Winter Garden Vacations from ￥246,764
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The Latest Winter Garden Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Price was ￥319,946, price is now ￥246,764 per person
￥246,764
per person
Jul 31 - Aug 6
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.2/10 Very Good! (1,680 reviews)
We stayed for a weekend athletic event that was at Disney. This was a great location! We enjoyed the variety of dining options, pools, and I really enjoyed the fitness center. This would be a great location for family get aways. I loved that our room had laundry and a kitchenette. Would absolutely stay here again.
Reviewed on May 11, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was ￥499,849, price is now ￥340,167 per person
￥340,167
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,004 reviews)
Great property thoroughly enjoyed our stay
Reviewed on May 13, 2026
Evermore Orlando Resort
Price was ￥707,781, price is now ￥549,470 per person
￥549,470
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (659 reviews)
Excellent resort with clean room, well maintained amenities and great location.
Reviewed on May 13, 2026
Where to stay in Winter Garden
Find the best Winter Garden areas and neighborhoods for the activities you enjoy most. Learn more about Winter Garden
Oakland
When in Oakland, you can plan a visit to Bella Collina Golf Club and West Orange Trail, some noteworthy sights in the nearby area.
Find the Best Winter Garden Vacation Packages
Winter Garden Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ￥26,004 per night from May 21 to May 22
￥26,004
￥37,942 total
May 21 - May 22
includes taxes & fees
8/10 Very Good! (9,888 reviews)
Very disappointed upon arrival. Understand a technical issue regarding their system for issuing swipe cards however also some electrical problems for two days. The most disappointing part is the water resort not having the water park open and handling all other families concerns with no empathy. ...
Reviewed on May 13, 2026
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE Winter Garden FL
The price is ￥14,657 per night from May 20 to May 21
￥14,657
￥16,489 total
May 20 - May 21
includes taxes & fees
9.4/10 Exceptional! (4,768 reviews)
The front desk staff were so friendly and helpful. The location was great, there were restaurants and shops within walking distance.
Reviewed on May 13, 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is ￥16,231 per night from Jun 9 to Jun 10
￥16,231
￥18,260 total
Jun 9 - Jun 10
includes taxes & fees
9.2/10 Wonderful! (5,535 reviews)
The room , the pool, the staff were wonderful! Will be back again.
Reviewed on May 12, 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 Winter Garden
Disney's Magnolia Golf Course
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
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.
Oakland Nature Preserve
Explore the lovely green spaces of Oakland Nature Preserve and enjoy the adventure tours in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
What to do in Winter Garden
Walt Disney World® Resort Theme Park Tickets
￥29,986
per adult
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,331
per adult
92% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
