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 ฿5,597
฿6,297 total
includes taxes & fees
24 Sept - 25 Sept
Weatherstation Inn
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

2. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (436 reviews)
"Was small and quiet while still being right on Duval Street. Host was very helpful and friendly. Everything was clean and the pool and hot tub area was enclosed and relaxing. Will definitely stay again!"
United States
Molly
The price is ฿3,195
฿4,423 total
includes taxes & fees
27 Sept - 28 Sept
Tropical Inn
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

3. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,044 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ฿2,653
฿5,221 total
includes taxes & fees
28 Sept - 29 Sept
Silver Palms Inn & Historic Homes
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

4. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,146 reviews)
The price is ฿3,854
฿5,438 total
includes taxes & fees
24 Sept - 25 Sept
Heron House - Adult Only
A pool area with lounge chairs and a cabana.

5. 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, (1,000 reviews)
"Beautiful place to stay and convenient for Duval."
United States
Brian
The price is ฿8,136
฿11,724 total
includes taxes & fees
11 Oct - 12 Oct
Ocean Key Resort - A Noble House Resort
A hotel with a swimming pool, balconies, and a view of the sea.

6. 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, (1,005 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is ฿7,778
฿11,068 total
includes taxes & fees
30 Sept - 1 Oct
Hyatt Centric Key West Resort and Spa
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

7. 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, (375 reviews)
"Great place for couples!"
United States
R Frederick
The price is ฿6,459
฿7,266 total
includes taxes & fees
29 Sept - 30 Sept
The Saint Hotel Key West, Autograph Collection, Adult Only
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

8. 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, (1,016 reviews)
"Beautiful stay"
United States
Joelle
The price is ฿6,262
฿9,132 total
includes taxes & fees
30 Sept - 1 Oct
The Marker Key West Harbor Resort
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

9. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,334 reviews)
"Great stay great location"
United States
Mark
The price is ฿7,323
฿10,548 total
includes taxes & fees
29 Sept - 30 Sept
Pier House Resort & Spa
A pool area with a brick patio, potted plants, and a covered seating area.

10. The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (731 reviews)
"Great Old Town location."
United States
Pamela
The price is ฿4,571
฿5,854 total
includes taxes & fees
5 Oct - 6 Oct
The Garden House
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, Mel Fisher Maritime Museum and Jackson Square. 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.