Europe / Italy / Tuscany

Villa Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena.

up to 6
up to 12
from 7
Min. Nights


Located half way between Montespertoli and San Casciano Val di Pesa, the villa is 40 minutes away from Florence. The ultimate in privacy and independence, both the exterior and interiors of this fine old farmhouse have been restored to a very high standard by its owner. The house is beautifully decorated throughout with terracotta floors, whitewashed walls and beamed ceilings. Villa Leonardo is a refined and elegant estate, ideal for an extended family or a group of friends looking for spacious accommodations, comfort, privacy and stunning views. Even when occupied by 12 people, the house feels spacious yet cozy. It blends country charm with simple elegance.

The property enjoys a spectacular view of a 10th-century castle and a panorama of the Chianti countryside with its rolling hills, vineyards, olive groves, cypresses and distant farmland. The estate is comprised of 350 olive trees, over 100 walnut trees, a small river delineating its southern boundaries and several acres of forest providing wonderful shade in the summer.


The living areas on the ground floor are colorful and furnished with high-quality fabrics, antiques, fine custom linens and tableware. An elegant dining room has direct access to the garden/porch. The living room has an open fireplace, ample sofas and large satellite TV. The study offers a quiet office or reading space and a library.


The house is accessed by a private dirt road (half a mile) and surrounded by an extensive and well-tended garden that rolls gently downward from the house towards the swimming pool, which is situated among sloping green lawns and fruit trees. Near the swimming pool (12 x 6 meters) and around the garden and terraces, there is an abundance of outdoor furniture, teak pool furniture, wrought-iron and rattan lounges, benches and chairs, marble tables, and sun umbrellas for shade.












6 Bedrooms, 6 Bathrooms

Sleeps 12 Guests

  • Wi-Fi
  • Washer
  • Dryer
  • Hair Dryer
  • Refrigerator x 2
  • Dishwasher
  • Fully Equipped Kitchen
  • Dining Area
  • Mountain View
  • Private Parking
  • Al Fresco Dining
  • Fireplace
  • Outdoor Furniture
  • TV
  • Stereo
  • Satellite TV
  • Office


Bedroom Details

Bedroom 1 (Ground Floor): Twin bedroom with private adjacent bathroom with shower
Bedroom 2 (Ground Floor): Large twin bedroom, with direct access to gardens with en-suite bathroom with shower
Bedroom 3 (First Floor): Master king bedroom with en-suite bathroom (double sink and phone) with tub with hand held shower plus shower stall
Bedroom 4 (First Floor): King bedroom with en-suite bathroom (with skylight window) with shower. 1 twin bedroom with en-suite bathroom with shower
Bedroom 5 (First Floor): Twin bedroom with en-suite bathroom with tub with handheld shower
Bedroom 6 (First Floor): Twin bedroom with en-suite bathroom and shower

Pool Details

Swimming pool 12x6 meters

Staff and Services

Final cleaning included
Garden and pool maintenance included once per week

Staff and Services (at Additional Cost)

Housekeeping service
Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff
Pre-stock grocery service
Cost of food and beverages
All the above services must be paid locally, prior to departure unless otherwise arranged

Location Details

Nearest Airport: Peretola Florence Airport 34 min
Florence - 40 minutes
Greve in Chianti - 50 minutes
Siena - 1 hour
San Gimignano - 40 minutes
Fornacette - 6 minutes

Villa Notes

Electricity, heating, and water are included
Wi-Fi internet connection included
Check-in: between 4:00 pm - 7:00 pm
Check-out: before/by 10:00 am

Rates and Availability

Tax Service Charge Details*
The Italian government might require the payment of a Visitor’s Tax (approximately €1.50 – €6.00 per person, per day, depending on the location) and may be applied for the first seven days in the destination. This tax is payable locally, in Euro cash.
Telephone charges extra
Security Deposit Details
€2,000 - pre-collected
Accidental Damage Waiver
A €149 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details
1 Week - Saturday to Saturday rentals.  Minimum night stay may vary by villa. Please contact a villa specialist to confirm.



Our family of 12 (including six children ages 1, 3, 3, 3, 7, and 9) stayed at Villa Leonardo over Thanksgiving holiday. We had an absolutely amazing week. Instrumental to the success of our stay was this amazing property, caretaker Margarita & her partner and our chef which made every evening effortless and delicious. The caretakers surprised us with fresh & tasty pastries, recommendations, light cleaning and even installed a baby gate for our big baby Alexander who they affectionately nicknamed Ale- a nickname he still responds to today.
I can’t wait to make this vacation a tradition. Highly recommend! - Vanessa B. G.

Our stay at Leonardo was the highlight of our trip. The caretakers, Margie and her husband were wonderful. - Patty

Villa information may change without notice and should be confirmed with our villa rental specialists.