Vacation to Cow Key

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:

Save up to 30% when you add a hotel to your flight as an Expedia member

Enjoy flexibility with our Book now Pay later option & fully refundable rates on most hotels

Customize your vacation with ease all in one place

Cow Key Flight and Hotel Deals

Hotel Greystone - Adults Only
Kimpton Surfcomber Hotel, an IHG Hotel
EAST Miami Residences
Kimpton Hotel Palomar South Beach, an IHG Hotel
Marseilles Beachfront Hotel

Cheap Cow Key Vacations

Hotel Greystone - Adults Only
Kimpton Surfcomber Hotel, an IHG Hotel
EAST Miami Residences

Cow Key Hotel Deals

Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
The price is $278 per night from Apr 16 to Apr 17
$278
per night
Apr 16 - Apr 17
8.6/10 Excellent! (1,304 reviews)
"Clean and fun environment."

Reviewed on Mar 31, 2023

Havana Cabana at Key West
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
The price is $387 per night from May 2 to May 3
$387
per night
May 2 - May 3
8.8/10 Excellent! (1,649 reviews)
"Had a great time. Sadly for the amount we paid, we thought the unit should've been a bit updated, however, so had a great time."

Reviewed on Mar 28, 2023

Margaritaville Beach House Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
The price is $371 per night from Apr 30 to May 1
$371
per night
Apr 30 - May 1
8/10 Very Good! (1,609 reviews)
"Everything about the property was excellent. The only negative that I felt was the $40 per day parking. Plus the Resort fees was a little high, especially since I didn’t use any of the resort services. But I would definitely stay there again!"

Reviewed on Mar 31, 2023

Southernmost Beach Resort
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 vacation package cost?
Our Cow Key packages, which start from just $513, are an easy way to save money. Select your favorite hotels, flights and rental car to create a custom-built getaway.
If I'm not able to travel, can I cancel my Cow Key vacation package?
Don’t stress if you’re rethinking your Cow Key vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.
How do I get a cheap travel package to Cow Key?
Putting together your own Cow Key vacation package with Expedia is such a simple way to save. Lock in your adventure now and you can save up to $583* — it’s as easy as that! We offer access to over 550 airlines and 1,000,000 properties around the globe. With such an amazing range to choose from, you’ll have no hassles putting together your dream adventure.
Where should I stay in Cow Key?
Stay where the action happens. Many travelers favor hotels within easy reach of popular attractions, like Smathers Beach, Key West Art and Historical Society and Higgs Beach.
What are the top hotels in Cow Key?
The Gates Hotel Key West and Crowne Plaza Key West-La Concha are a couple of the most popular hotels in Cow Key. Why not look up the amenities and facilities at each and then make up your mind?
How far in advance should I book my Cow Key vacation?
Travelers are generally able to look up international flights on Expedia within 12 months of the departure date. Booking late? With a stroke of luck, it’s still possible to nab a cheaper ticket only weeks before your flight.
What does an Expedia Cow Key travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply select your favorite bundle and gain access to great discounts. Once you’ve made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to crafting your Cow Key vacation, you’re in charge!
What should I know before booking a Cow Key travel package?
When you book your hotels, flights and car rentals together, you’ll nab amazing discounts. Whether you’re organizing a beach break in a villa or want to stay in an upscale city hotel, Expedia will help make it happen.
Can I choose my airline with a Cow Key Expedia vacation package?
With a vacation package, you’re always in charge. Whether you’re hoping to fly to Cow Key in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners across the world.
Does Expedia offer Book Now, Pay Later Cow Key vacation packages?
Your bank balance shouldn’t prevent you from having a fabulous vacation, so Expedia has come up with a solution to help. With the assistance of online lender Affirm, it’s easy to book a terrific getaway that won’t drain your wallet. Simply Book Now, Pay Later and take the financial strain out of budgeting for your journey.