Cow Key Holidays from AU$1,077
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Your Cow Key Holiday
With everything planned before you go away, our Cow Key holiday packages mean you can simply focus on letting the good times roll. Whether you base yourself in the neighbourhood of Sunset Key, which is great for coastal beaches, or somewhere else in town, this interesting city offers a wealth of discoveries. Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are just some of the many attractions worth visiting during your trip to Cow Key. No matter your travel plans or the size of your budget, organising a tailored Cow Key holiday is a cinch with Expedia.
The Latest Cow Key Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Save 100% on your flight
Price was AU$1,992, price is now AU$1,077 per person
AU$1,077
per person
12 Jan - 18 Jan
found 1 day ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Great location and super sweet staff.
Room smelled and felt damp.Elevator did not work. The We got a complimentary drink at their sister property behind the hotel and paid a small additional fee for breakfast.
Reviewed on 9 Dec 2025
Bay Breeze Premium Apartments By Eskape Collection
Save 100% on your flight
Price was AU$2,239, price is now AU$1,144 per person
AU$1,144
per person
12 Jan - 18 Jan
found 1 day ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.
Reviewed on 8 Dec 2025
President Hotel
South Beach
Save 100% on your flight
Price was AU$2,495, price is now AU$1,293 per person
AU$1,293
per person
12 Jan - 18 Jan
found 1 day ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
The showers don’t work. The sink is a small one for the pricing.
Reviewed on 8 Dec 2025
EAST Miami
Brickell
Save 100% on your flight
Price was AU$4,432, price is now AU$2,434 per person
AU$2,434
per person
12 Jan - 18 Jan
found 1 day ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
As always our stay at EAST was great. We booked a One Bedroom Residence suite as usual and everything was perfect.
Reviewed on 4 Dec 2025
Park Central South Beach
South Beach
Save 100% on your flight
Price was AU$3,206, price is now AU$1,828 per person
AU$1,828
per person
12 Jan - 18 Jan
found 1 day ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.6/10 Excellent! (385 reviews)
Loved it!!! Will stay here every time!!!!
Reviewed on 10 Dec 2025
Cow Key Holiday
Cow Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park |
Our pick of the best Cow Key Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$341 per night from 17 Dec to 18 Dec
AU$341
17 Dec - 18 Dec
includes taxes & fees
8.6/10 Excellent! (1,757 reviews)
Staff was very polite and amazing ,grounds well taken care of .the suite was top notch ,George the bartender and Keith front desk were top notch
Reviewed on 7 Dec 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 14 Dec to 15 Dec
AU$271
14 Dec - 15 Dec
includes taxes & fees
8/10 Very Good! (1,756 reviews)
Clean room and courteous staff
Reviewed on 8 Dec 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$369 per night from 17 Dec to 18 Dec
AU$369
17 Dec - 18 Dec
includes taxes & fees
8.8/10 Excellent! (1,753 reviews)
The room was nice but the ac didn't work properly. The pools were clean and a lot of chairs to sit but there are no close bathrooms so you have to walk all the way back to your room. There is not a swim up bar but there is pool service from the restaurant but not ideal, bring your own.
Reviewed on 8 Dec 2025
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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- Anne's Beach
- Blue Waters Holidays
- Caribbean Club Bar
- Cinco de Mayo Park
- Dry Tortugas National Park
- Ernest F. Coe Visitor Center
- Everglades National Park
- Flamingo Visitor Center
- Florida Keys Dive Center
- Fort East Martello Museum and Gallery
- Fort Jefferson
- Fort Jefferson Visitor Center
- Fort Zachary Taylor Historic State Park
- Founders Park
- Hm69 Nike Missile Base
- Islamorada Holidays
- Key Largo Holidays
- Key West Butterfly and Nature Conservatory
- Key West Holidays
- Marathon Holidays
- Marco Island Holidays
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Smathers Beach
- Sombrero Beach
- Southernmost Point
- Visit Stock Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
