Enjoy an upgraded stay with total privacy in Kissimmee. Browse exclusive villas and vacation homes equipped with individual, private swimming facilities. Compare verified options on Owner Direct for a peaceful, secluded getaway.
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs
AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet
Exceptional
51 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Condos
Fabulous
3 reviews
AC, Arcade, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Superb
7 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Good
2 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave
Exceptional
1 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly
Good
8 reviews
AC, Arcade, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings
Fabulous
8 reviews
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Very Good
39 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
192 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly
Superb
3 reviews
AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry
Very Good
74 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen
Good
3 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub
Exceptional
3 reviews
AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking
Good
4 reviews
AC, Arcade, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Review score
3 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub
AC, Arcade, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen
Very Good
27 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Kissimmee.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our vacation rentals with private pool stand out?
Every vacation rentals with private pool shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals with private pool in Kissimmee are:
There are a lot of options in Kissimmee. If you plan on staying in the Kissimmee area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals wint Private Pool in Kissimmee
You can explore 3137 verified vacation rentals with a private pool in Kissimmee. These include standalone villas and private homes where the pool is reserved exclusively for your group.
Prices for rentals with a private pool in Kissimmee vary depending on the property size, location, and travel season. Rates typically start from around $135 per night, with higher prices for larger homes, prime locations, or peak travel periods.
Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.
Yes, some vacation rentals with private pools in Kissimmee also welcome pets. Currently, 21 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.
Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.
Vacation rentals with private pools in Kissimmee often include additional features such as Pool, Private Pool, and Child Friendly. These amenities enhance comfort and create a more relaxing, self-contained stay.
Some family-friendly vacation rentals in Kissimmee include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.