Gay Men’s Resort · Key West, Florida
Island House Key West
The legendary clothing-optional resort for gay men on Key West’s Guesthouse Row since 1976: the island’s biggest guesthouse pool, a 24-hour café and bar, and a free happy hour every day.
✓ Booked by an LGBTQ+-owned agency✓ Flights + stay in one itinerary✓ No resort fees
What is Island House Key West?
Island House is Key West’s famous resort for gay men, and one of the oldest gay men’s resorts in the world. Set on the gay “Guesthouse Row” in Old Town, it pairs 39 rooms and apartments with a heated pool, a 24-hour café, bar, and health club, a full spa, and a social, clothing-optional atmosphere.
1976
Welcoming gay men since
39
Rooms & apartments
24/7
Café, bar & health club
6 blocks
To Duval Street
Island House at a glance
The essentials before you book.
| Address | 1129 Fleming Street, Key West, FL 33040, at the corner of White and Fleming in Old Town |
|---|---|
| Who it’s for | Gay men. The resort side is clothing-optional; the apartments across Stickney Lane can host non-male guests. |
| Rooms | 39 rooms, from standard rooms to poolside Deluxe Plus rooms, the Owner’s Suite, and one- and two-bedroom apartments |
| Included | Free daily happy hour (5:00–6:30 pm, four free drinks), Wi-Fi, all-day coffee and tea, pool towels and sarongs, no resort fees |
| Check-out | 11 am, with luggage storage and use of the facilities afterward. The front desk is staffed 24 hours. |
| Minimum stay | Three nights on weekends; longer for holidays, Fantasy Fest, and New Year’s |
| Current offer | Stay four nights between Oct 22, 2026 and May 31, 2027 and get three free weeknights for summer 2027 (blackouts apply). 20% off for military; 10% off for returning guests. |
From Island House’s website, November 2026. Confirm current terms when you book.
Inside Island House
Pool, spa, gym, and a bar that never closes.
The pool & Hot Naked pool parties
Island House calls its heated pool the largest guesthouse pool on the island, warm all year and surrounded by padded loungers, with a misting sundeck above. Twice a week it turns into a party: Hot Naked Sunday and Hot Naked Humpday bring free shots, giveaways, and a packed deck.
Jacuzzis, steam & sauna
A 24-hour outdoor Jacuzzi sits under the treetops, with a second large Jacuzzi indoors, plus a steam room and a dry sauna. Licensed massage therapists work from a private poolside cabana.
A 24-hour health club
The on-site health club runs around the clock, with Life Fitness cardio and weight machines, free weights, towel service, and a locker room. Shoes and shorts are required here.
Café, bar & free happy hour
The poolside café and bar are open 24 hours, serving food and cocktails day and night. Happy hour runs daily from 5:00 to 6:30 pm, and registered guests get four free drinks. Visiting friends get 50% off at the bar during happy hour.
Rooms & apartments
Rooms range from standard rooms with a shared bath to courtyard and poolside rooms, the balcony Owner’s Suite, and one- and two-bedroom apartments. Island House installed all-new beds in 2022, and every room has Beekman bath products.
Island House rooms & rates
Nightly rates as listed by Island House, before 12.5% state and county tax.
| Room type | Details | Nightly rate |
|---|---|---|
| Standard (SSQ) | Queen bed, shared bath | $369–$439 |
| Standard (SPF) | Full bed, private bath | $389–$459 |
| Superior (SPQ) | Queen bed, private bath | $429–$539 |
| Deluxe (DPK) | King bed, private bath, courtyard | $499–$589 |
| Deluxe Plus (D2Q) | Two queens, private bath, courtyard | $589–$609 |
| Deluxe Plus Poolside (PDK) | King bed, poolside | $559–$669 |
| Deluxe Plus Poolside (PDQ) | Two queens, poolside | $569–$679 |
| Owner’s Suite (OP1) | King bed, poolside, balcony | $669–$769 |
| One-bedroom apartment (AP1) | King bed | $549–$589 |
| Two-bedroom apartment (AP2) | King and queen beds | $609–$669 |
| Two-bedroom apartment (APX) | Queen and full beds, balcony | $609–$669 |
Extra guests are $50 per night. Rates from Island House’s website (November 2026) and vary by season. Ask us for exact dates.
Island House photo gallery
A look around the resort.
Photos courtesy of the resort.
Location: Old Town Key West
On Guesthouse Row, an easy walk or bike ride to everything.
Duval Street
About six blocks, a 12-minute walk, to Key West’s main strip and its gay bars.
Key West International Airport
About 10 minutes by taxi (around $15 for one person).
Historic Seaport
A five-minute walk to the harbor, restaurants, and sunset sails.
Beaches
Several beaches, including Fort Zachary Taylor State Park, within about a 10-minute bike ride.
Free Duval Loop bus
A stop is a couple of minutes’ walk from the resort.
Cruise port
Key West is a port of call on many Caribbean cruises, including our hosted Gayribbean 2027.
Who Island House is best for
Is it the right Key West stay for you?
Great for
- ✓Gay men who want a social, clothing-optional resort
- ✓Party lovers visiting for Pride, Fantasy Fest, or Bone Island
- ✓Solo travelers who want to meet people
- ✓Anyone who wants a 24-hour gym, spa, and bar on site
Consider elsewhere if
- +You’re traveling with women or mixed groups (ask about the apartments)
- +You want a beachfront hotel; Island House is in Old Town
- +You want a quiet, private couples’ retreat
- +You prefer to book online on your own
Our own hosted gay cruise · Pride at Sea
Arriving in Key West by sea? Sail Gayribbean 2027.
Our hosted LGBTQ+ group cruise on Celebrity Reflection, October 24–30, 2027, calls on Key West, with a hosted group day at the New Orleans House. Add a few nights at Island House before or after for the full Key West experience.
- ✓From $1,208.90 per person (inside stateroom, double occupancy)
- ✓Classic Drink Package and Wi-Fi included
- ✓Key West, Grand Cayman, and Cozumel, roundtrip Fort Lauderdale
Why book Island House with Pride Travelers
Your whole Key West trip in one itinerary.
Everything in one itinerary
We book your stay alongside flights, airport transfers, and travel insurance, and bundle it all into one simple itinerary. Island House only takes bookings by phone and email, so we handle it for you.
Local LGBTQ+ know-how
We know Key West’s gay scene, which rooms are worth the upgrade, and when the big event weekends fill up.
Pair it with a cruise
Add pre- or post-cruise nights to a Pride at Sea, Atlantis, VACAYA, or gay-friendly mainstream sailing.
A real advocate
If plans change before or during your trip, you call us, not a call center.
Plan your LGBTQ+ resort stay
More gay resorts, destination guides, and cruises to pair with your stay.
More gay resorts
Destination guides
Island House Key West FAQs
Quick answers about Key West’s best-known gay men’s resort.
Ready for Island House?
Tell us your dates and we’ll book your room, flights, and transfers, all in one simple itinerary.
Same fare as booking direct · LGBTQ+-owned travel agency