Historic Downtown Kissimmee Hotels with Swimming Pool

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Check availability on Historic Downtown Kissimmee Hotels with Swimming Pools

Top Historic Downtown Kissimmee Hotels with Swimming Pools

Park Royal Orlando
Outdoor pool, a heated pool

Park Royal Orlando

2.5 star property
8.0 out of 10, Very good, (1002)
"Staff very nice it was clean"
The price is RM270
RM307 total
includes taxes & fees
1 Sept - 2 Sept
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, pool loungers

Home 1 Suites Extended Stay - Kissimmee

2.5 star property
6.6 out of 10, (1004)
"Wish there was a better coffee maker and larger cups but overall nice stay"
The price is RM219
RM249 total
includes taxes & fees
20 Aug - 21 Aug
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, (818)
"Clean rooms. Mean guy at window"
The price is RM149
RM232 total
includes taxes & fees
1 Sept - 2 Sept
Ambassador Inn
Freedom FL Condos of Kissimmee
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.

Top Historic Downtown Kissimmee Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Beautiful place to stay "
Jorge 2-night trip
Posted 13 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Frequently asked questions

What are some accommodation options with pools in Historic Downtown Kissimmee?
DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool and 2 restaurants. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Offers 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access. Marriott's Grande Vista: Hotel located near Aquatica. Provides 4 outdoor swimming pools, a children's pool and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor swimming pools and 2 restaurants. Home2 Suites by Hilton Orlando at Flamingo Crossings: Hotel, 3-minute walk from Flamingo Crossings Town Center. Offers buffet, an outdoor pool and a 24-hour fitness centre.
What is there to see and do in Historic Downtown Kissimmee?
Explore places such as 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 with an outdoor pool if you're planning to visit Kissimmee in the driest months of December, February or November, when the average rainfall is 48 mm. Accommodation that has an indoor pool may be the way to go if you are visiting during the rainiest months of August, July and September when the average rainfall is 196 mm.