Find hotels with pools in Historic Downtown Kissimmee, Orlando from $33

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.

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. The Grove Resort & Water Park Orlando: Offers 3 outdoor pools, a children’s pool, and free water-park access. Hyatt Regency Orlando International Airport: Provides 2 restaurants, an outdoor pool, and complimentary wireless internet access. 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.

Expedia has 10 hotels in Historic Downtown Kissimmee for your poolside break.

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.

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.