Windermere Vacations from ￥336,327
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The Latest Windermere Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was ￥563,296, price is now ￥385,668 per person
￥385,668
per person
May 21 - May 28
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,005 reviews)
Hot tub did not work and took 2 days and multiple calls to get it fixed. The grounds were subpar from last time we stayed there, no refreshed landscaping. Usually is very nice but this time felt like a PCB vibe. Probably the last time staying here.
Reviewed on Apr 11, 2026
Florida Hotel & Conference Center in the Florida Mall
Price was ￥442,344, price is now ￥337,273 per person
￥337,273
per person
May 18 - May 22
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,336 reviews)
I love that hotel I will be staying there again. Very convenient and close to everything
Reviewed on Apr 5, 2026
Magic Village Yards, Trademark Collection by Wyndham
Price was ￥448,494, price is now ￥354,400 per person
￥354,400
per person
May 21 - May 28
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,179 reviews)
The room was nice and clean. You are only given 1 set of towels for the stay so you have to wash your own. There is a coffee make but not coffee. Had an issue with someone parking in one of our spots tried to call the front desk several times no one would answer or call back eventually ended up walking to the front desk in the rain to inquire and it wasn’t resolved. Also pool area needs updated most of the lounge chairs were broken.
The restaurant was never open so you couldn’t even buy a coffee nor was there any complimentary coffee at the front desk. A little underwhelmed but I’ve definitely stayed at worse places.
Reviewed on Apr 9, 2026
Find the Best Windermere Vacation Packages
Windermere Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is ￥28,509 per night from Apr 19 to Apr 20
￥28,509
￥40,852 total
Apr 19 - Apr 20
includes taxes & fees
8/10 Very Good! (9,525 reviews)
Comfortable home away from home.
Reviewed on Apr 13, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥24,528 per night from May 4 to May 5
￥24,528
￥27,594 total
May 4 - May 5
includes taxes & fees
9.2/10 Wonderful! (5,161 reviews)
The room and amenities are great. The property is very spread out, which is a bonus and drawback in different ways. Sacrificing a bit of speed and convenience is likely worth it for the spacious, relaxed feel of the resort. It was a great place, and I give it 4.5 stars because there are places I’ve ...
Reviewed on Apr 13, 2026
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥36,473 per night from Apr 26 to Apr 27
￥36,473
￥41,033 total
Apr 26 - Apr 27
includes taxes & fees
9.4/10 Exceptional! (4,111 reviews)
The staff were polite, knowledgeable, courteous. The room was clean.
Reviewed on Apr 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 Windermere
Walt Disney World® Resort
4.5/5(2,449 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(9,412 reviews)
Movie sets and thrill rides combine to create this internationally acclaimed theme park.
Universal Orlando Resort
4.5/5(4,206 reviews)
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
What to do in Windermere
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,327
per adult
92% of travellers recommend
Universal Orlando Resort Theme Park Tickets
￥30,769
per adult
78% of travellers recommend
Universal Orlando Resort Express Passes
￥47,320
per traveler
78% 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.
