joe’s, offer an array of tasty Key West eats and drinks.

misterb&b – A Home Away From Home

If you’re looking to live like a gay local when you visit Key West, check out the hundreds of accommodations available on Misterb&b. Pack light, show skin, and let your confidence do the heavy lifting.

Etiquette Tips for Staying at Island House

Staying at Island House—or any gay clothing optional resort—isn’t just a getaway; it’s an experience.

When I’m traveling, I like to check their Google Maps listing for any recent reviews—I find it a little easier to manage and fact-check than other travel directories like TripAdvisor. By my second visit, I stopped worrying and just leaned in. Many couples say they leave Island House feeling more bonded—and way more turned on.

The best part?

You literally couldn’t be any closer to the Old Town party scene. Sign up with misterb&b  and you will receive a free $10 credit to use on your first booking!

There are many other sites for apartment rentals including Airbnb, Vrbo and Booking.com. Alexander’s Guest House

Clothing-optional for men only on two separate sundecks

A charming and inclusive retreat in Old Town Key West, Alexander’s Guest House offers a unique blend of comfort and freedom with at least two clothing-optional sun decks.

You let it all hang out—and loved every second of it.

Packing for Island House (Yes, You Need Sunscreen Everywhere)

Wondering what to pack for a clothing-optional, sex-positive resort? So, let’s break it down:

Looking for More?

Ready to take the plunge (literally or metaphorically)?

You can be fully dressed, lounging in swim trunks, or confidently rocking your birthday suit.