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
9 Oct - 11 Oct
Next weekend
16 Oct - 18 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, (1,003 reviews)
"The staff and the location are perfect"
United States
Robert
The price is ฿6,007
฿6,758 total
includes taxes & fees
7 Oct - 8 Oct
Weatherstation Inn
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

2. 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, (490 reviews)
"Great location"
United States
Mary
The price is ฿7,349
฿9,401 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A hotel with a swimming pool, balconies, and a view of the sea.

3. 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, (1,002 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is ฿7,275
฿10,533 total
includes taxes & fees
7 Oct - 8 Oct
Hyatt Centric Key West Resort and Spa
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, (1,136 reviews)
"We loved everything about this property, from check in to check out. Location was great and staff was super friendly and helpful. We'll be back again for sure!"
United States
Amanda
The price is ฿4,057
฿5,688 total
includes taxes & fees
11 Oct - 12 Oct
Heron House - Adult Only
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

5. 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 Saint Hotel Key West, Autograph Collection, Adult Only
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

6. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,348 reviews)
"The resort was well maintained, the staff very friendly, the beach, pool and restaurant made for an amazing vacation."
United States
Cheryl
The price is ฿8,477
฿11,886 total
includes taxes & fees
13 Oct - 14 Oct
Pier House Resort & Spa
A pool area with lounge chairs and a cabana.

7. 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, (1,001 reviews)
"Staff was very attentive to our needs and the hotel was very clean."
United States
Patrick
The price is ฿9,734
฿13,565 total
includes taxes & fees
7 Oct - 8 Oct
Ocean Key Resort - A Noble House Resort
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, (1,023 reviews)
"Friendly staff, nice grounds, Great location"
United States
Keith
The price is ฿7,570
฿10,630 total
includes taxes & fees
26 Oct - 27 Oct
The Marker Key West Harbor Resort
A deck with sun loungers and a railing overlooking the sea.

9. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,620 reviews)
"Great place, great location. We would stay there again!"
United States
Krystle
The price is ฿6,368
฿9,627 total
includes taxes & fees
13 Oct - 14 Oct
Southernmost Beach Resort and Guesthouses
A tropical outdoor area with palm trees, hanging plants, and string lights.

10. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (548 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ฿4,502
฿5,571 total
includes taxes & fees
7 Oct - 8 Oct
Douglas House - Adults 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

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.