Historic Downtown Kissimmee Travel Guide

Orlando

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Historic Downtown Kissimmee
Historic Downtown Kissimmee
Historic Downtown Kissimmee

Popular places to visit


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
Fully refundableReserve now, pay when you stay
The price is 3.927.044 ₫ per night from 1 Jun to 2 Jun
3.927.044 ₫
4.418.056 ₫ 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! (5,354 reviews)
The Villa was very confortable, all staff was very friendly. Just I could encourage to upgrade the tvs to smart tvs. The location is great. It's perfect to visit with family.

Reviewed on 3 May 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/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 3.953.400 ₫ per night from 10 May to 11 May
3.953.400 ₫
4.447.574 ₫ total
10 May - 11 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! (6,729 reviews)
Everybody was super sweet and helpful

Reviewed on 3 May 2026

Universal's Cabana Bay Beach Resort
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 4.348.740 ₫ per night from 14 May to 15 May
4.348.740 ₫
6.345.207 ₫ total
14 May - 15 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! (9,728 reviews)
The Grove Resort used to be a great place. My family and I would stay there once every few months. However, in the last year it became a horrible place to stay at and definitely not worth the money. During my last stay it was raining and lightning so the water park was closed rightly so for safety ...

Reviewed on 3 May 2026

The Grove Resort & Water Park Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
The price is 2.889.935 ₫ per night from 27 May to 28 May
2.889.935 ₫
3.251.276 ₫ total
27 May - 28 May
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (6,894 reviews)
The staff was amazing!!!!

Reviewed on 3 May 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
The price is 2.569.842 ₫ per night from 5 May to 6 May
2.569.842 ₫
3.780.324 ₫ total
5 May - 6 May
includes taxes & fees
Stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.4/10 Very Good! (6,293 reviews)
Need to improve some bar and activity, the hotel is to big and you need to go to the main building to get that

Reviewed on 3 May 2026

Westgate Lakes Resort & Spa Universal Studios Area
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
The price is 3.083.388 ₫ per night from 5 May to 6 May
3.083.388 ₫
3.468.713 ₫ total
5 May - 6 May
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 3 outdoor pools and 2 coffee shops/cafes. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (6,450 reviews)
Clean Room

Reviewed on 3 May 2026

Rosen Inn at Pointe Orlando
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

Panoramic view of colorful Resort Villas at Lake Buena Vista area.

Bellavida

Bellavida might not have many top sights, but Medieval Times and 192 Flea Market are two attractions nearby that you can check out.

Bellavida
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
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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
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


Historic Downtown Kissimmee Travel Guide

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