There is plenty to do near Windsor Hills outside Disney, Universal and SeaWorld. Smaller attractions can give your holiday a different pace: an evening of classic cars, a water-park day, a wildlife visit or a few hours of rides. Choose one main outing and leave time to enjoy your rental too.
Old Town: an evening with character
Old Town in Kissimmee brings together shops, places to eat, rides and a lively events calendar along its walking streets. It is a good option when you would rather head out later in the day than commit to another early start. Check the car-show and entertainment schedule to time your visit around an event.
Budget separately for rides, food and parking where applicable. You can keep the outing short or make an evening of it. For a lower-spend approach, see our budget-friendly days near Windsor Hills.
Island H2O Water Park
Island H2O Water Park is on Inspiration Drive in Kissimmee, near the Sunset Walk area. It offers a dedicated water-park outing separate from the community pool and slides at Windsor Hills. Admission is separate from your vacation rental.
The park’s official FAQ describes it as seasonal, operating March through October; check the calendar for your actual date. Review height restrictions, what you can bring and the weather policy before purchasing tickets. Lightning and severe weather can interrupt activities, so save this for a suitable forecast. Afterwards, our nearby dining guide can help you plan dinner.
Fun Spot America in Kissimmee
Fun Spot America’s Kissimmee location has rides and go-karts at 2850 Florida Plaza Boulevard. It can suit a family that wants some thrills without planning an entire major-park itinerary. Check the current ticket choices, ride restrictions and extras so you buy the right option for the people who actually want to ride. Make sure you select Kissimmee, since Fun Spot also has an Orlando location.
Gatorland
Gatorland offers a wildlife-focused change from the big theme parks. Plan around the experiences your family wants to see and check which activities need separate booking or payment. Much of a visit involves being outdoors, so consider the heat and forecast when choosing your day. It is a wider-area outing from Windsor Hills rather than something just outside the gates.
Wild Florida
For a day with a different landscape, consider Wild Florida’s drive-through safari or an airboat tour. These are distinct experiences with their own booking details. The safari requires your own or a rental vehicle; check the current operating information and allow for the longer journey before reserving a time slot.
A local day does not need a full schedule
Choose the pace before choosing the attraction. Old Town can be an evening, Fun Spot can be focused around the rides your group wants, and a water park or wildlife trip can become the main event of the day. Avoid stacking several paid admissions together just because they all appear on a map of the Orlando area.
For indoor alternatives, use our rainy-day activities guide. For a bigger change of scene, read about beach day trips from Windsor Hills. The major theme park guide covers Disney, Universal and SeaWorld separately.
Local information checked October 2026. Confirm opening times, admission, menus and availability with each venue before traveling. Florida Vacation Homes markets independently owned Windsor Hills rentals; we do not operate the resort or the attractions featured here. About our team.