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Kissimmee Vacation Packages

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Top Kissimmee Flight + Hotel Deals

Fantasy World Resort

Fantasy World Resort

3.5 out of 5
CA $2,408

CA $1,183

per person
Jun 24 - Jul 2
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
4.2/5Very Good! (3,462 reviews)

"This hotel was super nice. The pool areas were super amazing. My kids had a blast playing in the water slides, the splash pad, and the pool. When we went, the hotel was not full so it was very nice to be able to enjoy all the amenities. The room that we had was huge. Two floors, two bathrooms, and two bedrooms. It was clean and nicely decorated. The only complain that I have are the sheets in the bed. They were so old and not soft. I had brought my own, so I didn't mind. However, if I didn't it, I would of not liked it.…"

Reviewed on Mar. 2, 2021

Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
Save 100% on your flightCA $1,742

CA $1,202

per person
Jun 24 - Jul 2
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
4.6/5Wonderful! (2,048 reviews)

"Property was clean and professional. We really enjoyed our stay. Loved the pools!…"

Reviewed on Feb. 27, 2021

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5 out of 5
Save 100% on your flightCA $2,660

CA $1,837

per person
Jun 24 - Jul 2
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
4.6/5Wonderful! (999 reviews)

"The lazy river at the pool was wonderful! It was also nice to have access to the amenities at the neighboring properties too.…"

Reviewed on Feb. 19, 2021

JW Marriott Orlando Grande Lakes

JW Marriott Orlando Grande Lakes

4 out of 5
CA $1,627

CA $1,224

per person
Jun 24 - Jul 2
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
4.5/5Wonderful! (999 reviews)

"I can not say enough about this place while some things were a lil over priced as far as food at the citron. the knife and spoon blew my taste buds away. so did Hook and heel hope insaid that right. all amaxing dining experiences. they were so attentive to me and literally when out of the way. i would stay again!! next time birthday trip.…"

Reviewed on Feb. 28, 2021

Reunion by 1791 Vacation Experience

Reunion by 1791 Vacation Experience

4 out of 5
CA $1,204

CA $921

per person
Jun 24 - Jul 2
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
3.9/5Good! (662 reviews)

"The stay was amazing, everything was perfect. Highly recommended... We will definitely be staying again. Thank you for the wonderful stay.…"

Reviewed on Feb. 28, 2021

Top Hotels in Kissimmee

Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $179 per night from Mar 8 to Mar 9
4.3/5Excellent! (1,344 reviews)

"Very nice facility in a great location. Would rate it 4 stars! Awesome shopping and very clean. Staff was great. Bathroom doors could use some maintenance as they were difficult to slide back and forth and very noisy. Not the traditional door."…"

Reviewed on Mar. 3, 2021

Margaritaville Resort Orlando
Mystic Dunes Resort & Golf Club by Diamond Resorts
Mystic Dunes Resort & Golf Club by Diamond Resorts
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $90 per night from Mar 7 to Mar 8
4.3/5Excellent! (3,753 reviews)

"They always say welcome home and are always very nice and accommodating"…"

Reviewed on Mar. 2, 2021

Mystic Dunes Resort & Golf Club by Diamond Resorts
The Grand Orlando Resort at Celebration
The Grand Orlando Resort at Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $70 per night from Mar 7 to Mar 8
3.2/5 (4,123 reviews)

"This resort was so beautiful and the staff was so helpful. I would definitely go back there."…"

Reviewed on Mar. 1, 2021

The Grand Orlando Resort at Celebration
See all 31145 properties in Kissimmee
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.

Top things to do in Kissimmee

Image for Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

CA $166
Per adult
82% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
Image for Medieval Times Dinner & Tournament Orlando

Medieval Times Dinner & Tournament Orlando

CA $77
Per adult
88% of travellers recommend
Medieval Times Dinner & Tournament Orlando
Image for Roundtrip Shuttle to Kennedy Space Center

Roundtrip Shuttle to Kennedy Space Center

CA $76
Per adult
80% of travellers recommend
Roundtrip Shuttle to Kennedy Space Center
See all activities in Kissimmee

Frequently asked questions

How much does a Kissimmee vacation package cost?
From as little as CA $921. Yes, you read that correctly. Our Kissimmee vacation packages are a great way to make your budget last longer. Combine your hotels, flights and car rentals and get to know this lively destination.
If I'm not able to travel, can I cancel my Kissimmee vacation package?
If you’ve booked a Kissimmee vacation package, you can cancel or change it, but there may be a charge depending on the situation. It may be possible to cancel and rebook at no cost if you’ve locked in your package in the last 24 hours. If it’s been longer than that, you may incur a fee from your airline, hotel or car rental company. If your situation unexpectedly changes, make our Customer Service Portal your first port of call for more info.
How do I get a cheap travel package to Kissimmee?
Creating your own Kissimmee vacation package with Expedia is the easiest way to save. Organize your escape now and you’ll save as much as C$590 — it’s really that easy! We offer more than 400 partner airlines and 321,000 properties throughout the world. With such an amazing range to select from, you’ll have no issues putting together your perfect trip.
Where should I stay in Kissimmee?
With popular attractions like Old Town and Osceola Heritage Park in this area, look for a hotel located near them. Kissimmee Lakefront Park is another sight in Kissimmee that draws the crowds.
What are the top hotels in Kissimmee?
If it’s your first time in Kissimmee, reserve a room at Red Lion Hotel Orlando Lake Buena Vista South or Maingate Kissimmee Hotel. Both hotels offer comfortable beds and are favorites among many travelers.
When is the best time of year to visit Kissimmee?
If you love the excitement that comes with peak season, visit Kissimmee in March, April, July. If you’re after a more relaxed vibe, December, October, November will suit you better. Hoping to save your pennies? Perhaps avoid March, when things like hotels and flights go up in price. January is generally when you’ll land the best bargains.
How far in advance should I book my Kissimmee vacation?
It’s difficult to pick the best time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t worry. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Kissimmee travel package include?
From hotels and flights to car rentals, Expedia can help you shape a Kissimmee package that fits you. Heading off for a few weeks? Look into a flight, rental car and hotel bundle. If you’re taking a quick break, a hotel and airfare deal could be what you’re after. Experiences can also be added once you’ve made your booking. Our vacation packages make it a cinch to save and plan.
What should I know before booking a Kissimmee travel package?
Bundling your bookings into a Kissimmee vacation package is the most convenient way to organize your trip. Not only that, you’ll get great discounts just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Does Expedia offer Book Now, Pay Later Kissimmee vacation packages?
Thanks to our partnership with online lender Affirm, vacationers booking via Expedia can now pay off their journey in easy installments that won’t drain your savings. Book Now, Pay Later and begin your dream getaway today!
Can I choose my airline with a Kissimmee Expedia vacation package?
Yes, and with over 550 airlines to select from worldwide, you have plenty of choice. Take a look at the available options and find out which airline best suits your needs and budget.

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