Osceola County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Paul Devall

Top destinations in Osceola County

Lakefront park in St. cloud Florida
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St. Cloud

St. Cloud
Delonix regia tree in bloom
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Poinciana

Poinciana

Top hotels in Osceola County

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 2.317.612 ₫ per night from 26 Mar to 27 Mar
2.317.612 ₫
3.286.739 ₫ total
26 Mar - 27 Mar
includes taxes & fees
8.6/10 Excellent! (3,588 reviews)
The staff allowed me to check in very early since we just arrived from a Disney Cruise from the east coast. They also allowed a late check out due to an illness from a family member at another Hotel. Clean rooms and plenty to do here!

Reviewed on 13 Mar 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 2.261.752 ₫ per night from 15 Mar to 16 Mar
2.261.752 ₫
3.729.736 ₫ total
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (3,067 reviews)
Great room, large beds, yummy breakfast, lots to do on the property.

Reviewed on 13 Mar 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 1.690.500 ₫ per night from 26 Mar to 27 Mar
1.690.500 ₫
2.455.006 ₫ total
26 Mar - 27 Mar
includes taxes & fees
8/10 Very Good! (3,898 reviews)
The staff were nice. Check-in/out was very quick and easy. The room was spacious. The sofa in the room looked well used. Our air conditioner was very loud and rattly. It also leaked which left wet spots on the tile floor

Reviewed on 13 Mar 2026

Ramada by Wyndham Kissimmee Gateway
See all 32,346 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 1null000null000 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.