Find Hotels with a Pool in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Hotels with a Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Historic Downtown Kissimmee Hotels with a Pool

Park Royal Orlando
Outdoor pool, a heated pool

Park Royal Orlando

2.5 star property
8.0 out of 10, Very Good, (1021)
"Great accommodation for the price! "
The price is AED 196
AED 222 total
includes taxes & fees
7 Oct - 8 Oct
Park Royal Orlando
Oak Plantation Resort
2 outdoor pools

Oak Plantation Resort

2.5 star property
6.6 out of 10, (433)
"Quiet location, clean rooms, property is old but well maintained"
Oak Plantation Resort
Ramada by Wyndham Kissimmee Hotel
Indoor pool, outdoor pool

Ramada by Wyndham Kissimmee Hotel

2.5 star property
5.6 out of 10, (999)
"Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved us to another room and card system didn’t work leak in ceiling as well. After 5 days they only cleaned room once. Also did not provide toilet paper or clean towels. Do not stay here!,,"
Ramada by Wyndham Kissimmee Hotel
Home 1 Suites Extended Stay - Kissimmee
Outdoor pool, open 9 AM to 10:00 PM, pool umbrellas, sun loungers

Home 1 Suites Extended Stay - Kissimmee

2.5 star property
6.6 out of 10, (1020)
"Everything was great "
The price is AED 230
AED 261 total
includes taxes & fees
5 Oct - 6 Oct
Home 1 Suites Extended Stay - Kissimmee
Super 8 by Wyndham Kissimmee
Outdoor pool

Super 8 by Wyndham Kissimmee

2.5 star property
6.0 out of 10, (1000)
"Recently renovated rooms, no issues, in an older part of town. "
Super 8 by Wyndham Kissimmee
Days Inn by Wyndham Kissimmee West
Outdoor pool

Days Inn by Wyndham Kissimmee West

2.5 star property
5.8 out of 10, (1001)
"The rooms were clean and the overall Hotel was clean"
Days Inn by Wyndham Kissimmee West
Ambassador Inn
Outdoor pool

Ambassador Inn

2.0 star property
4.6 out of 10, (829)
"Ronald is the best. Property sucks."
The price is AED 104
AED 173 total
includes taxes & fees
6 Oct - 7 Oct
Ambassador Inn
Freedom FL Condos of Kissimmee
Condo, 2 Bedrooms | Terrace/patio

Freedom FL Condos of Kissimmee

3.5 star property
6.8 out of 10, (23)
"I love everything. "
Freedom FL Condos of Kissimmee
Global Vacation Homes
Indoor pool, outdoor pool

Global Vacation Homes

3.5 star property
5.2 out of 10, (5)
"The carpet was stained. The pots and pans and dishes were not clean . There were no wash clothes and not enough towels for 8. But home was nice. The microwave needs to be replaced.. handle broke and a crack in the door. They need to do better up keep on the small things.. "
Global Vacation Homes
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.
View all properties

Top Historic Downtown Kissimmee Hotel Reviews

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Second stay here and I will be a repeat customer any time I’m in the Orlando greater area. "
Maia 1-night trip
Posted 3 hours ago
Hyatt Regency Orlando International Airport

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Frequently asked questions

What are some accommodations with pools in Historic Downtown Kissimmee?
Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor pools, a children's pool, and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando: Hotel located near Aquatica. Provides 5 outdoor pools, a children's pool, and 2 restaurants. DoubleTree by Hilton Orlando Airport: Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants.
What is there to see and do in Historic Downtown Kissimmee?
Explore places like Disney Springs™, Epcot®, and Disney's Animal Kingdom® Theme Park while you're in the area. Spend some time experiencing the great outdoors at Kissimmee Lakefront Park and Lake Tohopekaliga. Visitors have positive things to say about the major shopping area in Historic Downtown Kissimmee.
When is the best time to book a hotel with a pool in Historic Downtown Kissimmee?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Kissimmee in the driest months of December, February, or November when the average rainfall is 2 inches. Lodging that has a pool indoors may be the way to go if you are visiting during the rainiest months of August, July, and September when the average rainfall is 8 inches.