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Our top choices for Cow Key hotels

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1020)
"Nice place to stay. "
United States
David
The price is NZ$650
includes taxes & fees
13 Jan - 14 Jan
DoubleTree Resort by Hilton Grand Key - Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1796)
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness centre, savour meals at the restaurant, or sip drinks at the bar.

"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is NZ$652
includes taxes & fees
8 Jan - 9 Jan
Margaritaville Beach House Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1013)
Embrace the tranquil atmosphere of this Key West hotel featuring a refreshing outdoor pool with poolside bar. Just minutes from Duval Street and Smathers Beach, guests enjoy convenient room service, free breakfast, and thoughtful courtyard spaces.

"Great place, close to everything, cleaned "
United States
Sindy
The price is NZ$511
includes taxes & fees
11 Jan - 12 Jan
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1300)
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness centre. The quiet atmosphere and stunning sunset views create a relaxing island experience.

"Everything about the place was awesome "
United States
Tammy
The price is NZ$681
includes taxes & fees
6 Jan - 7 Jan
Hampton Inn Key West FL

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1826)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.

"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NZ$570
includes taxes & fees
6 Jan - 7 Jan
Blue Flamingo Resort Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1177)
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness centre, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.

"Amazing hotel to stay"
United States
Harikrishna
The price is NZ$550
includes taxes & fees
8 Jan - 9 Jan
Hilton Garden Inn Key West / The Keys Collection

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1007)
"It was so nice experience to stay there."
United States
Tapas
The price is NZ$388
includes taxes & fees
6 Jan - 7 Jan
Sugar Loaf Lodge

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (307)
Enjoy the relaxing atmosphere of this historic Key West retreat within walking distance to Mallory Square. Cool off in the outdoor pool, savour Caribbean cuisine at Perla, or unwind at one of 3 restaurants and 2 bars while exploring nearby attractions.

"The hotel was so elegant. Rooftop pool and bar had an amazing atmosphere and food. "
United States
Kelli
The price is NZ$720
includes taxes & fees
19 Jan - 20 Jan
La Concha Key West, Autograph Collection

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1012)
Experience island tranquility at this Key West hotel, just minutes from Smathers Beach and Duval Street. The resort offers a refreshing outdoor pool, spa pool, and convenient dining at the restaurant and snack bar. Free WiFi and parking add value to your Florida Keys escape.

"Clean rooms, great location."
United States
Shalaka
The price is NZ$922
includes taxes & fees
20 Jan - 21 Jan
Hyatt Vacation Club at Windward Pointe, Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1005)
Experience Key West charm at this waterfront hotel just minutes from Duval Street. The outdoor pool, spa pool, and poolside bar create a relaxing retreat. Enjoy garden views, a coffee shop, and complimentary WiFi while staying near Florida Keys Beaches.

"Great location and free parking."
United States
xiaoqi
The price is NZ$515
includes taxes & fees
7 Jan - 8 Jan
Courtyard by Marriott Key West Waterfront

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, (1017)
Unwind at this coastal haven minutes from Duval Street, featuring a relaxing spa pool and bar/lounge. Free WiFi and parking enhance your stay near Smathers Beach and Hemingway's home. Clean rooms and helpful staff ensure a memorable Florida Keys escape.

"Great accommodations for a family"
United States
Carol
The price is NZ$905
includes taxes & fees
21 Jan - 22 Jan
Hyatt Vacation Club at Beach House, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1019)
Steps from Mallory Square in Key West, this resort offers a refreshing outdoor pool with poolside bar. Unwind with a massage or explore the full-service marina. The 3 bars and on-site restaurant keep you fuelled between adventures on nearby Duval Street.

"Great location to walk around Key West!"
United States
Tanya
The price is NZ$846
includes taxes & fees
6 Jan - 7 Jan
Opal Key Resort & Marina, Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1198)
Unwind in this tranquil Key West retreat with a refreshing outdoor pool and poolside bar. Just a 5-minute drive from Duval Street and Florida Keys beaches, guests love the quiet atmosphere, convenient shuttle service, and complimentary breakfast.

"Good rooms and nice breakfast "
United States
Arun
The price is NZ$521
includes taxes & fees
11 Jan - 12 Jan
Fairfield Inn and Suites by Marriott Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1221)
Waterfront paradise featuring easy access to on-site kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness centre and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.

"Excellent location, clean rooms, great staff"
United States
Vikas
The price is NZ$472
includes taxes & fees
12 Jan - 13 Jan
Parrot Key Hotel & Villas

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1014)
Luxuriate in this Key West harbour haven, just a 10-minute walk from Duval Street and Florida Keys Beaches. Enjoy 3 inviting outdoor pools, grab refreshing drinks at the poolside bar, and maintain fitness routines at the on-site gym.

"Excellent place to stay. Quiet and easy to get to Duvall Street if you want to go excellent location."
United States
Bobby
The price is NZ$792
includes taxes & fees
21 Jan - 22 Jan
The Marker Key West Harbor Resort

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1012)
Surrounded by Florida Keys beaches, this cosy bed & breakfast offers free breakfast and WiFi near Ernest Hemingway Home and Museum. Take a dip in the outdoor pool or venture out for kayaking and snorkelling nearby. Guests rave about the helpful staff and comfortable beds.

"Everyone was awesome and the rooms and pool was great also"
United States
Mary
Authors of Key West Guest House

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (890)
Escape to a tropical paradise with 4 inviting outdoor pools surrounded by lush gardens. Just a 10-minute walk to vibrant Duval Street and Florida Keys beaches, this historic inn serves complimentary breakfast and offers free WiFi for ultimate relaxation.

"I loved staying here! The room was great and the staff was awesome! "
United States
Tiffany
The price is NZ$525
includes taxes & fees
6 Jan - 7 Jan
Simonton Court Historic Inn & Cottages

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (496)
Unwind at this historic Key West resort featuring 2 outdoor pools and a private beach with spectacular sunset views. Just minutes from Duval Street and South Beach, enjoy beach massages, volleyball, and cold drinks at the beach bar after exploring local attractions.

"Great place"
United States
ELENA
The price is NZ$935
includes taxes & fees
13 Jan - 14 Jan
Casa Marina Key West, Curio Collection by Hilton

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2041)
"Clean rooms and nice location .."
United States
Orlando
The price is NZ$398
includes taxes & fees
6 Jan - 7 Jan
Ibis Bay Beach Resort

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1004)
Escape to this Art Deco haven near Duval Street, where the outdoor pool and spa pool create a serene atmosphere. Enjoy a complimentary breakfast, then relax at the poolside bar with a refreshing cocktail. Each room includes convenient refrigerators and microwaves.

"Staff awesome, good breakfast great location"
United States
Carin helen
The price is NZ$707
includes taxes & fees
11 Jan - 12 Jan
Orchid Key Inn - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cow Key Hotel Reviews

More cheap accommodation in Cow Key

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's the best place to stay in Cow Key?
Beachside Resort & Residences, located 1 mi (1.6 km) from the heart of Cow Key, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Blue Flamingo Resort Key West and Oceans Edge Key West Resort, Hotel & Marina. See all available top hotels, or vacation rentals in Cow Key.
What are some of the best holiday rentals that Cow Key has to offer?
Private Parking, Heated Pool - Sweet Caroline: This holiday home rental outside of Cow Key is located in the city centre, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all vacation rentals in Cow Key.
If I need to cancel my hotel reservation in Cow Key, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.
How is it staying in Cow Key?
Visitors can enjoy all that Cow Key has to offer, including the restaurants, shopping and beaches. A top sight in the area is Duval Street. There are 3202 hotels and other accommodation options in the surrounding area. Find out more about Cow Key.
What should I see while I'm in Cow Key?
Duval Street is a notable place to visit in the area. You'll also find Key West Tropical Forest and Botanical Garden and Stock Island Yacht Club & Marina in the area. Take a look at what more there is to see and do in Expedia's Cow Key guide.
What's the seasonal weather in Cow Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Cow Key is 956 mm.

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