Gateway Vacations from $993
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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.
The Latest Gateway Vacation Packages
Price found within the past 48 hours. Click for updated prices.
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.
Gateway Hotel Deals
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $284 total per night from Nov 29 to Nov 30
$284 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"I just received a $200 charge on my CC post stay for “Resort Fees” which include things I did not use. Additionally, the resort charges $25/day just to park at a place you already paid to stay at. My room was at the Captiva bldg which is not near the main building. The Captiva building does have ..."
Reviewed on Nov 10, 2026
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $239 total per night from Nov 29 to Nov 30
$239 total
Nov 29 - Nov 30
Total with taxes and fees
9/10 Wonderful! (2,755 reviews)
"Property is well maintained with plenty of outdoor seating and the pool area was large enough and had enough chairs for the weekend crowd."
Reviewed on Nov 10, 2026
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Dec 3 to Dec 4
$208 total
Dec 3 - Dec 4
Total with taxes and fees
8.8/10 Excellent! (2,192 reviews)
"Clean room , beautiful views . Music kind of loud . Had to enjoy balcony early before 10am or after 10 pm ."
Reviewed on Nov 11, 2026
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.
Stay near popular Gateway attractions
Things to do
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
$72
per adult
90% of travellers recommend
Historic Walking Tour of Fort Myers
$30
per adult
100% of travellers recommend
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention
$12
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.