Key West isn’t just steeped in gay history, it practically invented it and remains a top-tier haven for gay travelers. Think of it as your gaycation playground with a side of historic charm.
Luxury ocean and beachfront properties dot the island around the coast. Inland, you’ll find quaint boutique hotels and some complexes made of neighboring cottages.
Among these, you’ll find four standout gay properties. If mingling and endless pool parties are your jam, the famed gay hotel Key West is your ticket to paradise. Here, making new friends isn’t just an option; it’s inevitable.
Duval Street in the Old Town is where the bulk of the gay bars and venues are located, and many properties are either on this road or within a couple of blocks.
One of the compelling reasons every gay man should go to Key West is that there are a number of gay-owned and operated hotels. There’s just something better about staying in a resort run by one of us.
Sadly, though, there are only four gay hotels in Key West left, and they get booked out, so it’s a good thing every other resort and hotel welcomes gay travelers with open arms. With the number of gay men living in Key West, you’re bound to find at least one staff member who thinks like you do.
Key West is so small, at 7.5 sqm. Yeah, you could practically hop across it in less time than it takes to choose your outfit for the night. But, if you’re after the Duval Street party scene, you could literally stay anywhere and still stumble home just fine.
If being central to the action is essential, then go with Old Town. There are a ton of hotels nearby, from budget to luxury, so take your pick.
If the ocean or beachfront is more your style, Casa Marina will be your slice of paradise. If getting away from it all is more your style, the northwest corner of the island is our pick.
No matter where you stay, gay hotel Key West has you covered, and you’ll feel like you’re on your own private island, which you kind of are.
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♥ The largest private beach in Key West
♥ Newly renovated – 2024 re-opening
♥ Beachfront spa cabanas
♥ Pool next to the beach
♥ Adults-only (25+)
♥ Luxury all-suite hotel
♥ Rooftop deck pool
♥ Private plunge pools
♥ Located on the only private natural sand beach in Key West
♥ Cabanas come with a dedicated pool or beach attendant
♥ Beachfront spa treatments
♥ Pet friendly
♥ Beachside pool and hot tub
♥ Private jetty for ocean excursions
♥ Ranked #3 in Condé Nast Traveler’s Top 10 Resorts 2022
♥ Pet friendly
♥ One block from Duval (party) Street
♥ Spectacular views from the Sunset Deck
♥ Fully equipped kitchens in the suites
♥ Pet friendly
♥ Gay owned and operated
♥ It’s a 120-year-old Conch-style house
♥ Adult-only property (21+)
♥ Intimate 17-room property
♥ Men-only gay resort
♥ All guests get four free happy-hour drinks
♥ Clothing optional areas
♥ 24 hour poolside bar
♥ Adults-only resort
♥ Bring a group and share a cottage
♥ Only 2 blocks from Duval Street
♥ Lower room rates than many other properties
♥ There are only 12 rooms
♥ The private courtyard oasis
♥ Curated artwork and furnishings in every room
♥ Adult-only resort
♥ Three pools and a jacuzzi
♥ Bring a group of guys and stay together
♥ Happy hour from 4.20 pm – 5.20 pm daily
♥ Exceptionally friendly service
♥ Gay male-only resort
♥ Clothing optional areas
♥ Two heated pools and two hot tubs
♥ No two rooms are the same
♥ Gay male-only resort
♥ Clothing optional areas
♥ Two heated pools and two hot tubs
♥ No two rooms are the same
♥ Perfect location on Duval Street
♥ Two pools – one for laps and one for chillaxing in
♥ Unique rooms, choose from 11 different houses or cottages
♥ The sweet scent of night-blooming Jasmine and Frangipani
Destinations
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