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Our top choices for Cow Key hotels

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, (1,000 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
$499 nightly
The price is $562
Mar 2 - Mar 3
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort
3.0 star property
Summerland Key
9.8 out of 10, Exceptional, (478 reviews)
"Great place to stay in the keys"
United States
Ibis
Sugarloaf Key Hotel at KOA Resort

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, (1,002 reviews)
"Great place to stay!"
United States
Brenton
$532 nightly
The price is $599
Feb 25 - Feb 26
Total with taxes and fees
Hyatt Vacation Club at Beach House, 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, (1,792 reviews)
"The staff was outstanding, rooms were clean and beautiful and food was excellent. All around a great hotel! "
United States
Ryan
$368 nightly
The price is $414
Feb 3 - Feb 4
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,061 reviews)
"Clean room, great staff, good restaurant in premises "
United States
Ralph
$379 nightly
The price is $426
Feb 4 - Feb 5
Total with taxes and fees
Ibis Bay Beach Resort

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,201 reviews)
"great place to stay "
United States
michael
$440 nightly
The price is $495
Mar 2 - Mar 3
Total with taxes and fees
The Perry Hotel & Marina Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1,683 reviews)
"Really nice hotel, with a cool Cuban kitschy theme"
United States
Renellys
$402 nightly
The price is $452
Feb 9 - Feb 10
Total with taxes and fees
Havana Cabana at Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,260 reviews)
"Friendly staff, great pools"
United States
Kevin
$426 nightly
The price is $479
Feb 3 - Feb 4
Total with taxes and fees
Parrot Key Hotel & Villas

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,776 reviews)
"Beautiful resort, wonderful staff, clean rooms!"
United States
Laura
$497 nightly
The price is $560
Feb 2 - Feb 3
Total with taxes and fees
Margaritaville Beach House Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (1,909 reviews)
"Clean rooms, friendly staff. Great place to stay. "
United States
Marie
$418 nightly
The price is $470
Feb 1 - Feb 2
Total with taxes and fees
Blue Flamingo Resort Key West

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,270 reviews)
"Super cute! Perfect location. We would stay again."
United States
Brandy Lynn
$363 nightly
The price is $409
Feb 3 - Feb 4
Total with taxes and fees
Southwinds Motel

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, (1,139 reviews)
"Beautiful place, clean, friendly and good location to everywhere!!"
United States
Mark
$467 nightly
The price is $525
Feb 3 - Feb 4
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,003 reviews)
"Great hotel "
United States
David Zion
$355 nightly
The price is $400
Feb 2 - Feb 3
Total with taxes and fees
The Laureate Key West

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (335 reviews)
"Great place to stay! "
United States
Alicia
$399 nightly
The price is $448
Feb 1 - Feb 2
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,002 reviews)
"Clean, convenient location. "
United States
Michael
$199 nightly
The price is $224
Feb 1 - Feb 2
Total with taxes and fees
Sugar Loaf Lodge

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (904 reviews)
"Great stay, clean room, and amazing staff!"
United States
Jennifer
$408 nightly
The price is $460
Feb 2 - Feb 3
Total with taxes and fees
Simonton Court Historic Inn & Cottages

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,040 reviews)
"Perfect stay and location!"
United States
Laura
$502 nightly
The price is $564
Feb 3 - Feb 4
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

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, (1,262 reviews)
"Great place to say, friendly, clean, and great location! Would stay again"
United States
Daniel
$349 nightly
The price is $393
Feb 1 - Feb 2
Total with taxes and fees
The Southernmost Inn - Adults Only

Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,000 reviews)
"Excellent stay"
United States
Emily Barbara
$401 nightly
The price is $451
Feb 3 - Feb 4
Total with taxes and fees
Island City House Hotel

Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns
3.5 star property
Key West Historic District
8.8 out of 10, Excellent, (548 reviews)
"Great stay would repeat "
United States
Charlie
$484 nightly
The price is $545
Mar 3 - Mar 4
Total with taxes and fees
Fitch Lodge - Key West Historic Inns
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

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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 $224 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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