A white building with American flags and a sign for 'Harry's Truman Overseas Hotel'.

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Check availability on Truman Annex Gay-Friendly Hotels

Our top choices for Truman Annex LGBT-friendly hotels

Premium bedding, minibar, iron/ironing board (on request), free WiFi

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,007 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is Rp3.203.563
Rp3.604.009 total
includes taxes & fees
11 Aug - 12 Aug
Weatherstation Inn
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

2. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (974 reviews)
"Always a treat to stay there. Great location, quiet property, comfortable rooms."
United States
Dennis
The price is Rp3.847.855
Rp5.234.961 total
includes taxes & fees
18 Aug - 19 Aug
Lighthouse Hotel - Key West Historic Inns
Exterior

3. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (461 reviews)
"Very nice place would definitely go back"
United States
Neil
The price is Rp3.489.915
Rp4.530.179 total
includes taxes & fees
23 Aug - 24 Aug
La Concha Key West, Autograph Collection
Private beach, white sand, sun-loungers, beach umbrellas

4. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,277 reviews)
"Great location and amenities."
United States
JOSEPH
The price is Rp4.504.406
Rp6.315.773 total
includes taxes & fees
16 Aug - 17 Aug
Pier House Resort & Spa
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

5. 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, (1,008 reviews)
"Clean room, clean pool area, happy hour, 30 seconds to Duval St. walking distance to Hemingway house. Would recommend & stay again"
United States
leah
The price is Rp3.606.245
Rp4.057.026 total
includes taxes & fees
10 Aug - 11 Aug
Almond Tree Inn Hotel - Adults Only
Porch

6. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,179 reviews)
"Great stay highly recommended"
United States
Lindsay
The price is Rp2.128.848
Rp2.991.819 total
includes taxes & fees
11 Aug - 12 Aug
Heron House - Adult Only
Exterior

7. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,006 reviews)
"Great location, clean and good breakfast"
United States
Giuseppa
The price is Rp3.561.503
Rp5.255.006 total
includes taxes & fees
10 Aug - 11 Aug
Hyatt Centric Key West Resort and Spa
Front of property

8. 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, (1,375 reviews)
"Excellent hotel Friendly helpful staff Great location"
United States
Julia
The price is Rp3.624.142
Rp4.983.286 total
includes taxes & fees
23 Aug - 24 Aug
Winslow's Bungalows - Key West Historic Inns
Exterior

9. Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (946 reviews)
"great location"
United States
stacy
The price is Rp3.624.142
Rp4.983.286 total
includes taxes & fees
24 Aug - 25 Aug
Ridley House - Key West Historic Inns
Exterior

10. The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (370 reviews)
"Great place for couples!"
United States
R Frederick
The price is Rp3.185.666
Rp3.583.874 total
includes taxes & fees
16 Aug - 17 Aug
The Saint Hotel Key West, Autograph Collection, Adult Only
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 Truman Annex Hotel Reviews

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Clean, updated property, friendly staff. The pool is very small for the size of the property, but as a whole it was great."
Jennifer 3-night trip
Posted 2 days ago
Hyatt Centric Key West Resort and Spa

Frequently asked questions

Looking for a gay-friendly hotel in Truman Annex?
Consider this your open invitation to pack your bags and find gay-friendly hotels in Truman Annex on Expedia. Discover the people, places and traditions found only in Truman Annex.
What should I do while I'm visiting Truman Annex?
During your trip, get out and enjoy everything Truman Annex has to offer. You and your travelling companions may want to visit Harry S. Truman Little White House, Jackson Square and Mel Fisher Maritime Museum. While you're here, create some great memories of your trip with stops at Roy John-Karl Gallery, USCGC Ingham Maritime Museum and Truman Waterfront Park.
What is a gay-friendly hotel in Truman Annex?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Truman Annex, these hotels operate in a spirit of inclusiveness, prioritising a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from a gay-friendly hotel in Truman Annex?
Stay at an LGBTQ-friendly hotel in Truman Annex and get a warm welcome from a community you belong to. Many of our LGBTQ-friendly accommodation options offer community-specific packages, exclusive tours and opportunities for social interaction.