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.
Westgate Town Center Resort
Price was CA $1,337, price is now CA $780 per person
CA $780
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (1,731 reviews)
This family friendly resort offers first class amenities and hospitality at a budget friendly price. The accommodations were clean and had everything we needed already there.
Reviewed on May 18, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,613, price is now CA $1,276 per person
CA $1,276
per person
Jul 25 - Aug 1
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,250 reviews)
Our room was extremely clean and quiet. It was very close to Universal Studios. Highly recommend!
Reviewed on May 16, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,895, price is now CA $1,125 per person
CA $1,125
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very Good! (6,490 reviews)
Very nice staff and very nice overall! Would stay again
Reviewed on May 24, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was CA $3,023, price is now CA $1,796 per person
CA $1,796
per person
Jul 25 - Aug 1
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,004 reviews)
Loved the clean lesson the space. Loved how close o was to the pool and how friendly everyone was. Definitely 10/10
Reviewed on May 16, 2026
Osteen Hotel Deals
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 7 to Jun 8
CA $175
CA $202 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,432 reviews)
"A/C makes to much noise,restroom to tiny"
Reviewed on May 23, 2026
Nautilus Inn
1515 S Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from May 27 to May 28
CA $123
CA $139 total
May 27 - May 28
includes taxes & fees
9.2/10 Wonderful! (3,174 reviews)
"2nd year here at the Nautilus Inn.. love it! Great value, friendly staff, clean rooms and the best views. Will be back next year!"
Reviewed on May 23, 2026
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jun 7 to Jun 8
CA $129
CA $145 total
Jun 7 - Jun 8
includes taxes & fees
8.4/10 Very Good! (1,111 reviews)
"Great place!"
Reviewed on May 23, 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.
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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.
