A sunset over a beach with a wooden pier and a small structure on it.

Cow Key Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cow Key vacation rentals

House | Exterior

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 NT$9,406
NT$13,441 total
includes taxes & fees
Jun 28 - Jun 29
Resort View 1BR Suite With Direct Pool Access
Luxury House, 2 Bedrooms, Pool View, Poolside | Premium bedding, individually decorated, individually furnished

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is NT$14,834
NT$36,482 total
includes taxes & fees
Jul 12 - Jul 13
Lighthouse Suites Collection
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (190 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 NT$2,838
NT$8,531 total
includes taxes & fees
Jun 30 - Jul 1
Aqua Lodges at Hurricane Hole Marina
House (1 Bedroom) | Interior

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 NT$8,822
NT$19,024 total
includes taxes & fees
Jun 28 - Jun 29
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Condo | Living area | 32-inch Smart TV with satellite channels

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
The price is NT$31,500
NT$41,807 total
includes taxes & fees
Jul 10 - Jul 11
Coconut Mallory Marina and Resort Condo
Exterior

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
The price is NT$26,274
NT$42,297 total
includes taxes & fees
Jun 30 - Jul 1
Contra House Key West
Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 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 NT$20,780
NT$35,917 total
includes taxes & fees
Jul 27 - Jul 28
Atlantic View Luxury Villa with Pool
House | Exterior

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is NT$10,166
NT$14,195 total
includes taxes & fees
Jun 29 - Jun 30
Ocean Front One Bedroom Residence
House | Terrace/patio

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 NT$11,517
NT$22,123 total
includes taxes & fees
Jul 6 - Jul 7
Poolside Suite by Brightwild Pvt Pool Parking
House | Terrace/patio

Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
The price is NT$7,332
NT$14,988 total
includes taxes & fees
Jul 7 - Jul 8
Banana Split by Brightwild Pool Grill
House | 1 bedroom, Internet

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 NT$12,577
NT$24,334 total
includes taxes & fees
Jul 7 - Jul 8
New Coastal Rose - Bright Loft With High Ceilings
House | 2 bedrooms

Resort View 2BR Residence

Resort View 2BR Residence
2.0 star property
Key West
The price is NT$12,397
NT$20,647 total
includes taxes & fees
Jul 1 - Jul 2
Resort View 2BR Residence
House | Exterior

Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is NT$13,991
NT$15,740 total
includes taxes & fees
Jun 28 - Jun 29
Ocean Front 2BR Residence
House | 2 bedrooms, Internet

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 NT$13,151
NT$25,401 total
includes taxes & fees
Jul 8 - Jul 9
Sea Breeze by Brightwild Off-street Parking
Interior

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 NT$19,749
NT$33,225 total
includes taxes & fees
Jul 22 - Jul 23
Sky Suite on Duval by Brightwild Condo w Balcony
House | 1 bedroom, Internet

Poolside Retreat by Brightwild Cottage w Pool

Poolside Retreat by Brightwild Cottage w Pool
2.5 star property
Old Town Key West
2.0 out of 10, (1 review)
"My boyfriend and I booked this for our first anniversary together and I cannot stress enough to not book this listing. There was trash from people before us, back door was broken to get to the pool, air conditioning didn’t work (it was so hot inside that the glass was all fogged up it was like a sauna), and the blow dryer in the bathroom SHOCKED ME when I tried to plug it in, my boyfriend heard the sound of the shock loudly from two rooms away. Horrifying to say the least and when I reached out...
United States
Julia
The price is NT$8,973
NT$16,206 total
includes taxes & fees
Jul 22 - Jul 23
Poolside Retreat by Brightwild Cottage w Pool
House | 2 bedrooms, Internet

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is NT$10,626
NT$23,186 total
includes taxes & fees
Jul 7 - Jul 8
Starlight Serenity - Hideaway w Stunning Views
House | 2 bedrooms, Internet

Mesa House Dos by Brightwild Unreal Location

Mesa House Dos by Brightwild Unreal Location
2.0 star property
Key West Historic District
The price is NT$14,133
NT$31,420 total
includes taxes & fees
Jul 13 - Jul 14
Mesa House Dos by Brightwild Unreal Location
House | 2 bedrooms, Internet

The Collins on Duval by Brightwild

The Collins on Duval by Brightwild
2.0 star property
Old Town Key West
The price is NT$29,292
NT$44,186 total
includes taxes & fees
Jul 27 - Jul 28
The Collins on Duval by Brightwild
Exterior

Sky Loft by Brightwild Penthouse in Prime Spot

Sky Loft by Brightwild Penthouse in Prime Spot
2.0 star property
Old Town Key West
The price is NT$12,184
NT$19,834 total
includes taxes & fees
Jul 13 - Jul 14
Sky Loft by Brightwild Penthouse in Prime Spot
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The hotel was perfect and clean. The beach and pool were lovely and there were plenty of options for food and drink. The staff were super friendly and responsive. And the location was amazing for exploring Key West."
Jennifer 4-night trip
Posted 1 hour ago
Pier House Resort & Spa

Find out more about Cow Key

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

Sugarloaf Key RV Resort & Cottages: Visitors like this Cow Key vacation home rental. It 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 vacation 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 Key West Shipwreck Museum, or get out into nature at a spot like Florida Keys Beaches. While in the area, you can also visit popular places like Duval Street and Southernmost Point.

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.