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.
President Villa

President Villa

3.5 out of 5
South Beach
Save 100% on your flight
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free buffet breakfast each morning. Valet parking, a terrace, and luggage storage 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
Oct 23 - Oct 27
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
per person
Oct 8 - Oct 12
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Oct 18 - Oct 22
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.
Aloha Fridays

Aloha Fridays

3 out of 5
South Beach
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A coffee shop, express check-out, and a virtual front desk 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
$194 nightly
The price is $218 total per night
$218 total
Aug 11 - Aug 12
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
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $184 total per night
$184 total
Sep 4 - Sep 5
Total includes taxes and fees
This eco-certified hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
$244 nightly
The price is $275 total per night
$275 total
Aug 25 - Aug 26
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.
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $144 total per night
$144 total
Aug 18 - Aug 19
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$281 nightly
The price is $316 total per night
$316 total
Aug 13 - Aug 14
Total includes taxes and fees
This eco-certified resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$274 nightly
The price is $308 total per night
$308 total
Sep 4 - Sep 5
Total includes taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
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.

Frequently asked questions

How much are vacation packages to Cow Key?
You'll find an excellent flight and hotel bundle from just $302. 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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