Osceola County Holidays

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Photo by Paul Devall

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Our pick of the best 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 NZ$207 per night from 19 May to 20 May
NZ$207
19 May - 20 May
includes taxes & fees
8.6/10 Excellent! (4,044 reviews)
Great place for kids

Reviewed on 5 May 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 NZ$266 per night from 7 May to 8 May
NZ$266
7 May - 8 May
includes taxes & fees
9.4/10 Exceptional! (3,856 reviews)
Very clean hotel

Reviewed on 5 May 2026

Kompose Boutique Resort at Theme Parks
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
The price is NZ$321 per night from 17 May to 18 May
NZ$321
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (3,598 reviews)
This was our first time staying at a Margaritaville and it was a great stay. We enjoyed the access to Sunset Walk and the H20 water park. I think we went at an off-season time as it was not very busy, which was welcomed but it also felt a bit secluded. The resort is not too close to many other attractions ...

Reviewed on 4 May 2026

Margaritaville Resort Orlando with H2O Waterpark
See all 32,415 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 holiday package cost?
Browse and book everything in one place with our Osceola County holiday 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 holiday 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 cosy 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 holiday?
While prices change from time to time, we generally advise booking your holiday 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 holiday package?
With a holiday 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 holiday 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 holiday 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.