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Luxury Rentals in San Casciano in Val di Pesa, Italy

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    Travelers to San Casciano in Val di Pesa are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 29
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    7 Bedrooms, 10 Bathrooms, Sleeps 14 | Quick View
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    6 Bedrooms, 10 Bathrooms, Sleeps 12 | Quick View
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    1 / 81
    18 Bedrooms, 17 Bathrooms, Sleeps 65 | Quick View
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    About this property
    Castello Tenuta is a fabulous Tuscan estate combining a total of 12 apartments and houses, all situated in a private estate with a splendid view of the Chianti hills extending lazily to the horizon. The property has been restored with all due respect necessary to fully utilise the original history... View all property information
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    San Casciano in Val di Pesa, Province of Florence
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    Mercatale di Val di Pesa
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Originally a medieval monastery, this luxury accommodation in Tuscany has evolved over time into the current lovingly restored farmhouse. Suitable for a large group or family, this farmhouse for rent in Tuscany is located in the Chianti wine region of Italy. The choice is yours to explore the... View all property information
    Location Information
    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 16
    5 of 5 stars (1) Excellent
    Mercatale di Val di Pesa
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Air Conditioning
    • DVD Player
    • Children's Pool
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    • Pet-friendly
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    About this property
    Atelier 2 is the smaller of our Atelier Apartments. 80 m in the Chianti Classico. The apartment has a tastefully decorated double bedroom and a very large marble bathroom. The large Atelier of the famous Dutch painter Karel Apple (member of COBRA group) who owned the estate Villa Licia and worked... View all property information
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    5 of 5 stars Reviewed September 18, 2013
    One of the best apartments we have stayed in. Facilities in this 1 bed apartment were excellent. Booking system and property management very efficient. Two very nice terrace areas...
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    1 / 19
    5 of 5 stars (2) Excellent
    Mercatale di Val di Pesa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    Atelier 1 is the largest of our Atelier apartments. in the Chianti Classico With 2 tastefully colored double bedrooms and 2 marble bathrooms. The large Atelier of the famous Dutch painter Karel Appel (member of COBRA group) who owned the estate Villa Licia and worked here many years during the... View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    5 of 5 stars Reviewed October 9, 2014
    My husband and I stayed here for a week at the end of September and we loved EVERYTHING about it. The apartment itself was absolutely beautiful, and the views were spectacular...
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    Mercatale di Val di Pesa
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
    • Satellite TV
    • DVD Player
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Villetta. This is a freestanding smaller type of Villa with its private garden of 3000 m2 ....in the Chianti Classico. With spacious living and tastefully decorated. We offer 2 double and 1 single bedroom. Sofabed for 2 persons. 2 marble bathrooms. Villetta is close to the old... View all property information
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
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    5 of 5 stars (1) Excellent
    Mercatale di Val di Pesa
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Casa delle Rose is a wonderful villa with its private rose garden,fountain and private traverin swimming pool. In Chianti Classico You find here a fine living room, 5 tastefully decorated bedrooms with double beds (200x200cm), 4 marble bathrooms.....a very complete Tuscan kitchen and dining area.... View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 18
    5 of 5 stars (1) Excellent
    Mercatale di Val di Pesa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Children's Pool
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fattoria Marzocco 4 is a spacious apartment, in the Chianti Classico. With nice living, 2 tastefully decorated bedrooms of which one is a grand suite bedroom. 2marble bathrooms. The old Fattoria, renovated during 2 years according to the rules and supervision of the "Belle Arte" is open for guests... View all property information
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    5 of 5 stars Reviewed May 16, 2016
    We spend a week here during our summer holiday, what an amazing place! Travelling with a 3 month old baby and a toddler can be a challenge. But there is absolutely nothing to...
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    Mercatale di Val di Pesa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Children's Pool
    • Air Conditioning
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Atelier 3 is one of our finest Atelier apartments, in the Chianti Classico. With 2 tastefully coloured double bedrooms and 2 marble bathrooms. The large Atelier of the famous Dutch painter Karel Appel (member of COBRA group) who owned the estate Villa Licia and worked here many years during the... View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
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    11 Bedrooms, 10 Bathrooms, Sleeps 22 | Quick View
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    • x
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    • x
    About this property
    (Minimum of one week rental required) Unit 1 sleeps six guests and is located in the large building, (the former oil mill). The ground floor consists of a large, fully equipped kitchen (stove, oven, fridge/freezer, microwave, toaster, coffee maker), living room with open fireplace, and a bathroom... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
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    5 of 5 stars (1) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • DVD Player
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered one of the finest example of... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed March 7, 2016
    I and my wife and children spent a week at this Glorious Villa last september. We knew that it would be exceptionally beautiful but we were amazed at the Villa's surroundings and...
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    11 Bedrooms, 9 Bathrooms, Sleeps 26 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The property is divided into two main sections - The Conventino and Torre... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 24
    11 Bedrooms, 10 Bathrooms, Sleeps 15 | Quick View
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    • Balcony
    • Washer
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    • DVD Player
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    • Private Outdoor...
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the 10th Century by the... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 63
    5 of 5 stars (4) Excellent
    Mercatale di Val di Pesa
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Originally a medieval monastery, this luxury accommodation in Tuscany has evolved over time into the current lovingly restored farmhouse. Suitable for a large group or family, this farmhouse for rent in Tuscany is located in the Chianti wine region of Italy. The choice is yours to explore the... View all property information
    Location Information
    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 20
    6 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. On the ground floor there is a spacious dining area with a table for 12 people. On the left of the dining room there is a nice living room where 4 steps lead to an additional room.... View all property information
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    55024, San Casciano in Val di Pesa, Province of Florence
    1 / 23
    11 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • Central Heating
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Shared Yard
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This is a fabulous Tuscan villa sleeping between 15 and 20 people. Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 29
    Ponte di Gabbiano
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • ?
    About this property
    Description: Tradition's comfort Surrounded by vineyards and olive groves, Casale Classico is perfect for five couples or an extended family, and the location couldn't be better. Located in the heart of Tuscany's Chianti Classico region and set on an idyllic hillside just 15 minutes from Florence... View all property information
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    50020, Ponte di Gabbiano, San Casciano in Val di Pesa
    1 / 57
    11 Bedrooms, 10 Bathrooms, Sleeps 22 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Borgo Casciano offers a terrific setting for a large gathering or for smaller groups.  The entire villa is complete with five apartments that accommodate 22 guests and can be rented as one exclusive dwelling for a large group. The apartments can also be rented separately. The location of Borgo... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
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    1 / 31
    8 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • Grill
    • DVD Player
    • Central Heating
    • Parking
    • Shared Yard
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A typical example of a Tuscan medieval castle, dating to the 12th century, built by the architect Buondelmonti as a fortification to defend the feudal possessions. Transformed into a country villa in 1520, with large decorated rooms and elegant arcades, the castle is perched on a steep hill... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 28
    1 of 5 stars (1) Terrible
    8 Bedrooms, 9 Bathrooms, Sleeps 25 | Quick View
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    • Private Outdoor...
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Porch
    • Hot Tub
    • DVD Player
    • Parking
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    • Pet-friendly
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    • ?
    • Smoking allowed
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    7 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Air Conditioning
    • Secure Parking
    • Children's Pool
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Mobili e quadri dei nostri antenati, argenteria e coppe antiche, damaschi, broccati, arpa in oro da concerto, piscina pompeiana lunga 20 metri bordata in pietra serena circondata da 1000 piante di rose antiche e moderne, i grilli che cantano, l' upupa che saltella nel parco, leprotti, scoiattoli... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 43
    6 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
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    • Wi-Fi
    • Washer
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
    • ?
    About this property
    Located in the heart of Tuscany's Chianti region, Casa Matteo is an outstanding villa with stunning views over characteristic olive groves, vineyards, forests and country estates.  This spacious independent country house, originally a small monastery, has five bedrooms with five en suite bathrooms... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 47
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    --> Villa Il Conventino. Tucked away on a private hillside, the Villa is found in the heart of Tuscany’s Chianti Classico region, just 18 km from Florence. It is an ideal setting for a wonderful and relaxing vacation because the location allows for easy day-trips around Tuscany and offers the... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 30
    8 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
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    • Child-friendly
    • ?
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    About this property
    Description: A farmhouse near to a village The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 16
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa La Colombaia. Just 4 kms from the town of San Casciano and little more than 20 kms from Florence, it has the structure of a typical tuscan country house, solid and restrained, and goes back the 1400s... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 20
    6 Bedrooms, 7 Bathrooms, Sleeps 11 | Quick View
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    • Shared Yard
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    20% discount for all 2016 weeks still available (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. This country estate is composed of several buildings of historical and artistic importance, and the most beautiful is the main house... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 70
    5 of 5 stars (1) Excellent
    Montefiridolfi
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Washer
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    • Central Heating
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    About this property
    With traditional furnishings, a private swimming pool, and a fantastic location just south of Florence, this Tuscan villa for rent is right out of your Italian fantasies! This is not a bare hotel; this is a home, a Tuscany villa near Florence filled with character and elegance. From this vacation... View all property information
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    50020, Montefiridolfi, San Casciano in Val di Pesa
    1 / 21
    9 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • ?
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    About this property
    Salivolpe is a beautiful farmhouse located in a panoramic position on the Chianti Classico hills. It appears that the first building dates back to the XII century and was a monastery which was later turned into an aristocratic Florentine residence. The house has been divided into two large units,... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence