Historic Downtown Kissimmee, FL

Orlando

A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.
A green-roofed building with a covered porch, surrounded by trees and a well-maintained lawn.
A castle-like structure with the words "Medieval Times" on the top.
A pier with a lighthouse, palm trees, and a calm body of water.
A yellow vintage car driving down a brick-paved street lined with a black metal fence and green benches.

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.
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Things to do

Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

￥17,048
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

￥21,063
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Aquatica Orlando

Aquatica Orlando

￥9,176
per traveler
84% 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

￥13,600
per adult
94% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
Orlando: Polynesian Fire Luau with Dinner and Live Show

Orlando: Polynesian Fire Luau with Dinner and Live Show

￥11,927
per adult
92% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
90 Minute Open Jump at a Trampoline Park in Kissimmee

90 Minute Open Jump at a Trampoline Park in Kissimmee

￥3,541
per adult
90 Minute Open Jump at a Trampoline Park in Kissimmee
See all activities in Orlando

Historic Downtown Kissimmee Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
The price is ￥34,477 per night from Oct 26 to Oct 27
￥34,477
￥38,787 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
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
The price is ￥21,536 per night from Oct 28 to Oct 29
￥21,536
￥24,228 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (6,902 reviews)
"Super clean, helpful and friendly staff"

Reviewed on Oct 1, 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
The price is ￥15,113 per night from Oct 29 to Oct 30
￥15,113
￥17,002 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (5,080 reviews)
"Beautiful property pools are beautiful , breathtaking views will book here again"

Reviewed on Oct 1, 2026

Marriott's Grande Vista
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 ￥26,771 per night from Nov 1 to Nov 2
￥26,771
￥38,796 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,886 reviews)
"Rooms are really clean. The water park is awesome for both adults and kids in the party. We also spend some time at the arcade and played glow in the dark golf the kids really enjoyed it. Over all the property is really big and clean with a lot of things to do to spend your day at the hotel."

Reviewed on Oct 2, 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
The price is ￥25,346 per night from Nov 1 to Nov 2
￥25,346
￥28,515 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (7,690 reviews)
"Staff were very friendly and helpful. The buildings were old but seem ok. The big issues were the beds are old and have sunken spots that made you feel like you might fall off, the sink drain kept making noise all night and we spent $150 on the refillable "unlimited " drink cups but the drink machines ..."

Reviewed on Oct 2, 2026

Universal's Cabana Bay Beach Resort
Walt Disney World Dolphin

Walt Disney World Dolphin

4 out of 5
1500 Epcot Resort Blvd Lake Buena Vista FL
The price is ￥32,878 per night from Oct 15 to Oct 16
￥32,878
￥45,877 total
Oct 15 - Oct 16
includes taxes & fees
Book a stay at this beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant ...
9/10 Wonderful! (4,673 reviews)
"Beautiful hotel with many amenities. Being able to walk only 20 minutes to the Epcot International Gateway was really special. We were able to enjoy the quick service café called Fuel right off the main lobby of the hotel. Our room was spacious and clean, located on the 2nd floor. The mattress and ..."

Reviewed on Oct 1, 2026

Walt Disney World Dolphin
See all 54,340 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.

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
Learn more about Historic Downtown Kissimmee
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.
Photo by Gary Burke
Open Photo by Gary Burke

Bay Lake

A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.

A large Ferris wheel with a blue light, surrounded by a water fountain display and palm trees.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Orange County Convention Center or Orange County Convention Center North while you're exploring the neighborhood.

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Orlando City Hall might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Historic Downtown Kissimmee, FL

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