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

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26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
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28 Aug - 30 Aug
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4 Sep - 6 Sep

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Our top choices for Cow Key hotels

Hotel
Breakfast included
Reserve now, pay later
Key West Historic District
Kids' high chair

1. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
SAR 847
SAR 2,254 total
includes taxes & fees
15 Sep - 16 Sep
Starlight Serenity - Hideaway w Stunning Views

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
SAR 447
SAR 503 total
includes taxes & fees
30 Aug - 31 Aug
Sugar Loaf Lodge

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
SAR 428
SAR 706 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Key West Resort & Marina

4. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Boyan
SAR 571
SAR 875 total
includes taxes & fees
31 Aug - 1 Sep
The Perry Hotel & Marina Key West

5. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
Stock Island
United States
Kagni
SAR 360
SAR 1,035 total
includes taxes & fees
1 Sep - 2 Sep
Aqua Lodges at Hurricane Hole Marina

6. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Christopher Lynn
SAR 507
SAR 571 total
includes taxes & fees
2 Sep - 3 Sep
Hampton Inn Key West FL

7. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
SAR 428
SAR 608 total
includes taxes & fees
1 Sep - 2 Sep
DoubleTree Resort by Hilton Grand Key - Key West

8. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Daina
SAR 677
SAR 931 total
includes taxes & fees
2 Sep - 3 Sep
Hyatt Vacation Club at Windward Pointe, Key West

9. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Kailey
SAR 752
SAR 1,015 total
includes taxes & fees
19 Sep - 20 Sep
Hyatt Vacation Club at Beach House, Key West

10. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Fernando
SAR 470
SAR 634 total
includes taxes & fees
1 Sep - 2 Sep
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

11. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
Stock Island
United States
Pawel
SAR 1,043
SAR 2,086 total
includes taxes & fees
30 Aug - 31 Aug
Grand Marina Suite by Brightwild Waterfront

12. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
JOSEPH
SAR 401
SAR 810 total
includes taxes & fees
30 Aug - 31 Aug
Beachside Resort & Residences

13. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Amanda
SAR 444
SAR 605 total
includes taxes & fees
1 Sep - 2 Sep
Hilton Garden Inn Key West / The Keys Collection

14. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
SAR 436
SAR 702 total
includes taxes & fees
2 Sep - 3 Sep
Blue Flamingo Resort Key West

15. The Laureate Key West

The Laureate Key West
New Town
United States
Jayce
SAR 597
SAR 777 total
includes taxes & fees
2 Sep - 3 Sep
The Laureate Key West

16. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United Kingdom
Fabrizio
SAR 541
SAR 847 total
includes taxes & fees
13 Sep - 14 Sep
Havana Cabana at Key West

17. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Roland
SAR 403
SAR 575 total
includes taxes & fees
30 Aug - 31 Aug
Ibis Bay Beach Resort

18. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
SAR 597
SAR 672 total
includes taxes & fees
27 Aug - 28 Aug
Courtyard by Marriott Key West Waterfront

19. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
SAR 785
SAR 1,120 total
includes taxes & fees
2 Sep - 3 Sep
Margaritaville Beach House Key West

20. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
SAR 527
SAR 808 total
includes taxes & fees
30 Aug - 31 Aug
Parrot Key Hotel & Villas
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Explore the area near Cow Key and other popular areas in Key West

Find the best Cow Key areas and neighborhoods for the activities you enjoy most.

Beachside

If you're spending some time in Beachside, Florida Keys Beaches and Smathers Beach are top sights worth seeing.

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Clarence S. Higgs Memorial Beach Park.

White Street Gallery District

When in White Street Gallery District, you can plan a visit to Duval Street and Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.

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.

See all hotels in Cow Key
A sunset over a beach with a wooden pier and a small structure on it.

Top Cow Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Hotel is mainly nice and staff friendly, however, they charge $63/day for a "resort" fee yet there is nothing other than a pool and beach umbrella and chairs included in that price... big ripoff. All the water sports cost extra. Property is undergoing renovation so some areas closed and noisy during day. Beach had lots of seaweed which they did clean up on 3rd day. Pool cabannas cost over $300/day. Parking is $50/day."
Michael 3-night trip
Posted 3 hours ago
Casa Marina Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great hotel to stay 👌"
Mauricio 1-night trip
Posted 4 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Nice little property, and great location!"
Mark 3-night trip
Posted 5 hours ago
Southwinds Motel
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Loved staying here and was one of the best experiences I've had in a long time! Staff took care of me and my party and we turned them into a great friendship! Breakfast was great! Hot and fresh made to my order, simply love it! Hanging by the pool was so relaxing and we even had lunch in our pool chairs along with some great drinks! The Cuban sandwich was delicious! Totally recommend and will be going back again!"
Christopher 6-night trip
Posted 8 hours ago
Havana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Everything was great."
dan 2-night trip
Posted 11 hours ago
Pier House Resort & Spa
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Very clean, nice staff and walkable to everywhere"
Fatima 4-night trip
Posted 13 hours ago
La Concha Key West, Autograph Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excelente instalación y servicio, recomendada al 100%,"
Yusbel 2-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Susan 4-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Entire stay was fabulous"
Amanda 2-night trip
Posted 2 days ago
Hilton Garden Inn Key West / The Keys Collection

More cheap stays in Cow Key

Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL
SAR 202
SAR 561 total
31 Aug - 1 Sep
includes taxes & fees
Tranquility Guest House
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
SAR 507
SAR 571 total
2 Sep - 3 Sep
includes taxes & fees
Hampton Inn Key West FL
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
SAR 403
SAR 575 total
30 Aug - 31 Aug
includes taxes & fees
Ibis Bay Beach Resort
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

523 Eaton Street Key West FL
SAR 559
SAR 629 total
30 Aug - 31 Aug
includes taxes & fees
9.8/10 Exceptional! (1,007 reviews)
Simonton Court Historic Inn & Cottages
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
SAR 457
SAR 641 total
7 Sep - 8 Sep
includes taxes & fees
8.6/10 Excellent! (1,393 reviews)
Southwinds Motel
Weatherstation Inn

Weatherstation Inn

57 Front St Key West FL
SAR 672
SAR 756 total
27 Aug - 28 Aug
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Weatherstation Inn

Find out more about Cow Key

Top reasons to visit Cow Key

  • Outdoor Adventures: Cow Key offers excellent opportunities for kayaking, eco tours, and exciting watersport activities, perfect for adventure enthusiasts.
  • Beautiful Beaches: Relax on stunning local beaches and enjoy the sun and surf in a tropical paradise.
  • Proximity to Key West: Experience the vibrant attractions of nearby Key West, including shopping, dining, and nightlife.
  • Family-Friendly Activities: Cow Key features activities suitable for families, including scenic land bridges and gentle sea cows.
  • Diverse Accommodation Options: Choose from charming vacation rentals to luxurious resorts for a comfortable stay.

Find great hotels near Cow Key

Welcome to Cow Key, Florida, where you can find a variety of lodging options perfect for your vacation needs. From charming vacation rentals to luxurious resorts, Cow Key offers accommodations ideal for adventure seekers, families, and romantic getaways. Enjoy amenities like free parking and easy access to the vibrant atmosphere of nearby Key West. Explore your options for an unforgettable stay in this tropical paradise.

  • Oceans Edge Key West Resort, Hotel & Marina: Located a mere 1.3km from Cow Key, Oceans Edge Key West Resort, Hotel & Marina offers a unique blend of relaxation and recreation tailored for pet-friendly travelers and business professionals alike. This 4-star hotel features superb golf-themed experiences, allowing guests to enjoy a round of golf on-site. With amenities that welcome pets, including specific restrictions and accommodations for dogs and service animals, this resort ensures a comfortable stay for all members of the family.
  • Blue Flamingo Resort Key West: Positioned 1.6km from Cow Key, the Blue Flamingo Resort Key West caters to adventure seekers and business travelers. This 4-star lodging is a gateway to exciting outdoor activities, including swimming, sailing, and windsurfing, all available nearby. Guests can partake in boat tours or explore the area on a Segway, making it ideal for those looking to inject some thrill into their vacation. The vibrant atmosphere and focus on adventure make this resort a fantastic choice for energetic travelers.
  • Hampton Inn Key West FL: Just 966m from Cow Key, Hampton Inn Key West FL combines beach access with a friendly, pet-friendly environment. This hotel is a great pick for those wanting to soak up the sun and enjoy outdoor adventures such as kayaking, windsurfing, and fishing, all located nearby. The hotel's welcoming policy for pets, including dogs and cats, ensures that furry friends are part of the vacation experience. With its convenient location and recreational offerings, this inn promises a delightful stay for beach lovers.

Where to stay in Cow Key

Discover the charm of Cow Key, Florida, where a tropical paradise awaits. This unique village offers a perfect blend of family-friendly activities, romantic spots, and outdoor adventures. Explore the scenic land bridge, relax by the water, and encounter the gentle sea cows. Nearby cities provide a vibrant atmosphere ideal for business travelers and leisurely escapes. Cow Key is the ultimate destination for those seeking diverse experiences and unforgettable memories.

  • Key West: Nestled in the southernmost tip of the United States, Key West is a vibrant city that captures the essence of island life. With Cow Key located right within its borders, you can immerse yourself in a range of experiences from family-friendly activities to business-themed ventures. The city's peak visitor seasons in January, March, and September offer a lively atmosphere with bustling shopping areas, resorts, and picturesque beaches. Key West's local landmarks, including the iconic Southernmost Point buoy and lively Duval Street, promise unforgettable memories.
  • Stock Island: A mere 1.4km from Cow Key, Stock Island is a charming island that provides a more laid-back alternative to its bustling neighbor. Visitors flock to Stock Island primarily from January to March and enjoy a blend of family-friendly and business-themed experiences. With its close proximity to beaches and marinas, there's plenty to explore, including unique shopping areas and golf venues. The island's scenic views and relaxed atmosphere make it an ideal spot for a peaceful getaway.
  • Beachside: Located 4.8km from Cow Key, Beachside is a delightful neighborhood that embodies the quintessential beach experience. With peak travel times in March and the summer months, this area is perfect for families and beach lovers alike. Visitors can indulge in shopping, enjoy local resorts, and relax on beautiful family beaches. The inviting streets and vibrant community atmosphere create a welcoming environment for tourists looking to soak up the sun and enjoy leisurely strolls along the coast.

Things to do near Cow Key

Cow Key, Florida, is perfect for families and outdoor enthusiasts alike, featuring a shopping mall center and golf course. Visitors can explore the vibrant attractions of nearby Key West, participate in thrilling watersport tours, enjoy relaxing kayak tours, embark on charter fishing adventures, and discover the area's unique ecosystems through eco tours. With a blend of city and nature, Cow Key offers a delightful vacation experience.

Shopping

For unique gifts, visit We Cycle Key West and The Kite House, both located 6.4km from Cow Key. If you're up for a drive, check out the Big Pine Key Flea Market, 40.2km away, where you can find a variety of local treasures in a lively atmosphere.

Recreation

Key West Golf Club offers a scenic golfing experience just 1.6km from Cow Key, perfect for outdoor enthusiasts looking to unwind amidst lush landscapes. For family-friendly fun, the MLK Community Pool & Community Center, located 6.4km away, features a refreshing pool, ideal for relaxation and recreation.

Adventure

Explore Cow Key Channel for thrilling kayaking adventures through mangroves, teeming with wildlife. Experience paddleboarding at sunset for breathtaking views, or embark on a fishing charter to catch local species. Don't miss the vibrant nightlife at nearby bars for live music and delicious seafood.

Nightlife

Experience the vibrant nightlife in Cow Key by visiting the Red Barn Theater and Waterfront Playhouse, both offering captivating performances just a few miles away. Don’t miss the Key West Burlesque Theater for a unique blend of entertainment and culture, all infused with a romantic atmosphere.

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

Booking tips and Expedia advantages for Cow Key

For your trip to Cow Key, Florida, save money by visiting between August and October when prices are lower. Book your hotel about a month in advance or look for last-minute deals on Expedia. Tuesdays tend to be the cheapest days for stays, while Fridays are the most expensive. Utilize Expedia’s filters to find the best deals by sorting prices from lowest to highest and consider package deals that combine flights and accommodations. Make the most of free activities and public transport to explore the area without overspending.

  • 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. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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 customize your preferences such as budget, desired location, and preferred hotel type. To find the best prices and offers, 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.

Find the best attractions near Cow Key

Cow Key, Florida, is perfect for family and outdoor vacations, offering a mix of beaches, marinas, and symbolic landmarks. Visitors can explore the beautiful Florida Keys, enjoy boating in Key West, and discover the vibrant Cow Key Channel. This destination caters to those seeking cultural experiences while enjoying the sun and surf. Don't miss the chance to relax at the local beaches and experience the unique charm of the area.

  • Smathers Beach: Enjoy the sun and surf at Smathers Beach, a stunning stretch of white sand located 3.2km from Cow Key. Here, you can soak up the vibrant beach vibes, partake in water sports, or simply relax under the sun with picturesque views of the Atlantic.
  • Southernmost Point: Visit the iconic Southernmost Point, located 6.4km away, marked by a colorful buoy. This symbolic landmark offers rich cultural vibes and is a perfect photo opportunity, representing the southern tip of the continental U.S.
  • Stock Island Yacht Club & Marina: Just 1.6km from Cow Key, the Stock Island Yacht Club & Marina offers outdoor adventure vibes. Enjoy boating, fishing, and waterfront dining while soaking in the scenic beauty of the marina.

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 two major airports nearby. Key West International Airport (EYW) is just 1.6km away, with excellent hotel options like the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House, located only 1.6km from EYW. Marathon Florida Keys Marathon Airport (MTH) is 72.4km away, offering hotels such as the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from MTH, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away. Both airports provide easy access to nearby accommodations, ensuring a smooth trip to Cow Key.

Frequently asked questions

What's the best place to stay in Cow Key?
Southernmost Beach Resort and Guesthouses, located 3.6 mi (5.7 km) from the heart of Cow Key, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Ibis Bay Beach Resort and Havana Cabana at Key West. See all available top hotels, or vacation rentals in Cow Key.
What are some of the best vacation home rentals in Cow Key?
Sugarloaf Key RV Resort & Cottages: This vacation home rental outside of Cow Key is located near a metro station and offers an outdoor pool, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. See all vacation rentals in Cow Key.
If I need to cancel my hotel reservation in Cow Key, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.
Where can I learn more about changing or cancelling my trip to Cow Key?
For more details about changing or cancelling your trip to Cow Key, click here.
What is the best hotel near Miami International Airport (MIA)?
Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.
How is it staying in Cow Key?
Visitors can enjoy all that Cow Key has to offer including the restaurants, shopping, and beaches. Top sights around the area include Duval Street and Florida Keys Beaches. There are 3045 hotels and other accommodations in the surrounding area. Find out more about Cow Key.
What should I see while I'm in Cow Key?
Notable places to visit in the surrounding area include Duval Street and Florida Keys Beaches. You'll also find Robbie's and Key West Tropical Forest and Botanical Garden in the area. Check out what more to see and do in Expedia's Cow Key guide.
What's the weather like in Cow Key?
The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Cow Key is 38 inches.