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

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4 Oct - 5 Oct
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5 Oct - 6 Oct
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Our top choices for Cow Key hotels

1. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
NZ$272
includes taxes & fees
8 Oct - 9 Oct
Hilton Garden Inn Key West / The Keys Collection

2. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
NZ$307
includes taxes & fees
11 Oct - 12 Oct
DoubleTree Resort by Hilton Grand Key - Key West

3. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Jaycie
NZ$339
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL

4. 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
Patricia
NZ$319
includes taxes & fees
11 Oct - 12 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

5. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
NZ$345
includes taxes & fees
6 Oct - 7 Oct
Beachside Resort & Residences

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
NZ$326
includes taxes & fees
27 Oct - 28 Oct
The Perry Hotel & Marina Key West

7. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
NZ$337
includes taxes & fees
6 Oct - 7 Oct
Blue Flamingo Resort Key West

8. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
NZ$357
includes taxes & fees
12 Oct - 13 Oct
Hilton Key West Resort & Marina

9. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
United States
Robbie
NZ$179
includes taxes & fees
8 Oct - 9 Oct
Authors of Key West Guest House

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
NZ$313
includes taxes & fees
6 Oct - 7 Oct
Ibis Bay Beach Resort

11. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
NZ$367
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas

12. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
NZ$494
includes taxes & fees
27 Oct - 28 Oct
Hyatt Vacation Club at Windward Pointe, Key West

13. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
NZ$468
includes taxes & fees
28 Oct - 29 Oct
Hyatt Vacation Club at Beach House, Key West

14. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
NZ$387
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Key West Waterfront

15. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
NZ$531
includes taxes & fees
6 Oct - 7 Oct
Margaritaville Beach House Key West

16. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
NZ$369
includes taxes & fees
3 Nov - 4 Nov
Havana Cabana at Key West

17. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
NZ$612
includes taxes & fees
12 Oct - 13 Oct
Casa Marina Key West, Curio Collection by Hilton

18. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
NZ$593
includes taxes & fees
6 Oct - 7 Oct
Hyatt Centric Key West Resort and Spa

19. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
United States
sam
NZ$299
includes taxes & fees
6 Oct - 7 Oct
Silver Palms Inn & Historic Homes

20. Duval House

Duval House
Old Town Key West
United States
Christopher
NZ$314
includes taxes & fees
14 Oct - 15 Oct
Duval House
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Explore the area near Cow Key and other popular areas in Key West

Find the best Cow Key areas for the activities you enjoy most.Learn more about Cow Key
Learn more about Cow Key

Beachside

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

White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

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

Recent Reviews in Cow Key

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Very clean and modern room. A very quiet place as well."
Amanda 3-night trip
Posted 3 hours ago
Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"I love this place. It is the most adorable hotel. Super clean and well maintained. The staff is very friendly and they seem to take pride in their work. All day you see staff around the property making sure everything is running smooth. This place is super relaxing, enough space for everyone to relax by the water. This is my go to hotel when staying in Key West."
Rosa 2-night trip
Posted 3 hours ago
Ibis Bay Beach Resort
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

10/10 Excellent
"Everything"
LIDA 2-night trip
Posted 4 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"The room was super clean and the staff was super courteous. I recommend the hotel and visit it again."
Mayra 1-night trip
Posted 7 hours ago
Hilton Garden Inn Key West / The Keys Collection
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"This place was great quiet and close to everything"
Jason Victor 3-night trip
Posted 11 hours ago
The Southernmost Inn - Adults Only
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 1 day ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Registration staff very personable. Constant text to check if all is good or need anything."
Patti 2-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 1 day ago
Hilton Key West Resort & Marina

More cheap accommodation in Cow Key

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
NZ$239
7 Oct - 8 Oct
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Alexander Palms Court
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
NZ$313
6 Oct - 7 Oct
includes taxes & fees
8.2/10 Very good! (2,401 reviews)
Ibis Bay Beach Resort
Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL
NZ$317
6 Oct - 7 Oct
includes taxes & fees
9/10 Wonderful! (33 reviews)
Tranquility Guest House
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
NZ$327
6 Oct - 7 Oct
includes taxes & fees
Pegasus International Hotel
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
NZ$339
6 Oct - 7 Oct
includes taxes & fees
8.6/10 Excellent! (1,384 reviews)
Southwinds Motel
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
NZ$339
6 Oct - 7 Oct
includes taxes & fees
Hampton Inn Key West FL

Find out more about Cow Key

Top reasons to visit Cow Key

  • Outdoor Adventures: Cow Key offers exciting activities like kayaking, charter fishing, and watersport tours, perfect for the adventurous spirit.
  • Beautiful Beaches: Enjoy stunning beaches that provide a relaxing atmosphere alongside opportunities for family fun.
  • Eco Tours: Experience the local environment through eco tours, creating lasting memories with family.
  • Proximity to Key West: Explore nearby Key West, rich in attractions and cultural experiences.
  • Charming Accommodation: Choose from cozy cottages and inviting hotels catering to all types of travellers.

Find great hotels near Cow Key

Explore a range of delightful accommodation options in Cow Key, Florida, ideal for every kind of traveller. Whether you're seeking a thrilling adventure, a family-friendly retreat, or a romantic getaway, you'll find cozy cottages and inviting hotels that cater to your needs. Enjoy the charm of key marina access and discover a variety of vacation rentals that promise an unforgettable experience in this picturesque destination.

  • Oceans Edge Key West Resort, Hotel & Marina: Immerse yourself in a luxurious golf-themed getaway at Oceans Edge Key West Resort, Hotel & Marina. Located 1.3km from Cow Key, this 4-star resort caters to adventure-seekers and golf enthusiasts alike. With on-site golfing options and a variety of adventure sports—including fishing, kayaking, and parasailing—there’s plenty to keep you entertained. The resort's upscale amenities, including a stunning marina and spacious accommodations, ensure a lavish stay that combines relaxation with excitement.
  • Blue Flamingo Resort Key West: A family-friendly oasis, Blue Flamingo Resort Key West is a welcoming 4-star retreat situated 1.6km from Cow Key. Perfect for those travelling with pets and children, this resort features a variety of recreational activities such as windsurfing and snorkeling nearby. Kids can enjoy the on-site arcade game room, mini-golf, and more, while furry friends are accommodated with a pet-friendly policy. The relaxed atmosphere and community feel make it an ideal spot for fun-filled family vacations.
  • The Gates Hotel Key West Newly Renovated: Embrace a vibrant and inclusive experience at The Gates Hotel Key West Newly Renovated, located 1.6km from Cow Key. This 4-star hotel is LGBTQIA-friendly, catering to diverse travellers. Adventure awaits with activities such as sailing and kayaking nearby. Family-oriented amenities, including free cribs and child safety features, provide peace of mind for parents. The hotel’s modern decor and welcoming atmosphere make it a perfect choice for those seeking both adventure and comfort in their Key West stay.

Where to stay in Cow Key

Cow Key, Florida, offers a delightful blend of outdoor adventures and beach relaxation, making it an ideal spot for family vacations. Explore the charming Cowes Isle, unwind in beautiful holiday cottages, and enjoy the stunning views from the land bridge. With its tropical vibes and a mix of family-friendly and romantic atmospheres, Cow Key is a perfect getaway for any traveller seeking both relaxation and adventure.

  • Key West: Nestled in the heart of the Florida Keys, Key West is a vibrant island city known for its lively atmosphere and rich history. With Cow Key as its close neighbour, this destination offers a year-round appeal to travellers seeking family-oriented and business-themed experiences. The peak visitor months, particularly January, March, and September, bring an influx of tourists eager to explore its stunning beaches, bustling shopping areas, and eclectic resorts. Highlights include the famous Duval Street, where you can indulge in local cuisine and nightlife, as well as serene beaches perfect for relaxation.
  • Stock Island: Just a short 1.4km journey from Cow Key, Stock Island is another gem in the Florida Keys. This island is a haven for outdoor enthusiasts and families, attracting visitors primarily from January to March. The island boasts beautiful beaches and a marina, making it perfect for water sports and fishing. Enjoy leisurely days at the golf courses or explore the local shops and markets. Stock Island offers a more laid-back vibe compared to Key West, providing a unique experience with its charming atmosphere and scenic surroundings.
  • New Town: Located a mile from Cow Key, New Town is a bustling neighbourhood that offers a blend of city life and family-friendly activities. With peak visitor numbers in March and during the summer months, this area is ideal for those seeking shopping centres, resorts, and recreational activities. The proximity to beaches and family-friendly attractions makes it a perfect base for your adventures. Enjoy the vibrant streets filled with cafes and shops, while taking in the local culture and community spirit that defines New Town.

Things to do near Cow Key

Cow Key is an ideal destination for outdoor family vacations, offering a range of activities such as exploring Key West, kayaking, charter fishing, and various watersport tours. The area boasts shopping malls and recreational spaces, making it perfect for a mix of relaxation and adventure. Enjoy eco tours to experience the local environment while creating lasting memories with loved ones.

Shopping

For a unique shopping experience, visit We Cycle Key West and The Kite House, both located 6.4km away from Cow Key. If you're up for a drive, check out the Big Pine Key Flea Market, 40.2km away, where you can enjoy a vibrant local atmosphere.

Recreation

The Key West Golf Club, a mile from Cow Key, offers a relaxing golf experience amidst beautiful landscapes, perfect for unwinding. Meanwhile, the MLK Community Pool, located four miles away, is ideal for families, providing a refreshing outdoor space to enjoy swimming and leisure activities.

Adventure

Experience the thrill of kayaking in the turquoise waters surrounding Cow Key, where you can explore mangroves and spot local wildlife. For a unique adventure, try paddleboarding at sunset, enjoying stunning views and the vibrant colours of the sky as you glide over the calm sea.

Nightlife

Experience the vibrant nightlife in Cow Key. Catch a show at the Key West Burlesque Theater for a mix of culture and entertainment, or enjoy a romantic film at Regal Key West. For a more laid-back vibe, visit the Waterfront Playhouse for a delightful evening filled with family-friendly performances.

*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, consider visiting between August and October when accommodation prices are lower. Booking about a month in advance typically yields the best rates, while last-minute deals on platforms like Expedia can also offer savings. Tuesdays are the cheapest days to book, whereas Fridays are the priciest. Use Expedia's search tools to filter by budget and accommodation type, and combine hotel bookings with flights for added discounts. Don’t forget to explore free activities in the area to keep your costs down.

  • 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: Booking a hotel in Cow Key about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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: Utilise Expedia's search tool to refine your preferences, including your budget, preferred location, and the type of accommodation you desire. To discover the most affordable prices and special offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some cash by combining your Cow Key hotel booking with flights and activities through an Expedia package.

Find the best attractions near Cow Key

Cow Key, Florida, is ideal for a family beach holiday, offering a blend of outdoor adventures and cultural experiences. Visitors can explore attractions like Cow Key Marina and nearby Key West, alongside enjoying the beautiful beaches and symbolic landmarks. Whether you're seeking relaxation or adventure, Cow Key provides a perfect getaway for all types of travellers.

  • Smathers Beach: Enjoy the sun and surf at Smathers Beach, a stunning stretch of golden sand located 3.2km from Cow Key. This beach offers a laid-back vibe, perfect for sunbathing, swimming, and beach volleyball, making it an idyllic spot to relax and soak up the Florida sun.
  • Southernmost Point: Visit the Southernmost Point, just 6.4km away, to snap a photo at this iconic buoy marking the southern tip of the continental United States. This symbolic landmark is rich in cultural history and offers stunning views of the ocean, making it a must-see for any traveller.
  • Stock Island Yacht Club & Marina: Located 1.6km from Cow Key, the Stock Island Yacht Club & Marina invites you to embrace outdoor adventures. Enjoy water sports, fishing, or simply relax by the marina, surrounded by the beauty of the Keys.

Best time to go to Cow Key

The best time to visit Cow Key is dependant 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

Flying into Cow Key, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is merely 1.6km away, offering excellent accommodation options like the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both 1.6km away. Marathon Florida Keys Airport (MTH) is situated 72.4km from Cow Key, with great hotels such as Isla Bella Beach Resort & Spa, 6.4km away, and Tranquility Bay Beachfront Hotel, 4.8km away. Each hotel provides easy access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Cow Key?
The best area to stay in Cow Key is the stretch of land directly accessible from the Overseas Highway, offering convenient access to both Key West and the natural surroundings.This area is primarily defined by its proximity to the Overseas Highway (US-1), making it an ideal base for exploring the Lower Keys while staying close to the amenities of Key West. It's a narrow strip of land, so most accommodations offer direct water access or views, typically of the calm, shallow waters between Cow Key and the larger islands. You'll find a mix of larger resorts and smaller, more private rentals here.For couples looking for a relaxed escape with easy access to adventure, this area is perfect. You can enjoy water activities right from your accommodation, whether it's kayaking, paddleboarding, or simply watching the sunrise over the water. The short drive into Key West means you can easily experience its dining and entertainment options without being in the middle of the bustle.Families will also find Cow Key appealing due to the availability of larger accommodations, often with kitchen facilities and direct access to the water for children to play.
When is the best time to go to Cow Key?
The best time to go to Cow Key, Florida, is typically between November and May, when the weather is most pleasant and activities are in full swing.During these months, you'll find comfortable temperatures, generally ranging from the low 20s to high 20s Celsius, and less humidity compared to the summer. This makes it ideal for enjoying outdoor activities like kayaking, paddleboarding, and exploring the natural beauty of the area without the intense heat. This period is particularly good for those looking for an active holiday with plenty of sunshine.The shoulder seasons, particularly April and May, offer a nice balance. The weather remains excellent, and while it's still busy, it can be slightly less crowded than the peak winter months. You might also find some good value on accommodation and flights during these times. It's a great option for travellers who prefer a lively option but appreciate a bit more space.The summer months, from June to October, bring higher temperatures, increased humidity, and the possibility of tropical storms or hurricanes. While there are fewer crowds and potentially lower prices, the weather can be a significant factor for those planning outdoor activities.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Cow Key with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Cow Key hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Cow Key?
Prices for hotels in Cow Key often vary, but you can find a great deal from NZ$179 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 our cheapest rates.

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