Winter Park Vacations from ￥285,469
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The Latest Winter Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
Price was ￥352,799, price is now ￥285,469 per person
￥285,469
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,003 reviews)
My daughter and I enjoyed a short stay at this amazing place. I hope to be back one day.
Thank you!
Reviewed on Oct 16, 2025
Conrad Orlando at Evermore
Price was ￥495,406, price is now ￥383,818 per person
￥383,818
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (282 reviews)
Amazing property. Brand new so they are still working out some kinks. You don’t need to even leave the property bc there is a ton to do. Offers free transportation to Disney!!! The laguna and room sizes are simply fantastic !
Reviewed on Oct 15, 2025
Villatel Village at Solterra Resort
Solterra Resort
Price was ￥1,575,998, price is now ￥1,244,206 per person
￥1,244,206
per person
Dec 27 - Jan 3
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
10/10 Exceptional! (1 review)
One of the best vacations I’ve taken in awhile because of this property. With everything in Orlando to do you would think you’d want to spend most of your time outside the villa but NO. It’s so much fun to be had inside that that’s what we preferred even over Disney parks!
Reviewed on Aug 24, 2025
Westgate Lakes Resort & Spa Universal Studios Area
Price was ￥376,100, price is now ￥298,928 per person
￥298,928
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.2/10 Very Good! (5,346 reviews)
Great place wish the food options stayed open a little bit later, but great time and nice pools
Reviewed on Oct 16, 2025
Where to stay in Winter Park
Find the best Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park
Baldwin Park
5/5(1 area review)
Baldwin Park might not have many top sights, but Orlando Fashion Square and East Orlando Shopping Center are two attractions nearby that you can check out.
Find the Best Winter Park Vacation Packages
Winter Park Hotel Deals
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥10,424 per night from Oct 27 to Oct 28
￥10,424
￥15,955 total
Oct 27 - Oct 28
includes taxes & fees
7.4/10 Good! (6,212 reviews)
"Best hotel. Close to everything. Best breakfast buffet!!"
Reviewed on Oct 15, 2025
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥19,985 per night from Nov 10 to Nov 11
￥19,985
￥22,483 total
Nov 10 - Nov 11
includes taxes & fees
8.8/10 Excellent! (5,395 reviews)
"Loved it."
Reviewed on Oct 13, 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥13,763 per night from Nov 17 to Nov 18
￥13,763
￥15,484 total
Nov 17 - Nov 18
includes taxes & fees
9.2/10 Wonderful! (3,678 reviews)
"This place is awesome! Rooms are huge for the price."
Reviewed on Oct 12, 2025
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 Park
Walt Disney World® Resort
4.5/5(2,427 reviews)
Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.
Universal Studios Florida
4.5/5(9,273 reviews)
Movie sets and thrill rides combine to create this internationally acclaimed theme park.
Universal Orlando Resort
4.5/5(4,155 reviews)
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
What to do in Winter Park
Universal Orlando Resort Express Passes
￥28,807
per traveler
84% of travellers recommend
Universal Orlando Resort Theme Park Tickets
￥23,836
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
