Osteen Vacation Packages

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Your Osteen Vacation

Book a Osteen vacation package and prepare to experience all this city has to offer. Think about staying in the neighborhood of Lake Helen, which is good for walking, markets and watersports. A trip to Osteen is a terrific opportunity to see the sights. Be sure to stop by big-name attractions such as Green Springs Park, Lake Monroe Conservation Area and Pells Citrus & Nursery. No matter your travel plans or the size of your budget, organizing a tailored Osteen vacation is a cinch with Expedia.

Top Osteen Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,134, price is now CA $363 per person
CA $363
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,171 reviews)
Gould be a good idea to provided some info how to open the gate

Reviewed on Aug. 24, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $2,507, price is now CA $1,055 per person
CA $1,055
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,675 reviews)
The AC wasn’t working at all real good in VVC 11B, we had call and told them but they never came to check it out.

Reviewed on Aug. 19, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,413, price is now CA $702 per person
CA $702
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
This was a good time!

Reviewed on Aug. 23, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,509, price is now CA $792 per person
CA $792
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,254 reviews)
I didn't like the pools, the pictures i saw online wasn't what I actually saw in person. I was disappointed. There were no many entertainments at the facility

Reviewed on Aug. 25, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was CA $1,805, price is now CA $1,009 per person
CA $1,009
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
There was a very shady old looking red car parked outside our windows with loud music playing late into the night our last two nights

Reviewed on Aug. 19, 2025

Ready to book your vacation to Osteen?

 

Choose your dates

Osteen Hotel Deals

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 CA $125 per night from Sep 25 to Sep 26
CA $125
CA $172 total
Sep 25 - Sep 26
includes taxes & fees
8.2/10 Very Good! (2,184 reviews)
"Everyone was very friendly. And thw facility ia well maintained"

Reviewed on Aug. 24, 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
The price is CA $335 per night from Aug 29 to Aug 30
CA $335
CA $416 total
Aug 29 - Aug 30
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Loved it!"

Reviewed on Aug. 18, 2025

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 CA $148 per night from Sep 2 to Sep 3
CA $148
CA $167 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (2,839 reviews)
"We really enjoyed our stay! There is mold in the bath tub, the kitchen needs to be stocked for a cook as myself’ pots pans, utensils, flat pans, coffee cups, a bigger coffee pot! Sheldon was amazing!"

Reviewed on Aug. 26, 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.
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Frequently asked questions

How much does an Osteen vacation package cost?
Offering great value package deals from CA $363 on Expedia, you'll be thrilled with how little a vacation to Osteen costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Osteen?
If you'd like to score a cheap Osteen vacation package, consider planning a trip in January, February and September. You'll usually find better rates on airfares and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Osteen?
You can visit all the top sights in Osteen within a few days, including the popular Mariner's Cove Park. If you want an extended Osteen vacation, check out which kind of activities and excursions are available close by.
How to find the best Osteen package deals?
Use Expedia's filters to help you find some unbeatable Osteen package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Osteen package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Osteen vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights separately. Better still, you can customize your Osteen escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Osteen?
Secure incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Osteen escape.
How to plan a trip to Osteen?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Osteen.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Osteen.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Osteen. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Osteen vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.