Osceola County Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Osceola County
Poinciana
Top Flight + Hotel Deals in Osceola County
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
€1,014
per person
22 Dec - 29 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
No hemos hospedado varias veces todo exelente el único inconveniente que tuve en esta ocasión fue que la nevera no enfrió de todo lo demás exelente
Reviewed on 19 Oct 2026
Top hotels in Osceola County
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
€70
28 Oct - 29 Oct
includes taxes & fees
9.4/10 Exceptional! (6,141 reviews)
"The only complaint that I have is when we went to the restaurant by the pool, the tall white guy waiter was not prompt. He helped a lot of other people before us just had Bad server service."
Reviewed on 19 Oct 2026
Seasons Florida Resort
4736 W Irlo Bronson Hwy Memorial Kissimmee FL
Fully refundableReserve now, pay when you stay
€46
21 Oct - 22 Oct
includes taxes & fees
9/10 Wonderful! (4,060 reviews)
"No hemos hospedado varias veces todo exelente el único inconveniente que tuve en esta ocasión fue que la nevera no enfrió de todo lo demás exelente"
Reviewed on 19 Oct 2026
Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
€186
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (3,791 reviews)
"Really nice place, I will be back, that's for sure!!"
Reviewed on 19 Oct 2026
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 €921. 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
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 theatre scene in this family-friendly area.
Old Town
8.6/10 (14,011 reviews)
Enjoy the rides and games at Old Town and see why people love this theme park in Kissimmee. Visit the shops and top-notch restaurants in this family-friendly area.
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.
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.
Medieval Times
8.0/10 (3,178 reviews)
You can make plans for a show at Medieval Times during your trip to Kissimmee. Make time for the shops and golf courses in this family-friendly area.
Photo by Emily Slade
Boggy Creek Airboat Rides
7.8/10 (463 reviews)
Take the family on an outing to Boggy Creek Airboat Rides during your trip to Kissimmee. Stroll along the lakeside or attend a sporting event in the area.
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.
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.
What to do in Osceola County
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
€28
per adult
92% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
€164
per adult
88% of travellers recommend
Walt Disney World® Theme Park Tickets
€701
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
