Historic Downtown Kissimmee Vacations from ￥177,906

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The Latest Historic Downtown Kissimmee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was ￥227,844, price is now ￥177,906 per person
￥177,906
per person
Feb 5 - Feb 9
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was ￥386,990, price is now ￥234,466 per person
￥234,466
per person
Feb 5 - Feb 9
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥491,418, price is now ￥362,921 per person
￥362,921
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip flight included
Osaka (OSA) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
Very pretty hotel. The room was clean. The parking was easy. Was very cozy.

Reviewed on Nov 12, 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was ￥451,124, price is now ￥343,475 per person
￥343,475
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip flight included
Osaka (OSA) to Orlando (MCO)
9.2/10 Wonderful! (1,394 reviews)
Walked in to ask if we could get in our room a few minutes early and before she even tried to look she responded and said no you cant get in the room until exactly 4pm. We had a show to be at for 4pm. Just needed to drop our bags in the room and change real quick and was told no. Called another hotel and was let in at 1pm. Wouldnt bother going to this hotel. Staff was rude

Reviewed on Nov 10, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was ￥228,512, price is now ￥187,933 per person
￥187,933
per person
Feb 5 - Feb 9
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (615 reviews)
Couldn’t use the rooftop bar unless we upgraded our room. We were unaware of that. They were supposed to come out and fix our tv and never came during our stay.

Reviewed on Nov 14, 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
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

Bay Lake

4 out of top 10 points of interest in this area

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

Find hotels in Bay Lake

Historic Downtown Kissimmee Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥34,354 per night from Nov 23 to Nov 24
￥34,354
￥38,649 total
Nov 23 - Nov 24
includes taxes & fees
9.4/10 Exceptional! (4,613 reviews)
"Una propiedad excepcional"

Reviewed on Nov 14, 2026

Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥17,760 per night from Dec 15 to Dec 16
￥17,760
￥19,980 total
Dec 15 - Dec 16
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥15,332 per night from Dec 10 to Dec 11
￥15,332
￥17,249 total
Dec 10 - Dec 11
includes taxes & fees
Marriott's Grande Vista
See all 55,725 properties in Historic Downtown Kissimmee
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

How much does a Historic Downtown Kissimmee vacation package cost?
Custom build your Historic Downtown Kissimmee package from an affordable ￥177,906. Pick from any combination of rental cars, flights and hotels to create the trip you've been dreaming about. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Historic Downtown Kissimmee?
Bundle your hotels and flights with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 properties across the world, your Historic Downtown Kissimmee vacation package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or two fun tours and experiences? It's an easy way to unlock even more savings. Your dream vacation in Historic Downtown Kissimmee is much closer than you thought!
Where should I stay in Historic Downtown Kissimmee?
Stay somewhere within a stone's throw of ChampionsGate Golf Club. This fantastic attraction is in the thick of the action and on the must-do lists of many tourists.
What are the top hotels in Historic Downtown Kissimmee?
Storey Lake Ihr 2022 and 4 Bedrooms Villa - Storey Lake are two of the most sought-after properties in Historic Downtown Kissimmee. Why not check out the facilities and rates at each and then make up your mind?
How far in advance should I book my Historic Downtown Kissimmee vacation?
Get rewarded with the widest variety and the cheapest prices by booking your trip to Historic Downtown Kissimmee nice and early. Air carriers generally publish flights anywhere up to a year before departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Historic Downtown Kissimmee travel package include?
That depends on what you're after. If you're traveling alone, you might decide to combine hotels and flights. Bringing the whole crew to Historic Downtown Kissimmee? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Historic Downtown Kissimmee travel package?
So many places to go, so many things to do. With a package, you'll be able to tick more of them off your list. Combine your hotels, flights and rental cars and enjoy big savings.
Can I choose my airline with a Historic Downtown Kissimmee Expedia vacation package?
Yes, you're in charge. Expedia has access to more than 550 airlines globally, so you can tailor your Historic Downtown Kissimmee adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Historic Downtown Kissimmee vacation package?
If your travel plans in Historic Downtown Kissimmee have been upended, it's good to know that it is possible to amend or cancel your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our Customer Service Portal.

Stay near popular Historic Downtown Kissimmee attractions

Kissimmee Lakefront Park

8.4/10 (2,921 reviews)
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 entertainment choices in this family-friendly area.
See properties

Things to do

Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

￥21,698
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

￥21,697
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

￥14,882
per adult
96% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.