Osceola County Vacations & Trips from ￥53,337

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The Latest Osceola County 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 ￥76,910, price is now ￥53,337 per person
￥53,337
per person
May 5 - May 8
found 18 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Paid a great price for our first night in Florida. Bed was very comfortable and room was quiet. Staff not particularly friendly but great stop for getting over jetlag. For one night it was fine. Entrance to carpark awkward to find. Could do with better signage. Don't follow the sat nav as the entrance it takes you to is fenced off.

Reviewed on Feb 27, 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was ￥418,810, price is now ￥302,516 per person
￥302,516
per person
Apr 15 - Apr 20
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Everything was excellent. Beautiful house that was spotless.

Reviewed on Feb 22, 2026

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5 out of 5
Save 100% on your flight
Price was ￥195,684, price is now ￥150,353 per person
￥150,353
per person
May 5 - May 8
found 18 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Orlando (MCO)
9.2/10 Wonderful! (400 reviews)
All staff were very friendly and helpful

Reviewed on Feb 22, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥394,638, price is now ￥303,835 per person
￥303,835
per person
May 6 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
Very Clean rooms and modernized

Reviewed on Feb 25, 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 ￥302,394, price is now ￥241,376 per person
￥241,376
per person
Apr 15 - Apr 20
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (188 reviews)
Floor was FILTHY. and shower leak all over the bathroom floor.

Reviewed on Feb 26, 2026

Osceola County Hotel Deals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is ￥13,762 per night from Mar 15 to Mar 16
￥13,762
￥19,516 total
Mar 15 - Mar 16
includes taxes & fees
8.6/10 Excellent! (3,483 reviews)
Spacious rooms, good location. Very quiet

Reviewed on Feb 27, 2026

Vacation Village Orlando, Celebration
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is ￥8,179 per night from Mar 25 to Mar 26
￥8,179
￥16,192 total
Mar 25 - Mar 26
includes taxes & fees
9.4/10 Exceptional! (2,887 reviews)
Clean room, Friendly staff, amazing breakfast! Second time staying here and absolutely enjoyed it!

Reviewed on Feb 27, 2026

Kompose Boutique Resort at Theme Parks
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy. Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is ￥10,038 per night from Mar 15 to Mar 16
￥10,038
￥14,578 total
Mar 15 - Mar 16
includes taxes & fees
8/10 Very Good! (3,898 reviews)
No hot water, noisy… it was clean, but the bathroom was old and I had to put a towel inside the but because it looked disgusting….

Reviewed on Feb 27, 2026

Ramada by Wyndham Kissimmee Gateway
See all 32,793 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 ￥53,337. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.