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

$117
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
Orlando: Polynesian Fire Luau with Dinner and Live Show

Orlando: Polynesian Fire Luau with Dinner and Live Show

$75
per adult
92% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
Orlando: Jet Ski Rentals from Lake Buena Vista Area

Orlando: Jet Ski Rentals from Lake Buena Vista Area

$79
per adult
74% of travellers recommend
Orlando: Jet Ski Rentals from Lake Buena Vista Area
90 Minute Open Jump at a Trampoline Park in Kissimmee

90 Minute Open Jump at a Trampoline Park in Kissimmee

$23
per adult
90 Minute Open Jump at a Trampoline Park in Kissimmee
1 Hour Airboat Everglade Tour

1 Hour Airboat Everglade Tour

$65
per adult
1 Hour Airboat Everglade Tour
Orlando: Medieval Times Dinner and Show Ticket

Orlando: Medieval Times Dinner and Show Ticket

$83
per adult
96% of travellers recommend
Orlando: Medieval Times Dinner and Show Ticket
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
$219 nightly
The price is $246 total per night from Sep 28 to Sep 29
$246 total
Sep 28 - Sep 29
Total with taxes and 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
$137 nightly
The price is $154 total per night from Oct 18 to Oct 19
$154 total
Oct 18 - Oct 19
Total with taxes and 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 ...
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
$96 nightly
The price is $108 total per night from Oct 12 to Oct 13
$108 total
Oct 12 - Oct 13
Total with taxes and 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! (5,007 reviews)
"Great place to stay,"

Reviewed on Sep 21, 2026

Marriott's Grande Vista
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
$141 nightly
The price is $159 total per night from Sep 28 to Sep 29
$159 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Universal's Endless Summer Resort - Dockside Inn and Suites
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
$228 nightly
The price is $257 total per night from Sep 22 to Sep 23
$257 total
Sep 22 - Sep 23
Total with taxes and 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! (10,860 reviews)
"Great but some bugs"

Reviewed on Sep 21, 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
$150 nightly
The price is $169 total per night from Sep 22 to Sep 23
$169 total
Sep 22 - Sep 23
Total with taxes and 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! (7,680 reviews)
"Cabana Bay is the best resort, comfortable, clean, friendly, lots to do on site, continuous buses to the parks, very helpful employees!!! I love the Cabana Bay!!"

Reviewed on Sep 21, 2026

Universal's Cabana Bay Beach Resort
See all 53,515 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.

A golf course with bunkers, water hazards, and a large lake.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Historic Downtown Kissimmee, FL

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