
Downtown Winter Garden Vacations from ¥238,825
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The Latest Downtown Winter Garden Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was ¥386,367, price is now ¥238,825 per person
¥238,825
per person
May 25 - May 31
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,000 reviews)
Cottage design was nice but appliances (dishwasher needed to be replaced) was wore out and kitchen power on counters did not work. Resort pool staff and area was nice.
Reviewed on Mar 5, 2026

Westgate Blue Tree Resort in Lake Buena Vista
Price was ¥597,418, price is now ¥430,802 per person
¥430,802
per person
Apr 28 - May 4
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Comfortable and stocked room. Pools were heated which was a big plus
Reviewed on Feb 20, 2026



Legacy Vacation Resorts - Lake Buena Vista
Price was ¥565,181, price is now ¥427,080 per person
¥427,080
per person
Apr 28 - May 4
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
Booked a Room for the Florida Classic Weekend, and to say it exceeded expectations is an understatement.
Had a fully furnished kitchen, bathroom with a full jacuzzi ...
And the best part of it all ...
"The property is right down the block from the only White Castle in Florida!"
"Will Be Our Go To Property From Now On!"
Reviewed on Feb 1, 2026
Downtown Winter Garden Hotel Deals

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ¥25,049 per night from Mar 23 to Mar 24
¥25,049
¥36,865 total
Mar 23 - Mar 24
includes taxes & fees
8/10 Very Good! (9,112 reviews)
Pool was cold.
Reviewed on Mar 7, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ¥23,694 per night from Mar 29 to Mar 30
¥23,694
¥26,655 total
Mar 29 - Mar 30
includes taxes & fees
9.2/10 Wonderful! (4,792 reviews)
Nice place
Reviewed on Mar 6, 2026

Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is ¥13,485 per night from Mar 9 to Mar 10
¥13,485
¥19,245 total
Mar 9 - Mar 10
includes taxes & fees
8.6/10 Excellent! (3,539 reviews)
Great place units are clean and pools are well maintained
Reviewed on Mar 6, 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.
Discover the most popular places to visit in Downtown Winter Garden
Disney's Magnolia Golf Course
4/5(6 reviews)
Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Disney's Palm Golf Course
5/5(1 review)
Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Resurrection Catholic Church
5/5(1 review)
After visiting Resurrection Catholic Church, make a plan to see the other sights and activities in Winter Garden. Amble around this family-friendly area's seaside, or seek out the adventure tours.
Things to do

Private Orlando Italian Cooking Class with David
¥34,968
per adult

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
¥4,249
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
