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Compare 632 Condo Rentals in Cow Key with updated reviews, rates, and availability.

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
Coconut Mallory Resort And Marina By Kees Vacations

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (130)
"We had a great time. Enjoyed the property very much."
The price is $285
includes taxes & fees
$257 per night
May 6 - May 7
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!

9.2 out of 10, Wonderful, (7)
"The place looks even better in person. Pictures don’t do it justice! Super clean and cozy. The entire place is maintained very well. The only tiny issue we had while staying there was the slow internet.Enjoy our stay & highly recommended!"
The price is $297
includes taxes & fees
$268 per night
May 5 - May 6
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (173)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!

9.4 out of 10, Exceptional, (107)
"Was great "
The price is $359
includes taxes & fees
$323 per night
May 8 - May 9
AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

9.8 out of 10, Exceptional, (88)
"Place was awesome, would definitely stay there again"
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval

9.2 out of 10, Wonderful, (131)
"Place was great. "
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

9.4 out of 10, Exceptional, (8)
"Great accommodations. Perfect location."
The price is $356
includes taxes & fees
$321 per night
May 4 - May 5
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

9.8 out of 10, Exceptional, (81)
"We had a great stay. Loved the location. Location made it easy for us to walk everywhere. Very quiet & relaxing. Pool felt private. Everything was clean"
The price is $391
includes taxes & fees
$352 per night
May 5 - May 6
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

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

8.6 out of 10, Excellent, (11)
"Small unit but it’s all we need and everything advertised "
The price is $356
includes taxes & fees
$323 per night
May 14 - May 15
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!

9.8 out of 10, Exceptional, (124)
"Great location "
The price is $300
includes taxes & fees
$270 per night
May 6 - May 7
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!

Leo’s Lodge | Newly Updated!

8.2 out of 10, Very Good, (11)
"Bery mice pkace clean and quiet close to Duvall street"
The price is $358
includes taxes & fees
$325 per night
May 4 - May 5
Leo’s Lodge | Newly Updated!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (105)
"Excellent location, walkable to Duval Street. We were able to park on-site and walk to everything. We would definitely stay here again."
The price is $295
includes taxes & fees
$266 per night
May 4 - May 5
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

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

9.4 out of 10, Exceptional, (79)
"Property was wonderful and pricing was lower than all other location on the busy New Year’s time frame. Pool are was secluded and peaceful "
The price is $403
includes taxes & fees
$363 per night
May 11 - May 12
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.

9.8 out of 10, Exceptional, (7)
"The place was great - had most everything we needed. Location was ideal across the street from the beach. Pool and tennis court were both great. "
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (286)
"Great time!! Great place!!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Key West Beachfront Luxury 2/2 Condo A212

10.0 out of 10, Exceptional, (146)
"Great location! Pool area and a short walk to the beach were exactly what we were looking for."
Key West Beachfront Luxury 2/2 Condo A212

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!

9.8 out of 10, Exceptional, (78)
"Loved the property, pool area and location!"
The price is $459
includes taxes & fees
$414 per night
May 11 - May 12
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!

ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath

9.8 out of 10, Exceptional, (45)
"This is an amazing property in an amazing location. "
The price is $927
includes taxes & fees
$835 per night
May 6 - May 7
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (80)
"Great location and very nice place "
The price is $855
includes taxes & fees
$771 per night
May 4 - May 5
Luxury Waterfront at Galion Resort in Old 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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Other property types in Cow Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (135)
"Would definitely stay here again! "
The price is $329
includes taxes & fees
$292 per night
May 18 - May 19
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (295)
"We had a nice stay. The property was in a great location."
The price is $343
includes taxes & fees
$305 per night
May 4 - May 5
Hyatt Vacation Club at Sunset Harbor, Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
Coconut Mallory Resort And Marina By Kees Vacations
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.

Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from $285 to $927 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?
Pick from multiple condos in Cow Key with a total average guest review rating of 9.4. Licence #cnd5403292 Apt A - 403 comes highly recommended if you’ve brought the entire family or you simply like to spread out. This 4-star property also has a tennis court and a water view. Coconut Mallory Resort And Marina By Kees Vacations is another guest fave. It has a 3-star rating and amenities such as a swimming pool and a barbecue grill.
How many condos are there in Cow Key?
Take your pick of 632 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.