Cow Key Vacation Rentals

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Oct 27 - Oct 28
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Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Cow Key

Restaurant
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is ￥13,337
￥40,606 total
includes taxes & fees
Oct 29 - Oct 30
Aqua Lodges at Hurricane Hole Marina
Beach nearby
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
8.2 out of 10, Very Good, (47)
"Was such a great stay clean and everything we needed "
United States
TIFFANY H.
The price is ￥22,911
￥51,340 total
includes taxes & fees
Nov 9 - Nov 10
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pool
Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (156)
"A beautiful stay, we plan to come back again in the future!"
United States
Sabastian M.
The price is ￥22,911
￥48,457 total
includes taxes & fees
Nov 9 - Nov 10
Cottage with Pool and Dockage, just minutes to Key West
Outdoor dining
OCT. & NOV. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
OCT. & NOV. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
9.6 out of 10, Exceptional, (98)
"Clean place with room for 2 couples. Everything you need."
United States
Jason W.
The price is ￥21,248
￥64,469 total
includes taxes & fees
Oct 29 - Oct 30
OCT. & NOV. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Outdoor pool, a heated pool
Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (87)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is ￥26,751
￥59,883 total
includes taxes & fees
Nov 16 - Nov 17
Canal front, dockage, 2 bedroom, 2 bath
Outdoor pool, a heated pool
OCT. & NOV. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
OCT. & NOV. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
9.8 out of 10, Exceptional, (81)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is ￥24,305
￥68,520 total
includes taxes & fees
Oct 31 - Nov 1
OCT. & NOV. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Beach nearby
Beach Getaway in the Florida Keys
Beach Getaway in the Florida Keys
8.4 out of 10, Very Good, (7)
"Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!"
United States
Robyn M.
The price is ￥133,676
￥296,405 total
includes taxes & fees
Nov 5 - Nov 6
Beach Getaway in the Florida Keys
Property grounds
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
The price is ￥39,063
￥87,951 total
includes taxes & fees
Oct 30 - Oct 31
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Beach nearby
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
9.6 out of 10, Exceptional, (140)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is ￥13,299
￥35,198 total
includes taxes & fees
Oct 29 - Oct 30
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
Outdoor pool
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
7.8 out of 10, Good, (22)
"Loved everything about the stay, "
United States
Kurt W.
The price is ￥38,185
￥76,217 total
includes taxes & fees
Nov 9 - Nov 10
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
House | 8 bedrooms, Internet
New Waterfront Home - Dreamside House
New Waterfront Home - Dreamside House
2.0 star property
The price is ￥467,072
￥673,919 total
includes taxes & fees
Nov 9 - Nov 10
New Waterfront Home - Dreamside House
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (314)
"Great hotel with excellent location "
United States
Rony
The price is ￥33,496
￥42,844 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Vacation Club at Sunset Harbor, Key West
Pool
Palm - Beach Houses Key West
Palm - Beach Houses Key West
10.0 out of 10, Exceptional, (14)
"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"
United States
Crystal G.
The price is ￥96,684
￥208,805 total
includes taxes & fees
Nov 4 - Nov 5
Palm - Beach Houses Key West
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (117)
"Deer in the front yard, perfect location, clean and friendly "
United States
Sara H.
The price is ￥34,367
￥81,889 total
includes taxes & fees
Nov 10 - Nov 11
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
On the beach, beach towels
Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes
Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (238)
"Lovely property. Well equipped, nicely decorated, perfect for our stay."
United States
Karen M.
The price is ￥53,501
￥124,983 total
includes taxes & fees
Oct 29 - Oct 30
Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes
Beach
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
8.8 out of 10, Excellent, (117)
"We had fun, the room was just what we needed."
United States
Todd M.
The price is ￥11,303
￥41,853 total
includes taxes & fees
Oct 29 - Oct 30
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Marina
Living the Dream Key West Style
Living the Dream Key West Style
9.8 out of 10, Exceptional, (30)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
The price is ￥45,705
￥57,992 total
includes taxes & fees
Nov 11 - Nov 12
Living the Dream Key West Style
A heated pool
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Beach nearby
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
9.8 out of 10, Exceptional, (104)
"Great stay at the property."
United States
Ira V.
The price is ￥15,274
￥39,121 total
includes taxes & fees
Oct 29 - Oct 30
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Pool
Floralee House at Lunara Bay
Floralee House at Lunara Bay
2.0 star property
9.8 out of 10, Exceptional, (7)
"Amazing house! Spacious, great pool, & good location "
United States
Paige G.
The price is ￥137,574
￥319,668 total
includes taxes & fees
Oct 29 - Oct 30
Floralee House 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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Was great!"
chrystal 1-night trip
Posted 3 days ago
Hyatt Vacation Club at Windward Pointe, Key West

Find out more about Cow Key

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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?

Perfect Location, Private Heated Pool, Pristine Luxury Home!: Visitors like this Cow Key vacation home rental. It is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Stock Island Yacht Club & Marina.

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.