A sunset over a beach with a wooden pier and a small structure on it.

Hotels in Cow Key

Q: What accommodations do travelers like in Cow Key?

Guests like Blue Flamingo Resort Key West , Southernmost Beach Resort and Guesthouses and Margaritaville Beach House Key West .

Where to?

Dates

November 2026

December 2026

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Where to stay in Cow Key?

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

$151 total

includes taxes & fees

Nov 30 - Dec 1

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

2. DoubleTree Resort by Hilton Grand Key - Key West

Key West

$172 total

includes taxes & fees

Nov 15 - Nov 16

A marina with boats docked, a pool area, and a building with a white facade.

3. Hilton Key West Resort & Marina

Stock Island

$201 total

includes taxes & fees

Nov 15 - Nov 16

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

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

New Town

$161 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with lounge chairs and palm trees.

5. Hilton Garden Inn Key West / The Keys Collection

New Town

$158 total

includes taxes & fees

Nov 17 - Nov 18

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

6. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

$305 total

includes taxes & fees

Nov 22 - Nov 23

7. Blue Flamingo Resort Key West

New Town

$207 total

includes taxes & fees

Nov 15 - Nov 16

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

8. Hampton Inn Key West FL

Key West

$212 total

includes taxes & fees

Nov 30 - Dec 1

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

9. Parrot Key Hotel & Villas

Northside Resort

$209 total

includes taxes & fees

Nov 18 - Nov 19

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

10. The Laureate Key West

New Town

$207 total

includes taxes & fees

Nov 10 - Nov 11

A resort pool with clear blue water, surrounded by palm trees and lounge chairs.

11. Havana Cabana at Key West

New Town

$225 total

includes taxes & fees

Nov 19 - Nov 20

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

12. Hyatt Vacation Club at Windward Pointe, Key West

Key West

$225 total

includes taxes & fees

Nov 17 - Nov 18

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

13. Hyatt Centric Key West Resort and Spa

Key West Historic District

$345 total

includes taxes & fees

Dec 1 - Dec 2

A pool area with lounge chairs and a cabana.

14. Ocean Key Resort - A Noble House Resort

Key West Historic District

$367 total

includes taxes & fees

Nov 22 - Nov 23

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

15. Courtyard by Marriott Key West Waterfront

Northside Resort

$201 total

includes taxes & fees

Nov 16 - Nov 17

A beach with a wooden pier, palm trees, and beach umbrellas.

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

$315 total

includes taxes & fees

Nov 30 - Dec 1

A white decorative sculpture in a garden area with a white fence and a building in the background.

17. Southwinds Motel

Old Town Key West

$207 total

includes taxes & fees

Dec 1 - Dec 2

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

18. Duval House

Old Town Key West

$222 total

includes taxes & fees

Nov 18 - Nov 19

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

19. Silver Palms Inn & Historic Homes

Old Town Key West

$258 total

includes taxes & fees

Dec 1 - Dec 2

A hotel with a covered entrance, multiple balconies, and palm trees.

20. Opal Key Resort & Marina, Key West

Old Town Key West

$331 total

includes taxes & fees

Nov 29 - Nov 30

View all properties

Go beyond your typical stay in Cow Key

Discover Cow Key's neighborhood and other top neighborhoods in Key West

A wooden signpost with directional arrows pointing to various cities and distances.

Beachside

The Beachside neighborhood offers attractions such as Florida Keys Beaches and Smathers Beach.

See properties

A beach with rocky shoreline, palm trees, and a sailboat in the distance.

White St. Gallery

Key West's White St. Gallery neighborhood offers attractions including Bayview Park.

See properties

A white building with a large arched entrance and multiple windows.

White Street Gallery District

Key West's White Street Gallery District neighborhood offers attractions including Bayview Park.

See properties

Learn more about Cow Key

Around Cow Key are top attractions including Duval Street and Florida Keys Beaches.

See all hotels in Cow Key

Check out reviews of Cow Key hotels guests love

Hilton Key West Resort & Marina

Stock Island

10/10 Exceptional

Jesse

Hyatt Vacation Club at Windward Pointe, Key West

Key West

10/10 Exceptional

Lindsay

Parrot Key Hotel & Villas

Northside Resort

10/10 Exceptional

Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night!

CARLOS

Havana Cabana at Key West

New Town

10/10 Exceptional

Eliana

DoubleTree Resort by Hilton Grand Key - Key West

Key West

10/10 Exceptional

Hector

Ocean Key Resort - A Noble House Resort

Key West Historic District

10/10 Exceptional

The staff was extremely friendly and courteous. Everyone was wonderful. The property was immaculate. The hotel was a perfect location. The only negative would be that the Disney cruise ship passengers were able to use the amenities such as the pool restroom. The restroom was located by the pool so we had to wait in line at least 15 minutes. Would have been faster going back to our room but that would be annoying.

Anonymous traveler

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Exceptional

Janice

The Laureate Key West

New Town

10/10 Exceptional

We stayed two nights in the 3-bedroom suite. Everything, from the moment of arrival, was top rate. The front desk attendant was in contact with me via text to ensure a smooth and efficient check in before arrival and was a great help with local recommendations at check in. Departure took 30 seconds yet the desk attendant took the time to ask how everything was, if I needed anything, wished me well, etc. The suite was beautiful appointed and the furniture very functional and comfortable. Our...

Shannon

Duval House

Old Town Key West

10/10 Exceptional

The Duval House was absolutely precious. The garden courtyard was beautifully taken care of with plenty of nooks to sit in. The pool is mostly shaded for the hottest part of the day, which seemed especially valuable in comparison to other BnBs. Our room was very comfortable with probably the best bed I’ve been in at a hotel or BnB. And all of the staff was very responsive, friendly, and helpful. Even KissKiss, the property cat, made the rounds to our room to make sure everything was in perfect...

Sarah

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

10/10 Exceptional

Leah

Opal Key Resort & Marina, Key West

Old Town Key West

10/10 Exceptional

Jose

Hampton Inn Key West FL

Key West

10/10 Exceptional

Karen

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 Exceptional

Veronica

Hilton Garden Inn Key West / The Keys Collection

New Town

10/10 Exceptional

Charity

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

Margaritaville Beach House Key West

Key West

10/10 Exceptional

We traveled as a family with 3 small children, so we liked having a hotel away from Duval street. It was convenient being a 5 min shuttle drive from the airport to the hotel. The grounds are beautiful and the pool was a good size. We liked that the pool was heated too. We ate breakfast at the hotel most days, and the food was pretty good with attentive service. The shuttle to the downtown area was about 10-15 mins away and dropped off/picked up at a good location around a lot of good...

Kristen

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

Hyatt Vacation Club at Beach House, Key West

Key West

10/10 Exceptional

Sonia

Frequently Asked Questions

What accommodations do travelers like in Cow Key?

Guests like Blue Flamingo Resort Key West, Southernmost Beach Resort and Guesthouses and Margaritaville Beach House Key West.

Can I book refundable hotels in Cow Key?

If you need the flexibility to change your travel plans to Cow Key, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Cow Key be like during my vacation?

With an average temperature of 73°F during the coldest months, Cow Key is a great place to visit any time of year.

Why should I book my Cow Key hotel through Hotels.com?

There are lots of reasons to book your Cow Key trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.