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Hotels in Cow Key

Choose from 3206 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
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! (1,765 reviews)
The pool beach area was clean, water in pool and hot tub clean and warm Shuttle to Duvall street was very convent and helpful to get to shopping / dinning area

Reviewed on Dec 12, 2025

Beachside Resort & Residences
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 ...
8/10 Very Good! (1,756 reviews)
Everything was amazing 10/10

Reviewed on Dec 11, 2025

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
  • 11 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 ...
8.6/10 Excellent! (2,918 reviews)
Beautiful beach property. Great pools, fun activities, lovely pier to sun bask on. Clean rooms. Avalon house all decked out for Christmas. Second time here, highly recommend!

Reviewed on Dec 11, 2025

Southernmost Beach Resort and Guesthouses
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
Book a stay at this 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! (1,748 reviews)
The amenities were great. Clean pools. Food at the restaurant was very good. Service quality at the restaurant was spotty — from good to ambivalent. Rooms were nice with regular

Reviewed on Dec 11, 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 helpful staff in our reviews. ...
8.8/10 Excellent! (1,004 reviews)
Nice. Cold weather but still charged $65 for use of pool towels & facilities

Reviewed on Dec 9, 2025

Hyatt Centric Key West Resort and 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
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 ...
8/10 Very Good! (1,000 reviews)
Shuttle service was good. Only complaint was we were notified night before mandatory fire alarm testing which was all day the next day. We would have plan our day differently. People in next room were very loud.

Reviewed on Dec 9, 2025

DoubleTree Resort by Hilton Grand Key - Key West
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 ...
8.8/10 Excellent! (1,728 reviews)
Shuttle service was well run and appreciated that they have that service.

Reviewed on Dec 14, 2025

Havana Cabana at Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
  • 9 min drive from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,171 reviews)
great place to stay

Reviewed on Dec 11, 2025

The Perry Hotel & Marina Key West
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 ...
8.6/10 Excellent! (1,776 reviews)
Great place. Relatively quiet, but with great shuttle service to old town for more lively entertainment and more island food!

Reviewed on Dec 9, 2025

Margaritaville Beach House Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
  • 7 min drive from Duval Street
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,008 reviews)
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Reviewed on Dec 7, 2025

Hyatt Vacation Club at Windward Pointe, Key West
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
Book a stay at this 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! (1,173 reviews)
Clean room, front desk staff were very helpful. Grounds were well maintained, definitely had the Key West vibe! The free breakfast offered many options. Great pool bar, bar staff were great! Had a free shuttle to downtown which was helpful as parking downtown is difficult.

Reviewed on Dec 7, 2025

Fairfield Inn and Suites by Marriott 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! (1,147 reviews)
Very friendly staff

Reviewed on Dec 11, 2025

Hilton Garden Inn Key West / The Keys Collection
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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