Search and Rent Cow Key Condos

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Our top choices for Cow Key condo rentals

The Lighthouse Group Suite

The Lighthouse Group Suite
2.5 star property
Old Town Key West
8.0 out of 10, Very Good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
$2,481 nightly
The price is $2,745
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Lighthouse Group Suite

The Barbados at Sunrise Suites - Balcony & Pool

The Barbados at Sunrise Suites - Balcony & Pool
Key West
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
$559 nightly
The price is $621
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Barbados at Sunrise Suites - Balcony & Pool

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beachside
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
$1,397 nightly
The price is $1,527
Dec 31 - Jan 1, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Key West
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
$370 nightly
The price is $411
Jan 11 - Jan 12, 2026
Total with taxes and fees
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Meadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
$857 nightly
The price is $951
Jan 21 - Jan 22, 2026
Total with taxes and fees
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Ocean Front Presidential Suite | Beachside Resort

Ocean Front Presidential Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (1)
"it was a beautiful 3 bedroom 3 bath unit. Roomy and a nice balcony with chairs which we spent a lot of time on enjoying the beautiful view. "
United States
Barbara S.
$1,199 nightly
The price is $1,330
Jan 7 - Jan 8, 2026
Total with taxes and fees
Ocean Front Presidential Suite | Beachside Resort

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.8 out of 10, Excellent, (206)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
$456 nightly
The price is $508
Jan 15 - Jan 16, 2026
Total with taxes and fees
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
$451 nightly
The price is $501
Jan 21 - Jan 22, 2026
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
$589 nightly
The price is $656
Jan 19 - Jan 20, 2026
Total with taxes and fees
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
$566 nightly
The price is $628
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking
Key West
8.6 out of 10, Excellent, (72)
"Great rental! Perfect for our girls weekend."
United States
Amie W.
$500 nightly
The price is $555
Jan 19 - Jan 20, 2026
Total with taxes and fees
Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking

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
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
$392 nightly
The price is $435
Jan 8 - Jan 9, 2026
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (28)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
$665 nightly
The price is $738
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Key West
9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
$735 nightly
The price is $816
Jan 22 - Jan 23, 2026
Total with taxes and fees
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

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, (110)
"Great value stay"
United States
Mike B.
$396 nightly
The price is $439
Jan 2 - Jan 3, 2026
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Old Town Key West
8.6 out of 10, Excellent, (34)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
$429 nightly
The price is $472
Jan 2 - Jan 3, 2026
Total with taxes and fees
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
Old Town Key West
9.2 out of 10, Wonderful, (21)
"Great location, clean and quiet"
United States
dennis d.
$385 nightly
The price is $427
Jan 14 - Jan 15, 2026
Total with taxes and fees
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

Spectacular Ocean View Amazing quality- Massage Chair. Newly renovated

Spectacular Ocean View Amazing quality- Massage Chair. Newly renovated
Beachside
10.0 out of 10, Exceptional, (34)
"This was such a great condo. We absolutely loved our stay!"
United States
Jennie S.
$1,614 nightly
The price is $1,767
Dec 31 - Jan 1, 2026
Total with taxes and fees
Spectacular Ocean View Amazing quality- Massage Chair. Newly renovated

Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
$308 nightly
The price is $342
Jan 12 - Jan 13, 2026
Total with taxes and fees
Duval Street Suites on Duval Free Parking and heated Pool

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
Meadows
10.0 out of 10, Exceptional, (2)
"Absolutely wonderful. Everyone was so helpful and the property is fantastic. We had the best time. "
United States
Collette B.
$735 nightly
The price is $816
Jan 9 - Jan 10, 2026
Total with taxes and fees
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
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
615
Accommodation
592 Condo Rentals
Lowest Price
$342
Highest Price
$2,745

Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from $342 to $2,745 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 9.2.
How many condos are there in Cow Key?
Take your pick of 592 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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