Historic Downtown Kissimmee Travel Guide

Orlando

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Historic Downtown Kissimmee
Historic Downtown Kissimmee
Historic Downtown Kissimmee

Popular places to visit

Things to do


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 ฿4,871 per night from 1 Jun to 2 Jun
฿4,871
฿5,480 total
1 Jun - 2 Jun
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 ...
9.2/10 Wonderful! (5,522 reviews)
"Maybe have a nonatick pan in the unit. Grounds were very well kept. Plnlenty of trees. I will defintely book again"

Reviewed on 19 May 2026

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 ฿6,832 per night from 25 May to 26 May
฿6,832
฿7,686 total
25 May - 26 May
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the pool and the restaurant in their ...
9.4/10 Exceptional! (4,174 reviews)
"Grea TY"

Reviewed on 18 May 2026

Hyatt Regency Orlando International Airport
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 ฿5,394 per night from 25 May to 26 May
฿5,394
฿7,870 total
25 May - 26 May
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! (9,931 reviews)
"The Grove has changed a lot. Lots of damage to the hallways and room, room wouldn’t cool for some reason. Staff was so rude and a kid almost drowned because the life guard never look in the direction the kid was in. I was a witness and the management blamed the parent. 18% gratuity on literally anything ..."

Reviewed on 19 May 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 ฿4,904 per night from 25 May to 26 May
฿4,904
฿5,516 total
25 May - 26 May
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 ...
9/10 Wonderful! (6,831 reviews)
"Great place to stay for universal and epic parks. The pools were great and the property has lots of good food options and bowling. The actual rooms were ok at best. We stayed in a family suite in one of the buildings by the pool (I think called outdoor access room) and it was right on the freeway ..."

Reviewed on 19 May 2026

Universal's Cabana Bay Beach Resort
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3 out of 5
7400 Canada Ave Orlando FL
The price is ฿2,857 per night from 27 May to 28 May
฿2,857
฿3,214 total
27 May - 28 May
includes taxes & fees
Stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Popular attractions Universal’s Volcano Bay and ...
8.6/10 Excellent! (1,414 reviews)
"Accommodations were very nice. Staff was very friendly. The breakfast buffet was good"

Reviewed on 19 May 2026

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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
The price is ฿4,773 per night from 31 May to 1 Jun
฿4,773
฿5,369 total
31 May - 1 Jun
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 3 bars/lounges. Our guests praise the pool and the restaurant in their reviews. ...
9.2/10 Wonderful! (5,298 reviews)
"From the front desk to the pool bartender, everyone was friendly and accommodating. There was an issue with an outlet beeping, yes beeping. Within 15 min of notifying the front desk, maintenance came and replaced it. Wonderful experience and I would definitely rent a room again. Housekeeping didnt ..."

Reviewed on 19 May 2026

Universal's Endless Summer Resort - Dockside Inn and Suites
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.

Other neighbourhoods around Historic Downtown Kissimmee

Celebration Florida Wide Aerial Panorama. July 3, 2025.

Lake Berkley

While Lake Berkley may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Medieval Times and Give Kids the World Village.

Lake Berkley
Orlando, Florida, USA Skyline

Hunters Creek

You'll enjoy the restaurants and shopping in Hunters Creek. You might want to make time for a stop at Hunters Creek Golf Club or Shingle Creek Regional Park.

Hunters Creek
Stock photo Lake Eola Downtown Orlando in background 2026

Williamsburg

4.5/5(5 area reviews)

Notable for its restaurants, shopping and golf courses, Williamsburg is a sought-after destination for many travellers visiting Orlando. If you want to see some sights in the area, check out Aquatica or Orange County Convention Center.

Williamsburg
International Drive District

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 Aquatica while you're exploring the neighbourhood.

International Drive District
Aerial panoramic view of Lake Mary Jane, Florida, USA. October 25, 2024.  South of Orlando in the Lake Nona area.

Lake Nona

Visitors to Lake Nona enjoy its restaurants, and if you want to do some exploring, USTA National Campus is worth a stop.

Lake Nona
Reunion

Reunion

The top golf courses and fun-filled water parks 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.

Reunion


Historic Downtown Kissimmee Travel Guide