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Check availability on Midtown Gay-Friendly Hotels

Our top choices for Midtown 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 ฿8,182
฿11,143 total
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 ฿3,727
฿5,968 total
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 ฿3,744
฿5,100 total
includes taxes & fees
18 Dec - 19 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 ฿6,278
฿9,050 total
includes taxes & fees
16 Dec - 17 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 ฿4,567
฿6,203 total
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 ฿10,323
฿12,850 total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only
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 ฿3,533
฿4,653 total
includes taxes & fees
18 Dec - 19 Dec
The Garden House
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, (1777)
"Great stay"
United States
james
The price is ฿5,499
฿7,784 total
includes taxes & fees
15 Dec - 16 Dec
Beachside Resort & Residences
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 ฿4,701
฿6,176 total
includes taxes & fees
15 Dec - 16 Dec
Fairfield Inn and Suites by Marriott Key West
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, (1023)
"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 ฿4,231
฿6,889 total
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 Midtown Hotel Reviews

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Frequently asked questions

Searching for gay-friendly accommodation in Midtown?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Midtown on our website. Discover the people, places and traditions found only in Midtown.
What should I see while I'm in Midtown?
During your trip, get out and enjoy everything Midtown has to offer. You and your travelling companions may want to visit Duval Street and Florida Keys Beaches.
What is a gay-friendly hotel in Midtown?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Midtown, hotels affiliated with IGLTA will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from an LGBTQ-friendly Midtown hotel?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Midtown, and you won't have to hide your same-sex relationship or your sexuality when you check in. Many of our LGBTQ-friendly accommodation options offer wedding ceremonies and honeymoon packages for same-sex couples.