Osceola County Vacations & Trips

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Top destinations in Osceola County

Great day out & my first air boat ride at Wild Florida. Saw plenty of wild alligators & bird life. Highlight was watching an osprey (fishing eagle ) diving for fish.
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Kenansville

Kenansville
Located south of Kissimmee FL, the area is being brought back to its natural state, there is a couple of walking trails and scientific studies are also done here.
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Poinciana

Poinciana

Osceola County 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 NT$2,343 per night from Dec 15 to Dec 16
NT$2,343
NT$3,280 total
Dec 15 - Dec 16
includes taxes & fees
8.2/10 Very Good! (1,020 reviews)
This is the 2nd time we’ve stayed here, last time it was a Wyndham. The room met the needs we had for our stay for a week at Disney. With our days at the parks we didn’t utilize the “Resort” features but the price was great for our week long stay. We had a 2 queen room on the Top floor that faces ...

Reviewed on 2025/12/6

Holiday Inn Resort Kissimmee by the Parks by IHG
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is NT$3,874 per night from Dec 9 to Dec 10
NT$3,874
NT$6,099 total
Dec 9 - Dec 10
includes taxes & fees
8.8/10 Excellent! (3,643 reviews)
Very nice!

Reviewed on 2025/12/2

Margaritaville Resort Orlando
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

3 out of 5
Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is NT$1,125 per night from Dec 9 to Dec 10
NT$1,125
NT$2,163 total
Dec 9 - Dec 10
includes taxes & fees
7/10 Good! (1,597 reviews)
One of the reasons I booked this hotel was because it promised a good water park, but it turns out none of the slides work, and one of the children's pools is also out of order. Otherwise, I must say the service and attention are good.

Reviewed on 2025/11/25

Ramada by Wyndham Hotel & Water Park
See all 32,832 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 . 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.