Historic Downtown Kissimmee Travel Guide

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 Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

฿4,366
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Aquatica Orlando

Aquatica Orlando

฿1,902
per traveller
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

฿2,786
per adult
94% 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

฿3,280
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

฿2,443
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

฿740
per adult
90 Minute Open Jump at a Trampoline Park in Kissimmee
See all activities in Orlando

Top hotels in Historic Downtown Kissimmee

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 ฿4,591 per night from 25 Oct to 26 Oct
฿4,591
฿5,165 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this family-friendly aparthotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
The price is ฿7,383 per night from 2 Nov to 3 Nov
฿7,383
฿8,306 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this business-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
Hyatt Regency Orlando International Airport
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
The price is ฿3,222 per night from 27 Oct to 28 Oct
฿3,222
฿3,624 total
27 Oct - 28 Oct
includes taxes & fees
Stay at this spa aparthotel in Orlando. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
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 ฿5,707 per night from 2 Nov to 3 Nov
฿5,707
฿8,270 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
8/10 Very good! (10,905 reviews)
"Great Stay full kitchen everything you need . Home away from home."

Reviewed on 4 Oct 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 ฿5,034 per night from 3 Nov to 4 Nov
฿5,034
฿5,663 total
3 Nov - 4 Nov
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
Universal's Cabana Bay Beach Resort
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
The price is ฿2,416 per night from 26 Oct to 27 Oct
฿2,416
฿2,718 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and breakfast (surcharge). Our guests praise the breakfast and the pool in their ...
8.6/10 Excellent! (6,125 reviews)
"Overall great experience, very clean and close to everything"

Reviewed on 4 Oct 2026

Rosen Inn Lake Buena Vista
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 for the activities you enjoy most.
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

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.

A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

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 neighbourhood.

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

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

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

Champions Gate

Ample dining options and top 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 Travel Guide