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

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Check availability on Cow Key Luxury Hotels

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Cow Key luxury hotels

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A marina with boats docked, a swimming pool, and palm trees.

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
₹11,069
₹18,308 total
includes taxes & fees
28 Sept - 29 Sept
The Perry Hotel & Marina Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

2. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
₹11,619
₹16,306 total
includes taxes & fees
29 Sept - 30 Sept
DoubleTree Resort by Hilton Grand Key - Key West
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A hotel room with a balcony overlooking a marina and the ocean.
A clear view of turquoise ocean water and a blue sky with clouds.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Waterfront luxury meets marina adventure at Key West resort with 6 pools and bayside elegance.
₹11,619
₹18,808 total
includes taxes & fees
29 Sept - 30 Sept
Hilton Key West Resort & Marina
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

4. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
₹20,027
₹28,576 total
includes taxes & fees
28 Sept - 29 Sept
Margaritaville Beach House Key West
A couple holding hands in a tropical setting with palm trees and greenery.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
₹11,321
₹18,126 total
includes taxes & fees
28 Sept - 29 Sept
Blue Flamingo Resort Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A tall palm tree with a white building in the background.
A beach with palm trees, lounge chairs, and umbrellas.

6. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
₹12,171
₹19,190 total
includes taxes & fees
28 Sept - 29 Sept
Parrot Key Hotel & Villas
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

7. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Beachfront luxury graces historic Key West resort with private shore access and spa treatments.
₹22,422
₹31,693 total
includes taxes & fees
29 Sept - 30 Sept
Casa Marina Key West, Curio Collection by Hilton
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.

8. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
₹19,059
₹27,909 total
includes taxes & fees
5 Oct - 6 Oct
The Reach Key West, Curio Collection by Hilton
A hotel with a swimming pool, balconies, and a view of the sea.
A balcony with a view of the ocean, a table, chairs, and a railing.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

9. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
₹19,356
₹28,459 total
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A resort with a beach, a dock, and a water view.

10. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
₹19,719
₹28,867 total
includes taxes & fees
4 Oct - 5 Oct
Pier House Resort & Spa
View all properties

Top Cow Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Neat rooms and great aminities"
Asha 1-night trip
Posted less than an hour ago
Blue Flamingo Resort Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Excellent getaway spot for families or big groups. We loved it. Had a great time celebrating my bday! ✨"
Angelica 2-night trip
Posted 3 hours ago
Parrot Key Hotel & Villas
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"We loved the property, staff, room, but was unable to enjoy the beach at the hotel and was not notified beach was not going to be opened. We picked this hotel for the beach access and didn’t find out the beach was not available until we went down to the beach to relax."
Ana 3-night trip
Posted 4 hours ago
Southernmost Beach Resort and Guesthouses
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Everyone a pleasure to talk with ! concierge very helpful in planning with activities/restaurants! we loved having the shuttle!"
Justine 1-night trip
Posted 21 hours ago
Hampton Inn Key West FL
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Great location"
Mary 5-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Basic and pretty clean, rooms need updating overall. Shuttle is nice"
Kandi 3-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"
Rebecca 2-night trip
Posted 3 days ago
Winslow's Bungalows - Key West Historic Inns

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, Florida Keys Beaches and Robbie's. If you have a bit of extra time while you're in the area, you might want to check out Key West Tropical Forest and Botanical Garden and Stock Island Yacht Club & Marina.

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