Historic Downtown Kissimmee Holidays from AU$8,847

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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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was AU$9,633, price is now AU$8,847 per person
AU$8,847
per person
5 Mar - 10 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Clean room Didn’t like the sales pitch at 10 pm

Reviewed on 20 Jan 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$10,731, price is now AU$9,791 per person
AU$9,791
per person
5 Mar - 10 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
House could have been a bit cleaner otherwise we enjoyed our stay

Reviewed on 11 Jan 2026

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5 out of 5
Price was AU$13,113, price is now AU$12,462 per person
AU$12,462
per person
5 Mar - 10 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.4/10 Exceptional! (1,005 reviews)
Didn’t get a chance to eat breakfast Val took more than 30 minutes to fetch vehicles. Staff was not friendly atmosphere was loud at all hours of the day. The temperature outside was cold. Didn’t get a chance to go to the pool.

Reviewed on 15 Dec 2025

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
Price was AU$10,041, price is now AU$9,599 per person
AU$9,599
per person
5 Mar - 10 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
Loved this resort! We can't wait to go back.

Reviewed on 17 Jan 2026

Universal's Aventura Hotel

Universal's Aventura Hotel

3.5 out of 5
Florida Center
Price was AU$9,835, price is now AU$9,411 per person
AU$9,411
per person
5 Mar - 10 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.4/10 Exceptional! (1,051 reviews)
breakfast was too expensive

Reviewed on 15 Jan 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
International Drive showing landscape views

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

Our pick of the best Historic Downtown Kissimmee Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 8 Feb to 9 Feb
AU$154
8 Feb - 9 Feb
includes taxes & fees
7.4/10 Good! (6,404 reviews)
The breakfast is good. The environment is quite.

Reviewed on 18 Jan 2026

DoubleTree by Hilton Hotel Orlando at SeaWorld
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$193 per night from 9 Feb to 10 Feb
AU$193
9 Feb - 10 Feb
includes taxes & fees
9.2/10 Wonderful! (4,335 reviews)
Everything was awesome, room super comfortable and clean, amenities like brand new, about the staff are simply perfect !

Reviewed on 16 Jan 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/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 AU$120 per night from 11 Feb to 12 Feb
AU$120
11 Feb - 12 Feb
includes taxes & fees
8.4/10 Very Good! (5,570 reviews)
A nice room for the value. Very safe, and very quiet.

Reviewed on 20 Jan 2026

Rosen Inn at Pointe Orlando
See all 54,118 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
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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$8,847. 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.

Activities

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

Drawn to Life presented by Cirque du Soleil and Disney

AU$114
per adult
98% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
Aerial view of Downtown Orlando

The ICONic City Tour of Orlando

AU$208
per adult
80% of travellers recommend
The ICONic City Tour of Orlando
Skip the Line: Museum of Military History Ticket

Skip the Line: Museum of Military History Ticket

AU$18
per adult
98% of travellers recommend
Skip the Line: Museum of Military History Ticket
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.