Cow Key Vacations

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Find the Best Cow Key Vacation Packages

Cow Key Hotel Deals

Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AED 942 per night from Apr 1 to Apr 2
AED 942
AED 1,246 total
includes taxes & fees
1 Apr - 2 Apr
8.4/10 Very Good! (1,013 reviews)
"Staff and property were wonderful. Suggest adding tissues and offering a grocery service for those of us renting the suites. Also add back shuttle service to and from airport."

Reviewed on 3 March 2025

Beachside Resort & Residences
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
8.6/10 Excellent! (2,295 reviews)
"The beach area was well kept with many lounges, chairs, umbrellas. The beach attendant Jeremy was lazy and disappointing, he sat most of the time, but Peter was very accommodating, he never stopped and couldn't do enough to please the guests. The restaurant was right there at the beach, the food ..."

Reviewed on 1 March 2025

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Southernmost Beach Resort
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AED 1,182 per night from Mar 5 to Mar 6
AED 1,182
AED 1,549 total
includes taxes & fees
5 Mar - 6 Mar
8.8/10 Excellent! (1,586 reviews)
"Beautiful property. Free shuttle to Key West. Dining was mediocre."

Reviewed on 2 March 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 3,278 properties in Cow Key
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?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a vacation 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 vacation packages and you could score some excellent off-season deals.
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 vacation package as early as possible.
Is it cheaper to book a Cow Key vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can customize 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 vacation 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?

  1. 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.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Cow Key.
  3. 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.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Cow Key vacation package.