Osceola County Holidays

Photo by Paul Devall

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Top destinations in Osceola County

Delonix regia tree in bloom
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Poinciana

Poinciana

Top Flight + Hotel Deals in Osceola County

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was €1,306, price is now €865 per person
€865
per person
25 Jul - 31 Jul
found 12 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,110 reviews)
Good and convenient location.

Reviewed on 3 Jun 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was €1,316, price is now €913 per person
€913
per person
25 Jul - 31 Jul
found 12 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,356 reviews)
Desk staff was very friendly and helpful.

Reviewed on 5 Jun 2026

ette hotel

ette hotel

5 out of 5
Price was €1,558, price is now €1,118 per person
€1,118
per person
25 Jul - 31 Jul
found 12 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (449 reviews)
Very niche beautiful spot close to Disney and quiet but urban setting. Felt bougie and sophisticated. Serene. Beautiful room and luscious spa fragrance when you enter. Helpful staff. Would definitely go back.

Reviewed on 22 May 2026

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Price was €1,433, price is now €1,056 per person
€1,056
per person
25 Jul - 31 Jul
found 12 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (1,562 reviews)
The staff was super friendly, and quick to assist with any needs that were brought up. With that said, the property is aging quite a bit and could use a fairly substantial refresh. This would include inside the Villa (which we stayed at) and the grounds in most of the area. Many trees & bushes needed significant attention.. The room was very very clean though, and that helped with the overall experience.

Reviewed on 4 Jun 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was €2,873, price is now €2,160 per person
€2,160
per person
25 Jul - 31 Jul
found 12 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (673 reviews)
Everything was perfect! The staff were kind, helpful and extremely accommodating!

Reviewed on 1 Jun 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 €68 per night from 10 Jun to 11 Jun
€68
10 Jun - 11 Jun
includes taxes & fees
9.4/10 Exceptional! (4,307 reviews)
"Rooms were very clean! Parking was safe and location was amazing! Will definitely stay again and recommend to all."

Reviewed on 6 Jun 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 €184 per night from 5 Jul to 6 Jul
€184
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (3,621 reviews)
"This property was amazing! Everything you need is right there. We enjoyed our stay from entertainment all they way down to the amazing staff!!!"

Reviewed on 5 Jun 2026

Margaritaville Resort Orlando with H2O Waterpark
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 €93 per night from 22 Jun to 23 Jun
€93
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (4,279 reviews)
"Great place"

Reviewed on 5 Jun 2026

Vacation Village Orlando, Celebration
See all 32,495 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 €865. 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.