Historic Downtown Kissimmee Holidays

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,163 reviews)
From the front desk to the cleaning staff and the breakfast room, they are very polite. I would like to say that the hotel is very clean, especially since there are not enough phone and laptop chargers.

Reviewed on 8 Aug 2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (325 reviews)
Wonderful staff and beautiful rooms

Reviewed on 8 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
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (1,010 reviews)
Beds were very comfortable. There were tons of food options around the area

Reviewed on 8 Aug 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8/10 Very Good! (1,303 reviews)
Great atmosphere for family

Reviewed on 5 Aug 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (1,369 reviews)
The room was comfortable but very outdated and worn compared to the online photos. For the price, I feel I overpaid. At the pool, there were no beach accessories like floaties, and no pool towels were provided in our room despite being told they would be. There were also no activities for kids at any of the pools. Not to mention, nowhere on Expedia did it list that parking wasn’t included, and I was charged $20 a day upon arrival. Overall, disappointing for the cost.

Reviewed on 8 Aug 2025

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

Top hotels in Historic Downtown Kissimmee

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
Fully refundableReserve now, pay when you stay
The price is €95 per night from 18 Aug to 19 Aug
€95
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very Good! (6,525 reviews)
"Friendly staff and amazing universal benefits: such an easy and enjoyable walk to the park. Will be booking again for our next universal trip. The breakfast cafe was excellent!"

Reviewed on 6 Aug 2025

DoubleTree by Hilton at the Entrance to Universal 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 €78 per night from 12 Aug to 13 Aug
€78
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (4,746 reviews)
"Great stay . Clean and quiet . Good price"

Reviewed on 7 Aug 2025

Rosen Inn at Pointe 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 €130 per night from 1 Sept to 2 Sept
€130
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (5,123 reviews)
"Good !!!"

Reviewed on 5 Aug 2025

Universal's Cabana Bay Beach Resort
See all 52,450 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 €520. 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.

Popular places to visit

Kissimmee Lakefront Park

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

Bataan-Corregidor Memorial

You can find out about the history of Kissimmee with a trip to Bataan-Corregidor Memorial. Stroll along the lakeside or experience the lively festivals in this family-friendly area.

Bataan-Corregidor Memorial

Things to do

Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

€403
per adult
90% of travellers recommend
Universal Orlando Resort Theme Park Tickets
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Aquatica Orlando

€46
per traveller
82% of travellers recommend
Aquatica Orlando
Florida: 90 Minute Everglades Cruise

Florida: 90 Minute Everglades Cruise

€43
per adult
100% of travellers recommend
Florida: 90 Minute Everglades Cruise
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.