
Historic Downtown Kissimmee Vacations from ¥201,782
Book a Hotel + Flight or Car together to unlock savings
The Latest Historic Downtown Kissimmee Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was ¥294,760, price is now ¥201,782 per person
¥201,782
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
This was a good time!
Reviewed on Aug 23, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was ¥321,477, price is now ¥236,126 per person
¥236,126
per person
Oct 7 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9/10 Wonderful! (1,000 reviews)
What a wonderful experience!. We loved our little cottage, it was perfect space for us and to have somme friends and family visit. The tickets to the water park was a plus!, not crowded and perfect, definitely work the money!
Reviewed on Aug 19, 2025


Evermore Orlando Resort
Price was ¥448,766, price is now ¥359,758 per person
¥359,758
per person
Oct 7 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.4/10 Exceptional! (414 reviews)
The flat was great, clean, elegant, pristine grounds, fantastic guest services. Everyone was friendly and helpful. Already planning our next stay.
Reviewed on Aug 25, 2025

Hilton Garden Inn Jacksonville Ponte Vedra Sawgrass
Palm Valley
Price was ¥304,687, price is now ¥249,188 per person
¥249,188
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,006 reviews)
Great staff and room.
Reviewed on Aug 25, 2025
Where to stay in Historic Downtown Kissimmee
Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee

International Drive District
1 out of top 10 points of interest in this area
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Historic Downtown Kissimmee Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ¥13,661 per night from Sep 10 to Sep 11
¥13,661
¥15,369 total
Sep 10 - Sep 11
includes taxes & fees

Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ¥12,858 per night from Sep 17 to Sep 18
¥12,858
¥14,466 total
Sep 17 - Sep 18
includes taxes & fees
8.8/10 Excellent! (2,925 reviews)
"Excellent place great customer service and Beautiful room clean, spacious, overall excellent quality love the pool. Would recommend it also definitely going again.."
Reviewed on Aug 24, 2025

Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ¥20,938 per night from Sep 3 to Sep 4
¥20,938
¥23,556 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (5,147 reviews)
"One day delay Frontier cancelled a flight had to cram everything in 2.5 days already had attractions car booked caused me extra money out of pocket Will be call Expedia for some sort of compensation"
Reviewed on Aug 23, 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.
Frequently asked questions
Discover the most popular places to visit in Historic Downtown Kissimmee

Kissimmee Lakefront Park
Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the lively festivals in this family-friendly area.
Things to do

Florida: 90 Minute Everglades Cruise
¥7,390
per adult
100% of travellers recommend

Kissimmee: Florida Everglades Pontoon Boat Tour
¥5,912
per adult
100% of travellers recommend

Experience Wild Florida Nature Up Close on Electric Trike (2 hrs)
¥8,720
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.