Historic Downtown Kissimmee Holidays

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Price found within the past 48 hours. Click for updated prices.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was €1,294, price is now €949 per person
€949
per person
9 Jan - 16 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (1,639 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was €2,620, price is now €1,250 per person
€1,250
per person
9 Jan - 16 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was €1,801, price is now €1,133 per person
€1,133
per person
9 Jan - 16 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
Amazing.

Reviewed on 3 Nov 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was €2,747, price is now €2,066 per person
€2,066
per person
9 Jan - 16 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (840 reviews)
Great customer service. Everyone was kind and polite. Our Hostess Flo was so sweet hearted, polite, respectful, helpful with information. The atmosphere was great. The food was great.

Reviewed on 2 Nov 2026

WorldMark Reunion

WorldMark Reunion

4 out of 5
Reunion
Price was €1,490, price is now €1,176 per person
€1,176
per person
9 Jan - 16 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.4/10 Exceptional! (728 reviews)
Everything about the stay was fine but the only thing was the elevator stop working and we were on the 4th floor I had my elderly mother with me she almost didn’t make it all the way down very disappointed

Reviewed on 1 Nov 2026

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
A traditional Japanese torii gate with a dragon sculpture in front, overlooking a calm lake with a distant view of a spherical building.

Bay Lake

4 out of top 10 points of interest in this area

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Find hotels in Bay Lake

Top hotels in Historic Downtown Kissimmee

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is €241 per night from 23 Nov to 24 Nov
€241
23 Nov - 24 Nov
includes taxes & fees
Hyatt Regency Orlando International Airport
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
Fully refundableReserve now, pay when you stay
The price is €112 per night from 30 Nov to 1 Dec
€112
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (7,238 reviews)
"Great Stay! Great place and super close to a lot Of things"

Reviewed on 3 Nov 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/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 €97 per night from 29 Nov to 30 Nov
€97
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (5,348 reviews)
"Great experience"

Reviewed on 2 Nov 2026

Marriott's Grande Vista
See all 56,154 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 €949. 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.

Stay near popular Historic Downtown Kissimmee attractions

Kissimmee Lakefront Park

8.4/10 (2,921 reviews)
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 entertainment choices in this family-friendly area.
See properties

Things to do

"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

€144
per adult
96% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
Flagler College in St. Augustine.

Historic St. Augustine Day Trip from Orlando with Hotel Pickup

€89
per adult
84% of travellers recommend
Historic St. Augustine Day Trip from Orlando with Hotel Pickup
Orlando: Polynesian Fire Luau with Dinner and Live Show

Orlando: Polynesian Fire Luau with Dinner and Live Show

€66
per adult
94% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
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.