Historic Downtown Kissimmee Holidays from AU$1,740

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Your Historic Downtown Kissimmee Holiday

With a tailor-made holiday package to Historic Downtown Kissimmee, you can spend less time planning and more time simply enjoying this interesting neighbourhood. From its shopping to its dining, there's plenty to discover here. When it's time to explore the sights, you'll find loads of top attractions nearby including Osceola Heritage Park, Kissimmee Lakefront Park and Silver Spurs Arena. Visit one, two or more during your trip to Historic Downtown Kissimmee. Expedia will help you turn your dream Historic Downtown Kissimmee holiday into reality, whatever your travel plans or budget.

Top Holiday Package Deals in Historic Downtown Kissimmee

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

Seasons Florida Resort

2 out of 5
Price was AU$2,012, price is now AU$1,740 per person
AU$1,740
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (3,741 reviews)
Nice and a good place to stay.

Reviewed on 3 Aug 2026

Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
Price was AU$1,990, price is now AU$1,803 per person
AU$1,803
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (3,759 reviews)
Excelente ubicación, buenas condiciones de la propiedad, limpio. Viaje en familia

Reviewed on 3 Aug 2026

Silver Lake Resort

Silver Lake Resort

3.5 out of 5
Price was AU$2,061, price is now AU$1,869 per person
AU$1,869
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very good! (1,508 reviews)
Everything was so clean and the staff was very friendly!

Reviewed on 3 Aug 2026

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was AU$2,339, price is now AU$2,163 per person
AU$2,163
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8/10 Very good! (10,481 reviews)
The property was beautiful but a bit dirty and outdated. For the price, I was expecting more. The rooms were dirty, sheets had stains and there were little bugs in the kitchen. The waterpark and pools were great. The kids enjoyed!

Reviewed on 3 Aug 2026

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
Price was AU$1,871, price is now AU$1,743 per person
AU$1,743
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8/10 Very good! (3,795 reviews)
I had

Reviewed on 3 Aug 2026

Our guide on 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
A traditional Japanese torii gate with a dragon sculpture in front, overlooking a calm lake with a distant view of a spherical building.

Bay Lake

4 out of top 10 points of interest in this area

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Find hotels in Bay Lake

Our pick of the best Historic Downtown Kissimmee Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is AU$261 per night from 6 Aug to 7 Aug
AU$261
6 Aug - 7 Aug
includes taxes & fees
9.2/10 Wonderful! (6,335 reviews)
"I’ve been here before , I love the idea of having a washing machine and dryer so I won’t have to carry so much clothes. The property is beautiful we enjoyed the pool."

Reviewed on 3 Aug 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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 refundable
The price is AU$128 per night from 30 Aug to 31 Aug
AU$128
30 Aug - 31 Aug
includes taxes & fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
The price is AU$99 per night from 23 Aug to 24 Aug
AU$99
23 Aug - 24 Aug
includes taxes & fees
Rosen Inn Lake Buena Vista
See all 53,338 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 holiday package cost?
Custom build your Historic Downtown Kissimmee package from an affordable AU$1,740. 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 holiday 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 holiday 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 holiday?
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 holiday!
What does an Expedia Historic Downtown Kissimmee travel package include?
That depends on what you're after. If you're travelling 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 holiday 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 holiday 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.

Stay near popular Historic Downtown Kissimmee attractions

Kissimmee Lakefront Park

8.4/10 (2,921 reviews)
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.
See properties

Activities

"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

AU$122
per adult
94% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
Flagler College in St. Augustine.

Historic St. Augustine Day Trip from Orlando with Hotel Pickup

AU$143
per adult
84% of travellers recommend
Historic St. Augustine Day Trip from Orlando with Hotel Pickup
Escape Room X Lost Character Adventure Near Disney Springs

Escape Room X Lost Character Adventure Near Disney Springs

AU$36
per traveller
Escape Room X Lost Character Adventure Near Disney Springs
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.