Historic Downtown Kissimmee Holidays from NZ$2,536

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

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 NZ$2,933, price is now NZ$2,536 per person
NZ$2,536
per person
12 Aug - 18 Aug
found 19 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.6/10 Excellent! (1,890 reviews)
Ese hotel es magnífico para vacacionar muy buen servicio limpieza y muy cerca de los parques

Reviewed on 14 June 2026

Landing Apartments Palm Bay

Landing Apartments Palm Bay

3 out of 5
Price was NZ$3,071, price is now NZ$2,751 per person
NZ$2,751
per person
24 Aug - 30 Aug
just found
Return flight included
Auckland (AKL) to Orlando (MCO)
8/10 Very Good! (4 reviews)
Everything was amazing, location could have been closer to the beach but we knew this before we booked so I can’t fault them there. Had a great time and we look forward to booking through the Landing again soon.

Reviewed on 25 Mar 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was NZ$3,566, price is now NZ$2,734 per person
NZ$2,734
per person
12 Aug - 18 Aug
found 19 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (1,131 reviews)
We choose to stay at the Delaney hotel everytime we come to Orlando. We love staying here. The hotel is very well-maintained and the staff is always pleasant. We will stay here again next year.

Reviewed on 22 June 2026

Holiday Inn Express Orlando – South Park by IHG

Holiday Inn Express Orlando – South Park by IHG

2.5 out of 5
Price was NZ$3,032, price is now NZ$2,596 per person
NZ$2,596
per person
12 Aug - 18 Aug
found 19 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.4/10 Exceptional! (971 reviews)
Comfy bed and pilllows. Great breakfast. Clean.

Reviewed on 23 June 2026

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was NZ$3,546, price is now NZ$3,049 per person
NZ$3,049
per person
12 Aug - 18 Aug
found 19 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8/10 Very Good! (10,246 reviews)
Was t what I was expecting. Smaller in person. The resort isn’t as big as the picture suggests

Reviewed on 23 June 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 District

International Drive District

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

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
The price is NZ$331 per night from 20 July to 21 July
NZ$331
20 July - 21 July
includes taxes & fees
9.2/10 Wonderful! (5,863 reviews)
"Muy buen lugar !"

Reviewed on 22 June 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is NZ$498 per night from 6 July to 7 July
NZ$498
6 July - 7 July
includes taxes & fees
8/10 Very Good! (10,259 reviews)
"Was t what I was expecting. Smaller in person. The resort isn’t as big as the picture suggests"

Reviewed on 23 June 2026

The Grove Resort & Water Park Orlando
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 NZ$295 per night from 28 June to 29 June
NZ$295
28 June - 29 June
includes taxes & fees
9/10 Wonderful! (7,034 reviews)
"Great for families and kids"

Reviewed on 23 June 2026

Universal's Cabana Bay Beach Resort
See all 51,890 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.

Frequently asked questions

How much does a Historic Downtown Kissimmee holiday package cost?
Custom build your Historic Downtown Kissimmee package from an affordable NZ$2,536. 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.

Discover the most popular places to visit in Historic Downtown Kissimmee

Kissimmee Lakefront Park Grassy waterfront park with walking paths, a fishing pier, picnic pavilions, and a shaded playground. children's playgrounds, splash pad

Kissimmee Lakefront Park

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 lively festivals in this family-friendly area.

Kissimmee Lakefront Park

Osceola County Clerk of the Court

After visiting Osceola County Clerk of the Court, make a plan to see the other sights and activities in Kissimmee. Discover the top-notch restaurants and lively festivals in this family-friendly area.

Osceola County Clerk of the Court

Activities

Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

NZ$379
per adult
92% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Aquatica Orlando

Aquatica Orlando

NZ$90
per traveller
86% of travellers recommend
Aquatica Orlando
"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

NZ$145
per adult
96% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
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.