Villa Leonardo is a beautiful and private 12-acre estate nestled in the heart of Chianti, perfectly positioned between Florence and Siena and just 40 minutes from Florence. Located halfway between Montespertoli and San Casciano Val di Pesa, the property offers exceptional privacy and independence in a peaceful countryside setting. This charming old farmhouse has been meticulously restored to a very high standard by its owner, with great care given to both the exterior and interior spaces.
The villa is elegantly decorated throughout, featuring terracotta floors, whitewashed walls, and traditional beamed ceilings that reflect timeless Tuscan character. Refined yet welcoming, Villa Leonardo is ideal for extended families or groups of friends seeking spacious accommodations, comfort, privacy, and stunning panoramic views. Even when hosting up to 12 guests, the house feels generously spacious while maintaining a warm and cozy atmosphere, beautifully blending country charm with understated elegance.
Included in the Rate: Electricity, heating, water and final cleaning, Wi-Fi Internet connection and Garden and pool maintenance once a week
Not Included in the Rate: Housekeeping service: €20 per hour, Change of linens, Cook service - No third-party suppliers allowed: the services will be provided by the villa management and in-house staff, Cost of food and beverages, Pre-stock grocery service: €100, Telephone charges extra.
CIN: IT048030B5PGIS8FH2
Bedroom 1: First floor Master bedroom with a king-size bed, A/C, WiFi, and en-suite bathroom with bathtub, shower, double vanity and WC. 2 guests maximum.
Bedroom 2: First floor bedroom with a king-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.
Bedroom 3: First floor bedroom with two single beds (can be made up as a queen bed), A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.
Bedroom 4: First floor bedroom with two single beds (can be made up as a queen bed), A/C, WiFi, and en-suite bathroom with bathtub, shower, vanity and WC. 2 guests maximum.
Bedroom 5: Ground floor bedroom with two single beds (can be made up as a queen bed), WiFi, and private adjacent bathroom with shower, vanity and WC. 2 guests maximum.
Bedroom 6: Ground floor bedroom with two single beds (can be made up as a queen bed), WiFi, access to gardens and en-suite bathroom with shower, vanity and WC. 2 guests maximum.
Interior Access Bedrooms: 6
- Air Conditioning - Bedrooms
- Alfresco Dining Area
- Assigned Parking
- Bed and Bath Linens
- Children Welcome
- Dishwasher
- Dryer
- Fireplace
- Gated Property
- Hair Dryer
- Heating
- Kettle
- Library
- Microwave
- Office
- Outdoor Grill
- Patio/Terrace
- Smart TV
- TV - Flat-Screen
- TV - Satellite
- View - Mountains
- Washer
- WiFi
- Gardener
- Pool Person
- Property Manager on Call
- Outdoor
- Private
- Reservation deposit is 50%. Full balance is due 90 days prior to arrival.
- Cancellation Policy: All payments are nonrefundable.
- Check In / Check Out: Check-in window is usually 4pm to 7pm / check-out is by 10am. Client is advised to CALL the keyholder from the airport to give an ETA and set an appointment for check-in.
- Damage Deposit: €199 Accidental Damage Waiver covering for up to €3000 worth of unintentional damage. Additional damage deposit may be required at time of booking.
- Children Welcome (all ages)
- No Pets Allowed
- No Smoking
- All external vendors must be authorized and approved by the villa.
- All extra charges to be paid at end of stay in local currency.
- Rates set in Euros. Prices in other currencies may fluctuate.
- Tourist Tax is approximately €1.50 – €6.00 per person, per day, depending on the location. This tax is payable locally, in Euro cash.
- Utilities included
- VAT taxes included in rates.
- Villa orientation
- Accidental Damage Waiver - 199 EUR
Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include
- Arrival Logistics & Transfers *
- Chef and Catering Services *
- Excursions
- Experiences & Activities
- In Villa Spa Services *
- Private Charters *
- Provisioning/Pre-Stocking
- Rental Cars with Free Delivery *
- Rental Equipment (crib, kayak, etc)
- VIP Fast Track Arrivals *
While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
-
Book your winter villa escape and enjoy up to US$ 1,000 in concierge credit to elevate your stay with private chefs, spa services, yacht charters, rental cars, airport transfers, and curated experiences.
Offer ends: February 4, 2026
Winter Concierge Credit Tiers
• US$ 200 concierge credit on bookings between US$ 5,000 and US$ 9,999
• US$ 500 concierge credit on bookings between US$ 10,000 and US$ 19,999
• US$ 1,000 concierge credit on bookings of US$ 20,000 or more
Booking window: January 20– February 4, 2026
Terms and conditions
• Credit is based on total booking value before taxes and fees
• Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees
• Credit must be used during the booked stay and expires at checkout
• Cannot be combined with other offers and has no cash value
• Valid only on new reservations made within the booking window
Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Rates subject to tax and service charge | Credit can only be used on one selected service and cannot be split between multiple services.
Location, Directions & Nearby Villas
Looking to find nearby villas?
Enter travel dates and number of bedrooms to find available properties
* Blue pins display available villas. Click on pin for details.
Searching for something to do?
Easily find distances and directions by entering your point of interest
