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Hotels in Cow Key

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Choose from 3131 Cow Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
  • 8 min drive from Duval Street
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,403 reviews)
"excellent"

Reviewed on Jul 30, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
  • 11 min walk from Duval Street
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,644 reviews)
"We visited in July and were able to upgrade to an oceanfront room with a balcony. If you get the chance, it’s worth it! Pools are beautiful and food and drinks are offered poolside. The view was incredible! The staff were all incredibly accommodating and friendly!! We can’t wait to come back!!"

Reviewed on Aug 1, 2025

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
  • 7 min drive from Duval Street
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,508 reviews)
"very nice place"

Reviewed on Aug 1, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
  • 10 min drive from Duval Street
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,702 reviews)
"Great property with attached marina. Large, clean rooms and grounds. The pools were amazing!"

Reviewed on Aug 1, 2025

Oceans Edge Key West Resort, Hotel & Marina
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
  • 11 min walk from Duval Street
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,004 reviews)
"Great place to stay"

Reviewed on Jul 25, 2025

Hyatt Centric Key West Resort and Spa
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
  • 4 min drive from Duval Street
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,140 reviews)
"Good hotel and people friendly. The area is super nice"

Reviewed on Jul 31, 2025

Fairfield Inn and Suites by Marriott Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
  • 16 min walk from Duval Street
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (266 reviews)
"Very nice property. Staff was exceptionally nice and accommodating. The property was well maintained."

Reviewed on Jul 31, 2025

Casa Marina Key West, Curio Collection by Hilton
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
  • 4 min drive from Duval Street
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,757 reviews)
"Nice hotel, would stay again."

Reviewed on Jul 31, 2025

Margaritaville Beach House Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
  • 7 min drive from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,042 reviews)
"Always a nice stay."

Reviewed on Jul 30, 2025

Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
  • 11 min walk from Duval Street
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,003 reviews)
"Beds were very comfortable. Staff were all polite. Great location. Only downfall is parking is expensive."

Reviewed on Jul 30, 2025

Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
  • 7 min drive from Duval Street
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,001 reviews)
"There is some construction happening but it didn't really interfere with our stay. Pool was fantastic"

Reviewed on Jul 29, 2025

DoubleTree Resort by Hilton Grand Key - Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
  • 12 min walk from Duval Street
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,003 reviews)
"Didn’t care for the view too much in the first room. Went down to the front desk and they moved my room immediately. I was totally satisfied with the new room."

Reviewed on Jul 31, 2025

The Reach Key West, Curio Collection by Hilton
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.

Find cheap hotels in Cow Key

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $144. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Cow Key hotel deals at the last minute.

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Frequently Asked Questions About Cow Key hotels

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How many hotels are there in Cow Key?

With over 3,131 hotels in Cow Key, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $144.

How to find cheap car rentals in Cow Key?

Finding a cheap car rental deal in Cow Key is as easy as scoring cheap hotels in Cow Key. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.