Historic Downtown Kissimmee Holidays from AU$3,088

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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.
Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was AU$3,867, price is now AU$3,088 per person
AU$3,088
per person
9 Jan - 14 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (1,026 reviews)
Enjoyed my stay here. Room clean and comfortable. Breakfast was amazing. I felt safe and the staff was very friendly and helpful. 10 stars for all.

Reviewed on 15 Oct 2025

Hilton Orlando

Hilton Orlando

4 out of 5
International Drive District
Price was AU$5,117, price is now AU$3,400 per person
AU$3,400
per person
9 Jan - 14 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,005 reviews)
Great spot for destination event. Can't afford this luxury on the reg. Parking was $38. Resort fee $40 and it rained the whole weekend. Sigh......

Reviewed on 12 Oct 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$5,065, price is now AU$3,776 per person
AU$3,776
per person
8 Jan - 14 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Clean cottage. Friendly staff.

Reviewed on 8 Oct 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was AU$4,450, price is now AU$3,392 per person
AU$3,392
per person
8 Jan - 14 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Very nice stay, westgate upgraded us to a two bedroom with two bath room (condo). Wish there was an elevator as we were on the third floor but other than that it was great. Be prepared for the time share spiel though.

Reviewed on 12 Oct 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$6,095, price is now AU$4,786 per person
AU$4,786
per person
8 Jan - 14 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.4/10 Exceptional! (459 reviews)
We had a great stay at Evermore. We were able to check in early and went straight to the pool to hang out. Blue Hole was a hit with my family, as was the slide. Paddleboarding was great and the activities as well. (We won at trivia!) We were able to try the food and it was fabulous and very reasonably priced. We will definitely be back!

Reviewed on 20 Oct 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 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$163 per night from 30 Oct to 31 Oct
AU$163
30 Oct - 31 Oct
includes taxes & fees
7.4/10 Good! (6,235 reviews)
"Staff was friendly and nice. Very helpful!"

Reviewed on 19 Oct 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
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$230 per night from 17 Nov to 18 Nov
AU$230
17 Nov - 18 Nov
includes taxes & fees
8.8/10 Excellent! (5,433 reviews)
"I love cabana bay"

Reviewed on 19 Oct 2025

Universal's Cabana Bay Beach Resort
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$131 per night from 3 Nov to 4 Nov
AU$131
3 Nov - 4 Nov
includes taxes & fees
8.4/10 Very Good! (5,126 reviews)
"Overall okay experience staying one night. Arrived around mid-night, the lobby was packed with conference goers. Got our room-card, arrived to room, which was pretty far from the lobby (the hotel property is huge). And the key card won't open our door... Walked down and have to drive back to the ..."

Reviewed on 20 Oct 2025

Rosen Inn at Pointe Orlando
See all 53,476 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$3,088. 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$152
per adult
92% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
Orlando: Chocolate Kingdom Factory Adventure Tour

Orlando: Chocolate Kingdom Factory Adventure Tour

AU$36
per adult
98% of travellers recommend
Orlando: Chocolate Kingdom Factory Adventure Tour
Aerial view of Downtown Orlando

The ICONic City Tour of Orlando

AU$206
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.