
Historic Downtown Kissimmee Vacations from ¥291,976
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Historic Downtown Kissimmee Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Florida Hotel & Conference Center in the Florida Mall
Price was ¥379,627, price is now ¥291,976 per person
¥291,976
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.2/10 Wonderful! (1,373 reviews)
We have beem visiting this hotel since 2001. Love it. Everyone so friendly inside and outside of hotel.
For us we would love if windows could open a bit, because we like natural air, rather than heating or aircon, especially cool evenings, but we understand safety issues, as high up.
Would recommend 100%!
Reviewed on Jun 21, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was ¥523,380, price is now ¥354,095 per person
¥354,095
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Es excelente este hotel, me encantó su limpieza,atención y muy buena ubicación lo volvería a repetir
Reviewed on Jun 23, 2026

The Delaney Hotel
South Orange
Price was ¥384,044, price is now ¥292,537 per person
¥292,537
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.6/10 Exceptional! (1,125 reviews)
We choose to stay at the Delaney hotel everytime we come to Orlando. We love staying here. The hotel is very well-maintained and the staff is always pleasant. We will stay here again next year.
Reviewed on Jun 22, 2026

Evermore Orlando Resort
Price was ¥580,780, price is now ¥461,776 per person
¥461,776
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.6/10 Exceptional! (699 reviews)
Evermore is beautiful! The flat we stayed in was very clean! Let’s start with housekeeping…they never in the 6 days we were there stopped in To see if we needed anything. TP, Kleenex! Whatever…we washed our towels! Yes we could have called and gotten fresh towels, but that is a service that should have been provided.
Food!!!!! Very expensive! We arrived and got room service through evermore. food was good. But there was no delivery service for breakfast the next day. So spent $10 on a box of cereal etc. next you add in delivery for food from an outside delivery service.breakfast and lunch. Liquor…lol..$18 for a drink! That really adds up! We finally got tired of hamburgers and chicken so ordered Ubereats.
Pool was clean..until a kid pooped and we had to get out.
Please stop the alarm for thunderstorms etc. we counted 15 times in a matter of minutes it went off. We finally went inside so we didn’t have to listen to it.
Did I have a good time..hmmmm..yes to the pool..and slide…but cost absolutely not… not worth it
Oh and we were next to the volleyball court.. one morning a group was playing at 7 am…really! We woke up thinking it was grandkids and it was the people outside in the volleybal court!😫 as much as I like music. I didn’t want to hear music 24/7…And I did next to the volleyball court. Music I understand in a bar or by pool but by volleyball court? Why? People aren’t going on vacation to listen to music.
So my thoughts…nope. Won’t be back.
Reviewed on Jun 23, 2026

Club Wyndham Bonnet Creek
Price was ¥369,050, price is now ¥300,979 per person
¥300,979
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
Love it, everything about our stay was fabulous! We will be back!
Reviewed on Jun 3, 2026
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
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is ¥27,339 per night from Jul 14 to Jul 15
¥27,339
¥30,757 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (5,893 reviews)
"Very good"
Reviewed on Jun 25, 2026

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is ¥33,810 per night from Jun 28 to Jun 29
¥33,810
¥46,954 total
Jun 28 - Jun 29
includes taxes & fees
8/10 Very Good! (10,234 reviews)
"Loved this property"
Reviewed on Jun 25, 2026

Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is ¥24,266 per night from Jun 30 to Jul 1
¥24,266
¥27,300 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (7,036 reviews)
"Always a great stay. Fun pool."
Reviewed on Jun 25, 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.
Frequently asked questions
Stay near popular Historic Downtown Kissimmee attractions
Things to do

Universal Orlando Resort Theme Park Tickets
¥26,234
per adult
78% of travellers recommend

Universal Orlando Resort Express Passes
¥34,068
per traveler
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




