A white building with shutters, palm trees, and a lawn.

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Check availability on Old Town Key West Gay-Friendly Hotels

Our top choices for Old Town Key West LGBT-friendly hotels

Outdoor pool

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,040 reviews)
"good hotel"
United States
Alexey
The price is ฿2,647
฿5,209 total
includes taxes & fees
16 Sept - 17 Sept
Silver Palms Inn & Historic Homes
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

2. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,002 reviews)
"Great place to stay on vacation"
United States
John
The price is ฿5,503
฿6,191 total
includes taxes & fees
15 Sept - 16 Sept
Almond Tree Inn Hotel - Adults Only
Couples treatment room(s), facials, massages

3. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,594 reviews)
"Excellent place to stay!!!"
United States
Deaenna
The price is ฿5,766
฿8,904 total
includes taxes & fees
27 Sept - 28 Sept
Southernmost Beach Resort and Guesthouses
Exterior

4. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (528 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
The price is ฿2,588
฿3,202 total
includes taxes & fees
16 Sept - 17 Sept
Douglas House - Adults Only
Porch

5. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,150 reviews)
"Very nice place, friendly staff, great location."
United States
Natalia
The price is ฿3,845
฿5,426 total
includes taxes & fees
15 Sept - 16 Sept
Heron House - Adult Only
Property grounds

6. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,002 reviews)
"Great stay!"
United States
Nicholas
The price is ฿5,404
฿6,079 total
includes taxes & fees
20 Sept - 21 Sept
Orchid Key Inn - Adults Only
Courtyard

7. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"The room was great, with a really nice sized bathroom for DT Key West! Everything was very clean and well kept and the AC was nice and cool! The bed was very comfortable as well."
United States
Alissa
The price is ฿3,729
฿5,021 total
includes taxes & fees
15 Sept - 16 Sept
The Grand Guesthouse
Courtyard

8. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,020 reviews)
"Great hotel and location"
United States
Darlene
The price is ฿6,012
฿8,994 total
includes taxes & fees
29 Sept - 30 Sept
The Reach Key West, Curio Collection by Hilton
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

9. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (164 reviews)
"Amazing place to stay with amazing staff and people to be with. Room was clean, comfortable bed and everything was updated. Pool and hot tub area are great and well maintained."
United States
Justin
The price is ฿2,945
฿4,553 total
includes taxes & fees
15 Sept - 16 Sept
Alexander's Guesthouse - Adult Exclusive
Front of property

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,416 reviews)
"Beautiful resort with amazing staff!"
United States
Stacey
The price is ฿6,610
฿9,110 total
includes taxes & fees
15 Sept - 16 Sept
Winslow's Bungalows - Key West Historic Inns
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.
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Top Old Town Key West Hotel Reviews

Frequently asked questions

How do I find gay-friendly accommodation in Old Town Key West?
If you're looking for a place to relax, refresh and recharge in Old Town Key West, you can trust the hotels listed as LGBTQ-friendly on Expedia. Discover the people, places and traditions found only in Old Town Key West.
What is the favourite LGBTQ-friendly place to stay in Old Town Key West?
Southernmost Beach Resort and Guesthouses is a top LGBTQ-friendly hotel, and features 3 outdoor pools and free WiFi. Casa Marina Key West, Curio Collection by Hilton and The Reach Key West, Curio Collection by Hilton are other good choices for your holiday.
How many LGBTQ-friendly hotels will I find in Old Town Key West?
You'll find 21 LGBTQ-friendly hotels in Old Town Key West.
What should I see while I'm in Old Town Key West?
During your trip, get out and enjoy everything Old Town Key West has to offer. You and your travelling companions may want to visit Duval Street and Florida Keys Beaches. While you're here, create some great memories of your trip with stops at Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Key West Butterfly and Nature Conservatory.
What is an LGBTQ-friendly hotel in Old Town Key West?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Old Town Key West, these hotels will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from an LGBTQ-friendly Old Town Key West hotel?
Stay at a gay-friendly hotel in Old Town Key West and the staff will help you explore the local gay scene and the LGBTQ+ culture. Many of our LGBTQ-friendly accommodation options offer community-specific packages, exclusive tours and opportunities for social interaction.