Book Exclusive Kissimmee Vacation Packages

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Kissimmee flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $971, price is now CA $571 per person
CA $571
per person
Oct 5 - Oct 10
just found
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $2,303, price is now CA $719 per person
CA $719
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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 Springs™ are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,016, price is now CA $591 per person
CA $591
per person
Oct 5 - Oct 10
just found
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was CA $1,964, price is now CA $1,297 per person
CA $1,297
per person
Oct 7 - Oct 14
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was CA $1,819, price is now CA $1,243 per person
CA $1,243
per person
Nov 2 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
Book a stay at this business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Top Kissimmee 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 $28 per night
CA $28
CA $92 total
Aug 31 - Sep 1
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
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 $88 per night
CA $88
CA $134 total
Sep 6 - Sep 7
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
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3 out of 5
5200 West Irlo Bronson Memorial Highway Kissimmee FL
Free cancellation
Reserve now, pay when you stay
The price is CA $34 per night
CA $34
CA $86 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Pool
Breakfast 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 $293 total
Aug 30 - Aug 31
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
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
The price is CA $38 per night
CA $38
CA $90 total
Aug 23 - Aug 24
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 Springs™ are located nearby.
Pool
Breakfast included
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free cancellation
The price is CA $141 per night
CA $141
CA $228 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 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.
Pool
Hot tub
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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 Kissimmee attractions

A theme park entrance with a Ferris wheel and a roller coaster.

Old Town

8.6/10 (14,011 reviews)
Enjoy the excitement at Old Town and see why people love this theme park in Kissimmee. Check out the shops and top-notch restaurants in this family-friendly area.
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Kissimmee Vacations

Experiencing the true essence of Kissimmee begins with brushing up on a couple of basic facts. Are you ready to learn just where this unique destination is and which attractions you should explore?

Around 17 miles (27 kilometers) to the south of downtown Orlando, Kissimmee is just one of the neighborhoods that make this city so inviting.

Last time they counted, the population of Orlando was 240,000.

Places to visit in Kissimmee

Go check out the upcoming calendar at Kissimmee Civic Center for a selection of live shows. Book your ticket quickly to ensure you get a great seat! Need more close by options? Escape the noise of town for a couple of hours, grab a coffee and find a cool, grassy spot at Kissimmee Lakefront Park. If you feel like a spot of exercise, bring along a Frisbee too! But that's not all there is. If the young ones are sick of sightseeing and need to expend some energy, why not take them to Brinson Park? It's the perfect spot to play tag and kick a ball around.

Where do you fly into for Kissimmee?

Grab your bags and your passport and prepare for an exciting adventure. The moment you step out of Orlando International Airport (MCO), you'll be just 11 miles (18 kilometers) northeast of Kissimmee.

Frequently asked questions

How much are vacation packages to Kissimmee?
With a Travelocity vacation package, you could be living it up in Kissimmee for as little as CA $571. Hotels, flights and adventures — we've got you. You're bound to save loads just for bundling your bookings. And with all of that taken care of before you go, you won't have to worry about a thing.
How long should my Kissimmee vacation be?
Many travelers pack their suitcase and kick back in Kissimmee for about 4 nights. That's a good starting point, but don't be limited by it. Whether you only stay for a day or two to see the big attractions or settle in to discover the lesser-known sights, an unforgettable journey awaits.
Where can I get the best vacation package deals for Kissimmee?
No matter how you like to travel, Travelocity can help you snap up an unbeatable Kissimmee package deal. The only thing you need to do is pick and choose between our 400 partner airlines and 1,000,000 properties around the world.
Why should I book my Kissimmee vacation package via Travelocity?
With exceptional service, 24/7 customer support and some of the most incredible getaways imaginable, you'll never roam alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.
Can I save on my Kissimmee car rental if I bundle it with hotels and flights?
You certainly can — combine your flight, hotel and car into a Kissimmee vacation package and you can save a ton. With so many places to explore in Kissimmee, having your own ride will make exploring a joy. Once you're behind the wheel, get out on the wide open road and head to Daytona International Speedway, a must-see attraction about 105 kilometers from Kissimmee.
Which airport is best for Kissimmee?
Many travelers arrive at Orlando Intl. Airport (MCO). After you've landed and found your luggage, make your way 18 kilometers southwest to reach central Kissimmee. Orlando Sanford Intl. Airport (SFB) is your other option, 56 kilometers from the city center.
What is there to do in Kissimmee?
Kissimmee is overflowing with places to explore, including Old Town and Reunion Resort Golf Course. These two impressive attractions are at the top of most tourists' travel schedules.
Where should I stay when visiting Kissimmee?
If you're after someplace comfortable to base yourself, have a look at the Red Lion Hotel Orlando Lake Buena Vista South. It's the top pick for many travelers.

Photos of local treasures

Browse Kissimmee vacation photos for more inspiration

A pathway through a park with Spanish moss hanging from trees and a body of water in the background.
A pier with a lighthouse, palm trees, and a calm body of water.
A golf course with sand bunkers, trees, and a flagstick.
A golf course with a wooden bridge over a pond, surrounded by green grass and trees.
A yellow vintage car driving down a brick-paved street lined with a black metal fence and green benches.

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