Find Gay friendly Hotels in Old Town Key West, FL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Old Town Key West Gay friendly Hotels
Our top choices for Old Town Key West LGBT-friendly hotels
9.0 out of 10, Wonderful, (1138)
"Great location and great staff "
Thomas
The price is ￥50,641
￥63,040 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.8 out of 10, Excellent, (2938)
"Great stay with an actual beach which is rare in Key West. "
Robert
The price is ￥29,112
￥44,069 total
includes taxes & fees
Dec 18 - Dec 19
9.4 out of 10, Exceptional, (1024)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
Susanne
The price is ￥22,148
￥35,365 total
includes taxes & fees
Dec 18 - Dec 19
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
Janae
The price is ￥33,604
￥41,675 total
includes taxes & fees
Dec 21 - Dec 22
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
9.8 out of 10, Exceptional, (131)
"Great place to stay always clean an the employees are very respectful "
Charles
8.8 out of 10, Excellent, (1000)
"Clean room, great omelet bar"
Rachel
The price is ￥24,972
￥38,558 total
includes taxes & fees
Dec 22 - Dec 23
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic InnsOld Town Key West
9.2 out of 10, Wonderful, (1076)
"Beautiful property, nice clean bungalows and great staff!"
Robert
The price is ￥40,186
￥53,057 total
includes taxes & fees
Dec 18 - Dec 19
9.8 out of 10, Exceptional, (1002)
"Staff awesome, good breakfast great location"
Carin helen
The price is ￥29,902
￥33,640 total
includes taxes & fees
Dec 18 - Dec 19
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Old Town Key West Hotel Reviews
Frequently asked questions
Explore a world of travel with Expedia
- Resorts in Key Colony Beach
- Waterpark Hotels in Key West
- Resorts in Key West
- Condo Resorts in Key Colony Beach
- Hotels near Key West Naval Station
- Apartments in Key West
- Inns in Duck Key
- Hotels near Duval Street
- All-Inclusive Hotel Hotels in Key West
- Marathon Hotels
- Scuba Diving Hotels in Key West
- Key West Hotels
- Scuba Diving Hotels in Downtown Key West
- Hotels near Sombrero Beach
- Shopping Hotels in Sunset Key
- Luxury Hotels in Beachside
- Hotels near Simonton Beach
- All-Inclusive Hotel Hotels in Downtown Key West
- Apartments in Cow Key
- Apartments in Big Pine Key
- Cheap Hotels in Key West Historic District
- Aparthotels in Key Colony Beach
- Hotels near Harry S. Truman Little White House
- Rv Parks in Key West
- Beach Hotels in Key West
- Motels in Lower Florida Keys
- Resorts in Duck Key
- Cheap Hotels in Downtown Key West
- Hotels with a Pool in Key West
- Aparthotels in Key West
- Ranches in Key West
- Hotels near Southernmost Point
- Gay friendly Hotels in Key West
- Gay friendly Hotels in Key West Historic District
- Lodges in Big Pine Key
- Cheap Hotels in Key West
- Hotels near Florida Keys Eco - Discovery Center
- Luxury Hotels in Key West
- Beach Hotels in Downtown Key West
- Pet-Friendly Hotels in Key West
- Inns in Key Colony Beach
- Casa Marina Hotels
- Vacation Homes in Marathon
- Lodges in Key West
- Resorts in Bahia Honda Key
- Ryokans in Big Pine Key
- Guest Houses in Cudjoe Key
- Farmstay in Marathon
- Rv Parks in Bahia Honda Key
- Cheap Hotels in Beachside
- All-Inclusive Hotel Hotels in Bahama Village
- Beach Hotels in Midtown
- Coral Lagoon Hotels
- Resorts in Little Torch Key
- Hotels near Ernest Hemingway Home and Museum
- Palaces in Key Colony Beach
- Hotels near Key West Historic Seaport
- Hotels near Florida Keys Marathon
- Hotels near Florida Keys National Marine Sanctuary
- Adults Only Resorts & in Downtown Key West
- Historic Hotels in Key West
- Vacation Homes in Big Pine Key
- Luxury Hotels in Casa Marina
- Resorts in No Name Key
- Resorts in Stock Island
- Beach Hotels in Key West Historic District
- Residences in Summerland Key
- Big Pine Key Hotels
- All-Inclusive Hotel Hotels in Sunset Key
- Hotels near South Beach
- Cheap Hotels in Casa Marina
- Cow Key Hotels
- Guest Houses in Key West
- Cheap Hotels in Old Town Key West
- Adults Only Resorts & in Key West
- Scuba Diving Hotels in Old Town Key West
- Hotels near Calusa Beach
- Hotels near Fort Zachary Taylor Historic State Park
- Holiday Park Resorts in Key West
- Resorts & Hotels with Spas in Beachside
- Riads in Big Pine Key
- Hostels in Key West
- Hotels near Smathers Beach
- Hotels near Key West Intl.
- Hotels near Florida Keys Beaches