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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Cow Key vacation rentals

House | Exterior

1. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
The price is AED 654
AED 1,077 total
includes taxes & fees
16 Sep - 17 Sep
Island View 1BR Residence With Balcony
Front of property

2. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is AED 393
AED 1,058 total
includes taxes & fees
16 Sep - 17 Sep
Aqua Lodges at Hurricane Hole Marina
Condo | Living area | 32-inch Smart TV with satellite channels

3. 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 AED 3,633
AED 4,822 total
includes taxes & fees
16 Sep - 17 Sep
Coconut Mallory Marina and Resort Condo
Exterior

4. 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 AED 3,030
AED 4,878 total
includes taxes & fees
27 Sep - 28 Sep
Contra House Key West
Exterior

5. 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 AED 1,901
AED 3,585 total
includes taxes & fees
16 Sep - 17 Sep
Atlantic View Luxury Villa with Pool
House | 1 bedroom

6. Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
Key West
9.0 out of 10, Wonderful, (4 reviews)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
The price is AED 647
AED 1,069 total
includes taxes & fees
16 Sep - 17 Sep
Resort View 1BR Suite
House | 2 bedrooms

7. 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 AED 1,140
AED 2,175 total
includes taxes & fees
17 Sep - 18 Sep
Grand Marina Suite by Brightwild Waterfront
House | Exterior

8. 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 AED 679
AED 1,105 total
includes taxes & fees
16 Sep - 17 Sep
Resort View 1BR Suite With Direct Pool Access
House | Exterior

9. Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1 review)
"The roosters crowing early morning was irritating "
United States
Catherine
The price is AED 850
AED 1,729 total
includes taxes & fees
16 Sep - 17 Sep
Two Bedroom Residence With Balcony
Exterior

10. Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious. Great view from room!"
United States
Jacqueline
The price is AED 990
AED 1,432 total
includes taxes & fees
28 Sep - 29 Sep
Ocean Front 1BR Suite With Direct Beach Access
House | Exterior

11. Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is AED 825
AED 1,246 total
includes taxes & fees
16 Sep - 17 Sep
Ocean Front One Bedroom Residence
Exterior

12. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
The price is AED 852
AED 2,056 total
includes taxes & fees
17 Sep - 18 Sep
The Grenada Suite Pool View Private Balcony
House | 2 bedrooms, high-speed internet

13. 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 AED 863
AED 2,263 total
includes taxes & fees
20 Sep - 21 Sep
Sea Breeze by Brightwild Off-street Parking
House | 2 bedrooms

14. Resort View 2BR Residence

Resort View 2BR Residence
2.0 star property
Key West
The price is AED 907
AED 1,794 total
includes taxes & fees
16 Sep - 17 Sep
Resort View 2BR Residence
House | 4 bedrooms, high-speed internet

15. 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 AED 2,728
AED 5,751 total
includes taxes & fees
21 Sep - 22 Sep
Capmar House by Brightwild Huge Home Pool
House | Exterior

16. Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is AED 1,239
AED 1,394 total
includes taxes & fees
23 Sep - 24 Sep
Ocean Front 2BR Residence
House | Exterior

17. Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
The price is AED 1,277
AED 2,869 total
includes taxes & fees
16 Sep - 17 Sep
Resort View 3BR Residence
House | Terrace/patio

18. 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 AED 1,162
AED 2,404 total
includes taxes & fees
21 Sep - 22 Sep
Poolside Suite by Brightwild Pvt Pool Parking
House | 2 bedrooms, desk, high-speed internet

19. Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,624
AED 2,924 total
includes taxes & fees
21 Sep - 22 Sep
Sunnyside Up by Brightwild Pool Parking
House | Terrace/patio

20. Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,298
AED 2,801 total
includes taxes & fees
16 Sep - 17 Sep
Duval Dream Loft by Brightwild Right on Duval
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Good first impression checking in. Staff was friendly and courteous. Room was ok off of the Tranquility pool. We did not like the heavy frosted sliding bathroom door, it was loud. There also needs to be counter space or cabinet of some sort in the bathroom. We brought a table in so we could put our toiletries on it. There should be another mirror somewhere in the room other than the one in the bathroom. Our light and fan was on some kind of timer and turned on and off automatically at random times. Turning on at 7 am was not cool. The beach was gross with all the sargassum and stunk really bad. We booked at this hotel due to being on the beach and we didn’t even go on it at all. The resort next door had really clean and usable beach. Not sure why ours was so bad. One of the pools is under construction. The bar off the beach was nice except for the smell. Food was good. Good reminder communications from the hotel on events and happenings at the pools. Overall, good food and drinks, friendly staff and easily accessible to the main streets."
Annie C 4-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses

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 Mel Fisher Maritime Museum, or get out into nature at a spot like Florida Keys Beaches. In the larger area, you’ll find Duval Street and Robbie's.

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.