Cow Key Vacation Packages

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Flight and hotel packages to Cow Key

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Enjoy the free cooked-to-order breakfast each morning. Valet parking, a terrace, and express check-out are also offered.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jul 26 - Jul 28
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
Holiday Isle Yacht Club

Holiday Isle Yacht Club

2.5 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Save 100% on your flight
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Top Cow Key hotel deals

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
The price is $175 per night
$175
per night
May 27 - May 28
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. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Pet friendly
Breakfast available
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $183 per night
$183
per night
Jun 10 - Jun 11
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Hot Tub
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
The price is $228 per night
$228
per night
Jun 4 - Jun 5
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.
Pet friendly
Breakfast available
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
The price is $272 per night
$272
per night
Jun 19 - Jun 20
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.
Breakfast available
Pool
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
per night
May 27 - May 28
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking. A poolside bar, a 24-hour front desk, and a terrace are also provided.
Breakfast included
Pool
La Concha Key West

La Concha Key West

4 out of 5
430 Duval St, Key West, FL
The price is $224 per night
$224
per night
Jun 9 - Jun 10
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Breakfast available
Pool
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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.

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Frequently asked questions

How much are vacation packages to Cow Key?
You’ll find an excellent flight and hotel bundle from just $361. 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.