A large, colorful marker labeled 'Southernmost Point' with a view of the ocean and a clear sky in the background.

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Check availability on Truman Annex Gay-Friendly Hotels

Our top choices for Truman Annex LGBT-friendly hotels

A white dresser with drawers, a glass-front cabinet, and a mirror above it.

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,002 reviews)
"The staff and the location are perfect"
United States
Robert
The price is ฿6,020
฿6,773 total
includes taxes & fees
14 Oct - 15 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
8.8 out of 10, Excellent, (496 reviews)
"Wonderful place at a great location"
United States
THOMAS
The price is ฿7,365
฿9,421 total
includes taxes & fees
14 Oct - 15 Oct
La Concha Key West, Autograph Collection
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

3. 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 ฿7,108
฿7,997 total
includes taxes & fees
26 Oct - 27 Oct
The Saint Hotel Key West, Autograph Collection, Adult Only
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)
"I’ve been to Key West many times, the Heron House is by far the best property we have stayed at. Perfect location to walk to Duval, Mallory Square. Great pool, friendly staff."
United States
Erin
The price is ฿4,051
฿5,680 total
includes taxes & fees
14 Oct - 15 Oct
Heron House - Adult Only
A hotel with a swimming pool, balconies, and a view of the sea.

5. 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, (1,003 reviews)
"This resort was beautiful and at a great location to walk to many places in Key West."
United States
Jennifer
The price is ฿7,971
฿11,313 total
includes taxes & fees
14 Oct - 15 Oct
Hyatt Centric Key West Resort and Spa
A deck with sun loungers and a railing overlooking the sea.

6. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,626 reviews)
"Everything about this place was excellent."
United Kingdom
Olwen
The price is ฿5,844
฿9,027 total
includes taxes & fees
26 Oct - 27 Oct
Southernmost Beach Resort and Guesthouses
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

7. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (445 reviews)
"We will definitely stay here again!"
United States
Natalie
The price is ฿6,805
฿8,494 total
includes taxes & fees
29 Oct - 30 Oct
Tropical Inn
A pool area with lounge chairs and a cabana.

8. 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, (1,008 reviews)
"Staff was very attentive to our needs and the hotel was very clean."
United States
Patrick
The price is ฿10,517
฿14,547 total
includes taxes & fees
26 Oct - 27 Oct
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.

9. 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, (1,053 reviews)
"Great hotel and location"
United States
Darlene
The price is ฿5,117
฿8,027 total
includes taxes & fees
27 Oct - 28 Oct
The Reach Key West, Curio Collection by Hilton
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, (1,033 reviews)
"Very nice staff and great location"
United States
Lynne
The price is ฿6,548
฿9,479 total
includes taxes & fees
25 Oct - 26 Oct
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.