Enjoy an upgraded stay with total privacy in Castellina in Chianti. Browse exclusive villas and vacation homes equipped with individual, private swimming facilities. Compare verified options on Owner Direct for a peaceful, secluded getaway.
AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking
Exceptional
6 reviews
AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
AC, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave, Outdoor Space
AC, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave, Outdoor Space
AC, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave, Outdoor Space
AC, Dryer, Fireplace, Fitness Equipment, Heater, Living Area, Microwave, No Smoking, Pool
Exceptional
1 reviews
AC, Dryer, Fireplace, Fitness Equipment, Heater, Living Area, Microwave, No Smoking, Pool
Exceptional
1 reviews
Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space
Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool
Superb
13 reviews
Barbecue, Fireplace, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space
Exceptional
3 reviews
AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Good
1 reviews
Fireplace, Internet, Kitchen, Laundry, Living Area, Outdoor Space, Pool, Toys, TV
Fabulous
9 reviews
Balcony, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Exceptional
2 reviews
AC, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave
Exceptional
98 reviews
AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave
Exceptional
16 reviews
Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Outdoor Space
Superb
9 reviews
AC, Free Parking, Heater, Hot Tub, Internet, Living Area, Outdoor Space, Pool
AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Microwave, No Smoking
Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Living Area, No Smoking, Outdoor Space
AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space
Exceptional
4 reviews
AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
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 Castellina in Chianti.
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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 Castellina in Chianti are:
There are a lot of options in Castellina in Chianti. If you plan on staying in the Castellina in Chianti 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 Castellina in Chianti
You can explore 187 verified vacation rentals with a private pool in Castellina in Chianti. These include standalone villas and private homes where the pool is reserved exclusively for your group.
Prices for rentals with a private pool in Castellina in Chianti vary depending on the property size, location, and travel season. Rates typically start from around $140 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 Castellina in Chianti also welcome pets. Currently, 32 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 Castellina in Chianti often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.
Some family-friendly vacation rentals in Castellina in Chianti 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.