Gateway Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Gateway Vacation

With all your travel plans organized before you set off, our Gateway vacation packages mean you can focus more on having fun! One place to consider staying in this vibrant city is Miromar Lakes, which is good for watersports and golfing. If taking in sights is on the to-do list during your trip to Gateway, visit popular attractions like JetBlue Park at Fenway South, Six Mile Cypress Slough Preserve and Legends Golf and Country Club. A couple of clicks is all it takes to create a tailored Gateway vacation on Expedia.

Top Holiday Package Deals in Gateway

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
It was nice …. Good service at front desk and for the buainess center … frees snacks and drinks in the room was really nice !

Reviewed on Aug. 2, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
per person
Oct 16 - Oct 19
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
No self parking available, forced to valet @ $44/ day Would recommend to add self parking option or reduce valet parking rate by 50%

Reviewed on Aug. 5, 2025

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,000 reviews)
Nice property, but rooms are dated, 3 star rating but paying 4-5 star prices. AC broke, we were offered another room but no help or golf cart to help move us at 10 PM to a different building.

Reviewed on Jul. 29, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
per person
Oct 16 - Oct 19
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (500 reviews)
All was excellent. Luciana is the best

Reviewed on Aug. 3, 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,049 reviews)
What a wonderful place for a little getaway

Reviewed on Aug. 6, 2025

Where to stay in Gateway

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

1 out of top 10 points of interest in this area
4/5(5 area reviews)

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.

Find hotels in Villas

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 CA $251 per night from Aug 18 to Aug 19
CA $251
CA $334 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,331 reviews)
"Very well kept property with friendly and courteous staff. Live music nightly is amazing-highly recommend."

Reviewed on Aug. 3, 2025

Margaritaville Beach Resort Fort Myers
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
Fully refundable
The price is CA $149 per night from Aug 10 to Aug 11
CA $149
CA $166 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Mallory at the Front desk was quick and pleasant to deal with."

Reviewed on Aug. 6, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
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 CA $193 per night from Aug 18 to Aug 19
CA $193
CA $277 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,028 reviews)
"Everything was great!!! This was my 3rd time staying this summer. Will be back soon!!!"

Reviewed on Aug. 5, 2025

Lani Kai Beachfront Resort
See all 13,373 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Gateway vacation package cost?
Be ready to book, because a trip to Gateway starts from an affordable CA $515. 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.

Things to do

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

CA $89
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Fort Myers Beach: Adults only BYOB Tiki Pub Sunset Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Sunset Cruise

CA $103
per adult
Fort Myers Beach: Adults only BYOB Tiki Pub Sunset Cruise
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

CA $137
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat 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.