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 Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.2/10 Very Good! (5,190 reviews)
Satisfied in all experience and possible of coming back as a first timer

Reviewed on Aug. 4, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,671 reviews)
I stay in iia 18b from Wednesday to Saturday, with a broken ac, I had to use the fan throughout the night to sleep. I called front desk twice nothing was done.

Reviewed on Aug. 3, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.8/10 Excellent! (1,001 reviews)
Great property, facilities in room and at the hotel were great. Really close to parks and international drive

Reviewed on Aug. 5, 2025

ette hotel

ette hotel

5 out of 5
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
9.8/10 Exceptional! (323 reviews)
Everything was great other than the pool closing at 8 pm. The lighting in the room was a bit dim and the magnifying lit mirror in bathroom was not usable. It was activated by motion, but the sensor does not face you. Other than that, it was really good

Reviewed on Aug. 1, 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.8/10 Excellent! (1,360 reviews)
This place is perfect for a nice relaxing weekend with the family. We loved it.

Reviewed on Aug. 5, 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
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International Drive District

1 out of top 10 points of interest in this area

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Find hotels in International Drive District

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 $141 per night from Aug 10 to Aug 11
CA $141
CA $159 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (6,484 reviews)
"Everything was ok until we found out that I have to pay for parking 33 a day. Cleanness was 8 out of10"

Reviewed on Aug. 2, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Aug 10 to Aug 11
CA $98
CA $111 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (4,719 reviews)
"The room was clean, water nice and hot, plenty of eateries to choose from, beds was comfortable as hell. Would I come back? Hell yeah!! I really enjoyed my weekend here. Hotel staff was A1!! Fantabulous customer service!! No complaints here."

Reviewed on Aug. 4, 2025

Rosen Inn at Pointe Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Aug 6 to Aug 7
CA $220
CA $248 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (5,101 reviews)
"Close to allot"

Reviewed on Aug. 3, 2025

Universal's Cabana Bay Beach Resort
See all 52,604 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.
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Frequently asked questions

How much does a Historic Downtown Kissimmee vacation package cost?
Custom build your Historic Downtown Kissimmee package from an affordable CA $757. 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

Aquatica Orlando

Aquatica Orlando

CA $66
per traveller
82% of travellers recommend
Aquatica Orlando
Florida: 90 Minute Everglades Cruise

Florida: 90 Minute Everglades Cruise

CA $69
per adult
100% of travellers recommend
Florida: 90 Minute Everglades Cruise
Orlando: Chocolate Kingdom Factory Adventure Tour

Orlando: Chocolate Kingdom Factory Adventure Tour

CA $33
per adult
98% of travellers recommend
Orlando: Chocolate Kingdom Factory Adventure Tour
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.