Historic Downtown Kissimmee Holidays from AU$2,519

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
The Fold Hotels Orlando

The Fold Hotels Orlando

3.5 out of 5
Price was AU$3,314, price is now AU$2,519 per person
AU$2,519
per person
19 Jan - 26 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (116 reviews)
Excellent stay! Very close to all parks. Staff was very helpful and kind. Will stay again.

Reviewed on 30 Oct 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was AU$4,796, price is now AU$2,711 per person
AU$2,711
per person
19 Jan - 26 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was AU$3,748, price is now AU$2,534 per person
AU$2,534
per person
19 Jan - 26 Jan
found 15 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
Great Hotel. Well Located and the staff is very friendly!

Reviewed on 6 Nov 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$5,155, price is now AU$3,805 per person
AU$3,805
per person
19 Jan - 26 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (840 reviews)

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was AU$3,732, price is now AU$2,782 per person
AU$2,782
per person
19 Jan - 26 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,213 reviews)

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

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 AU$397 per night from 7 Dec to 8 Dec
AU$397
7 Dec - 8 Dec
includes taxes & fees
9.4/10 Exceptional! (4,608 reviews)
"overnight at airport. great choice"

Reviewed on 7 Nov 2026

Hyatt Regency Orlando International Airport
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$182 per night from 29 Nov to 30 Nov
AU$182
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (7,271 reviews)
"Front desk experience sucked. Property is nice a lot of room."

Reviewed on 7 Nov 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 28 Nov to 29 Nov
AU$157
28 Nov - 29 Nov
includes taxes & fees
Marriott's Grande Vista
See all 55,760 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Historic Downtown Kissimmee holiday package cost?
Custom build your Historic Downtown Kissimmee package from an affordable AU$2,519. 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 entertainment choices 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$137
per adult
96% 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$144
per adult
84% of travellers recommend
Historic St. Augustine Day Trip from Orlando with Hotel Pickup
Aerial view of Downtown Orlando

The ICONic City Tour of Orlando

AU$200
per adult
80% of travellers recommend
The ICONic City Tour of Orlando
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.