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Holiday Rentals with Pools in San Casciano in Val di Pesa

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    Travellers to San Casciano in Val di Pesa are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    127 Matching Rentals in San Casciano in Val di PesaView all 193 rentals
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    Appartamento in casa colonica Toscana Chianti Firenze giochi per bambini1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Montrogoli Chianti Holiday Home: private pool, Win1 / 32
    (23)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 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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    Villa Casale San Casciano1 / 23
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2016
    This was a great place for a big family to enjoy Tuscany and Chianti. The manager was extremely friendly and made us a great pizza party on the last night in the wood burning...
    Reviewed 25 November 2013
    We had a fantastic time at the Villa Casale. Everyone was very helpful getting us to the property (we got there after dark) and it was everything you see in the photos. It only...
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    About this property
    Villa "Casale San Casciano" is a 200 sqm independent villa, which can comfortably accommodate up to 12 people. The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods. The property,...
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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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    Lavish 8BR Villa w pool only 10 Miles to Florence!1 / 45
    (4)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    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 example of...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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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
    Holiday Rental House - 2 Bedrooms, 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
    • 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    LINDA Apartment with POOL1 / 19
    (1)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 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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    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 Garden
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Central Heating
    • Balcony
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Terrace
    Suitability
    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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    11 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • 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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 26
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    La Treggiaia - Appartamento Grazia1 / 21
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Parking
    • Shared Garden
    • Grill
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50018, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Montrogoli Chianti Holiday Home - Wine & Food Tour1 / 32
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2016
    We were a large family of 12 adults and one small baby. We had the most glorious two week and thoroughly enjoyed every moment. Arianna and Alessio gave us a Pizza evening...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Tavernaccia1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Garden
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    50020, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Villa Sole - a sun kissed place near Chianti wine production :)1 / 24
    (15)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2017
    Me and my family stayed in Villa Sole a few days during April.The villa i located on a beautiful hill in Chianti region, with an amazing view, especially during sunset.The...
    Reviewed 7 September 2016
    A lovely comfortable villa ideally situated for the major sites in Tuscan. Our two girls loved the pool.
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    About this property
    A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.The House (220mq), has 3...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Casa delle Rose1 / 19
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    • Washer
    • Children's Pool
    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Balcony
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Casciano Val di Pesa - Canaiolo is an apartment of 85 square meters, part of a typical farmhouse recently renovated, Casale Le Lame, surrounded by the untouched countryside of Chianti among vineyards and olive groves. Composition of the apartment: - 1 Large living room with fireplace and...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    50020, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 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
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Satellite TV
    • Private Outdoor Pool (Unheated)
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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 - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    11 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Internet Access
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa 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, 10 Bathrooms, Sleeps 20
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    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Wi-Fi
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic Tuscan-style Chianti villa, independent and secluded, located in the heart of Tuscany, in the Chianti Classico region, a few kilometers from San Casciano Val di Pesa. The villa rental is surrounded by the Tuscan hills, olive groves and vineyards, in a quiet area that offers many...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Vichiaccio - Il Fienile1 / 12
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Central Heating
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are immersed in the vineyards of the Chianti Classico area, only 20 minutes from the city of Florence, accessible by car or public transport. <BR>We manage 2 Houses:<BR>SAN ANGELO - 135 square meters - kitchen with fireplace, 3 bedrooms for a total of 9 (+3 for children) beds and 3...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Shared Garden
    Suitability
    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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    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Honeymoon apartment in country villa1 / 23
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This small apartment is part of a country house in a small hamlet situated near the medieval village of San Casciano V.P. right in the core of the well renowed area of Florentine Chianti, no more than 20 km far from the center of Florence. The space The aparment (2pax+2) is about 50 sqm., The...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    • Satellite TV
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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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    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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Patio
    • Washer
    • Grill
    • Central Heating
    Suitability
    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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    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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 Garden
    • 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest...
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Private Garden
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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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful Estate for Rent with Two Pools Near Certaldo - Tenuta dell'Anima - 121 / 37
    (2)Excellent
    Studio, 7 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Satellite TV
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    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 estate features two private villas for rent in Tuscany, two swimming pools, sprawling grounds and all the amenities indoors. How is this possible? One of the owners of this accommodation in Tuscany—with...
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    Location Information
    50052, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 7 Bathrooms, Sleeps 14
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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
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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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    About this property
    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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    Luxury Chianti Villa Near a Small Town - Casa dei Frati1 / 63
    (4)Excellent
    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • 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
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    Studio, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This traditional Tuscan villa is close to a small town and is within easy reach of Florence. From the villa, guests can enjoy the panoramic views of Tuscan countryside—surrounded by olive groves and vineyards. The villa offers many peaceful outdoor spots to relax—a covered patio with alfresco...
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Children's Pool
    • Private Garden
    Suitability
    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 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Secure Parking
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest...
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscany Villa Rental in Chianti - Villa Certaldo1 / 34
    (33)Excellent
    Studio, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Central Heating
    • 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 Bathrooms, Sleeps 7
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    4 bedroom Tuscan villa (BFY13253)1 / 23
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    We were a group of 4 couples, and this villa was absolutely perfect for us. Very spacious, with beautiful decor throughout and a modern kitchen. It was incredibly hot weather...
    Reviewed 17 April 2015
    We had a wonderful stay here during our time in the Tuscany region! The villa is beautiful and exactly what I pictured for a stay in the Italian country side, but still...
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    About this property
    This is a 4 bedroom villa located in the Chianti Classico region of Tuscany, just 20 minutes from Central Florence. It is a perfect base for larger families or groups of friends who are looking for the privacy that a villa offers. The property enjoys use of a circular swimming pool, surrounded by...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    La Corte1 / 24
    (5)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    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 3 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
    A farmhouse near to a village The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of Chianti is...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 8 Bedrooms, 9 Bathrooms, Sleeps 14
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    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • 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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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bathrooms, Sleeps 6
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    Orciaia country villa1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 January 2016
    We wanted to take a family trip to Tuscany and some family friends recommended Villa Caserotta. We looked at the pictures on their website and decided this was the place.We...
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    About this property
    The apartment is part of a country house in an a small hamlet situated near the medieval village of San Casciano V.P. in the well renowed are of Florentine Chianti , no more than 25 km far from the center of Florence. These estate is part of a vast property pivoting on the nearby...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    13 Bedrooms, 9 Bathrooms, Sleeps 27 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Satellite TV
    • Private Garden
    • Air Conditioning
    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
    Condo/Apartment - 13 Bedrooms, 9 Bathrooms, Sleeps 27
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Central Heating
    • Children's Pool
    • Shared Garden
    • Washer
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Casciano Val di Pesa - Colorino is an apartment of 85 square meters, part of a typical farmhouse recently renovated, Casale Le Lame, surrounded by the untouched countryside of Chianti among vineyards and olive groves. Composition of the apartment: - 1 Large living room with fireplace and...
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casale in Chianti con piscina (piscina disponibile dal 2018)1 / 54
    (4)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Satellite TV
    • Private Garden
    • 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
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    Villa Il Portico1 / 24
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • 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
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Dreamy Tuscan Farmhouse near Florence, Podere la V1 / 15
    (27)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 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...
    Reviewed 6 September 2016
    We stayed in this lovely home for two weeks in July. The setting is stunning and Ilaria was so helpful, gracious and welcoming. We were on vacation with our 3 young children...
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    About this property
    PODERE LA VILLA: <BR>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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • 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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    Location Information
    50024, Montefiridolfi, San Casciano in Val di Pesa
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Shared Garden
    • Air Conditioning
    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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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