Osteen Holidays from NZ$3,558
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The Latest Osteen Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Star Island Resort and Club
NZ$3,558
per person
26 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very good! (1,492 reviews)
We were in the deluxe room for four nights. Went by pretty good, then we started to notice ants around the living room area and the kitchen. We needed more towels so when we call front desk for them, they told us that we had to pay for it and we ended up not getting them. The room key locked out on us so we had to walk all the way to the front desk in the rain just to get another key that also didnt work. Therefore, we had to wait about 5 minutes for security to come and help. Overall, its a great place for people on a budget.
Reviewed on 10 Oct 2026
Hyatt Regency Grand Cypress
NZ$4,015
per person
26 Dec - 2 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (2,340 reviews)
Beautiful property with the most attentive staff! If you plan to have a couple of hours to take advantage of the amenities, I would definitely recommend this hotel. It is also so conveniently located for both Disney & restaurants. Very safe as well! I traveled solo & felt very comfortable enjoying all the amenities & lounging around.
Reviewed on 10 Oct 2026
Osteen Holiday
Our pick of the best Osteen Hotel Deals
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Fully refundableReserve now, pay when you stay
NZ$214
1 Nov - 2 Nov
includes taxes & fees
Bahama House
2001 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
NZ$239
8 Nov - 9 Nov
includes taxes & fees
9.2/10 Wonderful! (2,052 reviews)
"The staff was very respectful and kind. Always available when you need something. Breakfast was great and the location was perfect with direct access to beach"
Reviewed on 11 Oct 2026
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
NZ$211
15 Oct - 16 Oct
includes taxes & fees
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.
Stay near popular Osteen attractions
Pell's Citrus & Nursery
Enjoy an outing to Pell's Citrus & Nursery during your stay in Osteen. While you're in the area, stroll along the lakeside.
Wiregrass Prairie Preserve
Explore the great outdoors at Wiregrass Prairie Preserve, a lovely green space in Osteen. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.
Frequently asked questions
How much does an Osteen holiday package cost?
You'll find cheap prices from NZ$3,558 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?
- Pick your travel dates: The things you plan to do in Osteen and your favourite season will help you decide when to get away.
- 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.
- 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.
- 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.
