LGBT Welcoming Hotels & Resorts in Truman Annex from NZ$256

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Check availability on Truman Annex LGBT Welcoming Hotels

Our top choices for Truman Annex LGBT-friendly hotels

Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is NZ$608
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1762)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is NZ$326
includes taxes & fees
15 Dec - 16 Dec
Blue Flamingo Resort Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1153)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is NZ$283
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Key West / The Keys Collection
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1777)
" Great location "
United States
Kristen
The price is NZ$494
includes taxes & fees
17 Dec - 18 Dec
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.0 out of 10, Very good, (1002)
"Very very nice stay! "
United States
Chloe
The price is NZ$339
includes taxes & fees
16 Dec - 17 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1135)
"Loved the setup of the hotel and great location! "
United States
Rachel
The price is NZ$701
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1177)
"We were only there for one night, but it was a good stay."
United States
Brandon
The price is NZ$337
includes taxes & fees
15 Dec - 16 Dec
Fairfield Inn and Suites by Marriott Key West
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1775)
"Great stay"
United States
james
The price is NZ$402
includes taxes & fees
17 Dec - 18 Dec
Beachside Resort & Residences
Exterior
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
The price is NZ$256
includes taxes & fees
15 Dec - 16 Dec
The Garden House
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1022)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is NZ$376
includes taxes & fees
18 Dec - 19 Dec
Silver Palms Inn
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
"From the staff to the view, this hotel had everything we needed and was in walking distance to all of our favorite places. Would highly recommend!"
Marie 3-night trip
Posted 7 days ago
Hyatt Centric Key West Resort and Spa

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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 USCGC Ingham Maritime Museum, Roy John-Karl Gallery and Key West Museum of Art and History.
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.