Find hotels with pools in Historic Downtown Kissimmee, Orlando from $36

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Pick from 24 Historic Downtown Kissimmee Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1002)
"."
The price is $75
$85 total
includes taxes & fees
Jun 9 - Jun 10
Park Royal Orlando
Vivo Flex Living Kissimmee
2.5 star property
6.8 out of 10, (1002)
"Small property. Nice and quiet at night. But after a certain hour no staff are on property. Don’t have any issues. But if I did not sure how long it would take for them to show up"
The price is $75
$85 total
includes taxes & fees
Jun 2 - Jun 3
Vivo Flex Living Kissimmee
Freedom FL Condos of Kissimmee
3.5 star property
6.8 out of 10, (23)
"I love everything. "
Freedom FL Condos of Kissimmee
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
Days Inn by Wyndham Kissimmee West
2.5 star property
6.0 out of 10, (1002)
"Excellent hotel"
The price is $60
$68 total
includes taxes & fees
Jun 17 - Jun 18
Days Inn by Wyndham Kissimmee West
Super 8 by Wyndham Kissimmee
2.5 star property
5.8 out of 10, (1000)
"One of our rooms smelled like people had been smoking in it and both rooms had roaches in them. The A/C didn’t work the best"
Super 8 by Wyndham Kissimmee
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
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
Ambassador Inn
2.0 star property
4.4 out of 10, (718)
"Staff was great "
The price is $36
$64 total
includes taxes & fees
Jun 2 - Jun 3
Ambassador Inn
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Historic Downtown Kissimmee Hotels with a Pool information

 

Hotels with a Pool in Historic Downtown Kissimmee

24

Highest price
$75
Cheapest price
$36
Number of guest reviews
6,119
Total number of hotels in Historic Downtown Kissimmee
52,823

 

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 Hotel Orlando at SeaWorld: Hotel, 8-minute walk from Aquatica. Features 2 outdoor pools, a children’s pool, and 2 restaurants. The Grove Resort & Water Park Orlando: Offers 3 outdoor pools, a children’s pool, and free water-park access. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Provides a children’s pool, an outdoor pool, and 2 restaurants. Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel: Hotel located near Old Town. Features a water park, 2 outdoor pools, and 2 spa tubs. Universal’s Endless Summer Resort - Dockside Inn and Suites: Hotel, 10-minute walk from Universal Orlando Resort. Offers 2 outdoor pools, a children’s pool, and 3 bars.
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.

Recent reviews of Historic Downtown Kissimmee hotels
Expedia verified reviews