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Next weekend
21 Nov - 23 Nov
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28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Vacation Homes in Cow Key

Outdoor dining
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is AED 547
AED 1,590 total
includes taxes & fees
18 Nov - 19 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Outdoor pool, a heated pool
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"Great property, owners were very helpful and we really enjoyed our stay!"
United States
Lee J.
The price is AED 804
AED 1,924 total
includes taxes & fees
16 Nov - 17 Nov
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
A heated pool
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
United States
Javier
The price is AED 694
AED 2,177 total
includes taxes & fees
25 Nov - 26 Nov
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
A heated pool
Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (10)
"Greta property, really enjoyed the water view and the bbq grill "
United States
William B.
The price is AED 771
AED 2,263 total
includes taxes & fees
17 Nov - 18 Nov
Island Time #110 Ocean Views - Cudjoe Key
A heated pool
Reel Island Retreat #273 at Venture Out in the Florida Keys

Reel Island Retreat #273 at Venture Out in the Florida Keys

Cudjoe Key
9.6 out of 10, Exceptional, (7)
"Very clean place"
United States
Michael T.
The price is AED 771
AED 2,274 total
includes taxes & fees
16 Nov - 17 Nov
Reel Island Retreat #273 at Venture Out in the Florida Keys
Outdoor pool, a heated pool
Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key

Cudjoe Key
9.4 out of 10, Exceptional, (19)
"This home was perfect for our family of four to enjoy a few days in paradise. The amenities provided were amazing and the home was beautiful. The host was very easy to contact and attentive to any questions we had. We will definitely be back again and highly recommend this property."
United States
Mandy M.
The price is AED 1,377
AED 2,614 total
includes taxes & fees
11 Dec - 12 Dec
Spanish Queen @Venture Out, Cudjoe Key
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cutthroat Harbor Estates
8.4 out of 10, Very Good, (117)
"The whole experience was decent until the last night. We met with a lot of termites and two cockroaches"
United States
Kiril
The price is AED 826
AED 1,980 total
includes taxes & fees
20 Nov - 21 Nov
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
A heated pool
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

2.0 star property
Cudjoe Key
9.0 out of 10, Wonderful, (7)
"Great place! Perfect location"
United States
Troy B.
The price is AED 868
AED 2,387 total
includes taxes & fees
19 Nov - 20 Nov
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
A heated pool
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

2.0 star property
Cudjoe Key
The price is AED 675
AED 2,159 total
includes taxes & fees
16 Nov - 17 Nov
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A heated pool
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Cudjoe Key
9.4 out of 10, Exceptional, (27)
"Lovely property by the water in Cudjoe Key. Very comfortable and well equipped. Host was very communicative and location was great for getting to Key West and other local attractions. Would definitely stay again! "
United Kingdom
Tom K.
The price is AED 868
AED 2,387 total
includes taxes & fees
17 Nov - 18 Nov
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock
Exterior detail
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is AED 870
AED 1,711 total
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
A heated pool
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

2.0 star property
Cudjoe Key
The price is AED 771
AED 2,249 total
includes taxes & fees
16 Nov - 17 Nov
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
House | 8 bedrooms, Internet
Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House

2.0 star property
Raccoon Key
The price is AED 6,704
AED 11,112 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront Luxury Home - Tidelands House
A heated pool
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

2.0 star property
Cudjoe Key
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Pool
105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
105 - Newly renovated house Oceanside and Pool
A heated pool
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

Cudjoe Key
9.8 out of 10, Exceptional, (10)
"Beautiful place!"
United States
Sara C.
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
Pool
Palm - Beach Houses Key West

Palm - Beach Houses Key West

Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Excellent place to stay if you are seeking a getaway off the beaten path. Well landscaped to give privacy to each bungalow. 2 amazing piers to fish/jet ski from. The pool and grill area is a PERFECT place to cool off and escape the heat with the swim up bar. The staff even gave us coconuts to enjoy fresh from their trees. Each day we saw amazing wildlife and even had key deer visit us. We are considering booking the whole place for a family reunion. Would also make for a great corporate...
United States
Robert K.
Palm - Beach Houses Key West
Beach nearby
Hammock House - Beach Houses Key West

Hammock House - Beach Houses Key West

Sugarloaf Key
8.0 out of 10, Very Good, (2)
"If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev "
United States
Samat S.
Hammock House - Beach Houses Key West
A heated pool
Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!

Cudjoe Key
10.0 out of 10, Exceptional, (49)
"The Post Card Point was absolutely stunning. Very clean and welcoming. Perfect access to fishing, diving, lobstering! Filet Table right on the water. We loved it :) will definitely be back!!!"
United States
Dave J.
The price is AED 1,446
AED 3,343 total
includes taxes & fees
20 Nov - 21 Nov
Post Card Point #319 - Ocean Views!
Fridge, microwave, oven, stovetop
The Sunray Home at Lunara Bay

The Sunray Home at Lunara Bay

Raccoon Key
10.0 out of 10, Exceptional, (2)
"The house was perfect for my family. Lots a space and privacy with a large group of people.The property manager was amazing when requests were made. Never had to wait long for a reply and all requests were completed almost immediately. "
United States
Anonymous traveler
The price is AED 4,771
AED 9,771 total
includes taxes & fees
17 Nov - 18 Nov
The Sunray Home at Lunara Bay
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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Top Cow Key Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Great location. Modern, clean room. "
James 3-night trip
Posted 9 hours ago
La Concha Key West, Autograph Collection