Kissimmee Vacations 2025/2026 from CA $427

Kissimmee flight + hotel packages

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

Palazzo Lakeside Hotel

CA $427

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 3-star 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 Palace Hotel / Universal / I-Drive

International Drive District

CA $615

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.

Westgate Town Center Resort

CA $688

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

Stay at this 4-star 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 Disney's Hollywood Studios® are located nearby.

The Shores Resort & Spa

CA $762

per person

Nov 23 - Nov 30

found 20 hours ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 4-star beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.

Reunion Resort & Golf Club

Reunion

CA $1,019

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Reunion Resort Golf Course are located nearby.

Top Kissimmee hotels deals

Holiday Inn Resort Kissimmee by the Parks by IHG

3011 Maingate Ln, Kissimmee, FL

Free cancellation

Reserve now, pay when you stay

CA $73

CA $110 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms 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

4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL

CA $92

CA $152 total

Sep 29 - Sep 30

includes taxes & fees

Stay at this 3-star 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

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle, Kissimmee, FL

Free cancellation

Reserve now, pay when you stay

CA $185

CA $279 total

Sep 21 - Sep 22

includes taxes & fees

Stay at this 4-star 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

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Free cancellation

Reserve now, pay when you stay

CA $130

CA $195 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this 4-star golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. 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

Parking included

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Free cancellation

Reserve now, pay when you stay

CA $79

CA $106 total

Sep 29 - Sep 30

includes taxes & fees

Stay at this 3-star resort in Kissimmee. Enjoy free WiFi, 2 hot tubs, and 2 outdoor pickleball courts. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Hot tub

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Free cancellation

CA $178

CA $261 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this 4-star 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.

Popular places to visit

Walt Disney World® Resort

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Universal Studios Florida

Enjoy the excitement at Universal Studios Florida and find out why this is a popular theme park in Orlando. Experience the acclaimed theater scene and entertainment choices in this family-friendly area.

Universal Studios Orlando which includes street scenes, a city and rides

Universal Orlando Resort

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

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 $427. 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.