Gateway Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Landing Apartments Fort Myers near Eastwood Village
CA $1,076
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Fort Myers (RSW)
9.6/10 Exceptional! (30 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 2026
Olde Marco Island Inn and Suites
Olde Marco
CA $1,082
per person
Nov 22 - Nov 27
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.8/10 Excellent! (1,001 reviews)
the property was great, but everything was closed at the premise, and we asked an employee and she explained to us that it will be closed until October...
also, I was really disappointed with Expedia when making the reservation since after I paid for everything saying taxes and fees included, I received a message after all that I also need it to pay $116.00 extra for cleaning fee but it was not mentioned during the reservation process with no option of cancelling since it was a non-refundable reservation Expedia should be more clear when we did the reservation example amount due at the hotel but it did not said it.
Reviewed on Sep 8, 2026
Where to stay in Gateway
Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
Iona
While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.
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.
Punta Rassa
1 out of top 10 points of interest in this area
Punta Rassa is a destination visitors seek out for is 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 neighborhood.
South Fort Myers
While visiting South Fort Myers, you might make a stop by sights like Estero Bay Preserve State Park and Castle Golf.
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 Lee Health Sports Complex and JetBlue Park at Fenway South.
Gateway Hotel Deals
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $265
CA $343 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Very nice clean and very helpful staff"
Reviewed on Sep 11, 2026
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $215
CA $310 total
Sep 14 - Sep 15
includes taxes & fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $175
CA $226 total
Sep 14 - Sep 15
includes taxes & fees
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 CA $705. 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.
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.
Fort Myers Brewing Company
You can take time to visit Fort Myers Brewing Company during your travels to Fort Myers.
Things to do
Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise
CA $138
per adult
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
CA $100
per adult
90% of travellers recommend
Historic Walking Tour of Fort Myers
CA $42
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.