Holiday Rentals in Cow Key

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Holiday Rentals in Cow Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (164)
"The stay was beautiful "
The price is €231
includes taxes & fees
13 Oct - 14 Oct
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (314)
"Great hotel with excellent location "
The price is €267
includes taxes & fees
30 Oct - 31 Oct
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (405)
"this was exactly as advertised and close to all the action"
The price is €197
includes taxes & fees
13 Oct - 14 Oct
Steps from Duval, Pool on Site & Bikes Included!

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (232)
"Property was cute and in a great location! "
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is €364
includes taxes & fees
20 Oct - 21 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
The price is €290
includes taxes & fees
15 Oct - 16 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (819)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

Comfortable Condo with Pool, Private Balcony, & Beach Access

8.6 out of 10, Excellent, (135)
"Nice area, location, and wonderful apartment!"
The price is €510
includes taxes & fees
26 Oct - 27 Oct
Comfortable Condo with Pool, Private Balcony, & Beach Access

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (183)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Perfect Location, Private Heated Pool, Pristine Luxury Home!

10.0 out of 10, Exceptional, (191)
"Outstanding place to stay, centrally located!"
The price is €1,617
includes taxes & fees
14 Oct - 15 Oct
Perfect Location, Private Heated Pool, Pristine Luxury Home!

Living the Dream Key West Style

9.8 out of 10, Exceptional, (26)
"Great hosts and great accommodations!"
The price is €287
includes taxes & fees
13 Oct - 14 Oct
Living the Dream Key West Style

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (190)
"Bucket list trip. Great location. Property was just what was expected. Perfect for 2!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

The price is €288
includes taxes & fees
13 Oct - 14 Oct
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is €435
includes taxes & fees
13 Oct - 14 Oct
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (138)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is €287
includes taxes & fees
13 Oct - 14 Oct
Island View 1BR Residence With Balcony

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

9.8 out of 10, Exceptional, (46)
"Wonderful view, lot's of space, great location "
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (77)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

8.6 out of 10, Excellent, (138)
"The view is amazing. Love watching the planes take off and coming back"
The price is €345
includes taxes & fees
27 Oct - 28 Oct
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

10.0 out of 10, Exceptional, (11)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
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 €197 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?

Perfect Location, Private Heated Pool, Pristine Luxury Home!: This holiday home rental outside of Cow Key is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Stock Island Yacht Club & Marina.

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.