Holiday Rentals in Cow Key

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Holiday Rentals in Cow Key

Houseboat in Stock Island

2.0 star property
8.8 out of 10, Excellent, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is €250
includes taxes & fees
30 Nov - 1 Dec
Aqua Lodges at Hurricane Hole Marina

Apartment in Old Town Key West

3.5 star property
8.4 out of 10, Very good, (317)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is €266
includes taxes & fees
16 Dec - 17 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Apartment in Key West

2.0 star property
10.0 out of 10, Exceptional, (1)
The Grenada Suite Pool View Private Balcony

Holiday Home in Old Town Key West

3.0 star property
The price is €1,128
includes taxes & fees
2 Dec - 3 Dec
Contra House Key West

Condo in Key West

3.0 star property
Coconut Mallory Marina and Resort Condo

Apartment in Key West

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
United States
Xiulin
The Trinidad by Brightwild Pool View Parking

Aparthotel in Key West

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is €351
includes taxes & fees
1 Dec - 2 Dec
Island View 1BR Residence With Balcony

Apartment in Key West Historic District

2.0 star property
8.0 out of 10, Very good, (2)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
New The Cottage at James House

Aparthotel in Stock Island

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is €622
includes taxes & fees
2 Dec - 3 Dec
Grand Marina Suite by Brightwild Waterfront

Apartment in Key West Historic District

2.0 star property
New Coastal Rose - Bright Loft With High Ceilings

Apartment in Key West Historic District

2.0 star property
Banana Split by Brightwild Pool Grill

Apartment in Key West Historic District

2.0 star property
The Bartlum Luxury Studio In Prime Location

Apartment in Old Town Key West

2.0 star property
The price is €663
includes taxes & fees
2 Dec - 3 Dec
Poolside Suite by Brightwild Pvt Pool Parking

Apartment in Old Town Key West

2.0 star property
The price is €595
includes taxes & fees
30 Nov - 1 Dec
Sea Breeze by Brightwild Off-street Parking

Apartment in Key West Historic District

2.0 star property
Mesa House Uno by Brightwild Perfect Location

Apartment in Old Town Key West

2.0 star property
10.0 out of 10, Exceptional, (1)
"Property was very clean with a great location. The also supported us with an early check in. Would recommend "
United States
RIAAN
Road s End by Brightwild Steps to Duval St

Holiday Home in Key West Historic District

2.0 star property
Sweet Caroline by Brightwild Pool Parking

Apartment in Old Town Key West

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is €768
includes taxes & fees
2 Dec - 3 Dec
Sunnyside Up by Brightwild Pool Parking

Holiday Home in Old Town Key West

2.0 star property
Contra House by Brightwild Luxury Home w Pool

Apartment in Old Town Key West

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €861
includes taxes & fees
2 Dec - 3 Dec
Duval Dream Loft by Brightwild Right on Duval
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

Find out more about Cow Key

Everything you need to know about Cow Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cow Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cow Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cow Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cow Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cow Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cow Key holiday rentals we have selected for you start as low as €228 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cow Key rentals

At Expedia, we put the best Cow Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cow Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cow Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cow Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Cow Key?

Yes, there are holiday rentals close to the most popular sights in Cow Key, or you can select a more secluded option if you're looking for a relaxing stay. Cow Key is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best holiday rentals that Cow Key has to offer?

Wahoo Way | Charming Hideaway On Duval Street!: This holiday home rental outside of Cow Key is in the city centre, and equipped with air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What can I see and do in Cow Key?

Explore the area and family-friendly sights such as Mel Fisher Maritime Museum, or get out into nature at a spot like Key West Tropical Forest and Botanical Garden. In the wider area, you’ll find Duval Street and Robbie's.

What are holiday rentals like in Cow Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cow Key. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.