Search Condos Rentals in Cow Key from CA $120

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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
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Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Browse Select Cow Key Condo Rentals

CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!
Terrace/patio

CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!

9.0 out of 10, Wonderful, (18)
"Would definitely stay again or recommend "
The price is CA $187
CA $424 total
includes taxes & fees
Jul 8 - Jul 9
CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (814)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Fridge, microwave, coffee/tea maker

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

9.8 out of 10, Exceptional, (115)
"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 CA $134
CA $342 total
includes taxes & fees
Jul 1 - Jul 2
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Fridge, microwave, coffee/tea maker, dining tables

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

9.6 out of 10, Exceptional, (137)
"We loved everything about it, the place was spotless and although the Havana room is quite small, we didn't spend much time there. Walkable to Duval Street and just a very pleasant property."
The price is CA $130
CA $335 total
includes taxes & fees
Jun 29 - Jun 30
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Terrace/patio

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.0 out of 10, Wonderful, (10)
"Great time staying there "
The price is CA $131
CA $337 total
includes taxes & fees
Jul 2 - Jul 3
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
A heated pool

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

9.4 out of 10, Exceptional, (174)
"Really enjoyed the place, very clean and comfortable, great balcony overlooking the ocean. The amenities like the pool and hot tub were very nice and it's a short bike / drive / Lyft from everything in Key West. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (177)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

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

8.8 out of 10, Excellent, (18)
"Property as described in listing, enjoyed our stay! Would def stay again! "
The price is CA $120
CA $365 total
includes taxes & fees
Jul 1 - Jul 2
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Duval Delight | Recently Remodeled Condo on Duval!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

9.8 out of 10, Exceptional, (21)
"The unit is awesome - perfect location on Duval St, very comfortable beds, plenty of space. Will definitely be back!"
The price is CA $257
CA $687 total
includes taxes & fees
Jul 1 - Jul 2
Duval Delight | Recently Remodeled Condo on Duval!
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
Fridge, microwave, coffee/tea maker

CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!

9.6 out of 10, Exceptional, (131)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
The price is CA $130
CA $337 total
includes taxes & fees
Jul 9 - Jul 10
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Outdoor dining

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

9.6 out of 10, Exceptional, (87)
"We really enjoyed the property. "
The price is CA $137
CA $362 total
includes taxes & fees
Jul 2 - Jul 3
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Terrace/patio

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.8 out of 10, Exceptional, (16)
"Great place"
The price is CA $131
CA $338 total
includes taxes & fees
Jul 3 - Jul 4
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
BOOKING SMOKING HOT 2025 DEALS NOW!
Exterior

BOOKING SMOKING HOT 2025 DEALS NOW!

9.4 out of 10, Exceptional, (200)
"wonderful place to stay"
BOOKING SMOKING HOT 2025 DEALS NOW!
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
Terrace/patio

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

8.8 out of 10, Excellent, (16)
"Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay. "
The price is CA $131
CA $336 total
includes taxes & fees
Jun 29 - Jun 30
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
A heated pool

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

9.8 out of 10, Exceptional, (40)
"Property was well maintained and nice folks in the community. Recommend highly!"
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
Property grounds

COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!

9.6 out of 10, Exceptional, (82)
"Great stay, clean property in a perfect location that is quiet and still walkable. Would gladly stay here again!"
The price is CA $145
CA $374 total
includes taxes & fees
Jul 6 - Jul 7
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
A heated pool

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

10.0 out of 10, Exceptional, (70)
"Very lush and beautiful. We loved the location of area and of our room, the Julie. Very private and pool right outside our door. Everything we needed was there. Parlor was lovely and nice place to hang other than your room. Front porch with rocking chairs were the cherry on top. Lovely vacation stay. "
The price is CA $166
CA $434 total
includes taxes & fees
Jul 1 - Jul 2
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Fridge, coffee/tea maker

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (136)
"The property was exactly as listed. Great location, well kept, clean, and easy to check into. I don’t even know how I’d improve upon the experience, it was great. Parking on site was great as well! "
The price is CA $136
CA $343 total
includes taxes & fees
Jul 2 - Jul 3
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
Pool

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (205)
"The place is beautiful and every convenience thought of. Would definitely stay here Asian! "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
Terrace/patio

SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!

9.4 out of 10, Exceptional, (12)
"Perfect place to stay. Love the charm of the old house/ mansion and the updated modern conviences. Within walking distance of Duval Street and other attractions. The extras of breakfast food, soda, wine, beer, were a pleasant aurora. "
The price is CA $130
CA $335 total
includes taxes & fees
Jun 29 - Jun 30
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King 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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Frequently asked questions

How much do condos in Cow Key cost?
Expect to pay from CA $120 to CA $257 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?
Take your pick of 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're travelling with the kids or just want some extra space. This 4-star condo also offers a garden and a sauna. Coconut Mallory Resort And Marina By Kees Vacations is another guest fave. It has a 3-star rating and conveniences such as a barbecue grill and a swimming pool.
How many condos are there in Cow Key?
Take your pick of 652 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.