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

Search and Rent Cow Key Condos

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Cow Key condo rentals

A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

1. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (21 reviews)
"Great facility and loved the location! "
United States
Matt R.
$451 nightly
The price is $501
Oct 26 - Oct 27
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

2. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
$450 nightly
The price is $500
Oct 27 - Oct 28
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

3. Pool View Suite | Beachside Resort

Pool View Suite | Beachside Resort
Key West
8.0 out of 10, Very good, (3 reviews)
"It was a holiday weekend. Key West in general all lodging was expensive. The room was very comfortable and clean. More than enough room. I was on the water which was amazing. The pool area was very awesome. Love that they have a bar and restaurant available. All the available excursions. I took advantage of the Sunset Tour. Property manager was available for any questions. Beachside staff was also very helpful. Would definitely visit again. Great Experience!! Thank you."
United States
Christie Y.
$247 nightly
The price is $274
Oct 6 - Oct 7
Total with taxes and fees
Pool View Suite | Beachside Resort
A bedroom with a bed, a chair, a wardrobe, and a bathroom visible through an open door.

4. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
Key West
10.0 out of 10, Exceptional, (1 review)
"Had a great experience with colocada. Rick and his team did a fantastic job with check in and any question we had. The went above and beyond my expectations. Will definitely use them again."
United States
Nathan
$454 nightly
The price is $504
Oct 12 - Oct 13
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

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

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (138 reviews)
"Great place to stay"
United States
walter l.
$288 nightly
The price is $320
Oct 13 - Oct 14
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Pool

6. Turtle Nest Condo + Pool / 2nd Floor

Turtle Nest Condo + Pool / 2nd Floor
Key West Historic District
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay and cant wait to come back!"
United States
Jamie
$271 nightly
The price is $301
Oct 10 - Oct 11
Total with taxes and fees
Turtle Nest Condo + Pool / 2nd Floor
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

7. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.8 out of 10, Exceptional, (10 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
$666 nightly
The price is $740
Oct 6 - Oct 7
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

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

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (113 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
$284 nightly
The price is $315
Oct 8 - Oct 9
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

9. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
$446 nightly
The price is $496
Oct 6 - Oct 7
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

10. NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay, location was great!"
United States
Taffy M.
$235 nightly
The price is $261
Oct 6 - Oct 7
Total with taxes and fees
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
A tranquil pond with a fountain in a park setting.

11. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
$445 nightly
The price is $494
Oct 11 - Oct 12
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
A parking lot with marked spaces and palm trees.

12. Waterfront Condo | Pool, Dock, Parking, Sleeps 8

Waterfront Condo | Pool, Dock, Parking, Sleeps 8
Meadows
9.8 out of 10, Exceptional, (39 reviews)
"The location was geeat, easy to get to everything within minutes. "
United States
Brian G.
$361 nightly
The price is $401
Oct 8 - Oct 9
Total with taxes and fees
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
An outdoor tennis court with a blue surface, surrounded by a fence, palm trees, and buildings in the background.

13. The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"We had a lovely time- thank you"
United States
Jackie Y.
$467 nightly
The price is $519
Oct 6 - Oct 7
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
A beach with lounge chairs, palm trees, and a water body.

14. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (34 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
$563 nightly
The price is $626
Oct 7 - Oct 8
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
A wide sandy beach with palm trees and a clear sky.

15. Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (115 reviews)
"I enjoyed my stay at the resort, highly recommend!"
United States
Michelaine a.
$417 nightly
The price is $464
Oct 6 - Oct 7
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A wooden pathway leading to a beach with palm trees and a clear blue sky.

16. Island Time | Luxury Beach Condo w/ Pool & Hot Tub

Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Key West
10.0 out of 10, Exceptional, (9 reviews)
"Neat and clean, spacious, easy walking access to the beach, nice amenities on the property with pool and hot tub."
United States
Stacey P.
$562 nightly
The price is $624
Oct 6 - Oct 7
Total with taxes and fees
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
A wide sandy beach with palm trees and a clear sky.

17. Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.0 out of 10, Wonderful, (49 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
$422 nightly
The price is $469
Oct 6 - Oct 7
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

18. The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
9.8 out of 10, Exceptional, (48 reviews)
"Had a great time place is lovely "
United States
Sarah P.
$446 nightly
The price is $496
Oct 6 - Oct 7
Total with taxes and fees
The Butterfly Nest | Newly Updated w/ Shared Pool
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

19. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
$260 nightly
The price is $289
Oct 15 - Oct 16
Total with taxes and fees
Hidden Key West Cottage - Walk to Duval !!!
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

20. Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
10.0 out of 10, Exceptional, (1 review)
$247 nightly
The price is $274
Oct 6 - Oct 7
Total with taxes and fees
Poolside Suite with Direct Pool Access
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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Awesome location!"
Brian 1-night trip
Posted 1 hour ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Find out more about Cow Key

Cow Key Condo Rentals information

Number of reviews
577
Accommodation
544 Condo Rentals
Lowest Price
$261
Highest Price
$740

Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from $261 to $740 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?
A traveler favorite is Licence #cnd5403292 Apt A - 403. Make yourself at home at this 4-star property which features a nearby waterfront and an ocean view. Coconut Mallory Resort And Marina By Kees Vacations is another highly rated condo worth looking into. Book into this popular 3-star option and take advantage of amenities including a swimming pool and a barbecue grill. You can pick from multiple condos in Cow Key with a total average guest review rating of 9.6.
How many condos are there in Cow Key?
Take your pick of 544 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 family-friendly condos in Cow Key?
Get comfortable at Licence #cnd5403292 Apt A - 403, a 4-star option just a quick drive from downtown. Conveniences here include a water view and a king-sized bed. Another family-friendly condo is Coconut Mallory Resort And Marina By Kees Vacations. A swimming pool and a barbecue grill help make this 3-star escape a guest favorite. After checking in and chilling out in your new digs, it's time to head out and explore some of the local sights. Smathers Beach and South Beach are among the family-friendly attractions in Cow Key.
Are there any 5-star condos in Cow Key?
You won't find any 5-star condos in Cow Key. But you will find some terrific 4-star stays. Check in to Licence #cnd5403292 Apt A - 403, about 2 miles from downtown. A beach view and a swimming pool are just two of the many amenities offered here. Seafarer's Refuge 4 Bedroom Home is another stylish option. It features a swimming pool and a tennis court and is located about 3 miles from the center of Cow Key.
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.

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