Historic Downtown Kissimmee Travel Guide

Tourist Guide

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Historic Downtown Kissimmee
Historic Downtown Kissimmee
Historic Downtown Kissimmee

Popular places to visit

Activities


Our pick of the best Historic Downtown Kissimmee Hotel Deals

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 AU$231 per night from 1 June to 2 June
AU$231
per night
1 June - 2 June
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! (5,463 reviews)
The parking fee is a little ridiculous after paying such value for the whole resort.

Reviewed on 14 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 AU$321 per night from 25 May to 26 May
AU$321
per night
25 May - 26 May
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! (4,148 reviews)
They made us pay extra to get into our room 2 hrs early. And then after lugging our suitcases up to it, a maintenance man was working on a repair in it. So I had to go all the way back to the lobby and get another room. But if you have a super early flight, you can’t beat the location.

Reviewed on 14 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 AU$332 per night from 21 May to 22 May
AU$332
per night
21 May - 22 May
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! (9,847 reviews)
we loved the pools

Reviewed on 14 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 AU$232 per night from 19 May to 20 May
AU$232
per night
19 May - 20 May
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! (6,763 reviews)
The Thunderbird wing of Cabana Bay was perfect for us: quick access to the walking path to IOA for EPA, easy access to the smaller pool (with the water slide, not the lazy river), and still very close to the lobby for walk-through (cool!) access to and from the park buses. We could not figure out ...

Reviewed on 14 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 AU$140 per night from 21 May to 22 May
AU$140
per night
21 May - 22 May
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! (1,367 reviews)
well organized hotel and the layout of the rooms were well thought out. Location in relation to International drive was very good

Reviewed on 14 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
Fully refundable
The price is AU$226 per night from 20 May to 21 May
AU$226
per night
20 May - 21 May
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! (5,257 reviews)
Everything was great. Wish there was a hot tub.

Reviewed on 14 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 Shingle Creek Regional Park or Hunters Creek Golf Club.

Hunters Creek
Stock photo Lake Eola Downtown Orlando in background 2026

Williamsburg

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
Three aging cypress trees with hollow spaces in the wide base, with the outer layers of the buttress continuing to support the trees. Spanish Moss hangs from the branches in this tropical scene.

Loughman

While Loughman isn't home to many top sights, Reunion Resort Golf Course and ChampionsGate Golf Club are some notable places to visit nearby.

Loughman
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


Historic Downtown Kissimmee Travel Guide

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