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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cow Key condo rentals

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

1. 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.
$450 nightly
The price is $500
Oct 28 - Oct 29
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, 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.

2. 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.
$450 nightly
The price is $500
Oct 28 - Oct 29
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

3. 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
9.8 out of 10, Exceptional, (6 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great property, location! Exceptionally clean"
United States
A guest from Kendall Park, NJ
$257 nightly
The price is $285
Oct 25 - Oct 26
Total with taxes and fees
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

4. 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.
$672 nightly
The price is $746
Oct 28 - Oct 29
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

5. 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.
$271 nightly
The price is $301
Oct 25 - Oct 26
Total with taxes and fees
Pool View Suite | Beachside Resort
A swimming pool surrounded by lush greenery, with lounge chairs and a covered seating area.

6. COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (121 reviews)
"Excellent stay, great location! "
United States
Dr. Christopher S.
$289 nightly
The price is $321
Oct 25 - Oct 26
Total with taxes and fees
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

7. 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 28 - Oct 29
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
A modern kitchen with a central island, bar stools, and pendant lighting.

8. 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.
$453 nightly
The price is $503
Oct 28 - Oct 29
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

9. 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.
$354 nightly
The price is $394
Oct 26 - Oct 27
Total with taxes and fees
Waterfront Dock Pool Key West Near Duval
A waterfront property with a large building, a dock with boats, and palm trees.

10. 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.
$508 nightly
The price is $564
Oct 25 - Oct 26
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
Interior

11. Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.4 out of 10, Exceptional, (48 reviews)
"Hosts are super responsive and helpful. Perfect location. Would absolutely stay here again! "
United States
Amber G.
$488 nightly
The price is $542
Nov 1 - Nov 2
Total with taxes and fees
Waterfront Dock Pool Condo Near Duval St Pet OK
A living room with a blue wall, a ceiling fan, a sofa, a coffee table, and a view of the outdoors.

12. 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.
$384 nightly
The price is $427
Oct 25 - Oct 26
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St
A modern kitchen with a large island and a built-in sink, a living area with a sofa and a coffee table, and a balcony with outdoor seating.

13. Stay at SUNRISE SUITES 203!

Stay at SUNRISE SUITES 203!
Key West
9.2 out of 10, Wonderful, (123 reviews)
"Good stay for our time in Key West! "
United States
Polly R.
$536 nightly
The price is $594
Nov 20 - Nov 21
Total with taxes and fees
Stay at SUNRISE SUITES 203!
A living room with a sofa, a chair, a desk, a coffee table, a TV, and a balcony with outdoor furniture.

14. 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.
$460 nightly
The price is $513
Oct 28 - Oct 29
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
A pool surrounded by palm trees and a building with a green roof.

15. The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.8 out of 10, Exceptional, (12 reviews)
"Great trip"
United States
Doug P.
$451 nightly
The price is $501
Oct 30 - Oct 31
Total with taxes and fees
The Barbados | Private Balcony, Pool View!
A bedroom with a bed, a ceiling fan, a TV, a wardrobe, and a window with a view of the outdoors.

16. 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
$247 nightly
The price is $274
Oct 25 - Oct 26
Total with taxes and fees
Turtle Nest Condo + Pool / 2nd Floor
A modern living room with a sofa, coffee table, and a painting of a beach scene.

17. 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
$450 nightly
The price is $500
Oct 28 - Oct 29
Total with taxes and fees
The Saint Kitts Suite | Breathtaking View, Heated Pool
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, (59 reviews)
"Everything was amazing! My family and I enjoyed every part of our stay; 10 out of 10 would recommend :)"
United States
Rebecca H.
$450 nightly
The price is $500
Oct 29 - Oct 30
Total with taxes and fees
The Salt Cay | Updated! Stunning Sunset View, Pool
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

19. 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.
$450 nightly
The price is $500
Oct 28 - Oct 29
Total with taxes and fees
The Butterfly Nest | Newly Updated w/ Shared Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

20. 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)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay. The pool was nice and the ice and water machine were a great surprise! Location convenient for us. Would stay again!"
United States
Shannon C.
$342 nightly
The price is $380
Nov 1 - Nov 2
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
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
"Stayed at Ibis Bay resort for the Fantasy Fest Weekend. Room was spotless, plenty towels, soaps, good sized fridge. I enjoyed having a small patio attached to my room. Property is well maintained. They have large Macaws and tortoise's on property. Grounds crew kept everything pristine. Swimming pool is nice with plenty of room. Really enjoyed the free continental breakfast each morning. Staff was super friendly and helpful. Groceries stores, fast food is across the street. I would stay here again."
Donna 2-night trip
Posted 1 hour ago
Ibis Bay Beach Resort

Find out more about Cow Key

Cow Key Condo Rentals information

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Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from to 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 .
How many condos are there in Cow Key?
Take your pick of 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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