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Our top choices for Cow Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,000 reviews)
"good location"
United States
Robert
$169 nightly
The price is $190
Mar 29 - Mar 30
Total with taxes and fees
Sugar Loaf Lodge

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$975 nightly
The price is $1,097
Apr 5 - Apr 6
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,801 reviews)
"We had a nice stay there."
United States
Deanne
$363 nightly
The price is $408
Apr 20 - Apr 21
Total with taxes and fees
Margaritaville Beach House Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (181 reviews)
"Great stay better than we expected "
Canada
Jordan
$284 nightly
The price is $320
Mar 29 - Mar 30
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,008 reviews)
"Had a wonderful stay with friendly and helpful staff!"
United States
James
$223 nightly
The price is $250
Mar 30 - Mar 31
Total with taxes and fees
Heron House Court - Adult Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1,005 reviews)
"Best place to stay in KW. Always a good time when I stay there. "
United States
James
$260 nightly
The price is $293
Mar 31 - Apr 1
Total with taxes and fees
NYAH Key West - Adults Only

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,173 reviews)
"Friendly staff, clean rooms, beautiful right on the beach"
United States
Lydia
$458 nightly
The price is $516
Mar 29 - Mar 30
Total with taxes and fees
Ibis Bay Beach Resort

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,136 reviews)
"Great location and great accommodation "
United States
robert
$214 nightly
The price is $241
Apr 1 - Apr 2
Total with taxes and fees
Heron House - Adult Only

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (330 reviews)
"Great quiet location, short walk to all major points of interest. Friendly staff and excellent amenities "
United States
Tsvetelina
$346 nightly
The price is $389
Mar 31 - Apr 1
Total with taxes and fees
Douglas House - Adults Only

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (957 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
$264 nightly
The price is $297
Apr 26 - Apr 27
Total with taxes and fees
L'Habitation Guest House

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,155 reviews)
"The room was clean, great choices for breakfast, pool area was beautiful."
United States
denise
$249 nightly
The price is $280
Apr 21 - Apr 22
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,324 reviews)
"Loved it here! Grounds, rooms and staff were all amazing ! "
United States
Christina
$305 nightly
The price is $343
Apr 12 - Apr 13
Total with taxes and fees
Parrot Key Hotel & Villas

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"We loved our stay here. The room was very clean and the staff was very kind and helpful. Loved the courtyard where we enjoyed our continental breakfast. "
United States
Mabel
$318 nightly
The price is $358
Mar 29 - Mar 30
Total with taxes and fees
The Grand Guesthouse

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,007 reviews)
"We enjoyed the breakfast that was offered. This was also a great location within walking distance to many things. The staff were very kind and helpful. "
United States
Billie
$279 nightly
The price is $314
Mar 29 - Mar 30
Total with taxes and fees
Authors of Key West Guest House

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay Free laundry"
United States
Roberta
$280 nightly
The price is $315
Apr 20 - Apr 21
Total with taxes and fees
The Laureate Key West

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (142 reviews)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
$389 nightly
The price is $437
Apr 1 - Apr 2
Total with taxes and fees
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"Ocean view, great pool & great staff. Excellent place to stay!"
United States
Adam
$432 nightly
The price is $486
Apr 19 - Apr 20
Total with taxes and fees
Southernmost House

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,087 reviews)
"Why had a great stay here "
Canada
igor
$357 nightly
The price is $402
Mar 29 - Mar 30
Total with taxes and fees
Beachside Resort & Residences

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, (1,004 reviews)
"Everything about our stay was top notch from the fantastic service, the manager and all the staff. "
United States
Anthony
$292 nightly
The price is $328
Apr 19 - Apr 20
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, (1,836 reviews)
"Good place to stay ."
United States
DaShawn
$341 nightly
The price is $384
Apr 26 - Apr 27
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
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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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 can I save on a Cow Key hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Cow Key hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $241 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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