Search Cow Key hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Jul - 26 Jul
Tomorrow
26 Jul - 27 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Cow Key

Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1002)
"Good to stay for a night ! "
The price is NZ$184
includes taxes & fees
10 Aug - 11 Aug
Sugar Loaf Lodge
NYAH Key West - Adults Only
Relax by the pool with lounge chairs and umbrellas, surrounded by a spacious pool area and multiple balconies.

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1012)
"Great location "
NYAH Key West - Adults Only
Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (158)
"Such a unique stay and affordable!"
The price is NZ$391
includes taxes & fees
27 July - 28 July
Aqua Lodges at Hurricane Hole Marina
Ibis Bay Beach Resort
Guests can dine and relax at the resort's restaurant and bar, surrounded by lush greenery and a marina with docked boats.

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2019)
"Good resort "
The price is NZ$272
includes taxes & fees
27 July - 28 July
Ibis Bay Beach Resort
Parrot Key Hotel & Villas
Relax on the sandy beach with a swing chair, surrounded by palm trees and a clear ocean view.

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1042)
"Great location, food and space"
The price is NZ$362
includes taxes & fees
17 Aug - 18 Aug
Parrot Key Hotel & Villas
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We loved it there and are already planning next years trip!"
The price is NZ$380
includes taxes & fees
28 July - 29 July
The Laureate Key West
Fairfield Inn and Suites by Marriott Key West
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1128)
"Pool was good, breakfast area, everyone friendly at front desk"
The price is NZ$263
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn and Suites by Marriott Key West
Authors of Key West Guest House
Relax on the deck with a lounge chair and enjoy the serene views of the lush landscape.

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great location , close to attractions , great price and good breakfast "
Authors of Key West Guest House
Hilton Garden Inn Key West / The Keys Collection
Relax by the serene pool surrounded by palm trees and lounge chairs.

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1048)
"Good hotel and it includes breakfast!"
The price is NZ$239
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Key West / The Keys Collection
Southwinds Motel
Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1133)
"Look forward to returning "
The price is NZ$263
includes taxes & fees
10 Aug - 11 Aug
Southwinds Motel
Oceans Edge Key West Resort, Hotel & Marina
Enjoy dining with a view of the marina from our outdoor dining area.

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1699)
"This is a fantastic resort. "
The price is NZ$506
includes taxes & fees
28 July - 29 July
Oceans Edge Key West Resort, Hotel & Marina
Artist House Key West
Enjoy a cold beer on our outdoor seating area with a taste of Key West's history.

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (405)
"Very nice B&B close to everything."
The price is NZ$252
includes taxes & fees
12 Aug - 13 Aug
Artist House Key West
Southernmost House
Enjoy the ocean view from this beachfront balcony, featuring a pool area with lounge chairs and umbrellas.

Southernmost House

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Really cool place to stay!!"
The price is NZ$494
includes taxes & fees
12 Aug - 13 Aug
Southernmost House
Margaritaville Beach House Key West
Enjoy the serene beach atmosphere with gentle waves and lush palm trees.

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1752)
"Amazing place too stay such an amazing staff"
The price is NZ$438
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Beach House Key West
Courtyard by Marriott Key West Waterfront
Stroll along the boardwalk, lined with trees and street lamps, leading to a serene body of water.

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1013)
"Absolutely gorgeous place to stay!"
The price is NZ$314
includes taxes & fees
27 July - 28 July
Courtyard by Marriott Key West Waterfront
L'Habitation Guest House
Relax on the covered porch with comfortable wicker furniture and lush greenery.

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (868)
"beautiful place in the perfect spot!"
The price is NZ$217
includes taxes & fees
13 Aug - 14 Aug
L'Habitation Guest House
Blue Flamingo Resort Key West
Relax by the serene pool surrounded by lush greenery and palm trees.

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1488)
"Clean, great accommodations."
The price is NZ$320
includes taxes & fees
24 Aug - 25 Aug
Blue Flamingo Resort Key West
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Dine al fresco amidst lush greenery and a serene garden setting.

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

3.5 star property
8.4 out of 10, Very good, (1018)
"Would stay again for sure"
The price is NZ$239
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Heron House Court - Adult Only
Relax by the serene pool surrounded by lush greenery and a two-story building with a balcony offering a view of the pool area.

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Great place! I would definitely stay here again. "
The price is NZ$240
includes taxes & fees
27 July - 28 July
Heron House Court - Adult Only
DoubleTree Resort by Hilton Grand Key - Key West
Relax by the resort pool surrounded by palm trees and lounge chairs.

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1005)
"Pool was great"
The price is NZ$297
includes taxes & fees
17 Aug - 18 Aug
DoubleTree Resort by Hilton Grand Key - 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Cow Key

Escape to romantic Cow Key! Enjoy its dining and beaches.

See all hotels in Cow Key

Top Cow Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Beautiful accommodations, beautiful pool, beautiful restaurant, and bar and beautiful Beachside to watch the sunset."
Lori 2-night trip
Posted 10 hours ago
Beachside Resort & Residences

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 Southernmost Beach Resort and Guesthouses and Blue Flamingo Resort Key West. See all available top hotels, or vacation rentals in Cow Key.

What are some of the best holiday rentals that Cow Key has to offer?

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!: This holiday home rental outside of Cow Key is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all 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.

What are some accommodation options with pools in Cow Key?

Margaritaville Beach House Key West: 4-star hotel located near Smathers Beach. Features a 24-hour fitness centre, an outdoor pool and TVs. Southernmost Beach Resort and Oceans Edge Key West Resort, Hotel & Marina are a couple of other choices that offer an on-site pool. View all hotels with pools 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 3136 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 Key West Tropical Forest and Botanical Garden and Stock Island Yacht Club & Marina 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.