Cow Key Vacation Rentals

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Vacation Rentals in Cow Key

Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (333)
"My husband and I came to Key West to celebrate our 30th anniversary. Ken's Studio was perfect. We knew it was small going in and so that didn't bother us. The location is outstanding as it is within walking distance of Duval Street and easy bike rides to the beach. The bikes were great for getting around KW, we rode them all over. The beach supplies (cooler, umbrella, chairs, snorkel equipment) were very much appreciated as well. Ken was an excellent host and was very good at communicating with...
The price is ¥15,518
¥37,405 total
includes taxes & fees
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, (99)
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is ¥22,409
¥47,679 total
includes taxes & fees
Jun 25 - Jun 26
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (88)
"Everyone was extremely nice and helpful."
The price is ¥14,571
¥38,436 total
includes taxes & fees
Jun 13 - Jun 14
Aqua Lodges at Hurricane Hole Marina
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FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, (103)
"Beautiful property in a great location. I would definitely stay again."
The price is ¥19,764
¥44,392 total
includes taxes & fees
Jun 16 - Jun 17
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Poolside Cottage #411
10.0 out of 10, Exceptional, (17)
"Clean. Everything we needed in a key west stay."
The price is ¥33,614
¥57,016 total
includes taxes & fees
Jun 12 - Jun 13
Poolside Cottage #411
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, (108)
"very nice.I suggest renting a bikes or scooter too save time walking to the tourist attractions and desired dining."
The price is ¥19,919
¥44,566 total
includes taxes & fees
Jun 12 - Jun 13
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, (56)
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is ¥31,977
¥69,774 total
includes taxes & fees
Jun 9 - Jun 10
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
9.6 out of 10, Exceptional, (102)
"We were very happy with our stay! We recommend staying here."
The price is ¥17,118
¥41,104 total
includes taxes & fees
Jun 9 - Jun 10
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, (95)
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is ¥19,297
¥43,866 total
includes taxes & fees
Jun 16 - Jun 17
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very Good, (20)
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is ¥22,729
¥46,458 total
includes taxes & fees
Jun 26 - Jun 27
Salvador's Studio by Brightwild | Heated Pool!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, (214)
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Penthouse Level Ocean Views- Live the Dream
9.6 out of 10, Exceptional, (210)
"We really enjoyed our stay. This was a great rental property. Views were amazing."
Penthouse Level Ocean Views- Live the Dream
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
9.6 out of 10, Exceptional, (186)
"We spent a week in Key West at this nice little main floor one bedroom suite. The location is great, and walkable to anywhere you might want to go in Key West. Parking was pretty easy...always found a spot within a 1/2 block. The area is safe and quiet, but really easy to get to all the great sites and the beaches. If you are considering a trip to Key West, Marilyn's place is a great place to stay. Thank you, Marilyn for having us!"
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
Key West Beachfront Luxury 2/2 Condo A212
9.8 out of 10, Exceptional, (119)
"Nice property with great furnishings; really liked that it felt more like a residence than a resort. I would stay here again if I had the chance."
Key West Beachfront Luxury 2/2 Condo A212
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (204)
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is ¥47,025
¥59,643 total
includes taxes & fees
Jun 20 - Jun 21
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
9.6 out of 10, Exceptional, (41)
"We spent a few nights here during a wedding weekend celebration in Key West. The home was in the perfect location. Very close to Duval street but set back enough for peace and quiet. The pool was amazing and much bigger than anticipated. The home was extremely roomy. All the amenities you would need and tons of towels! Highly recommend and will definitely stay here again!"
The price is ¥188,100
¥337,718 total
includes taxes & fees
Jun 15 - Jun 16
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
Poolside Cottage #412
10.0 out of 10, Exceptional, (6)
"Perfect location. Poolside. Friendly staff, excellent service ~ Brandy!!!"
The price is ¥33,858
¥57,430 total
includes taxes & fees
Jun 12 - Jun 13
Poolside Cottage #412
Steps To The Beach And The Sunrise-No Contact Check-In
9.4 out of 10, Exceptional, (95)
"I rent a lot of VRBO’s and this is one of the best condos I have ever stayed at. It was very clean. It was very comfortable and I have to specifically comment on the beds. They were the most comfortable beds I’ve ever slept on in a condo. My friends said their bed was very very comfortable too. Also the location of this condo right by the pool is very convenient. And to sit on the patio and enjoy the wildlife out in the wetlands was very peaceful and enjoyable. I would rent his condo again."
Steps To The Beach And The Sunrise-No Contact Check-In
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (25)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, (10)
"The Yacht was beautiful. The marina was amazing. The marina and resort had excellent restaurants and bars. It was very cool to see all of the boats coming and going. It was an easy Uber ride to Key West and enjoy the fast pace life. Then it was wonderful to come back to the quiet of the marina. Would highly recommend a stay here."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
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See all available properties in Cow Key
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.

Other types of properties in Cow Key you may be interested in

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1541)
"It was the nicest hotel we’ve ever stayed in and we’ve been married for 30+ years. We stay in 6-8 hotels a year. The courtesy was like non other. "
The price is ¥26,020
¥38,318 total
includes taxes & fees
Jun 10 - Jun 11
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, (1783)
"Staff was very welcoming and accommodating to our needs like late checkout etc"
The price is ¥29,626
¥43,187 total
includes taxes & fees
Jul 9 - Jul 10
Margaritaville Beach House Key West
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very Good, (1920)
"Always a great place to stay and good location to everything."
The price is ¥33,279
¥47,243 total
includes taxes & fees
Jun 19 - Jun 20
Southernmost Beach Resort
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

Are there vacation rentals in Cow Key?

Yes, we have vacation rentals near well known local attractions in Cow Key, or you can select a more secluded option if you're looking for relaxation. Cow Key is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best vacation rentals that Cow Key has to offer?

Nassau Suite just steps to Duval Tropical oasis quiet location Downtown: Visitors like this Cow Key vacation home rental. It is located in the city center and has a balcony, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Cow Key?

Explore the area and family-friendly sights such as Mel Fisher Maritime Museum, or get out into nature at a spot like Key West Tropical Forest and Botanical Garden. In the larger area, you’ll find Duval Street and Robbie's.

What are vacation rentals like in Cow Key?

Vacation rentals are private accommodations you can stay in for several days or more in Cow Key. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.

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