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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Our top choices for Cow Key condo rentals

1. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
$421 nightly
The price is $472
Nov 21 - Nov 22
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!

2. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
Key West
$440 nightly
The price is $490
Nov 10 - Nov 11
Total with taxes and fees
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

3. 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.
$438 nightly
The price is $488
Nov 10 - Nov 11
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

4. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (11 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
$649 nightly
The price is $724
Nov 10 - Nov 11
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool

5. 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.
$438 nightly
The price is $488
Nov 10 - Nov 11
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool

6. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.6 out of 10, Exceptional, (7 reviews)
"Smooth process, clean room and not noisy at all"
United States
Stephen N.
$269 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

7. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (41 reviews)
"Clean, comfy and had everything we expected."
United States
Chrystalbelle R.
$375 nightly
The price is $418
Nov 8 - Nov 9
Total with taxes and fees
Waterfront Dock Pool Key West Near Duval

8. Boat Slip - Waterfront Condo - Key West Pool

Boat Slip - Waterfront Condo - Key West Pool
Meadows
$365 nightly
The price is $405
Nov 18 - Nov 19
Total with taxes and fees
Boat Slip - Waterfront Condo - Key West Pool

9. 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, (139 reviews)
"Great place to stay"
United States
walter l.
$335 nightly
The price is $372
Nov 10 - Nov 11
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

10. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
$577 nightly
The price is $640
Nov 16 - Nov 17
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St

11. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 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.
$611 nightly
The price is $678
Nov 16 - Nov 17
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

12. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
$420 nightly
The price is $470
Nov 19 - Nov 20
Total with taxes and fees
The Saint Kitts Suite | Breathtaking View, Heated Pool

13. 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.
$452 nightly
The price is $501
Dec 1 - Dec 2
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool

14. 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.
$435 nightly
The price is $488
Nov 9 - Nov 10
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

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

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
9.8 out of 10, Exceptional, (49 reviews)
"Very nice condo! Great view from the balcony. We would definitely stay here again."
United States
Cristen H.
$438 nightly
The price is $488
Nov 11 - Nov 12
Total with taxes and fees
The Butterfly Nest | Newly Updated w/ Shared Pool

16. 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.
$435 nightly
The price is $488
Nov 9 - Nov 10
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

17. The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.8 out of 10, Exceptional, (13 reviews)
"Great trip"
United States
Doug P.
$438 nightly
The price is $488
Nov 12 - Nov 13
Total with taxes and fees
The Barbados | Private Balcony, Pool View!

18. 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, (2 reviews)
"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"
United States
Amy Jordan P.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

19. Sky Loft - Steps from Duval Street & Shared Pool

Sky Loft - Steps from Duval Street & Shared Pool
Old Town Key West
9.6 out of 10, Exceptional, (28 reviews)
"Perfect place, close enough to that action in Duval but just far enough to be out of it when you wanted."
United States
Mac J.
$483 nightly
The price is $539
Nov 9 - Nov 10
Total with taxes and fees
Sky Loft - Steps from Duval Street & Shared Pool

20. The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (45 reviews)
"Stayed 3,nights- would have stayed forever! Rick and staff could not have been more accommodating and friendly- the property was immaculate and maybe the most comfortable bed I’ve ever slept in! Rick was so knowledgeable about the island - had the answers for everything- such a lovely, relaxing stay, we will definitely be back!"
United States
Cynthia R.
$420 nightly
The price is $470
Nov 15 - Nov 16
Total with taxes and fees
The Andros | Incredible Views w/ Shared Pool
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

Find out more about Cow Key

Cow Key Condo Rentals information

Number of reviews
523
Accommodation
548 Condo Rentals
Lowest Price
$300
Highest Price
$724

Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from $300 to $724 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 548 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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