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San Casciano in Val di Pesa Vacation Rentals

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    All 218 Rentals in San Casciano in Val di Pesa
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    Villa Casale San Casciano1 / 23
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Restored Farmhouse w/Pool among Chianti vineyards1 / 27
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Casa nel Chianti1 / 30
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Beautiful Villa Giulia with swimming pool1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 1, 2017
    The accommodation is part of Villa Giulia, a family owned residence outside of San Casciano. It is a beautiful home, very spacious with breathtaking views over the hills. The...
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    About this property
    The apartment, part of a Villa, beautiful and with spacious garden is furnished with style and consists of a beautiful entrance, a double living room with big fireplace that opens onto a panoramic terrace, kitchen with fireplace and double bedroom with bathroom. Going down the stairs we find a...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tenuta Villa Barberino Appartamento Il Campolino1 / 21
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2015
    Authentic apartment, very clean and comfortable, the view from the windows is unbeatable. The pool was fun, we had our own gazebo to use. Perfect location, 30 minutes to the...
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    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Il Visciolo1 / 25
    (30)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Secure Parking
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2017
    The house is authentic Tuscany and exactly as advertised; it has everything you need (washing machine, dishwasher etc). The location is stunning; you have uninterrupted views...
    Reviewed September 30, 2016
    This is a superb villa very close to the centre of San Casciano with stunning views of the Tuscan countryside.The owner Flora met us at the villa and was very informative giving...
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    About this property
    The holiday house is located 300 metres from San Casciano in Val di Pesa centre. Facing the open country from a dominant position, it offers the comforts of a town life and the beauty of the Chianti landscape opening on hills with vineyards and olive trees. There are no building in front and down...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Appartamento in casa colonica Toscana Chianti Firenze giochi per bambini1 / 23
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Private Yard
    • Washer
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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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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    11 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Central Heating
    • Cable/satellite TV
    • Outdoor Dining Area
    • Parking
    • Shared Yard
    • Grill
    • Washer
    Suitability
    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
    Rental Home - 11 Bedrooms, 9 Bathrooms, Sleeps 20
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large independent villa in typical Tuscan style, 380 sq. m., for 12 persons with 6 double bedrooms and 4 bathrooms. The private, fenced swimming pool and the large garden with furnished veranda make the perfect place for friends or families with children looking to relax outdoors. The villa has air...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Casale in Chianti con piscina (piscina disponibile dal 01.07.2018)1 / 51
    (4)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Private Yard
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    Appartamento villa I Chisci1 / 32
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Private Yard
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment that we rent is part of a villa. The apartment is about 100 square meters, can accommodate 4 people. It can be available, in addition to the 4 sleeps in the two bedrooms air Conditioning Room. The apartment is on two floors plus a large garden. Independent access. On the ground floor,...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tuscan Country house in the chianti area with pool1 / 21
    (2)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Reviewed October 5, 2015
    What an amazing vacation we had in this beautiful farmhouse surrounded by vineyards, olive trees and never ending views. Upon arriving ,Katiuscia was there to meet us with some...
    Reviewed April 28, 2014
    Great house for a Family holiday in Tuscany. You're located near Florence, Sienna, San Gimignano,..... plus you get to taste the fantastic wines and cheeses produced by the...
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    About this property
    The medieval fortified farmhouse Il Corzanello strides a hill covered in vineyards, olive trees and an oak wood. This hill extends along the Pesa Valley and the historic Roman road, the Via Cassia, which connects Florence and Siena. Il Corzanello, along with its sister house on the Corzano part of...
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    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Washer
    • Outdoor Dining Area
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Farmhouse Accomodation is a completely restored 70 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 five large,...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    CASA VACANZE Il Caldio1 / 15
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Parking
    • Central Heating
    • Private Yard
    • Outdoor Dining Area
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50025, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LINDA Apartment with POOL1 / 111
    (1)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    This house was a wonderful location in the middle of Tuscany. The apartment is on the second floor and it is very comfortable with a full kitchen and large bedrooms for our...
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    About this property
    LINDA is an apartment (WITH PRIVATE SWIMMING POOL USED ONLY by WHOM RENTING LINDA!!!) that sleep up to 5 or 6 people, placed in the village of Campoli, in the heart of Chianti, only 12 km far from the famous town of Greve in Chianti and 13,5 km far from Panzano in Chianti. The nearest villages to...
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    50024, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Il Rosmarino: tipica casa vacanze in Chianti1 / 14
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Porch
    • Central Heating
    • Parking
    • Housekeeping Included
    • Patio
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    50026, Montefiridolfi, San Casciano in Val di Pesa
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Cosy apartment in the center of Sancasciano in Val di Pesa, Chianti area of Tuscany. Tony&Francesca1 / 15
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 10, 2014
    We are extremely glad that we found this place. Excellent service and help from Francesca and Tony on what to do, where to see and what to do in San Casciano and Tuscany...
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    About this property
    Our names are Tony and Francesca. We have lived all our lives in Chianti, even if Tony’s mother is Canadian. Our aim is to provide for our guests the opportunity to experience Italian life in a charming, small medieval town. Our apartment is located in San Casciano, a pretty town with a traffic...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment BLU is on the first floor of Casa Fallocchio (a spacious tuscan farmhouse divided in 5 apartments), tastefully furnished with 2 large double room2, 2 living room with sofabed, dining area and kitchen corner, 2 bathrooms. The house also have a common bigger kitchen on the ground floor...
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    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Chiantihouse 'Il Poderino'1 / 15
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Balcony
    • Grill
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Yard
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2014
    Set amidst the olive trees and grape vines. Leonhard and his wife were great hosts. Go, you will love it! It is a bit off the beaten path and the driving directions were not...
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    About this property
    Our lovely , nearly 1000 years old farmhouse is situated in the hills 'CHIANTISHIRE' : olivetrees and vineyards , ca. 15 km south of Florence in direction Siena. The house has been completely restored. We offer the Apartment 'Bougainville': ideal for 3 adults or 2 adults and 2 children: ground...
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Casa vacanze Bellavista1 / 21
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Shared Yard
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 28, 2013
    My husband and I stayed here for 5 days. The location is perfect for exploring all the important sights in Tuscany. Located on a vineyard in the heart of Chianti, we were able...
    Reviewed May 23, 2012
    We really enjoyed staying in Andrea and Martina's apartment. This is a real Italian experience. You have olive trees and grape vines out your window as they make there own...
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    About this property
    The apartment is located on the ground floor with large garden around where grim umbrellas and chairs to be in the sun, but also to have dinner in the evening. Carport procedure. It 'features a large living room kitchen, with frezeer, gas hob, fridge, microwave. The room 'consists of a double bed...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Farmhouse in a traditional Tuscan country Villa1 / 19
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment is part of a barn located in an a small hamlet situated near the medieval village of San Casciano V.P. in the well renowned are of Florentine Chianti , no more than 20 km far from the center of Florence and only a 40 minutes driving from Siena. Lucca, Pisa and the west coast are...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Washer
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unwind after climbing through hilltop villages with a dip in the private pool, enjoy the spoils of your wine tasting excursion in this villa’s lush private garden, or just snuggle up next to the fireplace with family or friends. Set in a tranquil location in Tuscany’s Chianti region, this villa is...
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    San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of Chianti, halfway between Florence and Siena The farmhouse I Greppi Di Silli located 300 mt above sea level. rises and looks out over a green valley, surrounded on all sides by cultivated hills covered in olive groves and vineyards. Alongside the borgo, in the middle of the...
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    50024, Montefiridolfi, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, 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
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 9, 2014
    My husband and I stayed here for a week at the end of September and we loved EVERYTHING about it. The apartment itself was absolutely beautiful, and the views were spectacular...
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    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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    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 11 Bedrooms, 10 Bathrooms, Sleeps 15
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    Chianti luxury villa, 5 bedrooms, pool, view1 / 15
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2017
    The house is situated in an ideal Tuscany location, with wonderful views of vineyards and olive groves. Also, the property’s distance from the roadway is just perfect so you are...
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    About this property
    Luxury home near Florence, San Giminiano, Siena; sleeps 11 + 2 children The house belonged to the florentine families of Strozzi and Cavalcanti in 16th century. It was restored preserving the structure from the Renaissance, with its high ceilings and stone capitals. Contemporary comfort has been...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Casa Silvia1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Dreamy Tuscan Farmhouse near Florence, Podere la V1 / 15
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    Wow ! is the first thing that comes to mind when you arrive. This villa with its wonderful pool has everything and stunning views over the owner, Ilaria's vineyard that produces...
    Reviewed July 8, 2017
    We just spent a fabulous week at Podere la Villa, a charming villa in San Casciano, in the Tuscan countryside. The villa is lovely - well-appointed, spacious, and comfortable...
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    About this property
    PODERE LA VILLA: Share our dreamy Tuscan farmhouse with us while recharging your body and mind in a full immersion of vineyards and olive groves. Far away from city noise and crowds, this charming, 200 square meter house sleeps 6 people: 3 bedrooms, 3 bathrooms with showers, a fully-equipped,...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 3 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
    • Air Conditioning
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 18, 2013
    One of the best apartments we have stayed in. Facilities in this 1 bed apartment were excellent. Booking system and property management very efficient. Two very nice terrace...
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    About this property
    Atelier 2 is the smaller of our Atelier Apartments. 80 m in the Chianti Classico. The apartment has a tastefully decorated double bedroom and a very large marble bathroom. The large Atelier of the famous Dutch painter Karel Apple (member of COBRA group) who owned the estate Villa Licia and worked...
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    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Candida's Chianti House B&B - Neri Room1 / 21
    (17)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Terrace
    • DVD Player
    • Balcony
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 31, 2017
    We came over for a cooking class lunch. Candida was so sweet, nice, and made delicious food. She has a beautiful home, and wonderful stories. Although we didn't stay here, we...
    Reviewed May 28, 2016
    This B&B is the ultimate of class and nature. Candida has lovingly planted every square inch of this amazing property and it truly is an oasis in paradise.The rooms are...
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    About this property
    This listing is for the first of the three double bedrooms at " Candida's Chianti House", the NERI ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will be able to send you a...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Luxury Chianti Villa Near a Small Town - Casa dei Frati1 / 53
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    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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    Location Information
    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    11 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Yard
    • Internet Access
    • Parking
    Suitability
    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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 11 Bedrooms, 9 Bathrooms, Sleeps 26
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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
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 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 November 14, 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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    Suitability
    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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 11 Bedrooms, 10 Bathrooms, Sleeps 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Private Yard
    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Central Heating
    • Parking
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ‘Gina’ is the name we have given to one of the houses in the complex of buildings that make up the Corzano side of the farm. (When the farm was purchased, Gina’s family lived there and helped to work the land of Corzano; she is the last person from that era to have lived there, an authentic Tuscan...
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    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Delicious country house1 / 22
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Secure Parking
    • Air Conditioning
    • Washer
    • Shared Yard
    • Wi-Fi
    • Terrace
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2014
    This is simply the best stay we have yet had in our trip through Italy. The owners are warm and welcoming. The accommodation is beautiful with picturesque views. Florence is...
    Reviewed May 10, 2014
    Really delicous country house! Very welcoming and helpful owners! Splendid view. And the silence was disturbed only by the beautiful songs of the birds. We would return again...
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    About this property
    Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves . With the noble patrician villas and rustic cottages nestled in soft and manicured lawns My...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical characteristics of 19th century...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Palazzo Tempi1 / 10
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa colonica colline del Chianti, Internet WI-FI1 / 23
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tuscany Villa Rental in Chianti - Villa Certaldo1 / 35
    (33)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Central Heating
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This accommodation in a Tuscany villa has it all, from a huge swimming pool to sprawling grounds and all the amenities indoors. One of the owners, who lives on the estate in the family villa, is American and...
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    Location Information
    50052, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Villa Il Portico1 / 24
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Tuscany Villa on a Hill Close to Florence - Villa Niccolo1 / 60
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With traditional furnishings, a private swimming pool, and a fantastic location just south of Florence, this Tuscan villa for rent is right out of your Italian fantasies! This is not a bare hotel; this is a home, a Tuscany villa near Florence filled with character and elegance. From this vacation...
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    Location Information
    50020, Montefiridolfi, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Private Yard
    • Balcony
    • Terrace
    • Grill
    Suitability
    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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tavernaccia1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Yard
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Central Heating
    Suitability
    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Chianti Tuscany Spectacular Picture Postcard Views-Visit Wineries-Casa Rossa1 / 15
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Central Heating
    • Parking
    • Balcony
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2015
    We spent a wonderful week at the Casa Rossa. The Casa is charming, spacious and in a splendid location. We enjoyed very much having our meals on the enormous terrace: whether in...
    Reviewed July 7, 2015
    Casa RossaWe absolutely loved our stay at Casa Rossa. The accommodations were wonderful and matched all that we saw on the internet. We really enjoyed being in the country and...
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    About this property
    See what the experts say about us! Trip Advisor-FlipKey Award of Excellence, Conde Nast Traveler Magazine Italy Experience Maker award, Travel & Leisure Magazine Italy All-Star award, Better Business Bureau A+ perfect rating, SlowTravel Preferred, Vacation Rental Managers Association professional....
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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