Find Hotels with a Pool in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Hotels with a Pool

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, (1001)
"Staff very nice it was clean"
The price is AED 279
AED 317 total
includes taxes & fees
13 Aug - 14 Aug
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, (1004)
"Wish there was a better coffee maker and larger cups but overall nice stay"
The price is AED 191
AED 235 total
includes taxes & fees
13 Aug - 14 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 AED 123
AED 194 total
includes taxes & fees
13 Aug - 14 Aug
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.

Top Historic Downtown Kissimmee Hotel Reviews

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"My room key stopped working and I'd left my car keys inside, I'd had to walk all the way (they'd put me in Building F) across the campus which is a long way, security let me back into my room. What a hassle. The night time desk staff were kind of just.. meh about their job and it showed in the level of customer service. Place really is nice though."
Andrea 3-night trip
Posted 12 hours ago
Rosen Inn at Pointe Orlando

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. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Offers 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Provides a lazy river, 2 outdoor pools, and 2 restaurants. Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor pools, a children's pool, and 3 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 center.
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 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.