Historic Downtown Kissimmee Holidays from AU$1,354

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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was AU$3,146, price is now AU$1,354 per person
AU$1,354
per person
17 Nov - 24 Nov
found 17 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.2/10 Very Good! (5,167 reviews)
Good to sleep and relax

Reviewed on 30 Aug. 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was AU$2,879, price is now AU$1,686 per person
AU$1,686
per person
17 Nov - 24 Nov
found 17 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.2/10 Very Good! (5,275 reviews)
This resort is a definite stay in the future for me and my family. Great for singles, couples or families with children. If you're not staying with kids & want a quieter experience, don't get a room near the pool or their beautiful waterpark :)

Reviewed on 30 Aug. 2025

ette hotel

ette hotel

5 out of 5
Price was AU$3,244, price is now AU$2,060 per person
AU$2,060
per person
13 Oct - 19 Oct
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.8/10 Exceptional! (330 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on 11 Aug. 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
Price was AU$3,666, price is now AU$2,386 per person
AU$2,386
per person
13 Oct - 19 Oct
found 21 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,000 reviews)
What a wonderful experience!. We loved our little cottage, it was perfect space for us and to have somme friends and family visit. The tickets to the water park was a plus!, not crowded and perfect, definitely work the money!

Reviewed on 19 Aug. 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was AU$2,851, price is now AU$1,895 per person
AU$1,895
per person
17 Nov - 24 Nov
found 17 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (1,009 reviews)
Property was amazing and one of the cleanest rooms ive ever stayes in.

Reviewed on 24 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

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$150 per night from 21 Sept to 22 Sept
AU$150
21 Sept - 22 Sept
includes taxes & fees
Marriott's Grande Vista
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 AU$241 per night from 30 Sept to 1 Oct
AU$241
30 Sept - 1 Oct
includes taxes & fees
Universal's Cabana Bay Beach Resort
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
The price is AU$126 per night from 1 Sept to 2 Sept
AU$126
1 Sept - 2 Sept
includes taxes & fees
Holiday Inn Resort Kissimmee by the Parks by IHG
See all 52,840 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
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Cheap Holidays
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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$1,354. 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$109
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.