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.
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando

3 out of 5
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
9.4/10 Exceptional! (1,133 reviews)
Great property I love everything about it thank you so much

Reviewed on Jun. 3, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jul. 25 - Jul. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
Nice stay but there is housekeeping

Reviewed on May 30, 2024

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Jul. 25 - Jul. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (4,010 reviews)
It was convenient close by drive to Disney area.

Reviewed on Jun. 3, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Jul. 25 - Jul. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.8/10 Good! (3,697 reviews)
Great transition great customer service

Reviewed on Jun. 4, 2024

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.6/10 Good! (1,135 reviews)
Excellent service and wonderful property. Very prompt.

Reviewed on May 31, 2024

Osteen Hotel Deals

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 $367 per night from Jun. 10 to Jun. 11
CA $367
CA $443 total
includes taxes & fees
Jun 10 - Jun 11
9.4/10 Exceptional! (1,005 reviews)
"Beautiful. Close to Historic Downtown."

Reviewed on May 29, 2024

The Alfond Inn
The Shores Resort & Spa
The Shores Resort & Spa
4 out of 5
2637 S Atlantic Avenue, Daytona Beach Shores, FL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jun. 16 to Jun. 17
CA $190
CA $257 total
includes taxes & fees
Jun 16 - Jun 17
8.4/10 Very Good! (1,288 reviews)
"I loved the service from the staff, the amenities and the cleanliness."

Reviewed on Jun. 1, 2024

The Shores Resort & Spa
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 $195 per night from Jun. 23 to Jun. 24
CA $195
CA $240 total
includes taxes & fees
Jun 23 - Jun 24
8/10 Very Good! (1,391 reviews)
Good for family stay
"So far the room and services are good. But there's no lights around swimming pool outdoor. And no shower to clean the sand before re-entering to the resort."

Reviewed on Jun. 1, 2024

Perry's Ocean Edge Resort
See all 5,542 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Osteen vacation package cost?
Customize your Osteen vacation package from an affordable CA $595. Pick from any combination of rental cars, flights and hotels to put together the escape you’ve been dreaming about for ages. Don’t forget to add on a few activities!
How do I get a cheap travel package to Osteen?
Booking an Osteen vacation package with Expedia is the easiest way to save. We offer access to over 550 airlines and 1,000,000 properties around the globe. With such an extensive range to select from, you’ll have no difficulty putting together your perfect escape.
Where should I stay in Osteen?
With popular attractions like Lake Monroe Conservation Area and Pells Citrus & Nursery in this neighborhood, try to find a hotel situated near either one. Wiregrass Prairie Preserve is another Osteen sight that draws the crowds.
How far in advance should I book my Osteen vacation?
The earlier, the better. Air carriers usually release flight tickets around a year in advance, and this is a fantastic opportunity to score some of the lowest prices. Just been told you need to take your vacation time in a few weeks? That’s fine too — Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Osteen travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to build your ideal Osteen package. Once you’ve made your booking, you can add on the fun things like day tours and activities. Remember, the more you bundle, the more you stand to save!
What should I know before booking an Osteen travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and land terrific discounts. You’re not restricted to hotels, however. We’ve got beachfront villas, mountain cabins and even castles and houseboats!
Can I choose my airline with an Osteen Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to pick from globally. With so many choices, finding the ideal carrier to whisk you off to Osteen will be a breeze.
If I'm not able to travel, can I cancel my Osteen vacation package?
It’s good to know that you can cancel your Osteen booking if your travel plans have changed. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Osteen

Image for Wiregrass Prairie Preserve

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 check out its top-notch restaurants.

Wiregrass Prairie Preserve
Image for Pell's Citrus & Nursery

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.

Pell's Citrus & Nursery

Other vacations you might like

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