Osceola Holidays

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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$107 per night from 20 Jan to 21 Jan
S$107
20 Jan - 21 Jan, 2026
includes taxes & fees
8/10 Very Good! (1,006 reviews)
Clean, friendly. Restaurant had good food, service, friendly staff.

Reviewed on 19 Dec, 2025

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$159 per night from 22 Jan to 23 Jan
S$159
22 Jan - 23 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (597 reviews)
The facility was very warm and welcoming. The room was very clean and neat.

Reviewed on 1 Dec, 2025

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$75 per night from 19 Jan to 20 Jan
S$75
19 Jan - 20 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (692 reviews)
Wonderful stay again. Nila was very kind and helpful. The extra pillow was great.

Reviewed on 20 Dec, 2025

Evergreen Inn
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.

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* 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.