Cow Key Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Cow Key vacation rentals

Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ￥88,437
￥161,397 total
includes taxes & fees
May 8 - May 9
Atlantic View Luxury Villa with Pool
Apartment | 1 bedroom

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is ￥72,822
￥96,581 total
includes taxes & fees
May 27 - May 28
Ocean Front One Bedroom Residence
Luxury House, 2 Bedrooms, Pool View, Poolside | Premium bedding, individually decorated, individually furnished

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is ￥81,194
￥189,621 total
includes taxes & fees
May 21 - May 22
Lighthouse Suites Collection
Exterior

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is ￥129,707
￥208,808 total
includes taxes & fees
May 13 - May 14
Contra House Key West
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (183 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 ￥22,002
￥51,190 total
includes taxes & fees
May 17 - May 18
Aqua Lodges at Hurricane Hole Marina
House (1 Bedroom) | Interior

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
The price is ￥38,980
￥88,332 total
includes taxes & fees
May 18 - May 19
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
House | 2 bedrooms, Internet

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ￥75,049
￥142,007 total
includes taxes & fees
May 14 - May 15
Starlight Serenity - Hideaway w Stunning Views
House | 8 bedrooms, Internet

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is ￥144,217
￥329,212 total
includes taxes & fees
May 10 - May 11
The Fairhaven House at Solaire Lunara Bay
Interior

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is ￥180,120
￥369,603 total
includes taxes & fees
May 19 - May 20
Waterfront Luxury Home - Tidelands House
Exterior

Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
The price is ￥108,357
￥278,932 total
includes taxes & fees
May 10 - May 11
Palmgale House in Key West
Apartment | 2 bedrooms

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ￥53,599
￥102,173 total
includes taxes & fees
May 10 - May 11
Grand Marina Suite by Brightwild Waterfront
Exterior

Floralee House in Key West

Floralee House in Key West
2.0 star property
Raccoon Key
The price is ￥193,473
￥374,688 total
includes taxes & fees
May 10 - May 11
Floralee House in Key West
House | 4 bedrooms, Internet

Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is ￥145,055
￥278,343 total
includes taxes & fees
May 10 - May 11
Aquaria House by Brightwild Pool Boat Dock
House | 4 bedrooms, Internet

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ￥108,357
￥237,057 total
includes taxes & fees
May 7 - May 8
Capmar House by Brightwild Huge Home Pool
House | Private kitchen

Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
2.0 star property
Raccoon Key
The price is ￥144,217
￥329,212 total
includes taxes & fees
May 7 - May 8
Brand New The Greenmoor House With Pool
House, Smoking | 4 bedrooms, Internet

Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
2.0 star property
Raccoon Key
The price is ￥144,595
￥277,460 total
includes taxes & fees
May 13 - May 14
Springtide House by Brightwild Waterfront Pool
House | Private kitchen

Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
The price is ￥144,676
￥330,259 total
includes taxes & fees
May 10 - May 11
Parking Pool Dock - Shellstone House
Pool

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
The price is ￥144,676
￥330,259 total
includes taxes & fees
May 10 - May 11
New Waterfront Home - Dreamside House
House | 6 bedrooms, Internet

The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is ￥144,217
￥329,212 total
includes taxes & fees
May 10 - May 11
The Joyrise House at Solaire Lunara Bay
House | 4 bedrooms, Internet

Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is ￥145,055
￥278,343 total
includes taxes & fees
May 12 - May 13
Waterlane House by Brightwild Pool Boat Dock
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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Tim wasp so helpful and accommodating!"
Krista 2-night trip
Posted 2 hours ago
Casa Marina Key West, Curio Collection by Hilton

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 Mel Fisher Maritime Museum, or get out into nature at a spot like Florida Keys Beaches. In the larger area, you’ll find Duval Street and Key West Tropical Forest and Botanical Garden.

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.