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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
  • 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 ...
8.2/10 Very Good! (2,115 reviews)
Excellent. Provides shuttle to Duval area.

Reviewed on Apr 19, 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 ...
8.8/10 Excellent! (3,218 reviews)
Great location, away from the bustle of Mallery Square. Staff was awesome. 3 pools! Would highly recommend.

Reviewed on Apr 18, 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
  • 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! (1,805 reviews)
The location was perfect with a great beach across the road and the shuttle for other excursions. Staff were very pleasant and helpful.

Reviewed on Apr 18, 2026

Margaritaville Beach House 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! (2,154 reviews)
My daughter and I stayed at Beachside for one week. We enjoyed the free shuttle that departed the top of the hour into town and the ease of two pickup spots in town to return to the resort. Every half hour would have been perfect. The on site restaurant was excellent. And the beach is nice. We took ...

Reviewed on Apr 18, 2026

Beachside Resort & Residences
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! (2,198 reviews)
Everything it was amazing

Reviewed on Apr 19, 2026

Ibis Bay Beach Resort
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! (1,758 reviews)
Overall decent facilities but nothing impressive. Rooms are very small. The layout of the property makes pool access easy but the bar stays loud late into the night and is directly adjacent to rooms, not ideal for families. Limited food options on property. Some of the staff were great others were ...

Reviewed on Apr 18, 2026

Havana Cabana at 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
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 ...
9/10 Wonderful! (1,859 reviews)
Staff were very nice.

Reviewed on Apr 18, 2026

Oceans Edge Key West Resort, Hotel & Marina
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)
Clean room nice staff enjoyed the interior parking

Reviewed on Apr 16, 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
  • 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! (615 reviews)
We had a great time. The hotel is beautiful and in a great location. The beach and two pools are perfectly located. A easy walk to Duval st. The rooms are nice but not much storage or closet space for clothing. The showers could use some shelving for personal shower products. The food and drinks ...

Reviewed on Apr 11, 2026

Casa Marina Key West, Curio Collection by Hilton
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! (1,219 reviews)
When I booked the room I asked for handicap, my 79 yo mother has knee issues and cannot walk a lot and has difficulty getting in the shower. I was denied when I checked in because they said there were no rooms available. I paid for a breakfast option to be told it did not include omelets and that ...

Reviewed on Apr 18, 2026

Hilton Garden Inn Key West / The Keys Collection
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
  • 5 min drive from Duval Street
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,350 reviews)
We stayed at Parrot Key Hotel & Villas during spring break (March 22–26), and overall, my family had a really nice time. My kids absolutely loved it, and the food was a highlight, everything we tried was delicious and definitely added to the experience. That said, there were a few issues that impacted ...

Reviewed on Apr 17, 2026

Parrot Key Hotel & Villas
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! (1,084 reviews)
The beach area is great. The proximity to events and museums and clubs. Great location.

Reviewed on Apr 18, 2026

Pier House Resort & Spa
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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