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
6 Jun - 7 Jun
Tomorrow
7 Jun - 8 Jun
This weekend
6 Jun - 8 Jun
Next weekend
13 Jun - 15 Jun

Top Historic Downtown Kissimmee Hotels with a Pool

Park Royal Orlando
Interior entrance

Park Royal Orlando

2.5 star property
7.8 out of 10, Good, (1001)
"The stay at this hotel was very good, tremendous cleanliness in the room and surroundings, good security, in a good location and quiet."
The price is SAR 300
SAR 341 total
includes taxes & fees
8 Jun - 9 Jun
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
1 bedroom, iron/ironing board, free WiFi, bed sheets

Home 1 Suites Extended Stay - Kissimmee

2.5 star property
6.6 out of 10, (1002)
"I miss this place. Really great."
The price is SAR 212
SAR 240 total
includes taxes & fees
9 Jun - 10 Jun
Home 1 Suites Extended Stay - Kissimmee
Super 8 by Wyndham Kissimmee
Upgraded, Studio Suite, 2 Double Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets

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, (811)
"Excelente "
The price is SAR 126
SAR 199 total
includes taxes & fees
8 Jun - 9 Jun
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.

Frequently asked questions

What's it like visiting Historic Downtown Kissimmee?
If relaxing by the pool is your idea of a great vacation, you may want to consider Historic Downtown Kissimmee, which has 10 places to stay with pools. While you’re here, you can explore sights such as Disney Springs® Area and Disney Springs®, and then unwind poolside at one of the accommodations in Historic Downtown Kissimmee that guests like for their pools.
What are some accommodations 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. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Provides 6 outdoor pools, a children’s pool, and free water-park access. Universal’s Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Holiday Inn Resort Orlando Suites - Waterpark by IHG: Hotel located near Old Town. Offers a water park, 2 outdoor pools, and 5 restaurants.
How many pool hotels will I find in Historic Downtown Kissimmee?
Expedia has 10 hotels in Historic Downtown Kissimmee for your poolside break.
What is there to see and do in Historic Downtown Kissimmee?
Explore places like Disney Springs™, Epcot®, and Disney’s Hollywood Studios® 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.