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Check availability on Cow Key Luxury Hotels

Our top choices for Cow Key luxury hotels

Front of property – evening/night
Opal Key Resort & Marina, Key West

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, (1024)
"Our stay was great!"
United States
Richard
The price is ₹25,398
₹32,158 total
includes taxes & fees
18 Dec - 19 Dec
Opal Key Resort & Marina, Key West
Marina
The Perry Hotel & 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, (1174)
"great place to stay "
United States
michael
The price is ₹25,267
₹34,036 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House Resort

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, (1006)
"Great room. Friendly staff "
United States
Fianna
The price is ₹38,142
₹49,977 total
includes taxes & fees
18 Dec - 19 Dec
Ocean Key Resort - A Noble House Resort
Exterior
The Marker Key West Harbor 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 ₹21,219
₹29,607 total
includes taxes & fees
18 Dec - 19 Dec
The Marker Key West Harbor Resort
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2938)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is ₹17,123
₹25,920 total
includes taxes & fees
18 Dec - 19 Dec
Southernmost Beach Resort and Guesthouses
Exterior
Hyatt Centric Key West Resort and Spa

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, (1011)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is ₹25,853
₹35,024 total
includes taxes & fees
18 Dec - 19 Dec
Hyatt Centric Key West Resort and Spa
Front of property
Winslow's Bungalows - Key West Historic Inns

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, (1076)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is ₹23,600
₹31,159 total
includes taxes & fees
18 Dec - 19 Dec
Winslow's Bungalows - Key West Historic Inns
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

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 ₹14,929
₹19,868 total
includes taxes & fees
18 Dec - 19 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Suite, 1 King Bed, Lanai, Oceanfront | View from room
Casa Marina Key West, Curio Collection by Hilton

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, (473)
"Clean, great staff and location."
United States
Vincent
The price is ₹33,135
₹42,739 total
includes taxes & fees
18 Dec - 19 Dec
Casa Marina Key West, Curio Collection by Hilton
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

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 ₹18,115
₹25,603 total
includes taxes & fees
18 Dec - 19 Dec
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.
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Top Cow Key Hotel Reviews

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"Yes and view was ok. Next time we will request the marina view"
glenn 3-night trip
Posted 15 hours ago
Oceans Edge Key West Resort, Hotel & Marina

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Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Cow Key?
Use Expedia to arrange your flight to Key West, FL (EYW-Key West Intl.) 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 temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Cow Key is 956 mm.
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.