Gateway Holidays

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

  • Better together

    Save up to S$134 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Black Friday Sale

Save up to 50% on select hotels

Where to stay in Gateway

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

Top hotels in Gateway

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is S$279 per night from 1 Dec to 2 Dec
S$279
1 Dec - 2 Dec
includes taxes & fees
8.8/10 Excellent! (1,649 reviews)
The view was nice

Reviewed on 21 Nov, 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 S$242 per night from 3 Dec to 4 Dec
S$242
3 Dec - 4 Dec
includes taxes & fees
8.8/10 Excellent! (1,024 reviews)
We loved everything about our stay there last week! Will be coming back soon with a group of eight!

Reviewed on 23 Nov, 2025

Lani Kai Beachfront Resort
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
4455 Metro Pkwy Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 7 Dec to 8 Dec
S$122
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (1,007 reviews)
Nice front staff

Reviewed on 21 Nov, 2025

Courtyard by Marriott Fort Myers Cape Coral
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 holiday package cost?
Be ready to book, because a trip to Gateway starts from an affordable . When you bundle your hotels, flights and car rentals into a holiday 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 holiday 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 holiday?
It can be tricky to know when is the ideal time to book your Gateway holiday. 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 holiday 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 holiday package?
Your situation can change in the blink of an eye, so yes. You may be able to amend or cancel your Gateway holiday 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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.