Osteen Vacations from $251
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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 Town Center Resort
Save 100% on your flight
Price was $531, price is now $251 per person
$251
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
We just recently stayed on the property. Staff were fabulous but the room that was provided to us was quite dated. The property itself was clean but staff was not cleaning tables at the small amenities like the ice cream shop or counters. Over all 3.5/4
Reviewed on Apr 15, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,537, price is now $570 per person
$570
per person
Jun 23 - Jun 29
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (1,233 reviews)
Great stay near Universal! Convenient to the Parks and an easy quick drive
Reviewed on Apr 13, 2026
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $941, price is now $450 per person
$450
per person
May 21 - May 28
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,836 reviews)
The property was clean the staff were amazing the only problem for me was the size of the rooms and the dual washer and dryer. I would most definitely visit again but with a upgrade
Reviewed on Apr 15, 2026
Westgate Towers Resort
Save 100% on your flight
Price was $919, price is now $474 per person
$474
per person
May 21 - May 28
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
I booked the 1 bedroom 2 double beds villa. So spacious for my family. Property was close to Disney parks. Upon arrival the staff were so kind. Treated my daughter so kindly (that's big for me). Shuttl to other westgate properties. Walmart across the street. Nearby food in walking distance. I really enjoyed my stay. The beds were comfortable. Shower was clean. All in all awesome price for my Disney trip. Will book again!
Reviewed on Apr 15, 2026
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $844, price is now $464 per person
$464
per person
Jun 9 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
Our room was on the third floor and there's no elevator. It's very inconvenient to haul your luggage up to the third floor. Next time we come there, we'll ask for a first floor.
Reviewed on Apr 14, 2026
Discover the most popular places to visit in Osteen
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.
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.
Osteen Hotel Deals
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from May 3 to May 4
$147 total
May 3 - May 4
Total with taxes and fees
9/10 Wonderful! (1,369 reviews)
Clean, staff was friendly, everything great
Reviewed on Apr 14, 2026
Nautilus Inn
1515 S Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $126 total per night from May 3 to May 4
$126 total
May 3 - May 4
Total with taxes and fees
9.2/10 Wonderful! (3,112 reviews)
I had an amazing stay. We decided to do a last minute beach trip. The room was huge and spacious. It came with a full sized kitchen. The bed was very comfortable and the view was even better. Only downside was no breakfast but they do have an area to purchase snacks and drinks.
Reviewed on Apr 15, 2026
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $140 total per night from Apr 27 to Apr 28
$140 total
Apr 27 - Apr 28
Total with taxes and fees
8.4/10 Very Good! (2,563 reviews)
Pools were great, 1 indoor and 2 outdoor pools. The outdoors closed esrly due to turtle season, but indoor stayed open later than expected
Reviewed on Apr 15, 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
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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.