more than 15
Castello di Pergolato
San Casciano in Val di Pesa, Metropolitan City of Florence, Italy
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Property ID: FGFI005
  • 20
  • Sleeps
  • 11
  • Bedrooms
  • 10
  • Bathrooms
  • 1000
  • sqft


The tower is the first to appear, a fairytale-like vision atop a gentle hill, hidden by a thick crown of swaying cypresses. The castle’s strong, fortress-like walls, come next… Castello di Pergolato is a unique historical venue and rare example of perfectly maintained Medieval architecture located in a striking position in the heart of the Chianti region, surrounded by rolling hills, vineyards and olive groves.

The castle was built in the 10th century by the Buondelmonti family, feudal rulers of the surrounding area on the site of an ancient Roman settlement. Between 1450 and 1500 numerous structural and architectural features were modified, converting the imposing fortress-like building into a villa. More light filled the grand halls, and the stately sumptuous, function rooms were added for entertaining. The castle underwent centuries of eventful history, cared for by its loving inhabitants.

Restored periodically to maintain its one-of-a-kind architecture and artistic heritage, the Castle’s original structure, furnishings and dècor have in no way been altered or spoiled by the addition of up-to-date facilities and/or luxury amenities. The only concession to modernity is the convenient elevator, from ground to first floor. With no air-conditioning and no heating (apart from the fireplaces of course!) the castle appears to its visitors and guests today just as it used to be, ancient, authentic and magical.

The villa comprises a monumental ground floor, mezzanine floor and first floor and accommodates up to 20 guests in its charming 9 double and 2 single bedrooms. Each guestroom is different, all are full of genuine character and enhanced by period frescoes, ancient furniture and canopies. 7 of the double rooms have their own private bathroom – 6 ensuite, 1 adjacent – the other 2 double bedrooms share 1 bathroom, adjacent to both. The 2 single rooms also share 1 bathroom, adjacent to both.

One of the first floor bedrooms is accessible to the disabled and duly equipped. A disabled/injured guest may reach the first floor with the elevator and easily access the room. (Kindly note the rest of the villa and grounds are not all equipped to be disabled-accessible).

The common spaces are extensive and truly striking. The formal reception areas include a grand central hall, elegant dining room, and 3 sitting/living rooms, one on each floor. The great hall is a stunning monumental room: with its high ceilings and a aura of sumptuous elegance, it is the superb space for unforgettable parties or dining. The ground floor living room and dining room both have lovely ancient fireplaces and the kitchen, spacious and country-style, is charming. The first floor hosts most of the bedrooms, as well as a welcoming, spacious sitting/TV/playroom and a lovely terrace offering stupendous 360° views of the surroundings.

The estate comprises over 2000 square meters of luxuriant lawns and cultivated grounds. The villa itself is encased in a small, exquisite, fenced garden which comprises a lovely outdoor loggia. Typically Tuscan, this superb sheltered veranda-like space is ideal for alfresco dining, or simply relaxing. The garden is delightful and hosts a spellbinding swimming pool as well.

Ideal for large parties of discerning guests wishing to fully experience ancient Tuscan traditions, heritage and lifestyle in a truly striking and authentic locations, Castello di Pergolato is the perfect venue for multi-generational family reunions, friends’ get-togethers, and celebrating special occasion.

Breathe in the ancient aura of splendor, live the castle’s uniqueness strolling in the garden and gazing at the views… or explore! Tuscany’s marvels are all at a stone’s throw from this extraordinary location. Visit Florence, at a scenic 30 minute drive from your villa just 30 minutes away, admire its world-famous masterpieces, and dine or shop to your heart’s content! Explore the evocative neighboring towns, discovering the area’s rich century-old heritage. Visit the spectacular Antinori cellars, Italy’s latest wine haven set in futuristic premises, just 5 minutes away. And indulge in the mouth-watering specialties of Tuscan cuisine! Relish the tastiest local fare and sublime Chianti wines in the countless trattorie, enoteche and restaurants…

A century old legacy and history, eternal beauty and unending aristocratic traditions and style… Castello di Pergolato offers its visitors an enlightening journey into the authentic Tuscan soul, a lifetime experience.


The Estate includes

  • Villa
  • Park
  • Swimming pool
  • Outdoor sheltered and furnished loggia


  • 9 double bedrooms (7 double rooms have their own private bathroom  – 6 ensuite + 1 adjacent –  2 share a bathroom, adjacent to both)
  • One of the rooms is for persons with disabilities. There is also an elevator to this floor and a large ensuite bathroom especially made for persons with disabilities.
  • 2 single rooms sharing 1 bathroom adjacent to both
  • 1 formal grand hall
  • 1 dining room, with fireplace
  • 1 kitchen
  • 3 living rooms, 1 on each floor (ground floor living room with fireplace)
  • 1 playroom/TV room
  • 1 terrace
  • 1 guest bathroom (ground floor)
  • Parking available for up to 10 cars


  • Over 2000 sq mt of private grounds 
  • Small garden surrounding villa 
  • Swimming pool 
  • Outdoor loggia for alfresco dining 
  • Barbeque 
  • Outdoor automatic lighting 
  • Internet access with Internet Key 
  • Satellite TV 
  • DVD player 
  • Safe 
  • 2 fireplaces (wood available)
  • Table tennis
  • Yoga mats
  • Games
  • Parking available for up to 10 cars


Rental includes:

  • Cleaning service for rooms 4 hours a day 
  • water, gas, electricity
  • gardener
  • pool maintenance
  • bed & linen change
  • towels (daily)
  • final cleaning
  • Extra maid service upon request for 12 euro per hour

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