Osceola County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Paul Devall

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Our pick of the best Osceola County Hotel Deals

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$127 per night from 6 Aug to 7 Aug
NZ$127
6 Aug - 7 Aug
includes taxes & fees
9.4/10 Exceptional! (5,178 reviews)
"The toilet wasn’t connected right The shower water was making it hard to wash yourself And the ac didn’t really cool the room very disappointing"

Reviewed on 4 Aug 2026

Kompose Boutique Resort at Theme Parks
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$177 per night from 3 Sept to 4 Sept
NZ$177
3 Sept - 4 Sept
includes taxes & fees
Vacation Village Orlando, Celebration
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3 out of 5
5200 West Irlo Bronson Memorial Highway Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is NZ$139 per night from 9 Aug to 10 Aug
NZ$139
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (3,193 reviews)
"Great affordable option, clean and convenient location"

Reviewed on 4 Aug 2026

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
See all 32,197 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.

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 acclaimed theatre scene and entertainment choices in this family-friendly area.
See properties

What to do in Osceola County

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

NZ$61
per traveller
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

NZ$47
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

NZ$100
per traveller
84% of travellers recommend
Aquatica Orlando
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.