Search Condo Rentals in Cow Key

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 538 Condo Rentals in Cow Key with updated reviews, rates, and availability.

Coconut Mallory Resort And Marina By Kees Vacations
2 outdoor pools

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (807)
"Great property for families. Only downside - if you have a room about be, you can hear everything. So ask for higher rent rates m. Great location, spacious chairs nod and super clean. Loved self cater/clean unit!! "
Coconut Mallory Resort And Marina By Kees Vacations
Chagall’s Corner | Newly Remodeled!
1 bedroom, free WiFi, bed sheets

Chagall’s Corner | Newly Remodeled!

8.8 out of 10, Excellent, (10)
"This was over all a very good stay. The place was very clean. We had everything we needed for a comfortable stay. It was smaller than anticipated, specifically the bathroom. We generally spend very little time in our hotel/Vrbo while on vacation, so this was not a significant draw back. "
The price is SAR 784
SAR 1,528 total
includes taxes & fees
2 Apr - 3 Apr
Chagall’s Corner | Newly Remodeled!
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Beach nearby

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

9.8 out of 10, Exceptional, (77)
"Our room was perfect for the short stay.Finding a parking spot was a little challenging but once we found a spot and got settled we ventured out to explore the area.We will definitely recommend to our friends and family."
The price is SAR 986
SAR 1,768 total
includes taxes & fees
1 Apr - 2 Apr
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Duval Delight | Recently Remodeled Condo on Duval!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

9.8 out of 10, Exceptional, (12)
"The unit is awesome - perfect location on Duval St, very comfortable beds, plenty of space. Will definitely be back!"
The price is SAR 1,310
SAR 2,693 total
includes taxes & fees
27 Mar - 28 Mar
Duval Delight | Recently Remodeled Condo on Duval!
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Exterior

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

9.8 out of 10, Exceptional, (85)
"We had an amazing stay at Stripes for a girls trip. The house was clean and lovely and perfect for a group. We enjoyed the heated pool and the second floor balcony was a great place to enjoy a coffee in the morning or happy hour. The street was quiet but an easy walk to all of the entertainment of Duval Street. There is a great coffee shop around the corner which we enjoyed everyday. Everyone on the trip commented that they would stay there again. 10 out of 10!"
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
La Brisa - Ocean Views Across from Smathers Beach
Dining

La Brisa - Ocean Views Across from Smathers Beach

10.0 out of 10, Exceptional, (124)
"Excellent, we will stay everytime we come to Keywest. Love the view. Would not stay anywhere else.The owner was very helpful and got back to us quickly anytime we needed anything! The condo was quiet, and the others at the condo were quiet and thoughtful of everyone staying there!"
La Brisa - Ocean Views Across from Smathers Beach
Tranquility by Smathers and 10 minute bike downtown Key West value savings
A heated pool

Tranquility by Smathers and 10 minute bike downtown Key West value savings

9.4 out of 10, Exceptional, (106)
"The property was very clean, is convenient to Key West “Old Town” and is adjacent to the airport. My wife and I stayed there with friends. We used the 2nd bedroom and our friends used the master. Bedding in the 2nd bedroom isn’t great, but was okay for a short stay. If I owned the unit I would definitely update the mattress in the 2nd bedroom. The unit needs some repairs, especially to the closet doors. The closet doors in the master br were the only ones that closed properly. One funny...
Tranquility by Smathers and 10 minute bike downtown Key West value savings
Private Parking & Near Downtown - Sea Breeze
Fridge, microwave, oven, stovetop

Private Parking & Near Downtown - Sea Breeze

9.4 out of 10, Exceptional, (38)
"Perfect property for 4 people for a few days. Property was clean. Beds were comfortable. Had complimentary soap and shampoo. Code did not work to get into house on arrival, but management answered phone right away and got us in with 5 minutes.Nice large living room and parking spot is a great bonus. Only downfall would be lack of outdoor living space if you are looking for that. "
The price is SAR 1,316
SAR 2,929 total
includes taxes & fees
1 Apr - 2 Apr
Private Parking & Near Downtown - Sea Breeze
Oceanfront Marina Condo With All Luxuries
Sun loungers, beach towels

Oceanfront Marina Condo With All Luxuries

9.8 out of 10, Exceptional, (140)
"I stay here, if available when visiting Key West. The condo is fantastic, the location is superb."
Oceanfront Marina Condo With All Luxuries
Leo’s Lodge | Newly Updated!
A heated pool

Leo’s Lodge | Newly Updated!

8.0 out of 10, Very Good, (4)
"The property is well maintained. The room and property were clean. Staff is top notch and very helpful with any need. Highly recommend this property! Close to deval and the night life."
The price is SAR 567
SAR 1,223 total
includes taxes & fees
23 Mar - 24 Mar
Leo’s Lodge | Newly Updated!
Penthouse Beach Ocean Views- Live the Dream
On the beach, beach towels

Penthouse Beach Ocean Views- Live the Dream

9.6 out of 10, Exceptional, (234)
"Our stay was nothing short of perfection. From the moment we entered the unit till the time of checkout we were just in aww. The photos online are exactly as the unit appears. The view, amenities, parking, closeness to everything was top notch as described. Communiation with property owner was so timely and appreciated. Parking is wonderful shall you rent a vehicle. Definitely home away from home. I will 100% return but, for more than one week. The comfort of the unit and property will keep me...
Penthouse Beach Ocean Views- Live the Dream
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
Exterior detail

Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

10.0 out of 10, Exceptional, (287)
"Shipyard condos is the place to be in Key West. It’s a quiet peaceful community in the Truman Annex yet just three blocks from Duval. This condo is perfect for a couple with one bedroom on bath. Fully equipped with a lovely deck off the Living area. You’re just steps away from the community pool. The condo comes with two bikes for your use. Highly recommended!"
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
Galleon Resort beach hotel luxury in Old Town Key West
Terrace/patio

Galleon Resort beach hotel luxury in Old Town Key West

9.8 out of 10, Exceptional, (126)
"Fantastic rental! Easy check in process. The resort location is perfect to the wharf, bars, and restaurants. The unit was spotless and decorated with tropical vibes. Bed was comfortable, kitchen had everything you needed for your stay.. Ed is a great host."
Galleon Resort beach hotel luxury in Old Town Key West
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach nearby

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.4 out of 10, Exceptional, (74)
"Enjoyed our short stay - only negative was the connecting door / noise transmission with the adjoining unit"
The price is SAR 1,046
SAR 1,847 total
includes taxes & fees
6 Apr - 7 Apr
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Luxury Waterfront at Galion Resort in Old Town
Terrace/patio

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (81)
"The only complaint would be the garden tub. Very hard to get in to get a shower!!! Especially when you have short legs"
Luxury Waterfront at Galion Resort in Old Town
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach nearby

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (123)
"The property was lovely and very peaceful and quiet. It was delightful to take a dip in the warm pool after a busy day at Dry Tortugas N.P. or mid-day between shopping and going to dinner. The kitchen was very convenient for preparing a light breakfast or lunch"
The price is SAR 806
SAR 1,494 total
includes taxes & fees
1 Apr - 2 Apr
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Ocean Front Presidential Suite | Beachside Resort
Pool

Ocean Front Presidential Suite | Beachside Resort

10.0 out of 10, Exceptional, (2)
"Our 3-bedroom suite was spacious and we loved the fact that there was a washer/dryer in the suite and a well stocked kitchen. The heated pool was great! Parking convenient."
The price is SAR 2,404
SAR 4,544 total
includes taxes & fees
1 Apr - 2 Apr
Ocean Front Presidential Suite | Beachside Resort
Andy’s Attic | Budget-Friendly!
A heated pool

Andy’s Attic | Budget-Friendly!

9.0 out of 10, Wonderful, (6)
"Good experience overall nice to have a kitchenette pool area was lovely"
The price is SAR 630
SAR 1,307 total
includes taxes & fees
30 Mar - 31 Mar
Andy’s Attic | Budget-Friendly!
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
Terrace/patio

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

9.4 out of 10, Exceptional, (3)
"Great accommodations. Perfect location."
The price is SAR 1,238
SAR 2,089 total
includes taxes & fees
2 Apr - 3 Apr
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
Private Balcony & Parking - Villa Positano
Terrace/patio

Private Balcony & Parking - Villa Positano

8.2 out of 10, Very Good, (10)
"Very nice and clean property in a fantastic location,"
The price is SAR 1,166
SAR 2,956 total
includes taxes & fees
2 Apr - 3 Apr
Private Balcony & Parking - Villa Positano
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.
Don't see what you're looking for?
See all available properties in Cow Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Cow Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (122)
"The houseboat was exactly as pictured, the inside was clean, roomy for 4 adults, and the location/marina was fantastic! We will be back! "
The price is SAR 665
SAR 1,377 total
includes taxes & fees
28 Mar - 29 Mar
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

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!
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

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 1,444
SAR 1,730 total
includes taxes & fees
1 Apr - 2 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
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.

Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from SAR 567 to SAR 2,404 per night for condos in Cow Key. Whatever your budget, you’ll find the perfect stay on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Cow Key?
Pick from multiple condos in Cow Key with a total average guest review rating of 9.3. Licence #cnd5403292 Apt A - 403 comes highly recommended if you’ve brought the entire family or you simply like to spread out. This 4-star property also has a tennis court and a water view. Coconut Mallory Resort And Marina By Kees Vacations is another guest fave. It has a 3-star rating and amenities such as a swimming pool and a barbecue grill.
How many condos are there in Cow Key?
Take your pick of 538 condos in Cow Key. No matter if you’re taking a trip with the family or organizing a weekend escape with your pals, Expedia will help you find the right space for your entire crew.
Are there any 5-star condos in Cow Key?
Cow Key unfortunately doesn’t have any 5-star condos — but you and your travel buddies can still stay here in style! Why not check out Licence #cnd5403292 Apt A - 403? Located about 3 kilometers from the downtown area, this 4-star property offers a king-sized bed and a swimming pool. Seafarer’s Refuge 4 Bedroom Home is another excellent choice just 5 kilometers from central Cow Key. Also rated 4 stars, it comes with amenities such as a tennis court and a swimming pool.
Why book your condo in Cow Key with Expedia?
With Expedia, it’s a cinch to find your ideal condo in Cow Key. Looking for someplace luxurious? Make the most of our filters to search for properties that are 5-star rated. If you have a budget, click on how much you’d like to spend and then browse our incredible deals. We’ll help you find the perfect fit whatever your trip looks like.
How can I find cheap condos in Cow Key?
With Expedia’s filter tool, getting your hands on cheap condos in Cow Key is easy. To find stays that’ll make your wallet smile, narrow down your search by amenities, budget and star rating.