Kissimmee rentals with pool

Book one of our holiday rentals with a pool and start making plans for your Kissimmee trip. Whether you’d like to be in Historic Downtown Kissimmee, Mill Run, Magic Landings or another much-visited neighbourhood, you’ll discover the perfect poolside property on Vrbo.

Prices vary depending on season, length of stay and specific location, so enter your travel details to find a property offering a splashing good time. Whatever your budget or plans, Vrbo has holiday rentals with a pool in Kissimmee for every type of guest.

Consider booking your poolside retreat to Kissimmee in March, when average daily temperatures range between 15ºC (59ºF) and 25ºC (77ºF). This is the most popular time of year for guests to get a holiday rental with a pool in this destination, which is located in Orlando.

When searching for your holiday rental with a pool in Kissimmee, use the “Location” filter. This lets you choose the types of areas you prefer to stay in, whether that’s around nature or somewhere close to the action. Pick your favourite and remember to pack your swimwear.

From making whirlpools with the kids to moonlit swims, a holiday rental with a private pool offers plenty of possibilities for fun and relaxation. If you’re visiting Kissimmee, use our “Private pool” filter to look for properties that come with this exclusive amenity.

Disney’s Animal Kingdom® Theme Park, Orange County Convention Centre and Epcot® are places to add to your itinerary while staying at a holiday home rental with a pool in Kissimmee. The only thing that beats discovering this city’s leading attractions? Chilling out poolside with the crew after a busy day of tours and activities.

Booking a holiday rental with a pool with Vrbo means you get the whole place for your exclusive use — your own private oasis to splash around with your crew with no interruptions or distractions from anybody else. Also, our flexible payment and cancellation policies give you the freedom to alter your plans if required. And if you join our One Key™ rewards programme, you can earn OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.