Cow Key Hotels from S$144

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Cow Key hotels

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

3.5 star property
New Town
8.0 out of 10, Very good, (1136)
"Nice hotel 🏨 staff was very helpful."
United States
MICHAEL Z
The price is S$209
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Key West / The Keys Collection
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1012)
"Beautiful room, great staff, relaxing atmosphere "
United States
Carol
The price is S$414
includes taxes & fees
14 Dec - 15 Dec
Opal Key Resort & Marina, Key West
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very good, (1005)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is S$144
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
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

4.0 star property
Key West
8.0 out of 10, Very good, (1026)
"Very very nice stay! "
United States
Chloe
The price is S$229
includes taxes & fees
4 Dec - 5 Dec
DoubleTree Resort by Hilton Grand Key - Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1159)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is S$932
includes taxes & fees
26 Dec - 27 Dec
The Perry Hotel & Marina Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 star property
New Town
8.6 out of 10, Excellent, (1007)
"Clean room, friendly staff, good amenities and good location "
United States
Naseem
The price is S$193
includes taxes & fees
4 Dec - 5 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1177)
"Great staff, clean rooms"
United States
Andrew
The price is S$296
includes taxes & fees
14 Dec - 15 Dec
Parrot Key Hotel & Villas
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1746)
"Wonderful staff, nice rooms, reasonable rates, love the shuttle service!"
United States
Wendy
The price is S$257
includes taxes & fees
1 Dec - 2 Dec
Havana Cabana at Key West
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1057)
"Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! "
United States
Doris
The price is S$312
includes taxes & fees
16 Dec - 17 Dec
Winslow's Bungalows - Key West Historic Inns
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1018)
"Excellent accommodations: very clean. "
Canada
John
The price is S$251
includes taxes & fees
2 Dec - 3 Dec
Courtyard by Marriott Key West Waterfront
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1013)
"Clean great staff and perfect pool!! "
United States
Kristy
NYAH Key West - Adults Only
Boating
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 star property
Northside Resort
8.2 out of 10, Very good, (2017)
"Great little resort!"
United States
Carlos
The price is S$204
includes taxes & fees
30 Nov - 1 Dec
Ibis Bay Beach Resort
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
9.4 out of 10, Exceptional, (1016)
"It was peaceful and great location"
United States
Kevin
The price is S$466
includes taxes & fees
15 Dec - 16 Dec
Hyatt Vacation Club at Beach House, Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1013)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is S$268
includes taxes & fees
1 Dec - 2 Dec
The Laureate Key West
View from property
Duval House

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1015)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is S$201
includes taxes & fees
30 Nov - 1 Dec
Duval House
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (835)
"great stay! Clean rooms and friendly staff, great location."
United States
Stephen
The price is S$371
includes taxes & fees
30 Nov - 1 Dec
Lighthouse Hotel - Key West Historic Inns
Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest House

Authors of Key West Guest House

3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1013)
"Great place! "
United States
Trisha
Authors of Key West Guest House
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property
Key West
9.0 out of 10, Wonderful, (1277)
"Great property and location."
United States
Indraneel
The price is S$319
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Key West FL
Property grounds
The Palms Hotel

The Palms Hotel

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1012)
"Good location, nice grounds and friendly staff."
United States
Scott
The Palms Hotel
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1797)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is S$371
includes taxes & fees
16 Dec - 17 Dec
Margaritaville Beach House Key West
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.
View all properties

Black Friday Sale

Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cow Key Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"I loved this hotel. It’s about a 8 to 10 minute walk to Duval Street in a great location. The staff are so nice and helpful and the pools, bar and breakfast are all terrific features."
Christianne 4-night trip
Posted 21 hours ago
Winslow's Bungalows - Key West Historic Inns

More cheap stays in Cow Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
The price is S$204 per night from 30 Nov to 1 Dec
S$204
30 Nov - 1 Dec
includes taxes & fees
8/10 Very Good! (2,014 reviews)

Frequently asked questions

What's the best place to stay in Cow Key?
Beachside Resort & Residences, located 1 mi (1.6 km) from the heart of Cow Key, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Blue Flamingo Resort Key West and Oceans Edge Key West Resort, Hotel & Marina. See all available top hotels, or vacation rentals in Cow Key.
If I need to cancel my hotel reservation in Cow Key, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.
How is it staying in Cow Key?
Visitors can enjoy all that Cow Key has to offer, including the restaurants, shopping and beaches. A top sight in the area is Duval Street. There are 3163 hotels and other accommodation options in the surrounding area. Find out more about Cow Key.
What should I see while I'm in Cow Key?
Duval Street is a notable place to visit in the area. You'll also find Robbie's and Key West Tropical Forest and Botanical Garden in the area. Take a look at what more there is to see and do in Expedia's Cow Key guide.
What's the seasonal weather in Cow Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Cow Key is 956 mm.

Explore a world of travel with Expedia