Find Hotels with a Pool in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Hotels with a Pool

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Jul 6 - Jul 7
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Jul 7 - Jul 8
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Jul 11 - Jul 13
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Jul 18 - Jul 20

Top Historic Downtown Kissimmee Hotels with a Pool

Park Royal Orlando
Interior entrance

Park Royal Orlando

2.5 star property
8.0 out of 10, Very Good, (1003)
"I enjoyed my stay. The room is very clean & the cleaning ladies kept the room clean everyday with fresh towels n rags. The
pool
on property was very clean n stuff. The area is safe n close to a lot of food places that you can walk too. "
Shiloh
The price is NT$1,909
NT$2,167 total
includes taxes & fees
Jul 15 - Jul 16
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"
Carlos
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!,,"
Anonymous traveler
Ramada by Wyndham Kissimmee Hotel
Home 1 Suites Extended Stay - Kissimmee
Iron/ironing board, free WiFi, bed sheets

Home 1 Suites Extended Stay - Kissimmee

2.5 star property
6.6 out of 10, (1002)
"I have had a great time here! Employees are nice, property stays clean, very close to Disney and the new Epic Universal! The
pool
is a great view and spotless ! "
Shatara
The price is NT$1,990
NT$2,259 total
includes taxes & fees
Jul 8 - Jul 9
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. "
mark
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 property is in a perfect neighborhood and close to everything for tourist. With that being said it was a horrible experience. I only wanted 3 things in a hotel when I travel. I needed breakfast, good location, and a
pool
. When we got there, there wasn’t any towels in the bathroom and no toilet paper. Since we got there so late I was okay. In the morning when we went down for breakfast there was none. The owner asked me if I wanted a cereal. The room was not ever cleaned and there was sketchy...
Ruby
Days Inn by Wyndham Kissimmee West
Ambassador Inn
Outdoor pool

Ambassador Inn

2.0 star property
4.6 out of 10, (813)
"no towels upon arrival. only a fitted sheet on the bed and a comforter. There wasn't the other sheet that you would expect. comforter had blood and urine stains. The person at front gave me two towels and a sheet and then a comforter as well. He was respectful. No chairs at
pool
. So far this is the worst place i have ever experienced. I have pics of the sheets and would be happy to share."
MYLES
The price is NT$1,055
NT$1,628 total
includes taxes & fees
Jul 7 - Jul 8
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. "
Rachel
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.. "
Anonymous traveler
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. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants. Kompose Boutique Resort at Theme Parks: Resort located near Walt Disney World® Resort. Provides 2 hot tubs, an outdoor pool, and a sauna. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Marriott's Grande Vista: Hotel located near Aquatica. Offers 4 outdoor pools, a children's pool, and 3 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.