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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! (2,331 reviews)
"The resort staff were very nice and accommodating the only issue we had was with the bartender"

Reviewed on Jun 5, 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! (3,362 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."

Reviewed on Jun 5, 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! (1,817 reviews)
"We loved our first time stay at the Margaritaville Beach House Key West"

Reviewed on Jun 4, 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! (1,233 reviews)
"GREAT HOTEL"

Reviewed on Jun 4, 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
  • 37 min drive from Florida Keys Beaches
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 ...
9/10 Wonderful! (411 reviews)
"The staff was extraordinary! The best vacation and hospitality! And a lovely property and location. I will be back!!"

Reviewed on Jun 5, 2026

La Concha Key West, Autograph 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! (1,797 reviews)
"Dirty room, loud guests, and my pregnant wife almost fell down in the hotel room due to a leaky A/C"

Reviewed on Jun 5, 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! (1,004 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
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! (691 reviews)
"Plan for rain! Don't forget sunscreen - the pool was amazing"

Reviewed on Jun 5, 2026

Casa Marina Key West, Curio Collection by Hilton
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! (1,018 reviews)
"Clean, modern & very high class service. We will return again !"

Reviewed on Jun 5, 2026

The Laureate Key West
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
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
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! (2,292 reviews)
"Everyone there was extremely nice and kind. There was only a fridge in the room for amenities. A coffee maker and microwave would've been nice. I would stay again though."

Reviewed on Jun 5, 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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $157. 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

Where can I find the best last-minute travel deals?

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How many hotels are there in Cow Key?

With over 3,088 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 $157.

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.