Historic Downtown Kissimmee Holidays from AU$1,620

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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.
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
Price was AU$1,787, price is now AU$1,620 per person
AU$1,620
per person
26 Sept - 29 Sept
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,592 reviews)
The water for the shower never got hot. Also my daughter has eczema so they wouldn’t allow her in a pool unless we had a waterproof band aid . The scene was nice. Also there’s a $40 resort fee daily so if you think you paid everything on Expedia be prepared for that.

Reviewed on 20 Aug. 2025

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5 out of 5
Price was AU$2,436, price is now AU$2,086 per person
AU$2,086
per person
26 Sept - 29 Sept
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (329 reviews)
Good location for visiting the parks.

Reviewed on 17 Aug. 2025

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
Price was AU$2,192, price is now AU$1,885 per person
AU$1,885
per person
26 Sept - 29 Sept
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Great amenities really nice staff

Reviewed on 21 Aug. 2025

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

4 out of 5
Price was AU$2,174, price is now AU$1,945 per person
AU$1,945
per person
26 Sept - 29 Sept
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (1,008 reviews)
The property was close to the Disney parks, the rooms were spacious, and the staff was great

Reviewed on 20 Aug. 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
Price was AU$2,642, price is now AU$2,386 per person
AU$2,386
per person
26 Sept - 29 Sept
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.4/10 Exceptional! (268 reviews)
Amazing luxurious property! The Evermore lagoon and private beach area for Conrad guests was incredible! Staff were extremely friendly and helpful! Will definitely visit again!

Reviewed on 21 Aug. 2025

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
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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

Our pick of the best 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
The price is AU$162 per night from 10 Sept to 11 Sept
AU$162
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very Good! (6,556 reviews)
"Beautiful place to stay"

Reviewed on 18 Aug. 2025

DoubleTree by Hilton at the Entrance to Universal 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$152 per night from 11 Sept to 12 Sept
AU$152
11 Sept - 12 Sept
includes taxes & fees
8.8/10 Excellent! (2,903 reviews)
"excellant places to stay"

Reviewed on 20 Aug. 2025

Marriott's Grande Vista
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$132 per night from 10 Sept to 11 Sept
AU$132
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very Good! (4,814 reviews)
"Well run, great staff. Very good prices."

Reviewed on 19 Aug. 2025

Rosen Inn at Pointe Orlando
See all 52,351 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$1,620. 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

Perfect spot to park in the shade next to the sandy beach in St. Cloud. Care for a swim?

Kissimmee and St. Cloud Beach Tour on All Electric Trike (4 hrs.)

AU$136
per adult
Kissimmee and St. Cloud Beach Tour on All Electric Trike (4 hrs.)
Orlando: Chocolate Kingdom Factory Adventure Tour

Orlando: Chocolate Kingdom Factory Adventure Tour

AU$37
per adult
98% of travellers recommend
Orlando: Chocolate Kingdom Factory Adventure Tour
Orlando: Jet Ski Rentals from Lake Buena Vista Area

Orlando: Jet Ski Rentals from Lake Buena Vista Area

AU$121
per traveller
100% of travellers recommend
Orlando: Jet Ski Rentals from Lake Buena Vista Area
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.