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Holiday Rentals, Apartments and Homes in San Casciano in Val di Pesa, Italy

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    Travellers to San Casciano in Val di Pesa are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 23
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 20
    Mercatale di Val di Pesa
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
    • Satellite TV
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    • x
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    • 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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    Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 28
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • x
    • ?
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    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
    • ?
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    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 28
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    San Casciano in Val di Pesa, Province of Florence
    1 / 26
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 19
    5 of 5 stars (1) Excellent
    Mercatale di Val di Pesa
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • x
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    San Casciano in Val di Pesa, Province of Florence
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    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    About this property
    Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 53
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Secure Parking
    • Private Garden
    • Central Heating
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    • Pet-friendly
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    • x
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    San Casciano in Val di Pesa, Province of Florence
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 29
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Parking
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 1
    Ponte di Gabbiano
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • ?
    About this property
    Independent farmhouse, recently renovated, situated in the hills near the small village of Mercatale Val di Pesa (2 km.), only 20 km from Florence, an ideal place for visiting the Chianti Classico area between Florence and Siena. The rooms are simply and functionally furnished. House "Il Poggetto".... View all property information
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    Ponte di Gabbiano, San Casciano in Val di Pesa
    1 / 25
    Mercatale di Val di Pesa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
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    Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 17
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Porch
    • Parking
    • Wi-Fi
    • Patio
    • Satellite TV
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    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
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    • 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
    Location Information
    Mercatale di Val di Pesa, San Casciano in Val di Pesa
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    1 / 40
    11 Bedrooms, 10 Bathrooms, Sleeps 15 | Quick View
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    • DVD Player
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    • Patio
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    • Private Outdoor...
    • Satellite TV
    • Washer
    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
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    San Casciano in Val di Pesa, Province of Florence
    1 / 34
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Washer
    • Private Garden
    • Grill
    • Wi-Fi
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
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    San Casciano in Val di Pesa, Province of Florence
    1 / 11
    Mercatale di Val di Pesa
    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • Balcony
    • Satellite TV
    • Wi-Fi
    • Washer
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    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • Mountain Views
    • Children's Pool
    • Satellite TV
    • Central Heating
    • Parking
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Welcome to Casale Le Lame. Enjoy our home – grown hospitality with a relaxing farm -stay holiday in the heart of beautiful Tuscany.Our historic farm complex is cradled in the picturesque Chiantigiani hills and surrounded by our vineyards and groves. The old Casale le Lame has been authentically... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Parking
    • Central Heating
    • Washer
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    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 Garden
    • Washer
    Suitability
    • 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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    San Casciano in Val di Pesa, Province of Florence
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Parking
    • Private Garden
    • Balcony
    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 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. The lovely estate on the western fringe of Chianti is owned by one of Italy's oldest families,... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
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    About this property
    Welcome to Casale le Lame,The apartment Syrah, 85 square meters in San Casciano Val di Pesa, is part of a typical farmhouse recently renovated, Casale le Lame, immersed in the Chianti countryside among vineyards and olive groves owned assets. The apartment has a great location (15 minutes from... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Outdoor...
    • Satellite TV
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    • Washer
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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. Borgo Casciano 4 rents... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
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    • Private Outdoor...
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    • Satellite TV
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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. Borgon Casciano 2 rents... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
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    San Casciano in Val di Pesa, Province of Florence
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Internet Access
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    • x
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    • x
    About this property
    This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is no longer used for Mass on Sundays. The... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    San Casciano in Val di Pesa, Province of Florence
    1 / 74
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    These four medieval apartments for 2 boast a very traditional atmosphere. They all afford a dining area and kitchen, a living room, private bathroom and a double bedroom. Views of the Chianti hills and the Pesa Valley can be admired from any of their windows; and they are all small and cosy,... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is still used for Mass on Sundays. The... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Casa all'Angelo è una autentica casa colonica nel cuore del Chianti, in una posizione strategica tra Firenze, Siena e altri tesori della Toscana, ideale per chi vuole rilassarsi in campagna senza allontanarsi troppo della città. Siamo a dieci minuti a piedi della nuova Cantina Antinori, con una... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 37
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This luxury holiday house in Chianti is ideal for those who want to escape from the bustle of the city and the everyday life. Talente is the right choice to spend beautiful days relaxing with your friends or with the family. Charming independent, recently-restored house situated in the Chianti... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 24
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    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 Chianti is owned by one of Italy's oldest... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 15
    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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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
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    Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 4
    Montefiridolfi
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    The Fattoria Montignana is made up of well furnished apartments and a relaxing informal garden. In total, Fattoria Montignana offers 11 apartments which have been carefully restored and furnished following the typical Tuscan style. It is located where the vines of the vineyards grow closer... View all property information
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    Montefiridolfi, San Casciano in Val di Pesa
    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nel Chianti, in ex proprietà dei principi Corsini, panorama mozzafiato, giardino e ingresso indipendenti, suggestivi ambienti medioevali. Vivrete un'esperienza indimenticabile. Oltre ai proprietari, sarete gli unici ospiti dell'ex convento! Prestigiosa porzione di ex convento, completamente... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 36
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    • Balcony
    • Terrace
    • Air Conditioning
    • Shared Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Appartamento Marvena A is a cozy ancient house in the characteristic style of the Tuscan countryside. It sleeps four people. From Appartamento Marvena A you will enjoy a broad view of the Chianti hills and of the surrounding countryside. Appartamento Marvena A is 80 square meters (860 square feet).... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Terrace
    • Patio
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 14
    7 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Children's Pool
    • Private Garden
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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
    San Casciano in Val di Pesa, Province of Florence
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 13
    2 Bedrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Secure Parking
    • Satellite TV
    • Balcony
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Parking
    • Shared Garden
    • Internet Access
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Appartamento Edmondo B is a romantic and welcoming cottage surrounded by the vegetation. It sleeps two people. From Appartamento Edmondo B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside. Appartamento Edmondo B is 55 square meters (590 square feet). It... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence