Osceola Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
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

Sleep Inn And Suites
Sleep Inn And Suites
2.5 out of 5
303 23rd St, Columbus, NE
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 12 Dec to 13 Dec
S$106
includes taxes & fees
12 Dec - 13 Dec
8.6/10 Excellent! (341 reviews)
Very clean!!
"Clean! The room and breakfast area was very clean. The lady working the breakfast greeted us with good morning!! She was constantly wiping the counters and tables and restocking."

Reviewed on 10 Nov,2024

Sleep Inn And Suites
Columbus Inn
Columbus Inn
2 out of 5
371 33rd Ave, Columbus, NE
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 8 Dec to 9 Dec
S$117
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (510 reviews)
"Clean, convenient, hospitable employees."

Reviewed on 7 Oct,2024

Columbus Inn
Victorian Inn
Victorian Inn
2.5 out of 5
1701 31st St, Central City, NE
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 4 Dec to 5 Dec
S$107
includes taxes & fees
4 Dec - 5 Dec
8.2/10 Very Good! (255 reviews)
Nice little hotel.
"Everything at this hotel felt new it felt clean. It was quiet with the exception of the occasional train that goes by at night. I will definitely stay here again the next time I’m in the area.."

Reviewed on 16 Nov,2024

Victorian Inn
See all 15 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?
Our Osceola holiday packages, which start from as low as , are the best way to save big bucks. Select your preferred hotels, flights and more to create your dream itinerary.
How do I get a cheap travel package to Osceola?
If you love getting an amazing deal, combine your bookings into an Osceola holiday package. Whether you’re chasing hotels, flights, activities or rental cars, you can browse and book them all in one place. You’ll have ample choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 properties around the world to choose from. Fly with who you prefer, stay in a place you like and save a pretty penny — now that’s the perfect escape!
How far in advance should I book my Osceola holiday?
While prices change frequently, we generally advise booking your holiday as early as possible. Most international fares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Discount prices to Osceola sometimes appear only weeks before departure.
What does an Expedia Osceola travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Osceola getaway. You can also add on fun stuff like tours and activities once you’ve made your booking. You’re in the driver’s seat! When you combine your bookings with Expedia, you’ll enjoy deals you won’t find anywhere else.
What should I know before booking an Osceola travel package?
Bundling your bookings into an Osceola holiday package is the most convenient way to organise your trip. Not only that, you’ll save when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with an Osceola Expedia holiday package?
Most definitely. We offer more than 550 partner airlines all over the world, so you can customize your Osceola getaway according to your style and budget.
If I'm not able to travel, can I cancel my Osceola holiday package?
Because we understand life is full of surprises, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you’ve booked your Osceola holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

* 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.