Gateway Vacation Packages

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 CA $1,096 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

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.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Price was CA $702, price is now CA $392 per person
CA $392
per person
Nov 1 - Nov 5
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (1,005 reviews)
Very nice and friendly place

Reviewed on Aug. 16, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $3,594, price is now CA $1,764 per person
CA $1,764
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
Just what we wanted beach and golf. Restaurant services could do better, food was overpriced.

Reviewed on Aug. 14, 2025

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,022, price is now CA $540 per person
CA $540
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
The hotel is extremely average. I put it at 2 to 3 star. It has across the road from the beach and on the intercoastal, which is the only thing basically has going for it other than that it wouldn’t survive say in Orlando or any major city cause I feel like it’s a glorified sleep away camp that they turned into a hotel

Reviewed on Aug. 10, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $2,460, price is now CA $1,513 per person
CA $1,513
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.

Reviewed on Aug. 4, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Price was CA $1,668, price is now CA $1,049 per person
CA $1,049
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.8/10 Exceptional! (505 reviews)
Everything was amazing except for the fan in the room continually blowing and making noise.

Reviewed on Aug. 20, 2025

Where to stay in Gateway

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

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 $168 per night from Aug 25 to Aug 26
CA $168
CA $242 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,385 reviews)
"Our first stay at Margaritaville and we had a wonderful time. Location was great, close to stores and additional restaurants. We were very happy with the restaurant options on property but it was nice to have nearby options if we wanted to out. We will definitely go back."

Reviewed on Aug. 20, 2025

Margaritaville Beach Resort Fort Myers
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 CA $148 per night from Aug 30 to Aug 31
CA $148
CA $165 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Excellent experience"

Reviewed on Aug. 22, 2025

Hilton Garden Inn Ft Myers
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
11800 Coconut Cove Drive, Bonita Springs, FL
Fully refundable
The price is CA $137 per night from Sep 23 to Sep 24
CA $137
CA $207 total
Sep 23 - Sep 24
includes taxes & fees
9/10 Wonderful! (599 reviews)
"Solid property. Stayed 2 nights. Good getaway and a chance to relax in one spot. Kids loved the pool(s). Great lazy river, but no slides. The poolside bar/grill was a great spot. Had drinks and dinner both nights. Overheard the bartender mention to another guest that she had been there for 8 years. ..."

Reviewed on Aug. 16, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 13,435 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $392. 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

Cape Coral and Fort Myers: Jet Ski Rental

Cape Coral and Fort Myers: Jet Ski Rental

CA $165
per traveller
Cape Coral and Fort Myers: Jet Ski Rental
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
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

CA $138
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.