Osceola Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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.
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Top hotels in Osceola

Lakeside Hotel Casino
Lakeside Hotel Casino
3 out of 5
777 Casino Dr, Osceola, IA
Fully refundableReserve now, pay when you stay
The price is S$100 per night from 16 Dec to 17 Dec
S$100
includes taxes & fees
16 Dec - 17 Dec
7.8/10 Good! (1,005 reviews)
"It's the perfect location for those traveling. Has a little bit of something for everyone!"

Reviewed on 18 Nov,2024

Lakeside Hotel Casino
AmericInn by Wyndham Osceola
AmericInn by Wyndham Osceola
2.5 out of 5
111 Ariel Dr, Osceola, IA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 20 Dec to 21 Dec
S$162
includes taxes & fees
20 Dec - 21 Dec
8.8/10 Excellent! (491 reviews)
"This is a good budget friendly facility."

Reviewed on 18 Nov,2024

AmericInn by Wyndham Osceola
Evergreen Inn
Evergreen Inn
2.5 out of 5
221 West McLane (Highway 34), Osceola, IA
Fully refundableReserve now, pay when you stay
The price is S$87 per night from 26 Nov to 27 Nov
S$87
includes taxes & fees
26 Nov - 27 Nov
8.8/10 Excellent! (578 reviews)
"Very clean very friendly will definitely stay here again"

Reviewed on 19 Nov,2024

Evergreen Inn
See all 95 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 packages, which begin from just , are the easiest way to save. Pick your favourite hotels, flights and more to create your dream getaway.
How do I get a cheap travel package to Osceola?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got everything you need. Pick the combination that best fits you and watch your savings stack up. We know a travel package is never a one-size-fits-all. That’s why we offer over 550 air carriers and 1,000,000 properties around the globe, which lets you customize your Osceola getaway.
Where should I stay in Osceola?
With fascinating attractions like Lakeside Casino and Osceola Country Club in this area, look for a hotel located near them. East Lake County Park is another Osceola hot spot that visitors flock to.
What are the top hotels in Osceola?
Secure a room at Super 8 by Wyndham Osceola IA. It’s one of the neighbourhood’s most in-demand hotels. Another reputable option in Osceola is Evergreen Inn.
How far in advance should I book my Osceola holiday?
Smart travellers often book as early as possible. You can normally look up international fares on Expedia up to 12 months before your intended flight. If you’re booking at the last minute, fear not. Bargain prices occasionally occur in the last weeks prior to departure.
What does an Expedia Osceola travel package include?
From hotels and flights to car rentals, Expedia can help you shape an Osceola package that fits you. Holidaying for a few weeks? Look into a rental car, hotel and flight bundle. If you’re taking a quick break, a hotel and airfare deal could be more your style. Tours and activities can be added after you’ve booked. Our packages make it a cinch to plan and save.
What should I know before booking an Osceola travel package?
Locking in all the parts of your escape together is a great way to save. Bundle your car rentals, airfares and hotels into a neat package. But it’s not just hotels. Expedia has all sorts of properties, including holiday rentals like mountain cabins and serviced residences. You’ve got choices galore!
Can I choose my airline with an Osceola Expedia holiday package?
Yes, and with over 550 airlines to select from globally, you’ve got lots of choice. Search the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Osceola holiday package?
Yes, you can. We realise even the best-laid plans can go awry, so we’re happy to help if you have to make changes to your Osceola holiday package. It may be possible to change or cancel your itinerary at no cost if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

* 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.