Find Luxury Hotels in Cow Key, FL

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Check availability on Cow Key Luxury Hotels

Our top choices for Cow Key luxury hotels

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, (1020)
"Our stay was great!"
United States
Richard
The price is NT$8,787
NT$11,126 total
includes taxes & fees
Dec 18 - Dec 19
Opal Key Resort & Marina, Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is NT$8,742
NT$11,776 total
includes taxes & fees
Jan 8 - 2026/1/9
The Perry Hotel & Marina Key West

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1003)
"Great room. Friendly staff "
United States
Fianna
The price is NT$13,196
NT$17,291 total
includes taxes & fees
Dec 18 - Dec 19
Ocean Key Resort - A Noble House Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1008)
"Fantastic staff, great breakfast"
United States
Kelly
The price is NT$7,341
NT$10,243 total
includes taxes & fees
Dec 18 - Dec 19
The Marker Key West Harbor Resort

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2939)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is NT$5,924
NT$8,968 total
includes taxes & fees
Dec 18 - Dec 19
Southernmost Beach Resort and Guesthouses

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1012)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is NT$8,945
NT$12,118 total
includes taxes & fees
Dec 18 - Dec 19
Hyatt Centric Key West Resort and Spa

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1077)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is NT$8,165
NT$10,780 total
includes taxes & fees
Dec 18 - Dec 19
Winslow's Bungalows - Key West Historic Inns

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1011)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NT$5,165
NT$6,874 total
includes taxes & fees
Dec 18 - Dec 19
DoubleTree Resort by Hilton Grand Key - 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
8.4 out of 10, Very Good, (474)
"Clean, great staff and location."
United States
Vincent
The price is NT$11,464
NT$14,787 total
includes taxes & fees
Dec 18 - Dec 19
Casa Marina Key West, Curio Collection by Hilton

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1195)
"Great place to stay 👌 👍 "
United States
james
The price is NT$6,268
NT$8,858 total
includes taxes & fees
Dec 18 - Dec 19
Parrot Key Hotel & Villas
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.

Top Cow Key Hotel Reviews

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Cow Key?
Use Expedia to arrange your flight to Key West Intl. Airport (EYW) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Cow Key offers.
When can I expect good weather in Cow Key?
Planning for the weather is a good way to make your trip to Cow Key relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Cow Key is 38 inches.
What's there to see and do in Cow Key?
Enjoy all that Cow Key has to offer when you visit Duval Street, Key West Tropical Forest and Botanical Garden, and Stock Island Yacht Club & Marina. If you have a bit of extra time while you're in the area, you might want to check out Key West Golf Club and Smathers Beach.

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