Osceola County Vacations & Trips from $362
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Your Osceola County Vacation
Head off on your next thrilling adventure with an Osceola County vacation package, and leave knowing the finer details are taken care of. And with the ability to tailor your escape, you know it'll be one to remember. Get your trip to Osceola County off to a great start by exploring its top cities. Saint Cloud is one you shouldn't miss. If you're ready to stop dreaming and start doing, Expedia will help turn your Osceola County vacation into a reality.
Top destinations in Osceola County
St. Cloud
The Latest Osceola County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $992, price is now $475 per person
$475
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Our favorite place to stay at when we are in Orlando
Reviewed on Apr 28, 2026
Harbor Island Beach Club by Villatel
Price was $2,996, price is now $1,507 per person
$1,507
per person
Jun 24 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (4 reviews)
This property is great for large groups. The community is relaxed and comfortable. It’s easy walking distance and access to Melbourne beach. Very nice.
Reviewed on Mar 9, 2025
Find the Best Osceola County Vacation Packages
Osceola County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Top Sights | Lake Tohopekaliga, Lakefront Park and Alligator Lake |
Osceola County Hotel Deals
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $117 total per night from May 11 to May 12
$117 total
May 11 - May 12
Total with taxes and fees
8.6/10 Excellent! (4,017 reviews)
Very friendly staff and great for kids
Reviewed on May 1, 2026
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from May 3 to May 4
$106 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (3,814 reviews)
Overall beautiful property. Great pool and facilities. Only one issue was minimal accommodations in the room. A small table with 2 chairs would have been ideal.
Reviewed on May 2, 2026
Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $213 total per night from May 27 to May 28
$213 total
May 27 - May 28
Total with taxes and fees
8.8/10 Excellent! (3,588 reviews)
Would highly recommend had a wonderful time
Reviewed on May 1, 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.
