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

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Our top choices for Cow Key hotels

1. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,390 reviews)
"Beachside Resort was simply amazing. Nicest room I've ever. Everything seemed very modern."
United States
Michael
3 days ago
$198 nightly
The price is $223
Aug 19 - Aug 20
Total with taxes and fees
Beachside Resort & Residences

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,590 reviews)
"The amenities are great. Our room is clean. The staffs are very friendly."
United States
Percival
1 day ago
$166 nightly
The price is $187
Aug 30 - Aug 31
Total with taxes and fees
Blue Flamingo Resort Key West

3. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,497 reviews)
"Great location, helpful staff and beautiful establishment."
United States
Jennifer
4 days ago
$207 nightly
The price is $233
Aug 19 - Aug 20
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

4. 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, (1,220 reviews)
"Loved how clean the rooms were. A few more blankets in the room."
United States
Matthew
1 day ago
$247 nightly
The price is $278
Aug 30 - Aug 31
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

5. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,832 reviews)
"Perfect vacation vibe. Excellent outdoor pool with poolside bar."
United States
Ankeet
6 days ago
$186 nightly
The price is $210
Aug 16 - Aug 17
Total with taxes and fees
Havana Cabana at Key West

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,793 reviews)
"We had a wonderful stay at Margaritaville Beach House Key West."
United States
Rachel
7 days ago
$232 nightly
The price is $261
Aug 19 - Aug 20
Total with taxes and fees
Margaritaville Beach House Key West

7. 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, (1,174 reviews)
"The hotel staff were incredibly friendly. We spent lots of time relaxing on the beach."
United States
Abigail
1 day ago
$277 nightly
The price is $311
Aug 19 - Aug 20
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

8. 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, (1,280 reviews)
"They offer a shuttle into town. The room was attractive."
United States
Trent
3 days ago
$133 nightly
The price is $150
Aug 20 - Aug 21
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

9. 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, (1,059 reviews)
"Staff in the bar by the pool was specially nice."
United States
Dioelis
7 days ago
$161 nightly
The price is $181
Aug 16 - Aug 17
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

10. 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, (804 reviews)
"Beautiful place, clean, and a top resort in Key West."
United States
Floyd
1 day ago
$230 nightly
The price is $259
Aug 10 - Aug 11
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

11. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,836 reviews)
"Made our stay even better. Would definitely stay here again."
United States
Ashley
21 hours ago
$176 nightly
The price is $197
Aug 17 - Aug 18
Total with taxes and fees
Hilton Key West Resort & Marina

12. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,304 reviews)
"Absolutely worth staying. We stay here every time we come to Key West."
United States
Brandi
2 days ago
$199 nightly
The price is $224
Aug 30 - Aug 31
Total with taxes and fees
The Perry Hotel & Marina Key West

13. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,442 reviews)
"Loved this hotel with amazing staff. The room was very clean."
United States
Allison
1 day ago
$148 nightly
The price is $166
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn Key West FL

14. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,432 reviews)
"Everything the room was real nice and clean."
United States
Lestrina
3 days ago
$191 nightly
The price is $215
Aug 30 - Aug 31
Total with taxes and fees
Parrot Key Hotel & Villas

15. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,250 reviews)
"The location is great! Staff is wonderful."
United States
Jacquelyn
5 days ago
$342 nightly
The price is $384
Aug 10 - Aug 11
Total with taxes and fees
Pier House Resort & Spa

16. The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,005 reviews)
"Making our stay even more enjoyable. We stayed in a spacious three bedroom."
United States
Alberto
2 days ago
$184 nightly
The price is $207
Aug 2 - Aug 3
Total with taxes and fees
The Laureate Key West

17. 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, (1,000 reviews)
"Beautiful property, clean room, very friendly staff specially our valet driver Ricky who gave us great tips to enjoy our time around town."
United States
Cibelle
20 hours ago
$216 nightly
The price is $243
Aug 24 - Aug 25
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

18. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,305 reviews)
"An excellent facility; very pleasant, clean rooms and an excellent view. The breakfast is excellent."
United States
Jaime
1 day ago
$142 nightly
The price is $160
Aug 2 - Aug 3
Total with taxes and fees
Ibis Bay Beach Resort

19. 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, (1,064 reviews)
"The staff was very nice air. The room was very clean."
United States
Ysteb
1 day ago
$141 nightly
The price is $159
Aug 30 - Aug 31
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

20. 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, (1,172 reviews)
"Very quiet rooms with 2 balconies. Staff was very attentive."
United States
Russell
1 day ago
$294 nightly
The price is $331
Aug 6 - Aug 7
Total with taxes and fees
Opal Key Resort & Marina, Key West
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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Explore the area near Cow Key and other popular areas in Key West

Cow Key is a charming village perfect for family and outdoor vacations. Explore nearby Summerland Key for a tropical getaway, visit the historic Old Town, or enjoy favorites in Key West. Whether you seek relaxation or adventure, Cow Key and its surroundings offer delightful experiences for every traveler.

Key West

Discover Key West, a vibrant destination perfectly suited for travelers seeking adventure, culture, and relaxation. With iconic spots like Duval Street for shopping and nightlife, the beautiful Smathers Beach for sun-soaked days, and the lively atmosphere at Mallory Square, there's something for everyone to enjoy. Cow Key, nestled in Key West, offers convenient access to these attractions while providing a fantastic base for your vacation. Choosing Key West for your stay ensures a memorable and diverse experience.

Key West

Discover Key West, a vibrant destination perfectly suited for travelers seeking adventure, culture, and relaxation. With iconic spots like Duval Street for shopping and nightlife, the beautiful Smathers Beach for sun-soaked days, and the lively atmosphere at Mallory Square, there's something for everyone to enjoy. Cow Key, nestled in Key West, offers convenient access to these attractions while providing a fantastic base for your vacation. Choosing Key West for your stay ensures a memorable and diverse experience.

Stock Island

Experience the charm of Stock Island, an excellent hub for adventurous families and beachgoers seeking a blend of relaxation and excitement. With easy access to attractions like Smathers Beach, the Stock Island Yacht Club & Marina, and the lush Key West Tropical Forest and Botanical Garden, there's something for everyone. Located about 0.9 mile drive from Cow Key, Stock Island makes for a smart choice for your vacation, offering a perfect balance of fun and convenience.

Stock Island

Experience the charm of Stock Island, an excellent hub for adventurous families and beachgoers seeking a blend of relaxation and excitement. With easy access to attractions like Smathers Beach, the Stock Island Yacht Club & Marina, and the lush Key West Tropical Forest and Botanical Garden, there's something for everyone. Located about 0.9 mile drive from Cow Key, Stock Island makes for a smart choice for your vacation, offering a perfect balance of fun and convenience.

New Town

If you are a couple, family, or solo traveler, look no further than New Town, Key West, known for its vibrant shopping areas and beautiful beaches. Enjoy easy access to attractions like Smathers Beach, the Key West Butterfly and Nature Conservatory, and the Stock Island Yacht Club & Marina, perfect for a day of fun and relaxation. Located about 2 miles by car from Cow Key, New Town offers a great base for your Key West adventure, making it a smart choice for your stay.

Stay near popular attractions around Cow Key

Cow Key offers an ideal getaway for families and outdoor enthusiasts alike. Enjoy the stunning beaches and explore nearby attractions like Key West and Sugarloaf Key. Don’t miss the vibrant marina in Key West, where adventure awaits, making your stay truly unforgettable.

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

More cheap stays in Cow Key

Hotels in Cow Key with star-rating

Find out more about Cow Key

Top reasons to visit Cow Key

  • Outdoor Adventures: Enjoy kayaking and charter fishing in the scenic Cow Key Channel, perfect for families and adventure seekers.
  • Beautiful Beaches: Relax on stunning beaches and soak up the sun in this tropical paradise.
  • Vibrant Local Culture: Experience live music and local flavors at nearby cafes, immersing yourself in the vibrant atmosphere.
  • Proximity to Key West: Explore the lively city of Key West, known for its breathtaking sunsets and cultural attractions.
  • Charming Accommodations: Choose from a variety of hotels and resorts, offering beach vibes and access to private islands.

Find great hotels near Cow Key

Discover the charm of Cow Key, Florida, where a variety of hotel accommodations await to enhance your vacation experience. Whether you're seeking a romantic getaway or an adventurous family trip, you’ll find resorts and hotels that offer free parking, beach vibes, and access to private islands. Enjoy local flavors at Stock Rock Cafe and unwind at the Hampton Inn Key West, perfectly situated for your exploration of this tropical paradise.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled only 0.8 miles from Cow Key, Oceans Edge is a 4-star resort that boasts a guest rating of 9.0. This hotel offers a golf-themed experience, perfect for adventure seekers and pet-friendly travelers alike. Guests can enjoy a range of adventure sports including fishing, kayaking, and snorkeling, all either onsite or nearby. The resort features amenities that accommodate pets, making it an excellent choice for those who wish to bring their furry friends along for the trip. With a focus on adventure and leisure, Oceans Edge is ideal for those looking to blend relaxation with excitement.
  • Blue Flamingo Resort Key West: Located 1 mile from Cow Key, Blue Flamingo Resort is a family-friendly 4-star destination with a guest rating of 8.2. This hotel emphasizes adventure and fun, offering activities like hiking, biking, and parasailing nearby. The property also provides services tailored for families, including games and a foosball table, ensuring that children have plenty to enjoy. With its welcoming atmosphere and focus on outdoor activities, Blue Flamingo Resort is perfect for families looking to create lasting memories during their stay.
  • Havana Cabana at Key West: Just 1 mile from Cow Key, Havana Cabana is a 4-star hotel with a guest rating of 8.8 that combines business travel convenience with a relaxing getaway. This property is pet-friendly, allowing travelers to bring their pets along with certain restrictions. Guests appreciate the hotel’s amenities designed for both comfort and productivity, making it suitable for business trips. The lively atmosphere and thoughtful features make Havana Cabana an inviting choice for those seeking both leisure and professional accommodations.

Where to stay in Cow Key

Discover the charm of Cow Key, Florida, where family-friendly vibes meet tropical adventures. Explore the vibrant city of Key West nearby, famous for its stunning sunsets and lively atmosphere. Enjoy outdoor excursions in the Lower Florida Keys, perfect for relaxation and adventure. Don't miss the serene Sunset Harbor, a picturesque waterfront community, ideal for romantic strolls or business retreats. Cow Key is your gateway to unforgettable experiences in this beautiful coastal paradise.

  • Key West: As a vibrant city and the southernmost point in the continental United States, Key West is a must-visit destination. Surrounded by the beautiful waters of the Atlantic Ocean, this island city offers a unique blend of diverse culture, history, and stunning natural beauty. Enjoy the bustling shopping areas, local resorts, and picturesque beaches that make for a perfect family getaway. Visitors can explore iconic landmarks like the Ernest Hemingway Home and Museum or catch a breathtaking sunset at Mallory Square. With peak travel times in January, March, and September, Key West promises a lively atmosphere year-round.
  • Stock Island: Located just 0.9 miles from Cow Key, Stock Island is a charming and laid-back island that offers a quieter escape from the hustle and bustle of nearby Key West. Known for its friendly atmosphere, Stock Island features an array of recreational activities, including golfing and beautiful beaches. With a growing number of shopping areas and local gems, visitors can enjoy a relaxed experience while still being close to vibrant attractions. Peak travel months are January through March, providing ample opportunities for family and business travelers alike to explore this hidden gem.
  • New Town: Situated about 1 mile from Cow Key, New Town is a thriving neighborhood that balances modern conveniences with island charm. This area is popular for family vacations, business trips, and city-themed adventures. Visitors can enjoy a variety of shopping areas and resorts, along with easy access to stunning beaches. The community is known for its welcoming vibe and offers a blend of local restaurants and lively streets. Ideal travel times are during March, July, and December, making New Town an excellent choice for those looking to experience the best of Florida Keys living.

Things to do in Cow Key

Cow Key, Florida, offers a variety of family-friendly outdoor activities and city-themed experiences. Visitors can enjoy kayak tours and charter fishing in the scenic Cow Key Channel, along with exploring local fishing holes. The area also features a shopping mall and recreational spots, perfect for a day out. Don't miss the chance to unwind with live music while soaking in the local culture and vibrant atmosphere.

Shopping

Cow Key offers unique local shops for souvenirs and gifts, perfect for finding that special something. If you're up for a drive, visit the nearby Key West Historic District, about 10 miles away, where you'll find a vibrant mix of boutiques, galleries, and specialty shops.

Recreation

Explore the tranquil Cow Key Marina for kayaking and paddleboarding amidst serene waters. Unwind at local yoga studios offering classes with stunning sunset views. For rejuvenation, visit nearby spas that provide relaxing massages and holistic treatments to refresh your mind and body.

Adventure

Explore the beautiful Cow Key Channel by kayaking or paddleboarding, where you can enjoy the serene waters and spot local wildlife. For a thrilling adventure, try parasailing above the stunning coastline, offering breathtaking views of the Florida Keys and the turquoise ocean below.

Nightlife

Cow Key boasts a laid-back yet vibrant nightlife, featuring local bars like the Cow Key Bridge Bar with live music and refreshing cocktails. Enjoy the scenic views and friendly atmosphere, perfect for unwinding and mingling with fellow travelers under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Cow Key

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Cow Key are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Cow Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Cow Key is Tuesday. The most expensive day to stay in Cow Key is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Cow Key with your flights and activities by reserving an Expedia package.

Find the best attractions near Cow Key

Whether you're traveling with family or seeking outdoor adventures, Cow Key, Florida, offers a delightful mix of attractions. Explore beautiful beaches, visit iconic landmarks, and enjoy the vibrant marina. Perfect for culture lovers and outdoor enthusiasts alike, Cow Key is an excellent destination for a memorable vacation filled with sun, sand, and local charm.

  • Southernmost Point: This iconic landmark, located 4 miles from Cow Key, marks the southernmost tip of the continental U.S. It offers a vibrant cultural experience with its colorful buoy and attracts visitors for memorable photo ops, embodying the spirit of Key West.
  • Smathers Beach: Situated 2 miles from Cow Key, Smathers Beach is a picturesque stretch of sand known for its lively beach vibes. Perfect for sunbathing, swimming, or enjoying water sports, it's a great spot to relax and soak up the sun.
  • Stock Island Yacht Club & Marina: Just 1 mile away, this marina offers an adventurous atmosphere for boating enthusiasts. Enjoy outdoor activities, dine with waterfront views, or participate in fishing and sailing excursions.

Best time to go to Cow Key

The best time to visit Cow Key can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cow Key falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Cow Key falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
December73.9°F (23.3°C)No RainMostly SunnySlightly HighAverage

The nearest major airports for your trip to Cow Key

Flying into Cow Key, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is located 1 mile from Cow Key. Excellent hotel options include DoubleTree Resort by Hilton Grand Key, just 0.6 miles from the airport, and Parrot Key Hotel & Villas, 1 mile away. Both provide easy access to EYW. Marathon Airport (MTH) is located 45 miles from Cow Key, with Isla Bella Beach Resort & Spa 4 miles away and Tranquility Bay Beachfront Hotel 3 miles away. Transportation services from these hotels to their respective airports are readily available, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Cow Key?
For most visitors, the best area to stay in Cow Key is along the main thoroughfare, Cow Key Channel Road, which offers direct access to the water and convenient connections to nearby attractions.

Cow Key Channel Road is the central artery of Cow Key, featuring a mix of accommodations and dining options directly on the water. This area is known for its waterfront views and easy access to activities like paddleboarding and kayaking. It provides a relaxed setting while still being a short drive to the more bustling areas of Key West.

Couples often find this area ideal for a romantic getaway. The waterfront accommodations provide serene views and opportunities for quiet evenings watching the sunset. Many properties here offer amenities such as private balconies and direct water access, superb for a tranquil escape.

For travelers seeking convenience, staying along Cow Key Channel Road is also a great option.
When is the best time to go to Cow Key?
The best time to visit Cow Key is during the dry season, from November to April, for pleasant weather and lower humidity.

During these months, the temperatures are comfortably warm, typically ranging from the mid-70s to low 80s Fahrenheit, with less rainfall. This makes it ideal for enjoying outdoor activities like exploring the local beaches or engaging in water sports in the Gulf of Mexico.

Couples looking for a relaxing escape will find this period particularly appealing. The cooler, drier air creates an inviting setting for strolls along the waterfront or dining al fresco at the many local restaurants.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cow Key.
How much is the nightly rate at a Cow Key hotel?
Prices for hotels in Cow Key often vary, but you can find a great deal from $134 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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