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Hotels in Cow Key

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Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
  • 30 min drive from Florida Keys Beaches
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! (2,319 reviews)
"Great but the internet wasn’t good"

Reviewed on Jun 2, 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
  • 36 min drive from Florida Keys Beaches
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 ...
8.8/10 Excellent! (3,353 reviews)
"Loved this hotel! However my platinum status I was suppose to get a free upgrade at hotel and was charged additional 250 by hotel so disappointed in that but property gorgeous rooms clean pool beautiful and comfortable beds! Pool and beach were beautiful"

Reviewed on Jun 3, 2026

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
  • 33 min drive from Florida Keys Beaches
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! (1,811 reviews)
"Kevin at concierge was extremely helpful and friendly. Stevo at the front desk and Javier at the front desk were friendly and helpful. Paulson at the restaurant was friendly and accommodating. Pool was smaller than expected. Pool grounds could be kept cleaner. Rooms could be renovated and towels ..."

Reviewed on Jun 2, 2026

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
  • 29 min drive from Florida Keys Beaches
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! (1,230 reviews)
"Great Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs ..."

Reviewed on Jun 1, 2026

Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
  • 31 min drive from Florida Keys Beaches
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! (1,790 reviews)
"Everything was amazing we had a great time."

Reviewed on Jun 2, 2026

Havana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
  • 37 min drive from Florida Keys Beaches
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 helpful staff in our reviews. ...
9/10 Wonderful! (1,003 reviews)
"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."

Reviewed on Jun 1, 2026

Hyatt Centric Key West Resort and Spa
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
  • 30 min drive from Florida Keys Beaches
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! (1,013 reviews)
"Tranquilo acogedor"

Reviewed on Jun 1, 2026

The Laureate 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
  • 35 min drive from Florida Keys Beaches
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! (687 reviews)
"We were really disappointed by the beach. It’s rocky and was covered in seaweed (during our visit). The pools are beautiful, staff was lovely. The room was enormous and well maintained. I just wish we had more transparency regarding the condition of the beach."

Reviewed on May 30, 2026

Casa Marina Key West, Curio Collection by Hilton
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
  • 29 min drive from Florida Keys Beaches
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! (1,031 reviews)
"Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property. There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly ..."

Reviewed on Jun 2, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
  • 32 min drive from Florida Keys Beaches
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! (2,289 reviews)
"Deprimente!."

Reviewed on Jun 3, 2026

Ibis Bay Beach Resort
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
  • 37 min drive from Florida Keys Beaches
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 ...
Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
  • 37 min drive from Florida Keys Beaches
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (1,119 reviews)
"We booked this hotel because it is situated in the heart of the tourist area in Key West. It is within walking distance to everything. The hotel was great and we had an excellent stay."

Reviewed on Jun 2, 2026

Opal Key Resort & Marina, 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.

Find cheap hotels in Cow Key

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Frequently Asked Questions About Cow Key hotels

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How many hotels are there in Cow Key?

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