Osceola Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Osceola

Doubletree Hotel South Bend
Doubletree Hotel South Bend
4 out of 5
123 N Dr. Martin Luther King BLVD, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is S$116 per night from 27 Dec to 28 Dec
S$116
includes taxes & fees
27 Dec - 28 Dec
7.8/10 Good! (1,004 reviews)
"Only thing i wished is that they had queen size beds."

Reviewed on 24 Nov,2024

Doubletree Hotel South Bend
Four Winds Casino South Bend
Four Winds Casino South Bend
3 out of 5
3000 Prairie Ave, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 25 Dec to 26 Dec
S$150
includes taxes & fees
25 Dec - 26 Dec
9.4/10 Exceptional! (270 reviews)
"Very nice hotel. Everyone was nice and friendly."

Reviewed on 20 Nov,2024

Four Winds Casino South Bend
Hyatt Place South Bend / Mishawaka
Hyatt Place South Bend / Mishawaka
3 out of 5
215 W Day Rd, Mishawaka, IN
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 2 Dec to 3 Dec
S$170
includes taxes & fees
2 Dec - 3 Dec
9/10 Wonderful! (1,006 reviews)
"I enjoyed the stay! The free meals were delicious. Room was comfortable and clean."

Reviewed on 25 Nov,2024

Hyatt Place South Bend / Mishawaka
See all 1,043 properties in Osceola
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 holiday package cost?
From as little as , you can customize your Osceola holiday package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Osceola?
Bundling your hotel and flight with Expedia won’t just save valuable time — it’ll save you a few dollars too. An Osceola holiday package makes it simple to put together your perfect trip. With more than 550 airlines across the world to pick from, finding convenient flights that fit your busy schedule won’t be difficult. Not only that, we have over 1,000,000 hotels globally to choose from. Now that’s what we call choice. Whatever your budget, Expedia can show you the world.
What are the top hotels in Osceola?
Craftsman Built Baugo Bay Waterfront and Beautiful Waterfront Home On Baugo Bay are among the most popular hotels in Osceola. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Osceola holiday?
Travellers are usually able to compare international flights on Expedia within 12 months of departure. Booking late? With a bit of luck, it’s still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Osceola travel package include?
That depends on what sort of getaway you’re contemplating. Osceola travel deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits your style and budget. You can also add on experiences and activities after you’ve booked to land even bigger discounts.
What should I know before booking an Osceola travel package?
Our prices are already low. However, you’ll enjoy even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and a huge range of choice.
Can I choose my airline with an Osceola Expedia holiday package?
Definitely. Expedia has over 550 partner airlines to select from around the globe. With all that choice at your fingertips, finding the right carrier to get you to Osceola shouldn’t be hard.
If I'm not able to travel, can I cancel my Osceola holiday package?
If your travel plans in Osceola have been upended, it’s comforting to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. To find out more, check our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.