Historic Downtown Kissimmee Vacation Packages

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Top Holiday Package Deals in Historic Downtown Kissimmee

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

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 4
just found
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (1,644 reviews)
Every single thing is awesome ❤️

Reviewed on Jul. 6, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
Save 100% on your flight
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Amazing and well maintain facilities

Reviewed on Jul. 6, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.8/10 Excellent! (478 reviews)
Great place very friendly and awesome amenities

Reviewed on Jun. 19, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (994 reviews)
Clean and close to shopping areas

Reviewed on Jun. 22, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8/10 Very Good! (1,274 reviews)
Great stay as always

Reviewed on Jul. 6, 2025

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
International Drive showing landscape views

International Drive

1 out of top 10 points of interest in this area

Visitors to International Drive rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Aquatica or The Orlando Eye at ICON Park while you're exploring the neighborhood.

Find hotels in International Drive

Historic Downtown Kissimmee Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 28 to Jul 29
CA $115
CA $129 total
Jul 28 - Jul 29
includes taxes & fees
8.2/10 Very Good! (6,375 reviews)
Good place to stay for the parks but too expensive
"The staff was extremely helpful and friendly, especially Maria and Pamela. The beds are comfortable and the location is excellent to go to the parks. The hotel seems quite old and the carpets, wallpaper and bathrooms are a bit shabby, though clean. In my opinion the hotel is quite expensive and I ..."

Reviewed on Jul. 6, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $271 per night from Jul 8 to Jul 9
CA $271
CA $304 total
Jul 8 - Jul 9
includes taxes & fees
9.4/10 Exceptional! (3,351 reviews)
"Wonderful stay! We would definitely recommend this hotel!"

Reviewed on Jul. 5, 2025

Hyatt Regency Orlando International Airport
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Aug 7 to Aug 8
CA $105
CA $136 total
Aug 7 - Aug 8
includes taxes & fees
9.4/10 Exceptional! (506 reviews)
Great stay
"We stayed 4 nights and thought the hotel was really nice. I unknowingly booked a handicap accessible room so it was a little bit of a difference for us and we would like to see what the other rooms look like and offer the next time we visit Orlando."

Reviewed on Jul. 5, 2025

Kompose Boutique Resort at Theme Parks
See all 52,304 properties in Historic Downtown 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Historic Downtown Kissimmee vacation package cost?
Custom build your Historic Downtown Kissimmee package from an affordable CA $657. Pick from any combination of rental cars, flights and hotels to create the trip you've been dreaming about. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Historic Downtown Kissimmee?
Bundle your hotels and flights with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 properties across the world, your Historic Downtown Kissimmee vacation package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or two fun tours and experiences? It's an easy way to unlock even more savings. Your dream vacation in Historic Downtown Kissimmee is much closer than you thought!
Where should I stay in Historic Downtown Kissimmee?
Stay somewhere within a stone's throw of ChampionsGate Golf Club. This fantastic attraction is in the thick of the action and on the must-do lists of many tourists.
What are the top hotels in Historic Downtown Kissimmee?
Storey Lake Ihr 2022 and 4 Bedrooms Villa - Storey Lake are two of the most sought-after properties in Historic Downtown Kissimmee. Why not check out the facilities and rates at each and then make up your mind?
How far in advance should I book my Historic Downtown Kissimmee vacation?
Get rewarded with the widest variety and the cheapest prices by booking your trip to Historic Downtown Kissimmee nice and early. Air carriers generally publish flights anywhere up to a year before departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Historic Downtown Kissimmee travel package include?
That depends on what you're after. If you're traveling alone, you might decide to combine hotels and flights. Bringing the whole crew to Historic Downtown Kissimmee? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Historic Downtown Kissimmee travel package?
So many places to go, so many things to do. With a package, you'll be able to tick more of them off your list. Combine your hotels, flights and rental cars and enjoy big savings.
Can I choose my airline with a Historic Downtown Kissimmee Expedia vacation package?
Yes, you're in charge. Expedia has access to more than 550 airlines globally, so you can tailor your Historic Downtown Kissimmee adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Historic Downtown Kissimmee vacation package?
If your travel plans in Historic Downtown Kissimmee have been upended, it's good to know that it is possible to amend or cancel your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our Customer Service Portal.

Discover the most popular places to visit in Historic Downtown Kissimmee

Kissimmee Lakefront Park

Kissimmee Lakefront Park

Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the lively festivals in this family-friendly area.

Kissimmee Lakefront Park

First United Methodist Church

You can find out about the history of Kissimmee when you stop by First United Methodist Church. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

First United Methodist Church

Things to do

Florida: 90 Minute Everglades Cruise

Florida: 90 Minute Everglades Cruise

CA $69
per adult
100% of travellers recommend
Florida: 90 Minute Everglades Cruise
1 Hour Pontoon Adventures

Kissimmee: Florida Everglades Pontoon Boat Tour

CA $55
per adult
100% of travellers recommend
Kissimmee: Florida Everglades Pontoon Boat Tour
Deluxe Fully Electric Trike with extra large seat and backrest. No pedaling required. Seniors welcome. Ages 14 and up.

Experience Wild Florida Nature Up Close on Electric Trike (2 hrs)

CA $81
per adult
100% of travellers recommend
Experience Wild Florida Nature Up Close on Electric Trike (2 hrs)
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.