Cow Key Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Cow Key vacation rentals

Swim-up bar
Atlantic View Luxury Villa with Pool

Villa in Summerland Key

Atlantic View Luxury Villa with Pool
3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is P33,101
P60,409 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Atlantic View Luxury Villa with Pool
Restaurant
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is P12,128
P23,508 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Aqua Lodges at Hurricane Hole Marina
8 bedrooms, Internet
The Fairhaven House at Solaire Lunara Bay

Vacation Home in Raccoon Key

The Fairhaven House at Solaire Lunara Bay
2.0 star property
The price is P131,861
P205,542 total
includes taxes & fees
Jan 20 - Jan 21, 2026
The Fairhaven House at Solaire Lunara Bay
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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The outside space is beautiful and ppen the the water"
Connie 3-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton

Find out more about Cow Key

Search for holiday rentals in Cow Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Cow Key using one of the methods below:

  • View our selection of featured holiday rentals in Cow Key
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  • Enter your travel dates to view the best deals on holiday rentals in Cow Key while they last

Look no further and take a look at our great range of rental properties in Cow Key!

Frequently asked questions

Are there vacation rentals in Cow Key?

Yes, we have vacation rentals near well known local attractions in Cow Key, or you can select a more secluded option if you're looking for relaxation. 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 can I see and do in Cow Key?

Explore the area and family-friendly sights such as Key West Shipwreck Museum, or get out into nature at a spot like Key West Tropical Forest and Botanical Garden. In the larger area, you’ll find Duval Street and Stock Island Yacht Club & Marina.

What are vacation rentals like in Cow Key?

Vacation rentals are private accommodations you can stay in for several days or more in Cow Key. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.