Osceola County Vacations & Trips from ¥200,177

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The Latest Osceola County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

¥200,177
per person
Nov 26 - Dec 7
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.4/10 Very Good! (5,343 reviews)
Beautiful pool right on the lake. Large movie screen by the pool. Rooms clean. Staff friendly. Breakfast decent. Would stay here again

Reviewed on Oct 24, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

¥356,608
per person
Nov 26 - Dec 7
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
¥222,056
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9/10 Wonderful! (1,334 reviews)
Hotel was fantastic. The suite was clean and well kept, staff is quick to bring any requested extras like towels. Hot tub and arcade were a huge bonus and much needed. Didn’t use the pool or fire pit but it’s great that it has those amenities plus more. Only minor improvement could be parking but they do have an overflow parking location and a shuttle at least

Reviewed on Oct 21, 2026

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

¥270,453
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8/10 Very Good! (10,922 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
¥318,032
per person
Nov 26 - Dec 7
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)

Osceola County Hotel Deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
¥4,628
¥12,188 total
Oct 28 - Oct 29
includes taxes & fees
9.4/10 Exceptional! (6,185 reviews)
"ONE OF THE BIGGEST HOTEL DISAPPOINTMENTS I HAVE EVER EXPERIENCED! 1. The photos and promotional videos do not reflect reality. 2. The $20 nightly parking fee was not clearly disclosed on Expedia. 3. Confusing access to rooms and inconvenient hallways. 4. Strong cigarette and chlorine odors in certain ..."

Reviewed on Oct 24, 2026

Kompose Boutique Resort at Theme Parks
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

4944 W. Irlo Bronson Memorial Highway Kissimmee FL
¥880
¥6,340 total
Oct 29 - Oct 30
includes taxes & fees
8.4/10 Very Good! (5,371 reviews)
"Beautiful pool right on the lake. Large movie screen by the pool. Rooms clean. Staff friendly. Breakfast decent. Would stay here again"

Reviewed on Oct 24, 2026

Palazzo Lakeside Hotel
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
¥20,236
¥31,515 total
Nov 3 - Nov 4
includes taxes & fees
Margaritaville Resort Orlando with H2O Waterpark
See all 33,545 properties in Osceola County
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 an Osceola County vacation package cost?
Browse and book everything in one place with our Osceola County vacation packages, which start from only ¥200,177. Pick the flights and hotels that match your travel style. Then, add on a few enriching experiences to cap off your unique escape.
How do I get a cheap travel package to Osceola County?
Book everything all in one place with our Osceola County vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your bank account happy and your spirit of adventure alive. And, with more than 550 airlines and 1,000,000 properties throughout the world to pick from, you'll have endless opportunities to mix and match all you want.
What are the top hotels in Osceola County?
For properties in Poinciana with cozy beds and friendly service, you can't top Magic Moment Resort and Kids Club and Delta Hotels Orlando Celebration. If you're visiting St. Cloud as well, you can look forward to a solid night's sleep at Red Lion Hotel Orlando Lake Buena Vista South or Palazzo Lakeside Hotel.
How far in advance should I book my Osceola County vacation?
While prices change from time to time, we generally advise booking your vacation as soon as possible. Most international fares become available on Expedia up to 12 months in advance. If you're booking late, you may still get lucky. Discount prices to Osceola County sometimes occur only weeks before departure.
What does an Expedia Osceola County travel package include?
It's up to you! You can select from a variety of Osceola County bundles, such as a rental car, flight and hotel. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Osceola County trip looks like, you're sure to save!
What should I know before booking an Osceola County travel package?
Our prices are already low. However, you'll enjoy an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with an Osceola County Expedia vacation package?
With a vacation package, you're in charge. Whether you're hoping to fly to Osceola County in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Osceola County vacation package?
Because we know life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Osceola County vacation package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Stay near popular Osceola County attractions

A sign with 'Disney's Wide World of Sports' and 'All-Star Games' logos.

ESPN Wide World of Sports Complex

8.6/10 (1,630 reviews)
Catch an event at ESPN Wide World of Sports Complex, and enjoy other activities in Lake Buena Vista such as golfing. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.
See properties
A theme park entrance with a Ferris wheel and a roller coaster.

Old Town

8.6/10 (14,011 reviews)
Enjoy the excitement at Old Town and see why people love this theme park in Kissimmee. Check out the shops and top-notch restaurants in this family-friendly area.
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A golf course with sand bunkers, trees, and a flagstick.
Photo by Visit Orlando

Mystic Dunes Golf Club

7.8/10 (4,134 reviews)
Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.
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A water park with a pool, palm trees, and a statue of a horse.

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.
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Three heraldic shields on a wall covered in ivy.

Medieval Times

8.0/10 (3,178 reviews)
You can get tickets for a performance at Medieval Times on your trip to Kissimmee. Make time for the shops and golf courses in this family-friendly area.
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Vintage cars parked on grass under a cloudy sky.
Photo by cyclone_trudy

Osceola Heritage Park

7.8/10 (3,681 reviews)
Catch an event at Osceola Heritage Park during your trip to Kissimmee. Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.
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Reunion Resort Golf Course

7.6/10 (3,040 reviews)
Enjoy a round of golf in Kissimmee at Reunion Resort Golf Course. Amble around this family-friendly area's lakeside, or seek out the local tours.
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ChampionsGate Golf Club

8.0/10 (1,507 reviews)
Enjoy a round of golf in Four Corners at ChampionsGate Golf Club. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
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What to do in Osceola County

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

¥5,231
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

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

¥4,846
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

¥20,048
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
See all activities in Osceola County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.