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San Casciano in Val di Pesa Holiday Homes

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    Travellers to San Casciano in Val di Pesa are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 196 Rentals in San Casciano in Val di Pesa
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding...
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    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    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....
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Extensive views over the Chianti Classico hills can be gazed upon in every direction from this farmhouse. A couple or small family will enjoy the comfortable furnishings, shared swimming pool, and great location. Florence is a short drive away, which means this farmhouse is just the place for those...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
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    Pet friendly
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    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...
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    50026, Montefiridolfi, San Casciano in Val di Pesa
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    9-room house 350 m2 on 2 levels. Spacious, renovated, tasteful furnishings: living room with open-hearth fireplace. Open dining room. Exit to the garden, to the loggia. Open living room with satellite TV. 1 room with 2 beds. Exit to the terrace. 1 double bedroom with shower/WC. Kitchen (5 hot...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Porch
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    • Wi-Fi
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    • Satellite TV
    • Outdoor Dining Area
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    Pet friendly
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    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    5-room semi-detached house 120 m2 on 2 levels, on the ground floor. Renovated in 2017: dining room with satellite TV. Kitchen (4 hot plates, oven, dishwasher, microwave) with open-hearth fireplace. Exit to the loggia. Upper floor: 1 double bedroom. 1 double bedroom. 1 room with 2 beds....
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    50020, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    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,...
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    50024, Ponte di Gabbiano, San Casciano in Val di Pesa
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    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...
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    50020, Ponte di Gabbiano, San Casciano in Val di Pesa
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding...
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    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Great room with bathroom, in the heart of Chianti. Terracotta floor and roof with exposed beams. Antique furniture, typical toscana.Parcheggio private.<BR>At about 20 km from Florence and 40 km from Siena, the farmhouse's position is perfect to reach the most beautiful, cultural and gastronomic...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    9 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
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    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,...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 9 Bedrooms, 8 Bathrooms, Sleeps 18
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    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,...
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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    8 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    • Central Heating
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
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    • Grill
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 15
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    Studio, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid 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...
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    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Holiday Rental House - 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Shared Garden
    • Grill
    • Central Heating
    • Terrace
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    Pet friendly
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    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 4 Bedrooms, 8 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    • Central Heating
    • Shared Outdoor Pool (Unheated)
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    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...
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    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Outside Description: 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....
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    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
    • Parking
    • Satellite TV
    • Central Heating
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    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"....
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    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
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    Smoking allowed
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    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...
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    50024, Ponte di Gabbiano, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
    About this property
    Our home is just 12km from Florence, in the middle of the Tuscany hills. 30min from the towers of San Gimignano, 45min from Siena and the etruscan town of Volterra. It is the ideal place for your family to fully enjoy our Tuscany.<BR>The apartment is a fully-renovated flat with air conditioning,...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    9 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Indoor Pool
    • Shared Garden
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    50020, San Casciano in Val di Pesa, Province of Florence
    Private Room - 9 Bedrooms, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Private Garden
    • Balcony
    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Description: Surrounded by vineyards and olive groves 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...
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    50020, Ponte di Gabbiano, San Casciano in Val di Pesa
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    The Farmhouse Accomodation is a completely restored 50 sqm "Fienile" barnhouse. It is situated in the heart of the Chianti region in a dominant position on the Pieve di S. Stefano at Campoli (Ninth Century), and offers our guests a wonderful panoramic view. The farmhouse consists in two large,...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    5 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Balcony
    • Satellite TV
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    • Private Garden
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Edera (Chianti Tuscany) House for rent with 3 panoramic balcony. feel freedom at home 260 Sq.m with high ceilings. 1) Bedroom with special price 67 Euro/night/1person can use all house. 2) 22 euro for every person in more/night. 3) Big living room with balcony(beautiful panorama) and have...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
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    About this property
    Our home is warm and cozy in winter, cool and airy in the summer, provides an outdoor space where you can dine outdoors. Located in a charming little village just 20 km from Florence. Set in the Tuscan countryside between olive groves and vineyards. The accommodation is on the ground floor of a...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    La Vallata1 / 6
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
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    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    AZIENDA AGRICOLA TORRE BIANCA1 / 10
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning holiday villa in Chianti is located near the village of San Casciano Val di Pesa (2 km), a tiny medieval hamlet at 15 km from Florence, renowned for its Chianti Classico red wine and olive oil. The villa is an historical listed mansion built during the second half of the 19th century,...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This loving decorated home set up in the Chianti hills will have you feeling welcome and serene. It has views that extend right up to the mountains with flowing vines and olive groves. It is an ideal place to stay for tranquility or exploration.....<BR><BR>The Space<BR>This is a top floor apartment...
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    50024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    • Private Garden
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • DVD Player
    • Balcony
    • Terrace
    • Shared Garden
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Children's Pool
    • Private Garden
    • Grill
    • DVD Player
    • Washer
    • Central Heating
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a typical Tuscan barn completely renovated.<BR>Composed of two layers (80sqm): on the first floor, large living room, kitchen, bathroom with shower; the second two bedrooms and the ability to add a single bed in one of the two rooms.<BR>The House is immersed in the countryside, vineyards...
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    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Bed & Kitchen Borgo 81 / 10
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Shared Garden
    • Private Garden
    • Wi-Fi
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • Wi-Fi
    • Grill
    • Hot Tub
    • Terrace
    • Shared Garden
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to Florence ( only 10 minutes drive), along the ancient and panoramic road that since the Roman age leads to Volterra, Relais i Ragli is the ideal place to spend your holiday in.<BR><BR>The small town of Cerbaia (2 minutes drive) and San Casciano (5 minutes), well known for the high-quality...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Wi-Fi
    • Parking
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50026, Montefiridolfi, San Casciano in Val di Pesa
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Balcony
    • Central Heating
    • Satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Location Information
    50026, Montefiridolfi, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
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