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

Search Cow Key hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Filter by

Property class

Guest rating

Our top choices for Cow Key hotels

Hotel
Breakfast included
Reserve now, pay later
Pet-friendly
Schooner Western Union

1. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
JOSEPH
NZ$363
includes taxes & fees
23 Aug - 24 Aug
Beachside Resort & Residences

2. 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
Marta
NZ$284
includes taxes & fees
23 Aug - 24 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
NZ$255
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Key West / The Keys Collection

4. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Christopher Lynn
NZ$224
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Key West FL

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
NZ$356
includes taxes & fees
26 Aug - 27 Aug
Hilton Key West Resort & Marina

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Mauricio
NZ$365
includes taxes & fees
3 Sept - 4 Sept
The Perry Hotel & Marina Key West

7. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
NZ$273
includes taxes & fees
2 Sept - 3 Sept
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
Mukunda
NZ$426
includes taxes & fees
10 Sept - 11 Sept
Hyatt Vacation Club at Windward Pointe, Key West

9. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Nicolas
NZ$258
includes taxes & fees
23 Aug - 24 Aug
Ibis Bay Beach Resort

10. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
NZ$358
includes taxes & fees
24 Aug - 25 Aug
Courtyard by Marriott Key West Waterfront

11. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Ivelisse
NZ$443
includes taxes & fees
3 Sept - 4 Sept
Margaritaville Beach House Key West

12. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Lakshit
NZ$464
includes taxes & fees
19 Sept - 20 Sept
Hyatt Vacation Club at Beach House, Key West

13. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Tiali
NZ$315
includes taxes & fees
2 Sept - 3 Sept
Blue Flamingo Resort Key West

14. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Netanel
NZ$362
includes taxes & fees
30 Aug - 31 Aug
Parrot Key Hotel & Villas

15. Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
New Town
United States
Zachary
NZ$250
includes taxes & fees
26 Aug - 27 Aug
Fairfield Inn and Suites by Marriott Key West

16. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Dora
NZ$380
includes taxes & fees
7 Sept - 8 Sept
Havana Cabana at Key West

17. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
Canada
Nadja
NZ$274
includes taxes & fees
23 Aug - 24 Aug
Silver Palms Inn & Historic Homes

18. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
Stock Island
United States
Emily
NZ$458
includes taxes & fees
21 Aug - 22 Aug
Aqua Lodges at Hurricane Hole Marina

19. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
United States
Kasi
NZ$162
includes taxes & fees
23 Aug - 24 Aug
Authors of Key West Guest House

20. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Dirk
NZ$523
includes taxes & fees
31 Aug - 1 Sept
Casa Marina Key West, Curio Collection by Hilton
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"very good better than hotel on key west main island"
Boyan 3-night trip
Posted 1 hour ago
The Perry Hotel & Marina Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Staff is helpful and friendly."
Joseph John 3-night trip
Posted 1 hour ago
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Good"
Yan 1-night trip
Posted 1 hour ago
Hampton Inn Key West FL
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Some of the house keepers didn’t speak English which was occasionally a problem for us and other guests.Also, it would be nice if they had drinks and snacks available 24 hours because the marketplace closes too early and low a bit lacking. Once the marketplace closes closes you’re stuck with the bar or restaurant but who wants to order a pizza when all you want us some popcorn? Besides that, the place is beautiful and very well maintained. We had an enjoyable experience."
Paul 7-night trip
Posted 2 hours ago
Casa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Rooms were clean. Gardens beautiful. Staff was helpful and smiled!"
linda 2-night trip
Posted 3 hours ago
Pier House Resort & Spa
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Great location and the Tipsy Rooster bar attached to the property is an awesome bar!!"
Christina 6-night trip
Posted 3 hours ago
Southwinds Motel
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Gorgeous room with ocean view, quiet stay with plenty of fun activities offered, good food and friendly staff!"
Erika 14-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

8/10 Good
"The staff was friendly and we upgraded our room once we arrived (for a fee) and the room was great! I will say I was a little disappointed on the “beach”. There was a small access spot to the water which was very rocky and even had a sign to wear water shoes."
Stacey 3-night trip
Posted 7 hours ago
Hyatt Centric Key West Resort and Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Awesome"
Todd 2-night trip
Posted 19 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

More cheap accommodation in Cow Key

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
NZ$224
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,476 reviews)
Hampton Inn Key West FL
Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL
NZ$252
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (18 reviews)
Tranquility Guest House
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
NZ$258
23 Aug - 24 Aug
includes taxes & fees
Ibis Bay Beach Resort
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

523 Eaton Street Key West FL
NZ$282
26 Aug - 27 Aug
includes taxes & fees
9.8/10 Exceptional! (1,005 reviews)
Simonton Court Historic Inn & Cottages
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
NZ$294
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,388 reviews)
Southwinds Motel
Weatherstation Inn

Weatherstation Inn

57 Front St Key West FL
NZ$339
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Weatherstation Inn

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$162 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.

Explore a world of travel with Expedia