Find hotels in Cow Key, FL from $314

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Our top choices for Cow Key hotels

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,781 reviews)
"It was the perfect place to stay. Close to the beach and the shuttle was convenient. "
United States
Melanie
$472 nightly
The price is $531
Apr 12 - Apr 13
Total with taxes and fees
Margaritaville Beach House Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,325 reviews)
"Awesome place nice pool great tiki bar great view of ocean"
United States
John
$368 nightly
The price is $414
Mar 24 - Mar 25
Total with taxes and fees
Hampton Inn Key West FL

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, (1,210 reviews)
"Clean room, comfortable bed and excellent service in the front desk by Reka"
United States
Alejandro
$314 nightly
The price is $353
Mar 13 - Mar 14
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (1,963 reviews)
"It is a beautiful property, So many fun options and the staff was so friendly!"
United States
Carey
$333 nightly
The price is $374
Apr 12 - Apr 13
Total with taxes and fees
Blue Flamingo Resort Key West

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, (1,001 reviews)
"The room was spotless, the shuttle was very convenient, the staff friendly, and a delicious breakfast. "
United States
Lisa
$322 nightly
The price is $362
Mar 22 - Mar 23
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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, (1,022 reviews)
"Great location and great poolside and tiki bar"
United States
Rodger
$511 nightly
The price is $575
Apr 12 - Apr 13
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,129 reviews)
"Would stay again "
United States
Corey
$368 nightly
The price is $414
Mar 14 - Mar 15
Total with taxes and fees
Ibis Bay Beach Resort

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,321 reviews)
"Rooms were clean and staff was very helpful. "
United States
Jason
$365 nightly
The price is $410
Apr 12 - Apr 13
Total with taxes and fees
Parrot Key Hotel & Villas

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, (1,025 reviews)
"Lovely stay"
United States
Jerre
$470 nightly
The price is $528
Apr 12 - Apr 13
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, 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, (1,001 reviews)
"Nice place to stay. "
United States
David
$325 nightly
The price is $366
Mar 29 - Mar 30
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, (1,817 reviews)
"Clean room, friendly staff, beautiful views."
United States
Jason Price
$380 nightly
The price is $428
Apr 12 - Apr 13
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (917 reviews)
"Room was very clean,well furnished and staff were all very friendly. This was our 6th time staying here and it never disappoints."
United States
Thomas
$435 nightly
The price is $490
Mar 22 - Mar 23
Total with taxes and fees
Simonton Court Historic Inn & Cottages

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,066 reviews)
"Great stay "
United States
Arpit
$415 nightly
The price is $466
Apr 12 - Apr 13
Total with taxes and fees
Beachside Resort & Residences

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
8.8 out of 10, Excellent, (354 reviews)
"Great location in old town"
United States
Robert
$454 nightly
The price is $511
Apr 5 - Apr 6
Total with taxes and fees
La Concha Key West, Autograph Collection

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, (1,170 reviews)
"Friendly Staff, clean hotel, great breakfast"
United States
Akiem
$303 nightly
The price is $341
Apr 12 - Apr 13
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1,000 reviews)
"Convenient location & great staff service."
United States
Khalia
$348 nightly
The price is $391
Apr 5 - Apr 6
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

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, (1,192 reviews)
"Great accommodations and staff ! "
United States
Raymond
$484 nightly
The price is $545
Apr 12 - Apr 13
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,133 reviews)
"Great area and great staff"
United States
Heather
$337 nightly
The price is $379
Mar 15 - Mar 16
Total with taxes and fees
Heron House - Adult Only

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, (1,000 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
Apr 1 - Apr 2
Total with taxes and fees
Authors of Key West Guest House

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (1,277 reviews)
"Very conveniently located near Duvall Street and all the shops and restaurants. "
United States
Dolores
$426 nightly
The price is $479
Mar 17 - Mar 18
Total with taxes and fees
The Southernmost Inn - Adults Only
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

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: Cow Key offers a variety of outdoor activities, including kayaking, fishing, and exciting watersport tours for thrill-seekers.
  • Beautiful Beaches: Relax on stunning beaches and enjoy the tranquil atmosphere, perfect for family vacations or romantic getaways.
  • Proximity to Key West: Explore nearby Key West, known for its vibrant culture, attractions, and nightlife.
  • Cultural Experiences: Discover unique local charm and engage in cultural activities throughout the island.
  • Diverse Accommodations: Enjoy a range of lodging options, from cozy rentals to luxurious resorts, catering to all preferences.

Find great hotels near Cow Key

Discover the charm of Cow Key, Florida, where a variety of accommodations await to enhance your vacation experience. Whether you're seeking adventure, a family getaway, or a romantic escape, you'll find options ranging from cozy vacation rentals to luxurious resorts. Enjoy amenities like free parking and proximity to the beautiful waters of Key West, making your stay both convenient and memorable.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 0.8 miles from Cow Key, Oceans Edge Key West Resort, Hotel & Marina offers a luxurious retreat for travelers seeking adventure and business amenities. This 4-star property boasts a stunning marina and multiple meeting rooms, perfect for corporate gatherings. Guests can indulge in exciting water sports right on-site, including kayaking, motorboating, and snorkeling, ensuring a memorable vacation filled with adventure and relaxation.
  • Blue Flamingo Resort Key West: Located 1 mile from Cow Key, Blue Flamingo Resort Key West is a vibrant, 4-star destination that welcomes families and pets alike. Known for its LGBTQIA-friendly atmosphere, this resort features engaging amenities for children, including an arcade game room and mini-golf. The property also accommodates pets with a designated dog exercise area, making it an ideal choice for families traveling with furry friends. Enjoy a delightful blend of fun and comfort at this welcoming oasis.
  • The Gates Hotel Key West Newly Renovated: Also situated 1 mile from Cow Key, The Gates Hotel Key West Newly Renovated is a stylish 4-star property perfect for families and pet owners. With a focus on LGBTQIA inclusivity, this hotel offers family-friendly amenities such as complimentary cribs and child safety features. Pets are welcome, complete with food and water bowls and a dog exercise area. Guests can expect a modern and comfortable stay, making it an excellent choice for all types of travelers.

Where to stay in Cow Key

Discover the charm of Cow Key, Florida, where outdoor adventures and beach relaxation await. This unique island village offers a perfect blend of family-friendly activities and romantic spots. Explore the nearby neighborhoods to find great locations, unique attractions, and a relaxing tropical vibe. Don't miss the chance to see the gentle sea cows and stroll across the scenic land bridge for unforgettable views. Cow Key is the ideal destination for a memorable getaway.

  • Key West: Nestled at the southernmost point of the continental United States, Key West is a vibrant island city known for its rich history, lively atmosphere, and stunning sunsets. As the gateway to Cow Key, this bustling locale attracts a variety of travelers year-round, particularly during peak months in January, March, and September. Visitors flock to Key West for family-friendly activities, business events, and cultural experiences. The island boasts a plethora of shopping areas, malls, and resorts, along with must-visit local landmarks such as beautiful beaches and charming streets filled with art and history.
  • Stock Island: Just 0.9 miles from Cow Key, Stock Island is an island retreat that offers a relaxed, laid-back vibe. This destination is ideal for outdoor enthusiasts and families looking to explore the natural beauty of the Florida Keys. With peak visitor numbers from January to March, Stock Island provides ample opportunities for golf, shopping, and enjoying the waterfront. Notable attractions include picturesque beaches, marinas, and scenic streets perfect for leisurely strolls, making it a delightful spot to unwind and connect with nature.
  • New Town: Located 1 mile from Cow Key, New Town is a lively neighborhood that combines modern conveniences with a family-friendly atmosphere. This area is popular among travelers year-round, peaking in March and during the summer months. New Town offers a variety of shopping venues, resorts, and recreational activities, making it a prime destination for both leisure and business travelers. With its proximity to beautiful beaches and vibrant streets, New Town is perfect for those looking to experience the dynamic spirit of Key West while enjoying a more relaxed setting.

Things to do near Cow Key

Cow Key, Florida, is perfect for outdoor and family vacations, offering a mix of activities. Explore nearby Key West, embark on exciting watersport tours, or enjoy kayak adventures. For those seeking a fishing experience, charter fishing and eco tours are also available. Don't forget to check out the local shopping mall and recreational areas for a complete experience.

Shopping

For shopping in Cow Key, visit We Cycle Key West and The Kite House, both just 4 miles away, offering unique gifts and souvenirs. If you're up for a drive, check out the Big Pine Key Flea Market, located 25 miles away, for a vibrant local shopping experience.

Recreation

Key West Golf Club offers a beautiful outdoor escape for golf enthusiasts, just a mile from Cow Key. Enjoy the lush greens and scenic views while engaging in a relaxing round of golf. Alternatively, the MLK Community Pool & Community Center, located 4 miles away, is perfect for family fun and outdoor recreation.

Adventure

Cow Key offers thrilling water sports, including kayaking and paddleboarding through vibrant mangroves. Explore the stunning coastline, perfect for snorkeling among colorful marine life. For a unique experience, try fishing or take a scenic boat tour to enjoy breathtaking sunsets over the Gulf of Mexico.

Nightlife

Cow Key offers an exciting nightlife scene just a short drive away. Catch a show at the Key West Burlesque Theater for a blend of culture and entertainment, or enjoy the charming atmosphere at the Waterfront Playhouse and Red Barn Theater, both just a few miles away, perfect for family-friendly fun.

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

Booking tips and Expedia advantages for Cow Key

To save money on your trip to Cow Key, plan your visit between August and October for the lowest hotel rates. Booking a month in advance can help you secure better deals, or check for last-minute discounts on Expedia. Tuesdays typically have the cheapest rates, while Fridays are the priciest. Utilize Expedia's filters to find budget-friendly, eco-certified accommodations, and consider booking a package to combine flights and hotels for additional savings. Joining Expedia's One Key program can also provide exclusive discounts and the chance to earn OneKeyCash for future bookings.

  • 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: The cheapest time to book a hotel in Cow Key is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Cow Key hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Cow Key

Cow Key is perfect for outdoor and family vacations, featuring beautiful beaches and marinas. Visitors can enjoy cultural experiences and explore popular attractions like Key West, Stock Island, and nearby Florida Keys. With its scenic views and relaxing atmosphere, Cow Key offers a delightful escape for travelers seeking both adventure and leisure.

  • Smathers Beach: A beautiful stretch of sandy shoreline, Smathers Beach offers a laid-back atmosphere perfect for sunbathing, swimming, and beach volleyball. With its crystal-clear waters and swaying palm trees, it's an ideal spot to soak up the sun and enjoy beach vibes just 2 miles from Cow Key.
  • Southernmost Point: This iconic landmark marks the southernmost point in the continental United States, boasting vibrant colors and a rich cultural significance. Just 4 miles from Cow Key, it’s a must-visit for a photo op and to take in the stunning views of the ocean.
  • Stock Island Yacht Club & Marina: Located only 1 mile from Cow Key, this marina is perfect for outdoor adventures. Enjoy kayaking, fishing, or simply relaxing by the water while soaking in the beach vibes and beautiful scenery.

Best time to go to Cow Key

The best time to visit Cow Key is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly HighAverage
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 SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Cow Key

Traveling to Cow Key, Florida, is convenient with nearby airports. Key West International Airport (EYW) is just 1 mile away, offering easy access to several hotels, including the 5-star Casa Marina Key West, located 2 miles from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both just 1 mile away. For those considering Marathon Airport (MTH), located 45 miles from Cow Key, notable hotel options include the 4.5-star Isla Bella Beach Resort & Spa, 4 miles from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 3 miles away. All these hotels provide convenient transportation services to their respective airports.

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 $314 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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