Kissimmee Vacations from ￥181,351

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The Latest Kissimmee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3 out of 5
Millenia
Price was ￥247,864, price is now ￥181,351 per person
￥181,351
per person
Nov 4 - Nov 11
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (329 reviews)
The staff were very friendly especially the guy with “ dreadlocks” working at the bar in the morning. I enjoyed my stay

Reviewed on Aug 26, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was ￥407,536, price is now ￥242,096 per person
￥242,096
per person
Nov 4 - Nov 11
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Property was amazing and one of the cleanest rooms ive ever stayes in.

Reviewed on Aug 24, 2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
Price was ￥384,330, price is now ￥229,222 per person
￥229,222
per person
Nov 4 - Nov 11
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.8/10 Exceptional! (330 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on Aug 11, 2025

Villatel Orlando Resort

Villatel Orlando Resort

4 out of 5
International Drive District
Save 100% on your flight
Price was ￥541,552, price is now ￥350,440 per person
￥350,440
per person
Nov 4 - Nov 11
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (191 reviews)
Home was beautiful and spacious. We enjoyed the private pool. The beds were very comfortable and the water park was fun. I wish checkout was later. At least make it 11am l.

Reviewed on Aug 27, 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
Save 100% on your flight
Price was ￥458,712, price is now ￥326,048 per person
￥326,048
per person
Nov 4 - Nov 11
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (268 reviews)
Amazing luxurious property! The Evermore lagoon and private beach area for Conrad guests was incredible! Staff were extremely friendly and helpful! Will definitely visit again!

Reviewed on Aug 21, 2025

Where to stay in Kissimmee

Find the best Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Kissimmee
Reunion which includes golf and landscape views as well as a small group of people

Reunion

1 out of top 10 points of interest in this area

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Find hotels in Reunion

Find the Best Kissimmee Vacation Packages

Kissimmee Hotel Deals

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
The price is ￥8,147 per night from Sep 1 to Sep 2
￥8,147
￥12,176 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (517 reviews)
"The room was clean, location was very close to the parks and free parking on site. The staff was friendly and check in was easy."

Reviewed on Aug 25, 2025

Holiday Inn Resort Kissimmee by the Parks by IHG
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is ￥5,309 per night from Aug 28 to Aug 29
￥5,309
￥11,043 total
Aug 28 - Aug 29
includes taxes & fees
8/10 Very Good! (5,078 reviews)
"Clean and comfort. Staff is nice and friendly. Price is economical. Convenient"

Reviewed on Aug 27, 2025

Palazzo Lakeside Hotel
Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is ￥12,128 per night from Sep 26 to Sep 27
￥12,128
￥16,277 total
Sep 26 - Sep 27
includes taxes & fees
8.6/10 Excellent! (2,793 reviews)
"it was a good stay. clean"

Reviewed on Aug 23, 2025

Vacation Village at Parkway
See all 26,757 properties in 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.

Discover the most popular places to visit in Kissimmee

Walt Disney World® Resort

Walt Disney World® Resort

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.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

What to do in Kissimmee

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

￥4,028
per adult
90% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

￥7,959
per traveler
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥11,265
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Kissimmee

Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices from ￥181,351 on Expedia for your Kissimmee escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Kissimmee costs.
What are the cheapest months to go to Kissimmee?
January, September and October are great times to search for cheap Kissimmee vacation packages. Choosing to travel in less busy periods means you can typically find better prices on flights and hotels.
How many days is enough for Kissimmee?
Kissimmee vacations come in many shapes and sizes, but to get a true feel for this place, we'd suggest 3 days is about right. With this timeframe, you can visit top attractions like Capone's Dinner Show and Osceola Performing Arts Center and seek out some lesser-known gems. Don't forget to explore cool neighborhoods such as Historic Downtown Kissimmee and Bellavida either. If you plan wisely, you may even be able to take a day trip from Kissimmee too.
Is it worth booking a vacation package to Kissimmee?
Whether you'd like to check out attractions like Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee vacation, or coming for its great family-friendly attractions, shopping and dining, there's something for everyone here. With so much to do, you'll soon discover why so many families think Kissimmee is a good vacation destination.
How to find the best Kissimmee package deals?
Begin your search for a Kissimmee package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Kissimmee package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kissimmee adventure underway.
Is it cheaper to book a Kissimmee vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can personalize your Kissimmee getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Kissimmee?
If you're planning an impromptu Kissimmee trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Kissimmee?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to escape to Kissimmee.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to Kissimmee.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to get to in Kissimmee. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the ideal Kissimmee vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.