Explore top 2026 4 Star Hotels in Cow Key
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Top Cow Key 4 Star hotels
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Dec 4 to Dec 5
$197 total
Dec 4 - Dec 5
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate ...
8/10 Very Good! (1,741 reviews)
Enjoyed the resort. Oven and laundry are missing which is bit inconvenient. Overall our family enjoyed.
Reviewed on Nov 28, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $263 total per night from Dec 17 to Dec 18
$263 total
Dec 17 - Dec 18
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
8.6/10 Excellent! (2,897 reviews)
Another great stay at the Southernmost. Staff is great. Entertainment at pools are enjoyable. This is our 5 th stay there and have found a few minor glitches this time. None of them are serious enough to complain or change my mind about a return. There was no longer a staff member on South Beach ...
Reviewed on Nov 29, 2025
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Dec 9 to Dec 10
$353 total
Dec 9 - Dec 10
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
8.8/10 Excellent! (1,008 reviews)
Everything was very clean and the staff was accommodating
Reviewed on Nov 25, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Dec 4 to Dec 5
$237 total
Dec 4 - Dec 5
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
8.8/10 Excellent! (1,751 reviews)
Nice resort. Good food. Nice pool. Friendly staff.
Reviewed on Nov 27, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from Dec 18 to Dec 19
$269 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
8.6/10 Excellent! (1,809 reviews)
Great location
Reviewed on Dec 1, 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from Dec 16 to Dec 17
$207 total
Dec 16 - Dec 17
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
9.4/10 Exceptional! (1,165 reviews)
Had a very nice stay and most likely will return my next trip down. Beautiful hotel and friendly staff. Snorkel/dive boat only steps away. Biking (or golf cart) is the way to go in Key West. Very scenic. You can bring your own or rent one right at Perry for only $20 for the day. Only negative is ...
Reviewed on Dec 1, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $173 total per night from Dec 15 to Dec 16
$173 total
Dec 15 - Dec 16
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8/10 Very Good! (1,032 reviews)
IT WAS OUR FIRST TIME IN KEY WEST. THE HOTEL SMELLED GOOD AND WAS VERY CLEAN. THE STAFF WAS NICE AND FOOD WAS FRESH
Reviewed on Nov 30, 2025
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $203 total per night from Dec 17 to Dec 18
$203 total
Dec 17 - Dec 18
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8.8/10 Excellent! (1,175 reviews)
great service
Reviewed on Nov 30, 2025
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Dec 16 to Dec 17
$241 total
Dec 16 - Dec 17
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
9.2/10 Wonderful! (1,057 reviews)
Great staff, beautiful grounds, clean.
Reviewed on Nov 27, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $324 total per night from Dec 9 to Dec 10
$324 total
Dec 9 - Dec 10
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
8.2/10 Very Good! (449 reviews)
Love this hotel ! One of my favorite here at the Keys ! Beautiful view and hotel !
Reviewed on Nov 30, 2025
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.
4 Star Hotels Cow Key
Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?
Come on, you deserve it!
The best part about staying in Cow Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.
Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.
The best four star hotels in Cow Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!
If you’re looking for 4 star hotels in Cow Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.
Recent Cow Key hotel reviews by fellow wanderers
The Perry Hotel & Marina Key West
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Had a very nice stay and most likely will return my next trip down. Beautiful hotel and friendly staff. Snorkel/dive boat only steps away. Biking (or golf cart) is the way to go in Key West. Very scenic. You can bring your own or rent one right at Perry for only $20 for the day.
Only negative is the rooster in the middle of the morning, every single morning, all morning long. Think "My Cousin Vinnie."
After googling the history of roosters in the Keys, I learned that there isn't anything that can be done, so it's certainly not the fault of the hotel. So, let's go with, "They add to the charm of the Keys!" Yeah, let's go with that.
I'll leave you with ***fried Hogfish sandwich*** at Hogfish Bar & Grill only a couple of blocks away. You'll thank me later."
A verified traveler stayed at The Perry Hotel & Marina Key West
