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San Casciano in Val di Pesa Luxury Holiday Rentals

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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.
    31 Matching Rentals in San Casciano in Val di PesaView all 211 rentals
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Casa delle Rose1 / 19
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Reviewed 1 week ago
    What a fantastic venue for a Villa break in rural Tuscany. My family booked and stayed in the Casa delle Rose (a separate villa on the Villa Licia estate). It had five double...
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    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....
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    50026, Mercatale di Val di Pesa, 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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    • Cable/satellite TV
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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...
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Atelier 21 / 16
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    Pet friendly
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    Smoking allowed
    Reviewed 18 September 2013
    One of the best apartments we have stayed in. Facilities in this 1 bed apartment were excellent. Booking system and property management very efficient. Two very nice terrace...
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    Atelier 2 is the smaller of our Atelier Apartments. 80 m in the Chianti Classico. The apartment has a tastefully decorated double bedroom and a very large marble bathroom. The large Atelier of the famous Dutch painter Karel Apple (member of COBRA group) who owned the estate Villa Licia and worked...
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Atelier 11 / 19
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 10 October 2014
    My husband and I stayed here for a week at the end of September and we loved EVERYTHING about it. The apartment itself was absolutely beautiful, and the views were spectacular...
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    Atelier 1 is the largest of our Atelier apartments. in the Chianti Classico With 2 tastefully colored double bedrooms and 2 marble bathrooms. The large Atelier of the famous Dutch painter Karel Appel (member of COBRA group) who owned the estate Villa Licia and worked here many years during the...
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Balcony
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    Pet friendly
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    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...
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Fattoria Marzocco 41 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2016
    We spend a week here during our summer holiday, what an amazing place! Travelling with a 3 month old baby and a toddler can be a challenge. But there is absolutely nothing to...
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    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...
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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    About this property
    Owner's description: Description: Tradition's comfort Surrounded by vineyards and olive groves, this property 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...
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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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    LAVISH 8BD VILLA WITH HEATED POOL & MAGNIFICENT GARDEN JUST MINUTES TO FLORENCE!1 / 45
    (4)Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    The property is in the heart of Tuscany with a breathtaking view and provides an unforgettable sunset.The property has a full kitchen utensils and an excellent stove for those...
    Reviewed 14 November 2016
    We booked the villa for our wedding and had a week stay there. The villa and the surroundings are truly beautiful and idyllic, we knew that from the images and when we did a pre...
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    About this property
    This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano Val di Pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered one of the finest examples of...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    16 Bedrooms, 11 Bathrooms, Sleeps 32 Quick View
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    Owner's description: this property (whole complex) - Florence surrounding Located in the heart of Chianti, 20 minute drive from Florence, this property is a complex of five apartments which can be rented individually or all together. The whole complex comes with a swimming pool and the...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 16 Bedrooms, 11 Bathrooms, Sleeps 32
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    Luxury Chianti Villa Near a Small Town - Casa dei Frati1 / 49
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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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...
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    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    In the heart of Tuscany, Renaissance Villa with pool and views, Chianti and Sien1 / 35
    (1)Excellent
    11 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 January 2018
    This is a fantastic property. Louisa was helpful, accommodating and available. The location is great, close to Florence and Sienna, as well as many other beautiful Tuscany...
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    About this property
    Castello Lorenzo is all you could ask for in an historic villa for a truly exceptional Tuscany Holiday for family and/or friends. For business associates, it makes a perfect site for large and small corporate events, meetings, or corporate Incentives. Imagine a solid Medieval Fortress built in the...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 20
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    11 Bedrooms, 10 Bathrooms, Sleeps 32 Quick View
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    Pet friendly
    Kid 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 5 rents...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 10 Bathrooms, Sleeps 32
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    11 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Central Heating
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    • Outdoor Dining Area
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    • Shared Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a fabulous Tuscan villa sleeping between 15 and 20 people. Please note that prices are based on up to 15 guests sharing the property. Any additional guests between (16 and 20 people) are charged an extra 50 euros per person per night. Originally a Medieval feudal castle, the property was...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 20
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    8 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    Pet friendly
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    Smoking allowed
    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...
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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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    Casale Classico1 / 48
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
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    About this property
    FARMHOUSE: Ground floor: 1 entry hall 1 dining area with table for 12 1 sitting area with sofa bed for 2 people and small bathroom (with basin, WC and shower), this room has SKY TV SAT, DVD and CD-player. 1 fully equipped kitchen 1 smaller breakfast kitchen 1 TV room with satellite TV 1...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    11 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The property is divided into two main sections - The Conventino and Torre...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 26
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Aurora is a splendid property located in the heart of Chianti, a few kilometers away from Mercatale and San Casciano Val di Pesa. Its dominant position makes it a perfect location to admire panoramas while relaxing in the wide and extremely well equipped external area. The villa is surrounded...
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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid 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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 10 Bathrooms, Sleeps 15
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    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    • Balcony
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
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    Pet friendly
    Kid 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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 10 Bathrooms, Sleeps 15
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    La Corte1 / 30
    (5)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    Reviewed 15 November 2011
    This was a wonderful villa. First, where can you find a villa where each bedroom had its own bathroom? All of our friends were extremely happy with the accommodations. Great...
    Reviewed 2 October 2011
    We had 13 people at the villa for two weeks. We could not have been more pleased. The villa bathrooms have all been updated and were extremely great shape considering we were...
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    About this property
    7 bedrooms and 7 bathrooms: Ground floor: 1 entrance hall with guest bathroom 1 twin bedroom with en suite bathroom (bathtub with shower facility) 1 double bedroom (beds can be seperated) with en suite bathroom (bathtub with shower facility) Mezzanine with garden access: 1 kitchen with hearth and...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 8 Bedrooms, 9 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    About this property
    Owner's description: Pool will be open on: 03 May 2019 22:00:00 \r\nPool will be close on: 27 Sep 2019 22:00:00 \r\nLying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villathis property. Just 4 kms from the town of San Casciano and little more than 20 kms...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa Il Portico1 / 24
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena. This large holiday rental property was originally a farmhouse owned by the Medici family and dates back to the early fifteenth...
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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 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
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    • Patio
    • DVD Player
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. The villa is perfectly positioned between Florence and Siena. This large holiday rental property was originally a farmhouse owned by the Medici family and dates back to the early fifteenth century....
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Owner's description: Pool will be open on: 04 May 2018 22:00:00 \r\nPool will be close on: 05 Oct 2018 22:00:00 \r\nVilla 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...
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    50020, Montefiridolfi, San Casciano in Val di Pesa
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is situated in the heart of Chianti hills close to Florence. The Villa has two big rooms inside: one is the 'Renaissance living room' that is furnished with ancient and typical renaissance furniture. There is a long table (20 metres) where you can eat. Nex to this room you have a big...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 22
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This farmhouse is located in the estate at 100 m. from the medieval village and enjoys a panorama of the Chianti hills and olive groves of the farm establishment from all its rooms. The house is friendly and luminous and decorated with antique furniture, kilim carpets and every modern convenience...
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    50026, Montefiridolfi, San Casciano in Val di Pesa
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    About this property
    Owner's description: Villathis property-San Casciano in Val Di Pesa Immersed in the Tuscan countryside surrounded by vineyards and olive grove, Villathis property is the perfect location for guests wishing to enjoy the Tuscan way of life as well as for exploring Florence and other places....
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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