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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Cow Key condo rentals

A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

1. The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (45 reviews)
"Great place, location and reasonable price"
United States
Sujan K.
$436 nightly
The price is $486
Nov 15 - Nov 16
Total with taxes and fees
The Andros | Incredible Views w/ Shared Pool
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

2. 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.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A modern kitchen with a central island, bar stools, and pendant lighting.

3. 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.
$441 nightly
The price is $492
Nov 16 - Nov 17
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

4. 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.
$440 nightly
The price is $490
Nov 29 - Nov 30
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
A wooden bridge leading to a house with a sign indicating no swimming or diving.

5. 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.
$440 nightly
The price is $489
Dec 1 - Dec 2
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

6. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (12 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.
$651 nightly
The price is $726
Nov 18 - Nov 19
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
A modern kitchen with a black countertop, stainless steel sink, and white cabinetry.

7. Waterfront Condo Dock Pool Downtown Near Duval

Waterfront Condo Dock Pool Downtown Near Duval
Meadows
9.6 out of 10, Exceptional, (30 reviews)
"Wow, this was one of the best short term rentals we've done. Well appointed, extremely clean, convenient location, and everything pretty much top of the line."
United States
John L.
$348 nightly
The price is $388
Dec 3 - Dec 4
Total with taxes and fees
Waterfront Condo Dock Pool Downtown Near Duval
A tropical garden pathway leading to a building with a yellow facade and green shutters.

8. 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.
$329 nightly
The price is $365
Nov 19 - Nov 20
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

9. 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, (115 reviews)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
$328 nightly
The price is $364
Dec 1 - Dec 2
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

10. 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, (8 reviews)
"Smooth process, clean room and not noisy at all"
United States
Stephen N.
$320 nightly
The price is $355
Dec 1 - Dec 2
Total with taxes and fees
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A wooden boardwalk leading to a hotel with a pool and palm trees.

11. 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.
$473 nightly
The price is $525
Nov 30 - Dec 1
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
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.

12. 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.
$440 nightly
The price is $490
Nov 29 - Nov 30
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
A beachside resort with a wooden deck, palm trees, and a sunset view.

13. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
United States
CAROL K.
$564 nightly
The price is $627
Nov 12 - Nov 13
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
A modern living room with a sofa, coffee table, and a painting of a beach scene.

14. 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
$440 nightly
The price is $490
Dec 1 - Dec 2
Total with taxes and fees
The Saint Kitts Suite | Breathtaking View, Heated Pool
A waterfront property with a pool, a thatched-roof structure, and multiple buildings with balconies overlooking the water.

15. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
United States
Amanda M.
$301 nightly
The price is $329
Nov 23 - Nov 24
Total with taxes and fees
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A marina with boats docked, a clear sky, and a rainbow.

16. 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.
$413 nightly
The price is $459
Nov 16 - Nov 17
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St
A wide sandy beach with palm trees and a clear sky.

17. 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.
$452 nightly
The price is $505
Nov 12 - Nov 13
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

18. The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (60 reviews)
"Good place to stay away from the crowds in Old Town. About a 15-20 minute golf cart ride into Old Town - very convenient! Unit was clean and had everything we needed. Beds and pillows were comfortable!"
United States
Dana P.
$436 nightly
The price is $486
Nov 15 - Nov 16
Total with taxes and fees
The Salt Cay | Updated! Stunning Sunset View, 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, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
$228 nightly
The price is $254
Nov 17 - Nov 18
Total with taxes and fees
Hidden Key West Cottage - Walk to Duval !!!
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

20. 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.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Butterfly Nest | Newly Updated 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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"We had wonderful staff checking us in unfortunately we had to change our room three times the first two rooms. The sheets were dirty,with stains on them. The time we got to our third room it was much better unfortunately we did lose the hammock. That was the one thing I was looking forward to laying on a hammock unfortunately, I was only able to do that for a few hours due to the switch in the rooms."
Jason 3-night trip
Posted 4 hours ago
Ibis Bay Beach Resort

Find out more about Cow Key

Cow Key Condo Rentals information

Number of reviews
638
Accommodation
548 Condo Rentals
Lowest Price
$254
Highest Price
$726

Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from $254 to $726 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 9.7.
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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