Gateway Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Where to stay in Gateway

Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
A beach at sunset with the sun reflecting on the water, palm trees, and a clear sky.

Villas

1 out of top 10 points of interest in this area

The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip.

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An aerial view of a coastal area with a bridge connecting two land masses, a beach, and a clear blue sky.

Iona

While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.

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A bridge over water with a clear sky.

Punta Rassa

1 out of top 10 points of interest in this area

Punta Rassa is a destination visitors seek out for its beaches, abundant dining options and waterfront views. You might want to check out attractions like Sanibel Harbour or Sanibel Harbour Beach while you're exploring the neighbourhood.

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A pier extending into the water with two gazebos at the end, under a sunset sky.

South Fort Myers

If you're spending some time in South Fort Myers, Estero Bay Preserve State Park and Castle Golf are top sights worth seeing.

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A pier extending into the water with two gazebos at the end, under a sunset sky.

Daniels Corridor

2 out of top 10 points of interest in this area

While visiting Daniels Corridor, you might make a stop by sights like Six Mile Cypress Slough Preserve and Lee Health Sports Complex.

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Top hotels in Gateway

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
S$311
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (2,439 reviews)
"Hotel para la familia,limpio, renovado,la piscina con muchas actividafes y dj.la atencion muy eficiente y amable,sobre todo del server en la piscina laredo."

Reviewed on 16 Aug, 2026

Margaritaville Beach Resort Fort Myers
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
S$90
17 Aug - 18 Aug
includes taxes & fees
Baymont by Wyndham Fort Myers Central
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
S$214
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,909 reviews)
"Restaurants and room were great. Staff was very nice. Was disappointed that hotel rules would not allow us to take a small cooler (with snacks and sodas) on their beach. Also, did not see a pool. That is why I gave it a 4 rather than a 5."

Reviewed on 16 Aug, 2026

Lani Kai Beachfront Resort
See all 14,469 properties in Gateway
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.

Stay near popular Gateway attractions

JetBlue Park at Fenway South

8.6/10 (1,089 reviews)
Catch an event at JetBlue Park at Fenway South during your trip to Fort Myers. Amble around the area's beautiful beaches or attend a baseball game.
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Fort Myers Brewing Company

You can take time to visit Fort Myers Brewing Company during your travels to Fort Myers.
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Things to do

Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands 2-hr Shelling Boat Tour

S$129
per adult
100% of travellers recommend
Marco Island: 10,000 Islands 2-hr Shelling Boat Tour
Ft Myers Beach: Tropical Beach Getaway 3 Hour TikiPub Cruise

Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise

S$129
per adult
Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise
Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

S$93
per adult
80% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
See all activities in Fort Myers

* 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.