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San Casciano in Val di Pesa Vacation Rentals

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    All 219 Rentals in San Casciano in Val di Pesa
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    Vichiaccio - Il Fienile1 / 12
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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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)
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    Pet friendly
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    Smoking allowed
    About this property
    Originally a medieval monastery, this luxury accommodation in Tuscany has evolved over time into the current lovingly restored farmhouse. Suitable for a large group or family, this farmhouse for rent in Tuscany is located in the Chianti wine region of Italy. The choice is yours to explore the...
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    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    11 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Central Heating
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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. 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...
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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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    Elegant Apartment in Chianti, close to Florence!1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
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    Charming, elegant and spacious (90 sq.m) apartment immersed in the Chianti Classico area and very close to Florence (30 min by car).<BR>The apartment is composed by 1 spacious double bedroom, 1 bathroom, 1 large living room with fireplace and a piano, 1 kitchen, 2 gardens and a big hall, which can...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    • Terrace
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    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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    Chianti Tuscany Spectacular Picture Postcard Views-Visit Wineries-Casa Rossa1 / 15
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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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)
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 50 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 50
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    11 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
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    • Terrace
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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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    Family-Friendly Villa Rental in Tuscany with Pool - Villa Sella1 / 45
    (46)Excellent
    Studio, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    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 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 she's...
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    50052, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bathrooms, Sleeps 7
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    13 Bedrooms, 9 Bathrooms, Sleeps 27 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Private Garden
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    Pet friendly
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    Smoking allowed
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 13 Bedrooms, 9 Bathrooms, Sleeps 27
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    6 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Located in the heart of Tuscany's Chianti region, Casa Matteo is an outstanding villa with stunning views over characteristic olive groves, vineyards, forests and country estates.  This spacious independent country house, originally a small monastery, has five bedrooms with five en suite bathrooms...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 17
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    • Central Heating
    • Shared Outdoor Pool (Unheated)
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    • Patio
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped...
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    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
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    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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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bathrooms, Sleeps 12
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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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    • Washer
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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)
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    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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)
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    • 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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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Internet Access
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    9-room house 350 m2 on 2 levels. Spacious, renovated, tasteful furnishings: living room with open-hearth fireplace. Open dining room. Exit to the garden, to the loggia. Open living room with satellite TV. 1 room with 2 beds. Exit to the terrace. 1 double bedroom with shower/WC. Kitchen (5 hot...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Villa Il Portico1 / 24
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Balcony
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    • Satellite TV
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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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    San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscany Villa on a Hill Close to Florence - Villa Niccolo1 / 60
    (1)Excellent
    Studio, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    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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    50020, Montefiridolfi, San Casciano in Val di Pesa
    Holiday Rental House - 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Air Conditioning
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    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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Delicious country house1 / 22
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    • Terrace
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    La Corte1 / 24
    (5)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 8 Bedrooms, 9 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    This luxury holiday house in Chianti is ideal for those who want to escape from the bustle of the city and the everyday life. Talente is the right choice to spend beautiful days relaxing with your friends or with the family. Charming independent, recently-restored house situated in the Chianti...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    Kid friendly
    Smoking allowed
    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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    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casa delle Rose1 / 19
    (2)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
    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 5 Quick View
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    • Grill
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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • 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
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    11 Bedrooms, 10 Bathrooms, Sleeps 32 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
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    • Washer
    Suitability
    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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    A typical italian country house, surrounded by greenery, olive trees and a vineyard. The apartment for rent in Florence is located on the ground floor of a Tuscan villa at the base of the beautiful hill of Fiesole – minutes from Florence's historical centre. It is 75 square meters, with an extra...
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    50014, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Air Conditioning
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    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
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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 rents from...
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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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    CASA VACANZE Il Caldio1 / 15
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Central Heating
    • Private Garden
    • Outdoor Dining Area
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    50025, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 50 Quick View
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    • Satellite TV
    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale del Lago is an long-standing property, 160 sq.m. sleeping up to 12 people made up of 4 double bedrooms, 3 bathrooms one of which has a Jacuzzi and two sitting rooms each with a double sofa bed. The house, dating back to the beginning of the 19th century has been perfectly restored and turned...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 50
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    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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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 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
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    • 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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    50052, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Internet Access
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    • Grill
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4-room house 100 m2, on the ground floor. Bright, fully renovated, beautiful and tasteful furnishings: open living/dining room with satellite TV. Exit to the garden, to the terrace. 1 double bedroom. Exit to the terrace. 1 room with 2 beds. Kitchen-/living room (4 hot plates, oven, dishwasher,...
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    50024, Ponte di Gabbiano, San Casciano in Val di Pesa
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    • 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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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • 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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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Shared Garden
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
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    • Internet Access
    • Washer
    Suitability
    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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    • Air Conditioning
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    50143, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Condo/Apartment - 3 Bedrooms, Sleeps 8
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Terrace
    • Grill
    • Air Conditioning
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of Chianti is owned by one of Italy's oldest...
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    San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • 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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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 11 Bedrooms, 10 Bathrooms, Sleeps 15
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    5 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    • Satellite TV
    • Parking
    • Grill
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Splendid and characteristic Chianti villa (400 m2) that dates back to the early 15th century. Once belonging to the Medici family, it is situated in a small valley amid the Chianti hills and has been skilfully restored and transformed into a cosy country house. The villa rental is comfortable and...
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    50026, San Casciano in Val di Pesa, Province of Florence
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 50
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    50020, San Casciano in Val di Pesa, Province of Florence
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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