TOP Gay-Friendly Hotels in Cow Key, FL for 2026

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Our top choices for Cow Key LGBT-friendly hotels

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

1. The Perry Hotel & Marina Key West

Stock Island

Dharmesh Raju

Rp2.746.608 total

includes taxes & fees

30 Nov - 1 Dec

A pool area with lounge chairs and gazebos, surrounded by palm trees.

2. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Suset

Rp3.129.876 total

includes taxes & fees

15 Nov - 16 Nov

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

3. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Sandra

Rp2.924.464 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and palm trees.

4. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

Rp2.868.462 total

includes taxes & fees

17 Nov - 18 Nov

5. Blue Flamingo Resort Key West

New Town

Sigrid A

Rp3.577.293 total

includes taxes & fees

15 Nov - 16 Nov

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

6. Hampton Inn Key West FL

Key West

John

Rp3.842.883 total

includes taxes & fees

30 Nov - 1 Dec

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

7. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Nguyen

Rp5.298.929 total

includes taxes & fees

23 Nov - 24 Nov

A dining table with plates of food, a drink, and a view of a pool and palm trees.

8. Margaritaville Beach House Key West

Key West

ANTHONY

Rp5.828.452 total

includes taxes & fees

2 Dec - 3 Dec

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

9. Courtyard by Marriott Key West Waterfront

Northside Resort

Patrick

Rp3.552.369 total

includes taxes & fees

6 Dec - 7 Dec

A hotel with a swimming pool, balconies, and a view of the sea.

10. Hyatt Centric Key West Resort and Spa

Key West Historic District

Michael Joseph

Rp6.346.671 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Top Cow Key Hotel Reviews

The Perry Hotel & Marina Key West

Stock Island

10/10 Excellent

lovely welcome on arrival by a chap named Chris on the desk. helped us with everything very friendly and informative! lovely hotel perfect for what we needed a weeks peace after orlando and the shuttle allowed us to dip in and out of all the fun. pool area lovely and our room too , overlooked the pool very clean and comfortable housekeeping great . matt’s kitchen offered a great breakfast again with lovely staff one guy in particular lovely with all his recs . telling us all about henry &...

Julie

Hampton Inn Key West FL

Key West

10/10 Excellent

Overall we had a fantastic time - loved our large, beautiful family room and the pool. Be aware that you are right next to the airport though and planes land and take off regularly. The thing that bothered us the most was the amount of plastic waste at breakfast. The hotel only provided plastic cups, plastic cutlery and paper plates. So bad for the planet and absolutely unforgivable these days! This would be reason enough for us not to stay there again unfortunately!

Mandy

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

10/10 Excellent

Mark

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Andrew

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

10/10 Excellent

Matthew

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

The Marker Key West Harbor Resort

Key West Historic District

10/10 Excellent

Andrew

Hilton Garden Inn Key West / The Keys Collection

New Town

10/10 Excellent

lee

A pool area with lounge chairs and a cabana.

Ocean Key Resort - A Noble House Resort

Key West Historic District

10/10 Excellent

Roger

A tropical outdoor area with palm trees, hanging plants, and string lights.

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

The douglas house was very very nice! The staff was friendly and knowledgeable. The only 1 thing I could say we were taken aback about was , the place is adult only which we like because our kids are grown and we dont really want to have to deal with , listen to , or share spaces with other people's children , but there were several guests that were very very comfortable in their bodies and were very rude in and around the pool most of the time . We dont consider ourselves prudes at all but the...

Ron

A two-story building with a covered entrance, palm trees, and a bench outside.

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

10/10 Excellent

Rooms were clean, changed towels every day. Breakfast was good, nice selection of meats, cheeses, fruit etc. We only ate lunch once at the Bungalow Bar and what we had was very nice, Bar Staff friendly and knowledgeable about the area. The grounds of this Historic property are very peaceful and its not too far away from the hustle and bustle of Duval Street. All in all I would definitely recommend staying at this property.

Linda Mai

Margaritaville Beach House Key West

Key West

10/10 Excellent

Julia

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

The Gardens Hotel

Old Town Key West

10/10 Excellent

Enda

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

Eden House

Key West Historic District

10/10 Excellent

Mike

Frequently Asked Questions

Looking for an LGBTQ-friendly hotel in Cow Key?

Book a place where you can be yourself! You'll find Cow Key hotels that are members of the International Gay & Lesbian Travel Association on Expedia. Discover the people, places and traditions found only in Cow Key.

What should I do while I'm visiting Cow Key?

During your trip, get out and enjoy everything Cow Key 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 Cow Key?

LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Cow Key, 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 an LGBTQ-friendly Cow Key hotel?

Take a holiday from the ordinary; stay at a gay-friendly hotel in Cow Key, and you’ll be around like-minded people, so you can relax and enjoy your trip. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer community-specific packages, exclusive tours and opportunities for social interaction.

Search Gay-Friendly Hotels in Cow Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cow Key LGBT-friendly hotels

1. The Perry Hotel & Marina Key West

2. DoubleTree Resort by Hilton Grand Key - Key West

3. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

4. Hilton Garden Inn Key West / The Keys Collection

5. Blue Flamingo Resort Key West

6. Hampton Inn Key West FL

7. Casa Marina Key West, Curio Collection by Hilton

8. Margaritaville Beach House Key West

9. Courtyard by Marriott Key West Waterfront

10. Hyatt Centric Key West Resort and Spa

Top Cow Key Hotel Reviews

The Perry Hotel & Marina Key West

10/10 Excellent

Frequently Asked Questions

Looking for an LGBTQ-friendly hotel in Cow Key?

What should I do while I'm visiting Cow Key?

What is a gay-friendly hotel in Cow Key?

What can I expect from an LGBTQ-friendly Cow Key hotel?