Deals on vacations and trips to Key West

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Key West flight + hotel vacation packages

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Key West Historic District
Price was $870, price is now $588 per person
per person
Sep 17 - Sep 21
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This hotel features an outdoor pool and a spa tub. Self parking, a terrace, and a garden are also offered.
Eden House

Eden House

3.5 out of 5
Key West Historic District
Price was $814, price is now $578 per person
per person
Sep 17 - Sep 21
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free WiFi.
Key West Marriott Beachside Hotel

Key West Marriott Beachside Hotel

3.5 out of 5
Price was $1,415, price is now $1,005 per person
per person
Oct 29 - Nov 3
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
This smoke-free hotel features a private beach, a marina, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
Save 100% on your flightPrice was $1,241, price is now $920 per person
per person
Oct 7 - Oct 13
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
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.
The Gates Hotel Key West

The Gates Hotel Key West

4 out of 5
New Town
Price was $863, price is now $649 per person
per person
Oct 23 - Oct 26
Roundtrip non-stop flight included
Newark (EWR) to Key West (EYW)
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 and an off-leash area. You'll appreciate the gym, poolside bar, and coffee shop.
Prices and availability subject to change. Additional terms may apply.

Top Key West hotels 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 $177 per night
$177
per night
Aug 21 - Aug 22
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 laundry service. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $224 per night
$224
per night
Aug 27 - Aug 28
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.
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 $200 per night
$200
per night
Aug 30 - Aug 31
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.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $147 per night
$147
per night
Aug 23 - Aug 24
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the laundry service. Enjoy the spa tub and perks like free self parking.
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
The price is $229 per night
$229
per night
Aug 21 - Aug 22
This smoke-free 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.
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
The price is $121 per night
$121
per night
Sep 5 - Sep 6
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, poolside bar, and laundry facilities.
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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.

Popular places to visit

Image for Duval Street

Duval Street

4.5/5(3,475 reviews)

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Duval Street
Image for Dry Tortugas National Park

Dry Tortugas National Park

Separated from the mainland and encased by golden beaches and colorful coral reefs, this is a national park of fascinating ocean scenery.

Dry Tortugas National Park
Image for Smathers Beach

Smathers Beach

4/5(1,151 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

Frequently asked questions

How much are vacation packages to Key West?
Starting from as little as $578, flight and hotel packages are the perfect way to make your vacation budget stretch further. Watch out Key West — here you come!
How long should my Key West vacation be?
Many travelers pack their bags and escape to Key West for about 3 nights. That gives you a rough guide, but don’t let it restrict you. Whether you stay for a day or two to see the big attractions or hang around to explore new places, an unforgettable journey awaits.
Where can I get the best vacation package deals for Key West?
Find your dream escape at Travelocity. With access to 400 air carriers and a massive 1,000,000 worldwide properties, creating the ultimate Key West package deal couldn’t be simpler.
Why should I purchase my Key West vacation package with Travelocity?
From our 24/7 customer support to our range of amazing destinations, we’re committed to giving you the most unforgettable vacation. All you have to do is to click and book — our Price Match Guarantee will ensure you get the cheapest price.
Will I save money on my Key West car rental if I book it with hotels and flights?
You sure can — combine your car, hotel and flight into a Key West vacation package and you can save tons. With so much to discover in the Key West area, having your own ride will come in handy. Once you’ve buckled yourself in, put the stereo on and find your way to Zoo Miami, a well-known attraction approximately 110 mi from Key West.
What is the best time of year to go to Key West?
January, February and July is peak season here, while August, September and October are more quiet. If your bank balance is your main consideration, try to avoid visiting in as it’s typically the dearest time. The least expensive month to visit is .
Which airport is best for Key West?
Jetting to Key West means coming in to land at Key West Intl. Airport (EYW). It’s around 3 mi east of the downtown area.
What is there to do in Key West?
While taking the path less traveled is rewarding, you really shouldn’t miss the big attractions that make a destination famous. Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens are a couple of them in Key West.
Where should I stay when visiting Key West?
The Hampton Inn Key West FL is the top choice of many visitors. Book as soon as possible before it’s too late.

Where to stay in Key West: Best areas for travelers