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Vacation Rentals in San Casciano in Val di Pesa, Italy

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    Travelers to San Casciano in Val di Pesa are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 24
    Ponte di Gabbiano
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This small apartment is part of a country house in a small hamlet situated near the medieval village of San Casciano V.P. right in the core of the well renowed area of Florentine Chianti, no more than 20 km far from the center of Florence. The space The aparment (2pax+2) is about 50 sqm., The... View all property information
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    50026, 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
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    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
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    Montefiridolfi
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Villa Zobi lies inside the large estate of S. Andrea, which spreads out over 600 hectacres in the heart of the chianti classico region, and the main buildings of the company are housed in the ancient hamlet of Fabbrica. The villa is about 2 kms from the main buildings, in a panoramic position with... View all property information
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    Montefiridolfi, San Casciano in Val di Pesa
    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Ancient farmhouse surrounded by olive groves and terraced areas and situated inside the Castello di Bibbione estate in the Chianti area. The castle dates back to the early 11th century, whereas the stone built houses of the hamlet date back to the early 13th century. The villa rental was purchased... 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
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    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
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    1 / 17
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Porch
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Balcony
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    50024, San Casciano in Val di Pesa, Province of Florence
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been recently restored preserving its original architectural features and turned into a comfortable villa with private swimming-pool offering nice interiors furnished in a typical... 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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    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 / 16
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Yard
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    • x
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 48
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    ExteriorsThis villa's ideal location allows its guests to visit very famous cities in the Tuscan region and which have become a must-see for every tourist in Italy. The magical city of Florence is only 18km from the property; and Siena, Pisa and Arezzo are very close as well.The countryside, the... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 34
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Terrace
    • Balcony
    • Internet Access
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    9-room house 350 m2 on 2 levels, on the ground floor. Spacious, renovated, tasteful furnishings: living room with open-hearth fireplace and satellite TV. Open dining room. Exit to the garden, to the loggia. Open small lounge with satellite TV. 1 room with 2 beds. Exit to the terrace. 1 double... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 31
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Pisignano is a characteristic Tuscan country house ("Leopold style") situated on the Florentine hills, approx. 3 kilometers away from the small town of San Casciano Val di Pesa. This villa, surrounded by beautiful olive groves and vineyards, is in quiet and panoramic location. The villa... View all property information
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    San Casciano in Val di Pesa, Province of Florence
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    1 / 23
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Private Yard
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    • Satellite TV
    • Central Heating
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    • Pet-friendly
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    • x
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    • x
    About this property
    Villa Guido is located just 10 miles south of Florence, within walking distance to a local Chianti village. Very quiet and peaceful, with a very large garden and a nice patio the villa benefits from its own private pool, with a shallow end perfect for the children. <BR><BR>At the ground floor two... View all property information
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    50026, 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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    • Balcony
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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
    Location Information
    50026, Mercatale di Val di Pesa, 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
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    • Washer
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    • Satellite TV
    • Air Conditioning
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
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    50144, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 28
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
    • Shared Yard
    • Internet Access
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    10-room house 390 m2 on 2 levels, on the ground floor. Tasteful and stylish furnishings: entrance hall. Lounge with open-hearth fireplace and satellite TV. Open living room with 1 double sofabed. Exit to the garden. Open dining room. Kitchen (4 hot plates, oven, dishwasher, microwave). Shower/WC.... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 16
    Ponte di Gabbiano
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    4-room house 100 m2, on the ground floor. Bright, fully renovated, beautiful and tasteful furnishings: open living/dining room with satellite TV. Exit to the garden, to the terrace. 1 double bedroom. Exit to the terrace. 1 room with 2 beds. Kitchen-/living room (4 hot plates, oven, dishwasher,... View all property information
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    50024, Ponte di Gabbiano, San Casciano in Val di Pesa
    1 / 37
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
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    • Pet-friendly
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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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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 27
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • ?
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    • ?
    About this property
    Climb the rolling hills from the Niccone valley towards the Medieval hilltop town of Preggio and arrive along a white stone road at this beautifully restored farmhouse with its equally attractive guest house. The interior of the house has been designed with emphasis on space and good proportions,... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 31
    Mercatale di Val di Pesa
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Balcony
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    • Pet-friendly
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    • ?
    • Smoking allowed
    Location Information
    50100, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    1 / 24
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Ancient restored barn comprising 2 nice apartments situated in short distance to the small town of San Casciano Val di Pesa, only 15 km from Florence centre and from the renowned villages of the Chianti region (Greve, Castellina, Gaiole in Chianti). These two apartments provide comfortable... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Grill
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    • 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
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    San Casciano in Val di Pesa, Province of Florence
    1 / 13
    2 Bedrooms, Sleeps 4 | Quick View
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    • 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 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Satellite TV
    • Washer
    • Shared Outdoor Pool...
    • Secure Parking
    • Air Conditioning
    • Balcony
    • 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 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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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    50020, San Casciano in Val di Pesa, Province of Florence
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 (18 km) and less than an hour from... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Balcony
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    • Air Conditioning
    • Satellite TV
    • 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 / 10
    Ponte di Gabbiano
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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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 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • Pet-friendly
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    • ?
    • Smoking allowed
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    About this property
    3-room apartment 65 m2. Tasteful furnishings: living/dining room with 1 sofabed, kitchen corner and satellite TV. 2 double bedrooms. 2 bathrooms. Patio. Terrace furniture, barbecue. Facilities: Internet (WiFi, free). Additional amenities include: wlan, baby cot, bath, extra bed, riding, breakfast. View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 30
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Pisignano is a characteristic Tuscan country house (“Leopold style”) situated on the Florentine hills, approx. 3 kilometers away from the small town of San Casciano Val di Pesa. This villa, surrounded by beautiful olive groves and vineyards, is in quiet and panoramic location. The villa... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Outdoor Pool...
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    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    2-room apartment 47 m2. Tasteful furnishings: living/dining room with 1 sofabed, kitchen corner and satellite TV. 1 double bedroom. Bathroom. Patio. Terrace furniture, barbecue. Facilities: Internet (WiFi, free). Additional amenities include: wlan, baby cot, bath, extra bed, riding, breakfast. View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
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    • Shared Yard
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    2-room apartment 47 m2. Tasteful furnishings: living/dining room with 1 sofabed, kitchen corner and satellite TV. 1 double bedroom. Bathroom. Patio. Terrace furniture, barbecue. Facilities: Internet (WiFi, free). Additional amenities include: wlan, baby cot, bath, extra bed, riding, breakfast. View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 15
    Ponte di Gabbiano
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Shared Yard
    • Internet Access
    • Balcony
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    3-room apartment 94 m2, on the ground floor. Antique and wooden furniture furnishings: living/dining room with 1 double sofabed and open-hearth fireplace. Exit to the terrace. 2 double bedrooms. Kitchenette (4 hot plates, oven, microwave, grill, electric coffee machine) with dining table. 2... View all property information
    Location Information
    50024, Ponte di Gabbiano, San Casciano in Val di Pesa
    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 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 24
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Beautiful apartments created by the restoration of a splendid villa situated only a few kilometers away from the small town of San Casciano val di Pesa. This villa offers 3 units (one occupied by the property owners) all of which providing panoramic views and tastefully furnished, welcoming... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 34
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Private Yard
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • 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
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Beautiful apartments created by the restoration of a splendid villa situated only a few kilometers away from the small town of San Casciano val di Pesa. This villa offers 3 units (one occupied by the property owners) all of which providing panoramic views and tastefully furnished, welcoming... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Yard
    • 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
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Beautiful farming estate situated on the hills surrounding Florence. This property comprises 3 comfortable apartments. All of the apartments are comfortably furnished in a typical Tuscan style and offer a private furnished outdoor area. The outside areas are very spacious and provide a... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
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