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Choose from 3106 Cow Key Hotel Deals

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
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,234 reviews)
We were very happy here. So many things to do! Room was clean

Reviewed on May 16, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 10 min walk from Duval Street
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Southernmost Beach Resort and Guesthouses
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
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,794 reviews)
Pool tiny and they let allow daily passes allowing a million little kids on weekends. The beach across the street was a cesspool.

Reviewed on May 15, 2026

Margaritaville Beach House 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
Book a stay at this 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! (654 reviews)
The best location in Key West to have the best of the both worlds: rest and recharge at the beach, and walking distance to duval street where all the main attractions are. The staff at the hotel is one of the best I have encountered. And the private beach is truly a hidden beauty!

Reviewed on May 16, 2026

Casa Marina Key West, Curio Collection by Hilton
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
  • 6 min drive from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,782 reviews)
The breakfast was delicious. The hot tub was warrmer than I would have liked but was enjoyable. The staff was bery helpful and always friendly. I truly enjoyed relaxing and swimming in the pool the most.

Reviewed on May 16, 2026

Havana Cabana at 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 ...
8/10 Very Good! (1,226 reviews)
Everything was very nice except the elevator smells like paint or some chemicals hopefully it’s just a little thing and will be gone before our next stay 💙

Reviewed on May 15, 2026

Hilton Garden Inn Key West / The Keys Collection
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
  • 4 min walk from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (393 reviews)
Fabulous location and amenities. The drinks at the pool bar were fantastic.

Reviewed on May 16, 2026

La Concha Key West, Autograph Collection
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
  • 7 min drive from Duval Street
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
9.2/10 Wonderful! (1,006 reviews)
Best hotel to stay in Keywest. Clean room and excellent facilities.

Reviewed on May 15, 2026

The Laureate Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
  • 8 min drive from Duval Street
Book a stay at this 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. ...
8.6/10 Excellent! (2,220 reviews)
Loved this suite! Would definitely recommend. We used the kitchen for a lot of our meals. Nice property.

Reviewed on May 16, 2026

Beachside Resort & Residences
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
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,022 reviews)
Beware of the misleading main advertisement for this hotel! Breakfast is NOT included unless you specifically choose a room that shows a breakfast package. We did not see those specific room choices, and when asking the hotel staff about it, they said that they had NO control over what Hotels.com ...

Reviewed on May 16, 2026

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

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
  • 11 min walk from Duval Street
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,122 reviews)
The staff were absolutely amazing! Everyone was super friendly. The breakfast was at One Duval was very good! The beach was great! We lived this place and DEFINITELY will return here!

Reviewed on May 15, 2026

Pier House Resort & Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
  • 5 min drive from Duval Street
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,266 reviews)
Enjoyed this property and all it has to offer. Would recommend!

Reviewed on May 16, 2026

Ibis Bay Beach Resort
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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How many hotels are there in Cow Key?

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