Historic Downtown Kissimmee, FL

Orlando

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Historic Downtown Kissimmee
Historic Downtown Kissimmee
Historic Downtown Kissimmee

Popular places to visit

Things to do


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
$107 nightly
The price is $121 total per night from May 20 to May 21
$121 total
May 20 - May 21
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 ...
9.2/10 Wonderful! (5,322 reviews)
While we were only there for 1 night, it was a great place to stay. The rooms are amazing and it was perfect for any family. Both the bed and sofabed were amazingly comfortable. The ONLY downside is if you like a firmer pillow, bring one as I felt they were almost too soft.

Reviewed on Apr 29, 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
$150 nightly
The price is $169 total per night from Apr 30 to May 1
$169 total
Apr 30 - May 1
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! (6,726 reviews)
The pleasant employees help make this a wonderful stay. Pools, hot tubs and bars fantastic. Food services fast and good. Everyone so helpful. Plus never run out of towels in room or at pools. A very family friendly and safe hotel. Excellent bus service to parks.

Reviewed on Apr 29, 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
$214 nightly
The price is $241 total per night from May 14 to May 15
$241 total
May 14 - May 15
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! (9,718 reviews)
My family and I loved everything about this resort! Next time we visit Orlando again this is where we’ll be staying!!

Reviewed on Apr 29, 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
$106 nightly
The price is $119 total per night from May 11 to May 12
$119 total
May 11 - May 12
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,893 reviews)
The pool was wonderful and the room was very clean

Reviewed on Apr 29, 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
$127 nightly
The price is $143 total per night from Apr 30 to May 1
$143 total
Apr 30 - May 1
Total with taxes and fees
Book a 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 our ...
8.4/10 Very Good! (6,282 reviews)
The property and services at Westgate is excellent when I am in Orlando. I only stay at Westgate resorts. Everything is on point there.

Reviewed on Apr 29, 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
$95 nightly
The price is $107 total per night from May 7 to May 8
$107 total
May 7 - May 8
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (6,424 reviews)
Yes

Reviewed on Apr 29, 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 neighborhoods around Historic Downtown Kissimmee

Celebration Florida Wide Aerial Panorama. July 3, 2025.

Lake Berkley

5/5(1 area review)

When in Lake Berkley, you can plan a visit to Medieval Times and Give Kids the World Village, some noteworthy sights in the nearby area.

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(188 area reviews)

The restaurants, shopping, and golf courses are just a few things travelers enjoy about Williamsburg. If you want to experience more of 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 neighborhood.

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

Though Loughman might not have many top sights, you can venture to the surrounding area to see attractions like Reunion Resort Golf Course and ChampionsGate Golf Club.

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

Lake Nona

Mixed-use planned community near Orlando International Airport, Lake Nona offers golf at the prestigious Golf & Country Club and a glimpse into the future with its biomedical research hub, Lake Nona Medical City.

Lake Nona


Historic Downtown Kissimmee, FL

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