Deals on vacations and trips to Cow Key

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Cow Key flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Save 100% on your flight
per person
Aug 7 - Aug 12
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Valet parking, a terrace, and express check-out are also offered.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.
Park Royal Miami Beach

Park Royal Miami Beach

2.5 out of 5
North Beach
Save 100% on your flight
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
An outdoor pool, self parking, and laundry facilities are featured at this hotel. A safe deposit box is provided and the front desk is staffed around-the-clock.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Top Cow Key hotels deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $230 total per night
$230 total
Jul 1 - Jul 2
Total includes taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
Pool
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
$283 nightly
The price is $319 total per night
$319 total
Jun 8 - Jun 9
Total includes taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $247 total per night
$247 total
Jun 15 - Jun 16
Total includes taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Pool
Pet friendly
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $264 total per night
$264 total
Jun 30 - Jul 1
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$180 nightly
The price is $202 total per night
$202 total
Jun 11 - Jun 12
Total includes taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$226 nightly
The price is $254 total per night
$254 total
Jun 9 - Jun 10
Total includes taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.
Pool
Pet friendly
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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 are vacation packages to Cow Key?
You’ll find an excellent flight and hotel bundle from just $315. With one of our Travelocity vacation packages, an escape to Cow Key has never looked more enticing! Save your time and cash and then get a start on packing those bags.
Where can I get the best vacation package deals for Cow Key?
With at least 400 partner airlines and 1,000,000 properties around the world, it’s hard to top Travelocity. Look through our impressive range and score an incredible Cow Key vacation package. Don’t you love it when trip planning is that easy?
Why should I book my Cow Key vacation bundle with Travelocity?
We make traveling the world easy. Whether you’re after a new destination to wander around or want to ensure you get the best deal around, we’re here to help. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.
Will I save money on my Cow Key car rental if I book it with my hotel or flight?
Absolutely — bundle your car, flight and hotel into a Cow Key vacation package and you’ll save a ton. With so many things to do in and around Cow Key, having your own set of wheels will more than come in handy. Once you’re behind the wheel, get out on the wide open road and make your way to Zoo Miami, a renowned attraction around 110 mi from Cow Key.
What is the best time of year to go to Cow Key?
January, February and March are the months when most travelers visit, while August, September and October are typically less busy. If you’ve got a limited budget, you’d be better off visiting during . is generally regarded as the costliest time of year to drop by.
Which airport is best for Cow Key?
The major airport for Cow Key is Key West Intl. Airport (EYW). It’s situated 1 mi northeast of downtown.

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