Cow Key Holidays from AU$2,011
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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 Marlin Hotel
South Beach
AU$2,011
per person
16 Oct - 21 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (1,005 reviews)
The AC was not working. The first night was too late (arrived late) and couldn’t register a complaint. Sleep was bad due to the room temperature and non-functional AC during a Miami summer night. Had meetings during the next day and the maintenance engineering staff was gone for the day, making it too late to fix the AC for the second night as well. Hot room temperature continued for a second night in a row. All they did for me was waive one night resort fee of $34! Would unfortunately not stay at this place again.
Reviewed on 15 Sept 2026
Habitat Brickell
Brickell
AU$2,061
per person
16 Oct - 21 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (180 reviews)
I didn't like the ice situation.. needed to come all the way down to the front desk and ask for ice... you then waited for the attendant to free up and go get a plastic grocery bag of ice.. maybe 4lbs of ice...
I didn't like the parking situation.. they wanted to charge me for parking($35/nite) after my booking price included parking which they seemed to be unaware. After showing them pictures from the Expedia website they still proceeded to look into it.. not smooth
Reviewed on 16 Sept 2026
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
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
AU$377
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (3,604 reviews)
"Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then ..."
Reviewed on 15 Sept 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
AU$252
17 Sept - 18 Sept
includes taxes & fees
8.6/10 Excellent! (2,672 reviews)
"Clean room, clean pool. staff very helpful,"
Reviewed on 15 Sept 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
AU$368
29 Sept - 30 Sept
includes taxes & fees
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.
Frequently asked questions
How much does a Cow Key holiday package cost?
Offering great value package deals from AU$2,011 on Expedia, you'll be pleasantly surprised at how much a holiday to Cow Key costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cow Key?
You're likely to find reduced prices and greater availability in January, February and August. Take a look at our cheap Cow Key holiday packages and you could score some excellent off-season deals.
How many days is enough for Cow Key?
Generally, a handful of days is enough to tick off the major sights during your Cow Key holiday. But if you prefer to have some time to rest or take day tours, consider extending your itinerary.
How to find the best Cow Key package deals?
Use Expedia's filters to help you find some unbeatable Cow Key package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Cow Key package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Cow Key holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and stays individually. Better still, you can customise your Cow Key escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Cow Key?
If you've got your Cow Key travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Cow Key?
- Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Cow Key.
- Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodation will likely be the biggest expense during your trip to Cow Key.
- Decide how long to go for: Now that you know more about Cow Key, you can work out the ideal length of your break. Create a draft plan and give yourself enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customised Cow Key holiday package.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
