Osteen Vacations from $432
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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.
The Latest Osteen vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $837, price is now $432 per person
$432
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,253 reviews)
It was a very nice clean property just a bit smaller unit size than what we’re used to!
Reviewed on May 25, 2026
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $2,182, price is now $1,145 per person
$1,145
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (548 reviews)
Esta bien Accesible a todas las amenidades, incluyendo el área de la playa,Solo que es un poco caro el precio por noche, por lo demás todo muy bien.
Reviewed on May 25, 2026
The Shores Resort & Spa
Save 100% on your flight
Price was $1,075, price is now $600 per person
$600
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,828 reviews)
The most incredible staff ever. Will definitely return soon :)
Reviewed on May 28, 2026
Boardwalk Inn and Suites
Davis
Save 100% on your flight
Price was $797, price is now $448 per person
$448
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,842 reviews)
Only thing i didn’t like was the moisture in the room constantly everything else was wonderful
Reviewed on May 28, 2026
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See all available trips from Pretty Prairie to Osteen
View all tripsDiscover the most popular places to visit in Osteen
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 check out its top-notch restaurants.
Osteen Hotel Deals
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Jul 1 to Jul 2
$95 total
Jul 1 - Jul 2
Total with taxes and fees
8.4/10 Very Good! (1,123 reviews)
"My room smelled so badly of dog that I spent the 4 hrs there sneezing and coughing, then was charged 21.50 to park. Never again"
Reviewed on May 30, 2026
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $133 total per night from Jun 9 to Jun 10
$133 total
Jun 9 - Jun 10
Total with taxes and fees
8.6/10 Excellent! (2,725 reviews)
"Este hotel no lo recomiendo para nada , nuestro chek in era a las 4 de l tarde y era las 6:30 y todavía la habitación no estaba lista , la recepcionista era una mal educada y grosera, no lo recomiendo para nada"
Reviewed on May 30, 2026
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $133 total per night from Jun 7 to Jun 8
$133 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (1,440 reviews)
"Every time I go visit family, we stay at the Hilton. Excellent hotel and service at affordable prices. Just remember if you stay when there is a youth championship of any kind, you will have noise, Romulus and a lot of people around."
Reviewed on May 30, 2026
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.
Find the Best Osteen Vacation Packages
Osteen Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Max Temp Winter | 70ºF |
Max Temp Summer | 90ºF |
Top Sights | AMF Deltona Lanes, Gemini Springs Park and DeBary Golf & Country Club |
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- Walt Disney World® Resort
- Pell's Citrus & Nursery
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- Lyonia Preserve
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- Wayne Dench Performing Arts Center
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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.