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Welcome to Leonardo, a charming 6-bedroom villa located in Tuscany, Italy.

Nestled in the heart of Tuscany, between the enchanting cities of Florence and Siena, lies Villa Leonardo—a captivating 12-acre estate exuding elegance and seclusion. Discretely positioned halfway between Montespertoli and San Casciano Val di Pesa, this villa is a tranquil sanctuary just 40 minutes away from the vibrant city of Florence. Painstakingly restored to perfection by its devoted owner, both the exterior and interior of this historic farmhouse bear testimony to impeccable craftsmanship.

The villa exudes a timeless charm with its meticulously appointed terracotta floors, whitewashed walls, and rustic beamed ceilings. Villa Leonardo stands as a testament to refined living and offers an idyllic retreat for extended families or gatherings of friends, promising abundant space, privacy, comfort, and awe-inspiring vistas. Even when hosting a full complement of 12 guests, the villa effortlessly balances spaciousness with an intimate ambiance, seamlessly fusing rural allure with understated sophistication.

Each bedroom is a masterpiece of tasteful design, some featuring romantic four-poster beds, seamlessly blending traditional aesthetics with modern conveniences. Each of the six bedrooms offers captivating views of the lush countryside, adorned with antique mirror frames and vintage lamps.

Accessed via a private half-mile dirt road, Villa Leonardo is enveloped by meticulously landscaped gardens that gently slope downward from the main house toward a splendid swimming pool. This oasis amidst sloping green lawns and fruit-laden trees beckons guests to unwind and savor the Tuscan sun. The outdoor spaces abound with various furnishings, including teak poolside recliners, wrought-iron and rattan lounges, benches, chairs, marble tables, and sun umbrellas for those seeking respite in the shade.

The ground floor living areas celebrate color and opulence, adorned with high-quality fabrics, antique treasures, exquisite linens, and fine tableware. A graceful dining room offers direct access to the garden and porch, creating a seamless indoor and outdoor living blend. The living room boasts an inviting open fireplace, generous sofas, and a large satellite TV. Meanwhile, the study provides a serene haven for work or leisure, complete with a well-stocked library.

The estate commands a breathtaking panorama, capturing the 10th-century castle in its gaze. At the same time, the Chianti countryside unfolds in all its glory—rolling hills, vineyards, olive groves, majestic cypresses, and distant farmland. The grounds are graced by 350 olive trees, over 100 walnut trees, a meandering river marking the southern boundary, and acres of woodland, offering cool respite during the balmy summer months. Villa Leonardo is a masterpiece, a true testament to the allure of Tuscany's landscape and its timeless beauty.

Ground Floor:
Bedroom 1: 1 twin bedroom with a private adjacent bathroom with shower.
Bedroom 2: 1 large twin bedroom with direct access to gardens, en suite bathroom, and shower.

First Floor:
Bedroom 3: 1 master king bedroom with en suite bathroom (double sink and phone), tub with handheld shower, and shower stall.
Bedroom 4: 1 king bedroom with en suite bathroom (skylight window) and shower.
Bedroom 5 1 twin bedroom with en suite bathroom with shower.
Bedroom 6: 1 twin bedroom with en suite bathroom, tub, and handheld shower.

• Electricity, heating, water, and final cleaning
• Wi-Fi Internet connection
• Garden and pool maintenance once a week

• Housekeeping service: €20/hr
• Cook service – No third-party suppliers allowed: the villa management and in-house staff will provide the services.
• Cost of food and beverages
• Pre-stock grocery service: €100
• Telephone charges extra

• Security deposit: €2,000 to be held at the agency.
• Check-in: 4:00 pm – 7:00 pm; Check-out: before/by 10:00 am
• 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), which may be applied for the first seven days in the destination. This tax is payable locally in Euro cash.
• All the above services must be paid locally before departure unless otherwise arranged.

• Mountain View
• Dedicated Parking Space
• Child Friendly
• Air Conditioning
• Al fresco dining
• TV
• Stereo
• Wi-Fi
• Fireplace
• Washer & Dryer
• Fenced swimming pool
• Sleeps x 12
• En-suite x 5
• King x 2
• Twin x 4
• Bath/Shower x 2
• Shower x 4
• Hair Dryer in 3 Bathrooms
• Refrigerator x 2
• Dishwasher
• Fully equipped.
• Walking
• Woodland
• Restaurants
• Shops
• Nature

Nestled in the heart of Italy's enchanting Tuscany region, Chianti is a captivating landscape embodying Italian charm and culture. This renowned wine-producing region is a tapestry of rolling vineyards, picturesque olive groves, and charming medieval villages, where time seems to slow down to savor the beauty of life. Chianti's rich, earthy soils give birth to some of the world's most celebrated wines, known for their bold, robust flavors and distinct character.

But beyond its viticultural fame, Chianti enchants with its winding country roads, centuries-old stone buildings, and the warmth of its people, who take pride in preserving their heritage. Whether exploring the quaint hilltop towns, savoring a glass of the region's namesake wine, or simply basking in the Tuscan sun amidst endless rows of grapevines, Chianti offers an unforgettable journey into the heart of Italy's timeless allure.

• Nearest Airport: Peretola Florence Airport 34 min
• Nearest serviced town: 16 min
• Nearest major city: Siena 57 min


Nearest airport Amerigo Vespucci Airport
35 km


  • Bedroom(s): 6 ( Sleeps 12 )
    2 King, 4 Twin
  • Bathroom(s): 6
    2 Baths, 6 Showers, 6 Toilets
  • General facilities: Fireplace, Garden, Ice Maker, Wifi
  • Indoor facilities: Air conditioning, Dishwasher, Drier, Freezer, Luxury Finishes, Microwave, TV, Washing Machine
  • Outdoor facilities: Mountain View, Parking, Sun Loungers, Sun Umbrellas, Swimming pool
  • Services: Concierge Service, Linen provided, Towels provided
  • Access: Stairs


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  • Concierge Service
  • Expert Advice
  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary € 857 - € 1,245 € 6,000 - € 8,715 7 Nights -
08-Jun-2024 - 27-Sep-2024 € 1,245 € 8,715 7 Nights -
28-Sep-2024 - 25-Oct-2024 € 1,122 € 7,855 7 Nights -
26-Oct-2024 - 13-Dec-2024 € 857 € 6,000 7 Nights -
14-Dec-2024 - 05-Jan-2025 € 1,122 € 7,855 7 Nights -

Additional Information

Please enquire for tax rate


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Paul O'Sullivan

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 12
    • Bedroom(s): 6
    • Bathroom(s): 6
    • Board: Self Catering
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Family, Rustic