Gateway Vacations from ¥225,549

Book a Hotel + Flight or Car together to unlock savings

Photo by Michael Kercsmar
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Gateway Vacation Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Naples Downtown
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Naples Grande Beach Resort
Holiday Inn Express & Suites Fort Myers Airport by IHG

Where to stay in Gateway

Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway

Gateway Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is ¥23,334 per night from Aug 25 to Aug 26
¥23,334
¥31,785 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,355 reviews)
"JWB steak house is a must. The filet and the octopus, delicious. Service acceptable. The pool was incredible. Rented a cabana for $500 but includes 6 day pass and a fruit plate."

Reviewed on Aug 10, 2025

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is ¥20,820 per night from Aug 20 to Aug 21
¥20,820
¥29,824 total
Aug 20 - Aug 21
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"Property was great, several dining options. The only suggestion I have is that you leave a broom and dustpan in rooms so guests can sweep up sand and not have to have housekeeping do it."

Reviewed on Aug 12, 2025

Lani Kai Beachfront Resort
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
The price is ¥15,824 per night from Aug 22 to Aug 23
¥15,824
¥17,644 total
Aug 22 - Aug 23
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Very nice hotel ! 👍"

Reviewed on Aug 11, 2025

Hilton Garden Inn Ft Myers
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 Gateway vacation package cost?
Be ready to book, because a trip to Gateway starts from an affordable ¥225,549. When you bundle your hotels, flights and car rentals into a vacation package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Gateway?
Book everything in one place with our Gateway vacation packages. You'll discover bargains on hotels, flights and more that'll keep your pocket happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotels throughout the world to select from, you'll have endless opportunities to mix and match all you want.
Where should I stay in Gateway?
Make sightseeing easier by staying someplace close to Gateway's big attractions. Edison and Ford Winter Estates and Manatee Park are two of the most popular.
What are the top hotels in Gateway?
Florida Pool - Home Getaway In Timber Ridge Of Gateway is one of Gateway's top properties. Check in to a room here and you'll slumber peacefully knowing you're in excellent hands.
How far in advance should I book my Gateway vacation?
It can be tricky to know when is the ideal time to book your Gateway vacation. But usually the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels nearly 12 months prior to departure. If you're considering a last-minute getaway, no need to stress! There are great deals posted on Expedia all the time.
What does an Expedia Gateway travel package include?
Hotels, flights and rental cars — you'll find them all here. With Expedia, you can create your Gateway travel package your way. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the more you save!
What should I know before booking a Gateway travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to make your hard-earned dollars stretch further. How little or much you include is up to you. Hotels, rental cars and flights — mix and match whatever combination suits your plans.
Can I choose my airline with a Gateway Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just pick the carrier that suits you and create your ideal Gateway trip.
If I'm not able to travel, can I cancel my Gateway vacation package?
Your situation can change in the blink of an eye, so yes. You may be able to amend or cancel your Gateway vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may impose a charge. Looking for more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Gateway

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.