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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 136 Cottages in Cow Key with updated reviews, rates, and availability.

Charming cottages, dockage, pool, just minutes to Key West
Fridge, microwave, oven, stovetop

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

8.6 out of 10, Excellent, (108)
"Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend. "
The price is AED 826
AED 1,515 total
includes taxes & fees
14 Mar - 15 Mar
Charming cottages, dockage, pool, just minutes to Key West
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

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
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (134)
"Clean cottage, very helpful host, comfortable beds, great location --enjoyable stay."
The price is AED 1,010
AED 1,748 total
includes taxes & fees
15 Mar - 16 Mar
Cottage with Pool and Dockage, just minutes to Key West
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor pool

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

8.8 out of 10, Excellent, (150)
"Nothing but good things about the experience. Loved everything about the place."
The price is AED 826
AED 1,397 total
includes taxes & fees
29 Mar - 30 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Conch Republic Consul General's Cottage.-Historic District
Pool

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (152)
"We enjoyed our stay. Everything was perfect, thanks"
Conch Republic Consul General's Cottage.-Historic District
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (155)
"I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type...
Waterfront Home
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

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

8.6 out of 10, Excellent, (132)
"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!"
Cottage with Pool and Boat Dockage just minutes to Key West!
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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 AED 1,084
AED 2,088 total
includes taxes & fees
14 Mar - 15 Mar
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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

10.0 out of 10, Exceptional, (6)
"We had a lovely time. Our neighbors were nice. It was quiet. The walls are thick because my husband listens to the tv very loudly and the neighbors said they couldn't hear a thing. The washer and dryers worked great! It was wonderful! Even with the quaint little bar across the street playing music, you couldn't hear it once we were in our room. The little market next door had everything we needed. It was a relaxing, enjoyable stay. We would definitely stay again. "
The price is AED 1,084
AED 2,080 total
includes taxes & fees
11 Mar - 12 Mar
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

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

8.8 out of 10, Excellent, (62)
"The cabin and pool were perfect. Fantastic restaurants very nearby. Only thing I was a little disappointed in was the shoreline and fishing. No beach and very shallow water throughout the entire bay. I'd definitely stay here again, just plan on traveling if you're looking to catch any fish."
The price is AED 863
AED 1,630 total
includes taxes & fees
16 Mar - 17 Mar
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
Beach

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

8.6 out of 10, Excellent, (41)
"A great value"
The price is AED 643
AED 1,345 total
includes taxes & fees
21 Mar - 22 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio

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

10.0 out of 10, Exceptional, (4)
"We’ve stayed there 4 of the last times we were in KW. Great location a bit pricey but it’s always a nice stay"
The price is AED 1,084
AED 2,080 total
includes taxes & fees
13 Mar - 14 Mar
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

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 AED 643
AED 1,345 total
includes taxes & fees
26 Mar - 27 Mar
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
Beach nearby

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

8.0 out of 10, Very Good, (35)
"This place is about as laid back as you can get in the Keys. We love coming here, but it's a no frills existence and normally very peaceful. There's no housekeeping. Once you've blown thru some basic household supplies, you're on your own. With ample help from the property manager, eventually, the cottage had everything you might need for a home away from home. "
The price is AED 643
AED 1,352 total
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Quaint cottage, pool, dockage just minutes to Key West!
Miscellaneous

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 AED 918
AED 1,630 total
includes taxes & fees
15 Mar - 16 Mar
Quaint cottage, pool, dockage just minutes to Key West!
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
Beach nearby, beach towels

Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

10.0 out of 10, Exceptional, (185)
"Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year! "
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
Get your ISLAND STLYE on!
Exterior

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (76)
"The property location is great. A quiet street away from the craziness of Duval Street but close enough to walk there, many restaurants and waterfront. Rented bikes for the entire week and was able to explore the whole island easily and park! The property is adorable. Loved the keyless access to the common area and cottage. The cottage could use a little updating but clean and comfortable. The kitchen has all you need as most meals are eaten out. But used the coffee maker, microwave and...
Get your ISLAND STLYE on!
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Fridge, microwave, oven, stovetop

FL Keys Cottage with Ocean Views - Venture Out Unit 395

8.8 out of 10, Excellent, (3)
"Very clean, comfortable beds. Close to everything we wanted to do!"
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

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

9.0 out of 10, Wonderful, (140)
"Overall it I was good. Feel it needs some TLC. Window and door blinds need updating. Loved sitting on the screen porch which also might need some updating. Very peaceful."
The price is AED 735
AED 1,280 total
includes taxes & fees
25 Mar - 26 Mar
Cottage with swimming pool and dockage, just minutes to Key West!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

10.0 out of 10, Exceptional, (3)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
The price is AED 1,084
AED 2,080 total
includes taxes & fees
13 Mar - 14 Mar
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
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
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (121)
"We enjoyed the small deck that allowed us to watch the boat activity. The shower was so slick it was dangerous to use. It was a little inconvenient to either walk on the short gravel path or walk on the decking and step over all the hoses that were used by the fishing boats. Overall, it was about what we expected from the web site description."
The price is AED 915
AED 1,644 total
includes taxes & fees
20 Mar - 21 Mar
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Thank you"
Steps from Duval, Pool on Site & Bikes Included!
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (289)
"I had a great experience with my family!"
The price is AED 1,414
AED 1,694 total
includes taxes & fees
1 Apr - 2 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
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 AED 643 and AED 1,084 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 9.1. 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 136 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.