Osteen Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Osteen

Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

2.5 out of 5
2209 S Atlantic Ave, Daytona Beach Shores, FL
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 25 Sept to 26 Sept
S$156
25 Sept - 26 Sept
includes taxes & fees
8.2/10 Very Good! (2,188 reviews)
"Love the location."

Reviewed on 25 Aug, 2025

Perry's Ocean Edge Resort
The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue, Winter Park, FL
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,004 reviews)
"Loved it!"

Reviewed on 18 Aug, 2025

Get rates
The Alfond Inn
Nautilus Inn

Nautilus Inn

2.5 out of 5
1515 S Atlantic Ave, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 3 Sept to 4 Sept
S$155
3 Sept - 4 Sept
includes taxes & fees
9.2/10 Wonderful! (2,838 reviews)
"Nice property"

Reviewed on 25 Aug, 2025

Nautilus Inn
See all 5,846 properties in Osteen
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 Osteen holiday package cost?
You'll find cheap prices on Expedia for your Osteen break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Osteen costs.
What are the cheapest months to go to Osteen?
If you're hoping to score a cheap Osteen holiday package, consider planning a trip in January, February and September. You'll usually find lower rates on hotels and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Osteen?
With a well-planned schedule, you can easily visit the most popular Osteen sights in a few days. But if you want to explore off the beaten track or take day trips, consider booking your Osteen holiday for longer.
How to find the best Osteen package deals?
Use Expedia's filters to help you find some fabulous Osteen package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Osteen package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Osteen holiday as a package?
You can enjoy significant savings on your Osteen break by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Osteen?
If you're planning an impromptu Osteen getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Osteen?

  1. Pick your travel dates: The things you plan to do in Osteen and your favourite season will help you decide when to get away.
  2. Set your budget: Factor in costs such as transportation, flights and meals when calculating how much to set aside for your trip to Osteen. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Osteen. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick an Osteen holiday package that brings all your bookings together.

* 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.