Cow Key Holiday Rentals

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Our top choices for Cow Key holiday rentals

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is HK$3,386
HK$4,536 total
includes taxes & fees
17 May - 18 May
Ocean Front One Bedroom Residence

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is HK$6,460
HK$10,400 total
includes taxes & fees
17 May - 18 May
Contra House Key West

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is HK$3,657
HK$8,994 total
includes taxes & fees
17 May - 18 May
Lighthouse Suites Collection

Southern Comfor t

Southern Comfor t
2.0 star property
Northside Resort
Southern Comfor t

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (186 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 HK$851
HK$2,271 total
includes taxes & fees
17 May - 18 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 HK$1,896
HK$4,337 total
includes taxes & fees
18 May - 19 May
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

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 HK$4,405
HK$8,039 total
includes taxes & fees
21 May - 22 May
Atlantic View Luxury Villa with Pool

Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is HK$2,644
HK$3,703 total
includes taxes & fees
17 May - 18 May
Resort View 1BR Suite With Direct Pool Access

Mother Ocea n

Mother Ocea n
3.0 star property
Northside Resort
Mother Ocea n

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Old Town Key West
The price is HK$3,105
HK$6,248 total
includes taxes & fees
20 May - 21 May
Sea Breeze by Brightwild Off-street Parking

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
The price is HK$3,075
HK$5,799 total
includes taxes & fees
15 Jun - 16 Jun
Poolside Suite by Brightwild Pvt Pool Parking

New Rose Retreat - Pool Parking

New Rose Retreat - Pool Parking
2.0 star property
Key West Historic District
The price is HK$4,678
HK$9,161 total
includes taxes & fees
15 Jun - 16 Jun
New Rose Retreat - Pool Parking

Sky Suite on Duval by Brightwild Condo w Balcony

Sky Suite on Duval by Brightwild Condo w Balcony
2.0 star property
Old Town Key West
The price is HK$4,007
HK$7,366 total
includes taxes & fees
21 May - 22 May
Sky Suite on Duval by Brightwild Condo w Balcony

New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
Key West Historic District
The price is HK$2,067
HK$4,925 total
includes taxes & fees
3 Jun - 4 Jun
New Coastal Rose - Bright Loft With High Ceilings

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
The price is HK$2,343
HK$4,196 total
includes taxes & fees
19 May - 20 May
Mesa House Uno by Brightwild Perfect Location

Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is HK$2,043
HK$4,638 total
includes taxes & fees
19 May - 20 May
Tortuga Suite Sparkling Pool Hot Tub

Commodore s Cove by Brightwild Epic Location

Commodore s Cove by Brightwild Epic Location
2.0 star property
Key West Historic District
The price is HK$3,650
HK$8,784 total
includes taxes & fees
18 May - 19 May
Commodore s Cove by Brightwild Epic Location

Kamp by Brightwild Rooftop Penthouse On Duval

Kamp by Brightwild Rooftop Penthouse On Duval
2.0 star property
Old Town Key West
The price is HK$5,796
HK$9,379 total
includes taxes & fees
3 Jun - 4 Jun
Kamp by Brightwild Rooftop Penthouse On Duval

Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
The price is HK$5,139
HK$9,055 total
includes taxes & fees
17 May - 18 May
Resort View 3BR Residence

Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is HK$4,903
HK$7,750 total
includes taxes & fees
27 May - 28 May
Ocean Front 2BR Residence
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

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:

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

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.