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

This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Truman Annex LGBT-friendly hotels

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"I would definitely recommend this hotel to anyone looking for a comfortable, clean, and enjoyable stay. I would happily stay here again on my next visit!"
United States
Svetlana
The price is ฿5,617
฿6,320 total
includes taxes & fees
1 Oct - 2 Oct
Weatherstation Inn
A hotel with a swimming pool, balconies, and a view of the sea.

2. 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, (1,004 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is ฿7,430
฿10,683 total
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

3. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,335 reviews)
"Great stay great location"
United States
Mark
The price is ฿7,348
฿10,585 total
includes taxes & fees
28 Sept - 29 Sept
Pier House Resort & Spa
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

4. 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, (481 reviews)
"Very clean, nice staff and walkable to everywhere"
United States
Fatima
The price is ฿6,282
฿8,189 total
includes taxes & fees
23 Sept - 24 Sept
La Concha Key West, Autograph Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.

5. 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, (1,004 reviews)
"Highly recommended this boutique resort!"
United States
Bruce
The price is ฿7,645
฿10,283 total
includes taxes & fees
23 Sept - 24 Sept
Lighthouse Hotel - Key West Historic Inns
A pool area with lounge chairs and a cabana.

6. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,004 reviews)
"Beautiful place to stay and convenient for Duval."
United States
Brian
The price is ฿8,165
฿11,766 total
includes taxes & fees
11 Oct - 12 Oct
Ocean Key Resort - A Noble House Resort
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

7. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,043 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ฿2,662
฿5,239 total
includes taxes & fees
23 Sept - 24 Sept
Silver Palms Inn & Historic Homes
A white building with green shutters and a white picket fence.

8. 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, (958 reviews)
"Great stay! Wonderful staff. Afternoon sangria by the pool and well appointed breakfast were terrific! Comfortable room in a historic setting. Close to everything!"
United States
Hadley
The price is ฿7,645
฿10,283 total
includes taxes & fees
1 Oct - 2 Oct
Ridley House - Key West Historic Inns
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

9. 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, (1,006 reviews)
"Great place to stay on vacation"
United States
John
The price is ฿5,584
฿6,282 total
includes taxes & fees
27 Sept - 28 Sept
Almond Tree Inn Hotel - Adults Only
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

10. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,015 reviews)
"Beautiful stay"
United States
Joelle
The price is ฿6,284
฿9,164 total
includes taxes & fees
29 Sept - 30 Sept
The Marker Key West Harbor Resort
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

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 is the top LGBTQ-friendly accommodation in Truman Annex?
Weatherstation Inn is a top LGBTQ-friendly B&B, and features free breakfast and free WiFi.
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 USCGC Ingham Maritime Museum, Truman Waterfront Park and Roy John-Karl Gallery.
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.