Osceola County Holidays

Photo by Paul Devall

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Top destinations in Osceola County

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

Top Flight + Hotel Deals in Osceola County

Price found within the past 48 hours. Click for updated prices.
Suburban Studios

Suburban Studios

2 out of 5
Price was €856, price is now €769 per person
€769
per person
15 Apr - 21 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
5.6/10 (5 reviews)
It was a nice space and spot!

Reviewed on 20 Jan 2026

Salt Air Inn & Suites

Salt Air Inn & Suites

2.5 out of 5
Price was €1,121, price is now €932 per person
€932
per person
15 Apr - 21 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (395 reviews)
Amazing hotel absolute gem for Jacksonville beach

Reviewed on 20 Jan 2026

Seahorse Oceanfront Inn

Seahorse Oceanfront Inn

2.5 out of 5
Price was €1,402, price is now €1,201 per person
€1,201
per person
15 Apr - 21 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (586 reviews)
Location, walking to beach

Reviewed on 19 Jan 2026

Hilton Garden Inn Jacksonville Ponte Vedra Sawgrass

Hilton Garden Inn Jacksonville Ponte Vedra Sawgrass

3 out of 5
Palm Valley
Price was €1,429, price is now €1,258 per person
€1,258
per person
15 Apr - 21 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
Yes, the employees are very nice and the room was pretty clean. This is my second time here and i love it. Is close to market, beach and restaurants

Reviewed on 19 Jan 2026

Top hotels in Osceola County

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 €98 per night from 22 Jan to 23 Jan
€98
22 Jan - 23 Jan
includes taxes & fees
9.4/10 Exceptional! (2,419 reviews)
Very simple but clean and inexpensive. Good parking and location. Very good pool and lazy river.

Reviewed on 20 Jan 2026

Kompose Boutique Resort at Theme Parks
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
The price is €127 per night from 26 Jan to 27 Jan
€127
26 Jan - 27 Jan
includes taxes & fees
9/10 Wonderful! (4,603 reviews)
Everything was great! Golf was overpriced and the washing machines need to be replaced.

Reviewed on 14 Jan 2026

Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
The price is €186 per night from 23 Jan to 24 Jan
€186
23 Jan - 24 Jan
includes taxes & fees
8.8/10 Excellent! (3,626 reviews)
The room was very spacious & the resort is beautiful!

Reviewed on 14 Jan 2026

Margaritaville Resort Orlando
See all 32,913 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 €769. 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.