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Compare 1303 Vacation Homes in Cow Key with updated reviews, rates, and availability.

Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio

9.6 out of 10, Exceptional, (212)
"Great location. The room met our needs. It was clean and comfortable. The owner did a great job of communicating everything we needed to know. Everything was walkable, which we appreciated. "
Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

9.2 out of 10, Wonderful, (189)
"Great place. Quiet and relaxing yet close to everything Key West!"
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (91)
"Excellent property and location! Really enjoyed the property!"
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

9.0 out of 10, Wonderful, (159)
"Our stay was great. Marilyn provided us with all necessary information. The house itself is very clean but tiny. It is good for a couple or two people. It was perfect for our needs ! :)"
Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

Captain's Daughter: Oversized home for the whole family w/private pool & dock

9.8 out of 10, Exceptional, (122)
"Our stay was absolutely incredible. The condo was bigger than we were expecting so we had plenty of room to spread out and relax. The property management website was super helpful and the customer service was amazing as well! Nothing but good reviews from everyone who stayed there!"
Captain's Daughter: Oversized home for the whole family w/private pool & dock

Perfect Location, Private Heated Pool & Pristine Luxury Home!

10.0 out of 10, Exceptional, (166)
"Beautifully appointed house with every amenity that you could need. The location was great - right in heart of all the Key West fun. The pool area was a great place to hang out and relax too. We really enjoyed the property and had a wonderful time!"
The price is SAR 5,627
SAR 9,721 total
includes taxes & fees
25 Mar - 26 Mar
Perfect Location, Private Heated Pool & Pristine Luxury Home!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (134)
"My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,"
The price is SAR 1,032
SAR 2,260 total
includes taxes & fees
2 Apr - 3 Apr
Cudjoe Cottages, swimming pool, just 20 miles from Key West

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

9.0 out of 10, Wonderful, (38)
"Close to up and coming restaurants on Stock Islabd. Clean manufactored home among trailers."
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

9.6 out of 10, Exceptional, (210)
"Great location. Can walk to everything. Great that there is a parking space for one medium sized car. Loved Hemingway’s Home tour. "
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

9.6 out of 10, Exceptional, (71)
"I could not suggest anything that could have made this place any better (someone to peel grapes and feed them to me?) really ideal on every front location accommodations cleanliness communication all 10!"
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (211)
"We loved our stay here! This place had everything that we needed. The resort was safe for my kids to roam around for pickleball, swimming, and fishing. Thank you!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

9.8 out of 10, Exceptional, (176)
"Absolutely a gorgeous property and fantastic location. Key West is our favorite place to visit. This house, along with the property manager, made this year's visit the best yet! Thanks for a great birthday and we look forward to booking this property again next year"
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

10.0 out of 10, Exceptional, (9)
"Property was located perfect for seeing old Key west area. Property was clean and well maintained. We would definitely stay there again!"
The price is SAR 1,981
SAR 4,096 total
includes taxes & fees
7 Apr - 8 Apr
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

Private Secluded Ocean View & Pool Near Key West

8.4 out of 10, Very Good, (87)
"Nice property. We enjoyed our stay."
Private Secluded Ocean View & Pool Near Key West

A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!

9.8 out of 10, Exceptional, (77)
"We had a family of four, and it was a great trip. The property was a perfect location to walk everywhere. We loved the house. Unlike other house, it was actually cooler on the top floor compared to the other floors, but it worked out well with the bedrooms upstairs. Great communication with the property, and albeit small, the pool was a nice addition. "
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

10.0 out of 10, Exceptional, (11)
"The interior was beautifully done. Well laid out and good amenities. Exterior needs work to compliment the inside."
The price is SAR 2,836
SAR 5,161 total
includes taxes & fees
6 Apr - 7 Apr
NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

Luxury two floor apartment in prime location of famous Duval Street

9.6 out of 10, Exceptional, (75)
"We loved the location and style of this apartment. Perfect for small families or couples. "
The price is SAR 1,482
SAR 3,187 total
includes taxes & fees
1 Apr - 2 Apr
Luxury two floor apartment in prime location of famous Duval Street

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very Good, (104)
"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable. "
The price is SAR 1,107
SAR 2,336 total
includes taxes & fees
22 Mar - 23 Mar
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!

9.8 out of 10, Exceptional, (120)
"My husband and I stayed at this lovely three-story home with two other couples. The home is well furnished and well stocked and immaculate. We thoroughly enjoyed the outdoor deck and pool area for cocktails, playing cards or just relaxing. We would definitely stay again!"
Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!

Key West - Stock Island

4.0 star property
9.6 out of 10, Exceptional, (20)
"We had issues with the door lock on arrival. Reggie & the housekeeper were able to help us after I refused to leave the door unlocked. The unit is very clean. Sleeps 4 but only seats 3 in living room. Patio furniture needs replacing. Parking can get difficult returning late at night but not impossible. After all of this I would return again. "
Key West - Stock Island
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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Other property types in Cow Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is SAR 874
SAR 1,612 total
includes taxes & fees
6 Apr - 7 Apr
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (290)
"I had a great experience with my family!"
The price is SAR 1,407
SAR 1,688 total
includes taxes & fees
5 Apr - 6 Apr
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Thank you"
Steps from Duval, Pool on Site & Bikes Included!
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.