Wooden Pavilion on Hidden Beach, Key West Florida, USA

Cow Key Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Cow Key vacation rentals

Exterior

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

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (166 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
The price is ￥22,501
￥43,925 total
includes taxes & fees
Jun 22 - Jun 23
Cottage with Pool and Boat Dockage just minutes to Key West!
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (188 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is ￥12,265
￥40,837 total
includes taxes & fees
Jun 22 - Jun 23
Aqua Lodges at Hurricane Hole Marina
Outdoor pool

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.4 out of 10, Good, (38 reviews)
"Our stay was good. Yacht was as described. There were fans provided in the bedrooms downstairs so we were comfortable. There is an info book provided which helped a lot. "
United States
Faith C.
The price is ￥27,582
￥65,347 total
includes taxes & fees
Jun 22 - Jun 23
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Terrace/patio

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
The price is ￥29,034
￥64,420 total
includes taxes & fees
Jun 23 - Jun 24
Waterfront Home
Exterior detail

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (132 reviews)
"Great place to stay"
United States
walter l.
The price is ￥18,509
￥47,580 total
includes taxes & fees
Jun 23 - Jun 24
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A heated pool

Carey's Corner | Updated Studio with Heated Pool

Carey's Corner | Updated Studio with Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (45 reviews)
" It was a nice and cozy place in a very convenient location, close to everything. I really enjoyed my stay."
United States
Karen
The price is ￥16,330
￥54,465 total
includes taxes & fees
Jun 22 - Jun 23
Carey's Corner | Updated Studio with Heated Pool
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, (4 reviews)
"Very clean, charming home. Host was fast with responses."
United States
April W.
The price is ￥37,454
￥103,813 total
includes taxes & fees
Jun 29 - Jun 30
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Exterior detail

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (105 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
The price is ￥18,646
￥48,056 total
includes taxes & fees
Jun 22 - Jun 23
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Property grounds

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (158 reviews)
The price is ￥43,551
￥96,094 total
includes taxes & fees
Jun 28 - Jun 29
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Exterior

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (91 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is ￥36,938
￥86,457 total
includes taxes & fees
Jun 26 - Jun 27
SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
TV

Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.6 out of 10, Exceptional, (45 reviews)
"Clean app and nice communication host"
United States
Roberto
The price is ￥27,832
￥72,786 total
includes taxes & fees
Jun 23 - Jun 24
Waterfront Dock Pool Condo Near Duval St Pet OK
A heated pool

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (50 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
The price is ￥16,330
￥54,465 total
includes taxes & fees
Jun 22 - Jun 23
VanGogh Studio | Updated, Old Town, Heated Pool
Terrace/patio

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

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.8 out of 10, Exceptional, (45 reviews)
"The property is in a great location and we enjoyed our stay! It’s perfect for a small family!"
United States
Kristin S.
The price is ￥16,330
￥63,438 total
includes taxes & fees
Jun 22 - Jun 23
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (45 reviews)
"A good value for the travel dollar."
United States
sandra j.
The price is ￥25,405
￥77,027 total
includes taxes & fees
Jun 22 - Jun 23
The Cat Island Suite | Charmingly Renovated w/ Pool
Property grounds

The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.8 out of 10, Exceptional, (6 reviews)
"Great trip"
United States
Doug P.
The price is ￥23,893
￥74,994 total
includes taxes & fees
Jun 22 - Jun 23
The Barbados | Private Balcony, Pool View!
Pool

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Friendly host and unique location"
United States
Scott
The price is ￥51,616
￥65,165 total
includes taxes & fees
Jun 22 - Jun 23
Living the Dream Key West Style
Pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is ￥46,616
￥96,337 total
includes taxes & fees
Jun 23 - Jun 24
Paradise found
A heated pool

Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (42 reviews)
"Very nice place to stay, close to many attractions. "
United States
Maria B.
The price is ￥16,330
￥54,465 total
includes taxes & fees
Jun 22 - Jun 23
Chagall's Corner | Newly Remodeled!
Exterior detail

Sailor`s Cabin - Old Town - Walk to Duval !

Sailor`s Cabin - Old Town - Walk to Duval !
Old Town Key West
9.6 out of 10, Exceptional, (49 reviews)
"Great location, cute space"
United States
Owen
The price is ￥12,904
￥36,192 total
includes taxes & fees
Jun 25 - Jun 26
Sailor`s Cabin - Old Town - Walk to Duval !
A heated pool

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (36 reviews)
"Room was clean and within easy walk to most attractions. Check in and check out was easy. "
United States
Sharon
The price is ￥19,356
￥58,694 total
includes taxes & fees
Jun 22 - Jun 23
Claude Monet Suite | Cozy Studio with Pool & Patio
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

The Laureate Key West

The Laureate Key West

10/10 Excellent
"Great hotel! We really enjoyed the spacious room."
Daniel 2-night trip
Posted less than an hour ago
The Laureate 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?

Sugarloaf Key RV Resort & Cottages: Visitors like this Cow Key vacation home rental. It is located near a metro station and offers an outdoor pool, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in Cow Key?

Explore the area and family-friendly sights such as Key West Shipwreck Museum, or get out into nature at a spot like Florida Keys Beaches. While in the area, you can also visit popular places like Southernmost Point and Duval Street.

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.