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Our top choices for Cow Key holiday rentals

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"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 ฿18,273
฿33,348 total
includes taxes & fees
11 May - 12 May
Atlantic View Luxury Villa with Pool

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is ฿15,746
฿20,757 total
includes taxes & fees
27 May - 28 May
Ocean Front One Bedroom Residence

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is ฿19,004
฿41,621 total
includes taxes & fees
18 May - 19 May
Lighthouse Suites Collection

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is ฿27,011
฿43,483 total
includes taxes & fees
13 May - 14 May
Contra House Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (183 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is ฿3,795
฿9,715 total
includes taxes & fees
11 May - 12 May
Aqua Lodges at Hurricane Hole Marina

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
The price is ฿8,110
฿18,295 total
includes taxes & fees
18 May - 19 May
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ฿15,579
฿29,479 total
includes taxes & fees
14 May - 15 May
Starlight Serenity - Hideaway w Stunning Views

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is ฿35,901
฿74,888 total
includes taxes & fees
10 May - 11 May
The Fairhaven House at Solaire Lunara Bay

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is ฿36,183
฿75,476 total
includes taxes & fees
7 May - 8 May
Waterfront Luxury Home - Tidelands House

Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
The price is ฿26,889
฿62,593 total
includes taxes & fees
10 May - 11 May
Palmgale House in Key West

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ฿13,569
฿23,957 total
includes taxes & fees
10 May - 11 May
Grand Marina Suite by Brightwild Waterfront

Floralee House in Key West

Floralee House in Key West
2.0 star property
Raccoon Key
The price is ฿40,162
฿77,779 total
includes taxes & fees
10 May - 11 May
Floralee House in Key West

Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is ฿30,111
฿57,779 total
includes taxes & fees
10 May - 11 May
Aquaria House by Brightwild Pool Boat Dock

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ฿26,889
฿53,968 total
includes taxes & fees
7 May - 8 May
Capmar House by Brightwild Huge Home Pool

Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
2.0 star property
Raccoon Key
The price is ฿35,901
฿74,888 total
includes taxes & fees
7 May - 8 May
Brand New The Greenmoor House With Pool

Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
2.0 star property
Raccoon Key
The price is ฿29,876
฿57,329 total
includes taxes & fees
11 May - 12 May
Springtide House by Brightwild Waterfront Pool

Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
Parking Pool Dock - Shellstone House

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
The price is ฿45,191
฿85,610 total
includes taxes & fees
10 May - 11 May
New Waterfront Home - Dreamside House

The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The Joyrise House at Solaire Lunara Bay

Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is ฿29,876
฿57,329 total
includes taxes & fees
12 May - 13 May
Waterlane House by Brightwild Pool Boat Dock
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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Find out more about Cow Key

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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?

Sugarloaf Key RV Resort & Cottages: This holiday home rental outside of Cow Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 Florida Keys Beaches. In the wider area, you’ll find Duval Street and Key West Tropical Forest and Botanical Garden.

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.