Kissimmee Villas With Private Pool

Our Kissimmee villas with private pools give families and groups their own place to swim, unwind and spend time together between resort-based moments and Orlando adventures. Choose from spacious homes with screened pool decks, sun loungers, covered lanais and outdoor dining areas, with selected villas also featuring hot tubs, games' rooms, home theaters and themed kids’ bedrooms.

Many of our Kissimmee vacation rentals are set within popular resort communities such as Reunion Resort, Encore Resort, Storey Lake, Solara and Windsor Hills, placing you close to Walt Disney World while giving you first-class resort amenities to enjoy on the doorstep of your villa. Spend the morning at the parks, return for an afternoon swim, then relax outside with a home-cooked dinner or meal delivery, without having to head out again.

From smaller family stays to large group getaways, our Kissimmee pool villas offer more privacy, exclusivity and flexibility than a standard hotel stay. Selected villas also offer larger pool decks, spillover spas and outdoor entertaining spaces, making them a particularly good fit for rest days, multigenerational trips and longer Florida vacations.