A sunset over a beach with a wooden pier and a small structure on it.

Find 5 Star Hotels in Cow Key, FL from $197

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Our top choices for Cow Key 5-star hotels

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,468 reviews)
"great place to stay"
United States
jose
$175 nightly
The price is $197
Jul 1 - Jul 2
Total with taxes and fees
Blue Flamingo Resort Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,316 reviews)
$202 nightly
The price is $227
Jul 1 - Jul 2
Total with taxes and fees
Beachside Resort & Residences

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,412 reviews)
"Amazing place to stay"
United States
Jennifer
$247 nightly
The price is $278
Jul 6 - Jul 7
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,815 reviews)
"Very friendly and accommodating staff hotel was very clean and comfortable. Great place to stay."
United States
Paraskevi
$295 nightly
The price is $332
Jul 1 - Jul 2
Total with taxes and fees
Margaritaville Beach House Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,818 reviews)
"Great get away nice spot not far from downtown key west"
United States
Devon
$180 nightly
The price is $202
Jul 26 - Jul 27
Total with taxes and fees
Havana Cabana at Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,159 reviews)
"loved our stay here!"
United States
Jennifer
$407 nightly
The price is $458
Jul 27 - Jul 28
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (729 reviews)
"Clean room, easily accessible amenities, wonderful staff and amazing places to go see nearby"
United States
Brendan
$247 nightly
The price is $278
Jul 12 - Jul 13
Total with taxes and fees
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 star property
New Town
8.0 out of 10, Very Good, (1,256 reviews)
"GREAT HOTEL"
United States
Jazmin
$143 nightly
The price is $161
Jul 7 - Jul 8
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,200 reviews)
"Loved everything about this hotel, will be staying again on next vacation."
United States
Viscencio
$321 nightly
The price is $361
Jul 8 - Jul 9
Total with taxes and fees
Pier House Resort & Spa

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,127 reviews)
"Friendly helpful staff and just a beautiful place to stay."
United States
David J.
$383 nightly
The price is $431
Jul 20 - Jul 21
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,408 reviews)
"Loved everything about this hotel. Looking forward to planning another stay here."
United States
Catherine
$206 nightly
The price is $232
Jul 12 - Jul 13
Total with taxes and fees
Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very Good, (1,048 reviews)
"Very clean, great pool and staff"
United States
Clara
$169 nightly
The price is $190
Jul 15 - Jul 16
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,867 reviews)
"We really enjoyed our stay."
United States
Robert
$286 nightly
The price is $322
Jul 20 - Jul 21
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Excellent stay!"
United States
Matthew
$231 nightly
The price is $259
Jul 14 - Jul 15
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,282 reviews)
"We really loved this place!!"
United States
Sergio Alonso Garnica
$207 nightly
The price is $233
Jul 26 - Jul 27
Total with taxes and fees
The Perry Hotel & Marina Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,424 reviews)
"Great stay, good food, excellent staff, beautiful resort"
United States
BradyLyn
$178 nightly
The price is $200
Jul 1 - Jul 2
Total with taxes and fees
Parrot Key Hotel & Villas

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,015 reviews)
"Very beautiful hotel"
United States
Nicole
$184 nightly
The price is $207
Jul 1 - Jul 2
Total with taxes and fees
The Laureate Key West

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,349 reviews)
"It was a good stay. Close to the ocean and restaurants."
Canada
Erin
$155 nightly
The price is $174
Jul 7 - Jul 8
Total with taxes and fees
Southwinds Motel

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,148 reviews)
"Great friendly vibe and accommodations."
United States
Margarita
$294 nightly
The price is $331
Jul 1 - Jul 2
Total with taxes and fees
Opal Key Resort & Marina, Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1,041 reviews)
"Wonderfull hotel"
United States
Omar
$165 nightly
The price is $186
Jul 15 - Jul 16
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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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.

Learn more about Cow Key

Just a short drive from the vibrant Duval Street, this tranquil key offers easy access to Key West's tropical botanical garden. Spend your days lounging at nearby Smathers Beach or exploring the Stock Island Yacht Club & Marina with its charming waterfront views.

A sunset over a beach with a wooden pier and a small structure on it.

Top Cow Key Hotel Reviews

Find out more about Cow Key

Indulge your every whim on your next sabbatical. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Cow Key so popular in the last year. There's no reason to delay a getaway to Cow Key any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Cow Key and get ready to be pampered like never before. Don't wait any longer!

5-Star Hotels in Cow Key

You'll have a wonderful time at one of these 5-star hotels. Top-notch service, delicious meals, and attentive guest service are all ready for you. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. How do you want to relax? A full-body massage to help your cares fall away? A concierge to help you make reservations at that outstanding restaurant? Fluffy down pillows, delectable chocolate desserts, and even spectacular views...these hotels are one-of-a-kind. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

Yearning for experiences outside your hotel room? Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Cow Key are waiting for you to rest up after an exciting day.

Your Getaway Starts Today

The results are in, and Cow Key 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Opt for one of our Cow Key 5-star hotels today and soothe yourself in total tranquility at your convenience.

Frequently asked questions

What are the best 5-star hotels in Cow Key?
Step into a world of luxury at Casa Marina Key West, Curio Collection by Hilton. This is among the best 5-star hotels in Cow Key based on Expedia guest reviews. From its prime location to its amenities and guest services, you can rely on an exceptional guest experience.
How much does it cost to stay in a 5-star hotel in Cow Key?
There are various pricing options for a 5-star hotel in Cow Key on Expedia. The amount you pay will depend on your vacation dates, trip length and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to land the perfect luxury stay.

  • Search for the lowest price per night from $197

What makes a hotel 5 stars in Cow Key?
From fine dining venues and 24-hour gyms to swimming pools and the finest bedding, the 5-star experience in Cow Key is all about luxury and comfort. But it takes more than just top-notch amenities to receive a 5-star rating. Stays must also deliver extraordinary guest services like in-room massages, on-site dry cleaning and laundry and 24-hour concierge services.

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