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Compare 165 Cottages in Cow Key with updated reviews, rates, and availability.

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (119)
"This cottage was amazing for so many different reasons. Location, quiet, and detail to guests needs. Marcela was a great communicator. No need to communicate too much, everything worked great! We are returning next year!"
Heart of Downtown Key West Cottage With Off-Street Parking

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Very nice"
The price is SAR 882
SAR 1,590 total
includes taxes & fees
12 Apr - 13 Apr
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (133)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
The price is SAR 563
SAR 1,070 total
includes taxes & fees
8 Apr - 9 Apr
Cottage with Pool and Boat Dockage just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (151)
"Cottage 1 was right by the water. A walk down a long path to a dock was a nightly trip to watch the sunset. Located between Marathon Key and Key West was perfect for restaurants and stores without the crowding from tourists. About 20-30 minutes to Key West"
The price is SAR 619
SAR 1,144 total
includes taxes & fees
7 Apr - 8 Apr
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (109)
"Enjoyed the serenity of your place "
Charming cottages, dockage, pool, just minutes to Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.2 out of 10, Wonderful, (68)
"Beach towels!! The cottage is very cute. Very basic kitchen supplies and bathroom supplies. No extra comfort amenities...travel mugs, beach chairs, hot pads for kitchen, toilet paper, beach towels. And if you plan to wash anything bring coins. 1.50 per wash "
The price is SAR 656
SAR 1,374 total
includes taxes & fees
6 Apr - 7 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (153)
"Simple checkin and checkout. Clean. Perfect for 2 couples. Each had own bedroom and bathroom. Walkable to all main places in Key West. Nice to have laundry and pool. Really nice to have the parking spot. Great time and would highly recommend. "
Conch Republic Consul General's Cottage.-Historic District

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (62)
"This two bedroom bungalow style rental was perfect for my cousin and me. Only 30 minutes from Key West (our jumping off point to visit Dry Tortugas National Park). We were there three nights and appreciated the quiet. Property is on the water, has a swimming pool and coin laundry available. We cooked both nights and had everything we needed. Highly recommend!"
The price is SAR 656
SAR 1,381 total
includes taxes & fees
7 Apr - 8 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.0 out of 10, Very Good, (37)
"We enjoyed our stay on Cudjoe Key. The cottage felt like 'old Florida' and, while slightly dated, was clean and comfortable. We appreciated the access to Key West without the crowds or noise, so this quieter stay was ideal. We especially enjoyed morning coffee on the screened porch and sitting on the dock to look at the stars."
The price is SAR 656
SAR 1,374 total
includes taxes & fees
28 Mar - 29 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

FL Keys Cottage with Ocean Views - Venture Out Unit 395

9.0 out of 10, Wonderful, (4)
"We enjoyed staying at Venture Out. This is our second time staying here. The only problem was the bicycles at our property were rusted with flat tires."
FL Keys Cottage with Ocean Views - Venture Out Unit 395

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

9.4 out of 10, Exceptional, (8)
"We really enjoyed our recent long weekend at the Seagull property! It started with an airport pickup from Wisi, who also picked up our bags after checkout so that we could walk around before our flight. And then he came and met us where we were to run us to the airport-it was fantastic! The property is great, albeit a 10-20 min walk to some places. That said, the quiet was great and the Tipsy Rooster across the street alwyas had great live music at night! It was a great fit for us, although...
The price is SAR 635
SAR 1,487 total
includes taxes & fees
28 Mar - 29 Mar
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Waterfront Home

8.8 out of 10, Excellent, (159)
"All was good. Exactly as expected, clean, organized. "
Waterfront Home

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
The price is SAR 882
SAR 1,583 total
includes taxes & fees
19 Apr - 20 Apr
Quaint cottage, pool, dockage just minutes to Key West!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.6 out of 10, Excellent, (41)
"A great value"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (77)
"Easily walkable to most tourist attractions."
Get your ISLAND STLYE on!

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (141)
"This little cottage was perfect for our stay. Clean and comfortable. No frills but all essentials. Property manager gave very helpful clear directions to find the cottage. Would stay again. "
The price is SAR 563
SAR 1,032 total
includes taxes & fees
16 Apr - 17 Apr
Cottage with swimming pool and dockage, just minutes to Key West!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

9.8 out of 10, Exceptional, (6)
"Great location, very helpful staff "
The price is SAR 635
SAR 1,476 total
includes taxes & fees
27 Mar - 28 Mar
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

ISLE BE BACK To The Sunny Keys

9.6 out of 10, Exceptional, (26)
"This property has all the items that you would expect in the kitchen and more. It was a wonderful time, sitting in the back, relaxing with coffee in the morning . Supper time around the outdoor table. Grilled fish on the barbecue. I would definitely go back."
ISLE BE BACK To The Sunny Keys

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (8)
"This property was exactly what we had hoped for. It was close to the water and trolley stop, which made it very easy to get around and see the sights. The property was clean and nicely landscaped and although we were close to the activities it felt very private and secluded when we were on property.The management staff was extremely helpful and responsive. Street parking on-site was a little pricey (6.00/hr), so we parked at the rental office a few miles away and the staff shuttled us around....
The price is SAR 635
SAR 1,476 total
includes taxes & fees
25 Mar - 26 Mar
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

9.8 out of 10, Exceptional, (125)
"We had a great vacation at this property. It's walking distance to the pool, hot tub and convenience store. The home had everything that we needed and was nicely decorated. Communication with the owner was excellent. "
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, 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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Other property types in Cow Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is SAR 628
SAR 1,335 total
includes taxes & fees
27 Mar - 28 Mar
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, (290)
"I had a great experience with my family!"
The price is SAR 1,444
SAR 1,730 total
includes taxes & fees
24 Apr - 25 Apr
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Beautiful place and weather "
Steps from Duval, Pool on Site & Bikes Included!
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 cottages in Cow Key cost?
Cottages in Cow Key range between SAR 563 and SAR 882 per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. 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 cottages in Cow Key?
Cow Key has multiple cottages with a total average guest review rating of 9.0. Simonton Court Cottages is a great option if you love nature and a laid-back pace. Travelers staying at this 3-star stay can enjoy conveniences like WiFi and housekeeping services. Casa Manana Key West Monthly: 2 Br is another popular choice. This 3-star cottage comes with a barbecue grill and a king-sized bed.
How many cottages are there in Cow Key?
Reconnect with nature in one of the 165 cottages on offer in Cow Key. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.
Why book your cottage in Cow Key with Expedia?
Expedia has some wonderful cottages in Cow Key, so start packing for a memorable vacation on nature’s doorstep. If you have a budget in mind, click on how much you’d like to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a pool or a hot tub. We’ll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Cow Key?
A great way to locate cheap cottages in Cow Key is with Expedia’s handy filter tool. Fine-tune your search results by amenities, star rating and budget to access unbeatable deals with only a few clicks.