Book Exclusive Osceola County Vacation Packages

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Osceola County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was CA $414, price is now CA $254 per person
CA $254
per person
Jan 10 - Jan 15
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was CA $871, price is now CA $394 per person
CA $394
per person
Jan 10 - Jan 15
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $8,140, price is now CA $4,276 per person
CA $4,276
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was CA $869, price is now CA $482 per person
CA $482
per person
Nov 19 - Nov 24
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was CA $1,770, price is now CA $1,001 per person
CA $1,001
per person
Nov 19 - Nov 24
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.

Top Osceola County hotels deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Free cancellation
Reserve now, pay when you stay
The price is CA $37 per night
CA $37
CA $104 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
4736 W Irlo Bronson Hwy Memorial Kissimmee FL
Free cancellation
Reserve now, pay when you stay
The price is CA $54 per night
CA $54
CA $62 total
Oct 20 - Oct 21
includes taxes & fees
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
Pool
Parking included
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free cancellation
Reserve now, pay when you stay
The price is CA $192 per night
CA $192
CA $295 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Free cancellation
Reserve now, pay when you stay
The price is CA $100 per night
CA $100
CA $149 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
The price is CA $37 per night
CA $37
CA $91 total
Oct 21 - Oct 22
includes taxes & fees
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
Pool
Breakfast included
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $187 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this golf hotel in Kissimmee. Enjoy free WiFi, 4 outdoor pools, and a golf course. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are located nearby.
Pool
Free WiFi
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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.

Stay near popular Osceola County attractions

A sign with 'Disney's Wide World of Sports' and 'All-Star Games' logos.

ESPN Wide World of Sports Complex

8.6/10 (1,630 reviews)
Catch an event at ESPN Wide World of Sports Complex, and enjoy other activities in Lake Buena Vista such as golfing. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.
See properties

Photos of local treasures

Browse Osceola County vacation photos for more inspiration

A marina with boats docked, a bridge crossing a waterway, and a park area with trees and a building.
A vintage red truck with a side sign advertising a bike rental service.
A wooden boardwalk through a dense forest.
A landscape with a clear blue sky, a large body of water with lily pads, and a distant horizon.
A multi-story building with a red brick facade and white balconies.

Frequently asked questions

How much are vacation packages to Osceola County?
Travelocity offers package deals to Osceola County, including flights and hotels, starting from an impressive CA $254. With the money you save, you could include some awesome tours or maybe even add on a few extra nights to your vacation.
Where can I get the best vacation package deals for Osceola County?
You'll find a fantastic range of Osceola County package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, arranging a dream getaway will be simple.
Why should I book my Osceola County vacation package via Travelocity?
We offer 24/7 support, top-notch service and a Price Match Guarantee. Travel is all about the journey — and we have amazing destinations for you to journey to in every nook and cranny of the globe. Explore with us and make your hip pocket happy.
Can I save on my Osceola County car rental if I bundle it with a hotel or flight?
Combining your bookings into an Osceola County vacation package will certainly save you money. Book a flight and car; a hotel, car and flight; or a car and hotel. You won't find a better way to discover the greater Osceola County area than from the comfort of your own rental car. You can also add experiences and activities to your Travelocity package.
Which airport is best for Osceola County?
Orlando Intl. Airport (MCO) and Orlando Sanford Intl. Airport (SFB) are the top options for touching down in Osceola County.
What is there to do in Osceola County?
A diverse and inspiring destination, Osceola County is home to some fantastic sights and attractions. Lake Tohopekaliga and Disney Wilderness Preserve are just two of the top picks.