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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 June dates now. Secure your holiday rental today, and have the perfect trip.
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    $392
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    1 / 23
    4 of 5 stars (1) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    $6,347
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    1 / 24
    5 of 5 stars (5) Excellent
    8 Bedrooms / 9 Bathrooms / Sleeps 12
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    $4,129
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    1 / 37
    5 of 5 stars (2) Excellent
    6 Bedrooms / 7 Bathrooms / Sleeps 15
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    $9,841
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    1 / 48
    5 of 5 stars (2) Excellent
    Montefiridolfi
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Dishwasher
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    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... View all property information
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    Montefiridolfi, San Casciano in Val di Pesa
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    $794
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    1 / 35
    4.5 of 5 stars (8) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 11
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    Archipettoli is a magnificent country estate, situated between Florence and Siena, with 14 acres of private landscaped gardens is uniquely located as if perched on top of the hill in the middle of the typical Tuscan countryside with its rows of vineyards and groves of olive trees. From its location... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    4 of 5 stars Reviewed 26 September 2014
    We recently spent a week in Archipettoli with a family party of seven. The villa was everything that we hoped it would be: traditional rural Tuscan ambience, stunning position...
    5 of 5 stars Reviewed 16 August 2013
    We stayed at Archipettoli with friends and young children and had the most wonderful holiday we could expect. They looked after us very well, organising cots and highchairs and...
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    $343
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    1 / 24
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Balcony
    • Internet Access
    • Satellite TV
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Our villa is located in San Casciano Val di Pesa, in the heart of Chianti. The view is amazing and you could enjoy it whilst relaxing in the heathed swimming pool outside. Just 18km from Florence and close to all the major routes in the region is the ideal place to base your holiday and visiting S.... View all property information
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    San Casciano in Val di Pesa, Province of Florence 50026
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    $1,069
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    1 / 36
    4.5 of 5 stars (7) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
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    • Elder access
    • x
    • ?
    About this property
    Villa Gentile is an age-old 300-square-meter (about 3,229 square feet) countryside house in stone which sleeps eight people. It features a private garden and swimming-pool. It overlooks the valley. The house is located amidst the hills where the famous Chianti wine is produced. It is 16 km (about... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    4 of 5 stars Reviewed 28 September 2014
    If your looking for a real Tuscan experience this is it. This lovely 200 yer old stone house is as real as it gets. The views are awesome, the hosts Alberto and Beatrice are...
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    $5,710
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    1 / 70
    5 of 5 stars (1) Excellent
    Montefiridolfi
    4 Bedrooms / 4 Bathrooms / Sleeps 11
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    • Dishwasher
    • Gym
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    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... View all property information
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    Montefiridolfi, San Casciano in Val di Pesa 50020
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    $828
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    1 / 28
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
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    $2,498
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    1 / 18
    4 of 5 stars (1) Very good
    Montefiridolfi
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This location is for those who have always wanted to stay in the midst of a famous wine estate in the Chianti Classico. Vineyards, a trattoria, pool, tennis court, and reception are all there for your enjoyment. The borgo, though rural, is conveniently located between Florence and Siena. This... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa 50020
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    $1,527
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    1 / 53
    5 of 5 stars (1) Excellent
    Montefiridolfi
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $313
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    1 / 17
    5 of 5 stars (8) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is our most prestigious apartment. In the past it served as the fermentation cellar, and today it opens on to the most beautiful and panoramic terrace of our little borgo. The ground floor offers a large, rustic living room and kitchen area. The bedrooms on the upper floor make this a... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 27 October 2014
    This was one of our favorites. (we stayed at 6 places on our trip) The property, accommodations, and staff were all top notch. Michele and his family were fantastic host, that...
    5 of 5 stars Reviewed 25 September 2014
    This was awesome. We went with two other couples and had a great time. The dinner with the owners was a highlight and I would do it every night! The meal and the tastings from the...
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    $414
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Molino is a rustic charming 18th century estate situated on the Tuscan countryside 15min way from Florence city center. It is a very comfortable and cozy; it offers four spacious rooms each with a private luminous bathrooms and wonderful private panoramic views, a well equipped kitchen and... View all property information
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    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 1 July 2014
    Abbiamo trascorso 5 meravigliosi giorni in una casa impeccabile per bellezza, comodità e panorama. I propretari gentilissimi e super premurosi con noi. Ci torneremo sicuramente!!!
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    $367
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    1 / 44
    5 of 5 stars (22) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    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,... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 13 September 2014
    Superb villa in great location, ideal for visiting Chianti region, Florence, Sienna. Ilaria and her entire family were great hosts, their two boys were so kind to share their...
    5 of 5 stars Reviewed 26 August 2014
    We had a wonderful time at Podere La Villa with our two children, ages 8 and 6. We arrived at the villa to find a really well stocked kitchen, including breakfast essentials and a...
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    $4,565
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    1 / 13
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The stone walls and the ample spaces in this ancient villa in Tuscany welcomes its guests and comforts them with modern amenities, a warm atmosphere and enchanting views of the surroundings. Additional amenities include: pets considered, heating. View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
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    $285
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    1 / 22
    5 of 5 stars (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 26 January 2015
    Perfect location. Amazing views.half hour drive to Florence.beautiful house where you still breath the history and the atmospheres but my children enjoyed more the...
    5 of 5 stars Reviewed 5 September 2014
    Beautiful house, excellently equipped, owners immediately respond to questions and solve small Problems. Nicely located, town and supermarket nearby. Pool and table tennis great!
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    $143
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    1 / 32
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Casale Le Lame. Enjoy our home – grown hospitality with a relaxing farm -stay holiday in the heart of beautiful Tuscany.Our historic farm complex is cradled in the picturesque Chiantigiani hills and surrounded by our vineyards and groves. The old Casale le Lame has been... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 3 September 2014
    The pictures were beautiful- so we picked it. All our requests before we came were very kindly answered. We had some problems with the payment- but the owner helped us and...
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    $1,527
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    1 / 57
    5 of 5 stars (1) Excellent
    Montefiridolfi
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
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    $93
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    1 / 24
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    5 of 5 stars Reviewed 23 August 2014
    Wij hebben een heerlijk verblijf gehad in het appartement van Cristina en Marco Bernabei. Allervriendelijkst ontvangen door oma. Verblijf in een knus, gezellig ingericht...
    5 of 5 stars Reviewed 8 May 2014
    Familie Bernabei / Buffa hat mich sehr nett aufgenommen und stand für Auskünfte und ein nettes Schwätzchen immer zur Verfügung. Von der Wohnung aus sind tolle Spaziergänge in der...
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    $1,555
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    1 / 21
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
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    $1,384
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    5 of 5 stars Reviewed 6 February 2015
    Hemos estado alli con mi familia en septiembre , e lugar es bellisimo con una vista el valle increible, la atencion de los dueños excelente!, podiamos contratar desayuno casero o...
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    $121
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    1 / 15
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    5 of 5 stars Reviewed 15 April 2015
    Ho soggiornato, con la mia famiglia presso il Caldio nelle feste pasquali del 2015, la casa pulitissima e accogliente, le camere grandi e arredate con tutti i confort compreso...
    5 of 5 stars Reviewed 1 April 2015
    Pulizia 10 • Comfort 9 • Posizione 10 • Servizi 9 • Staff 9 • Rapporto qualità-prezzo 10 • WiFi gratuito 9 Abbiamo soggiornato presso il Caldio dal 19 al 22 Marzo 2015...
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    $414
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    1 / 25
    5 of 5 stars (4) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A beautiful villa in the Chianti Classico region, a private panoramic pool with salt system, stunning landscapes with vineyards and olive groves, a lot of original activities to do. All this and more you will find in Montrogoli, just a few minutes drive from all amenities and facilities. It has a... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 30 January 2015
    Were do I start - the Hosts (Arianna, Silvia & Alessio) were incredible. Quick response time to questions and easy booking process. Prior to arrival Arianna sent us great...
    5 of 5 stars Reviewed 4 August 2014
    Montrogoli is a spacious, beautiful villa located on top of a small hill in Chianti. We immediately felt like home after our arrival because the welcome was very hearty. The...
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    $357
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    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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,... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 26 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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    $2,230
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    1 / 10
    Montefiridolfi
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Dishwasher
    • Grill
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This location is for those who have always wanted to stay in the midst of a famous wine estate in the Chianti Classico. The farmhouse, on a hill overlooking the main complex, houses the 7 Rosso apartments with a shared pool. Down the hill there is a trattoria, reception office, another pool and a... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa 50020
    From
    $4,800
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    1 / 20
    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    San Casciano in Val di Pesa, Province of Florence X
    5 of 5 stars Reviewed 25 August 2014
    Villa il Portico, a.k.a. Montepaldi a.k.a.Fume - whichever is the proper name - was a slice of paradise and a welcome haven during some unexpected vacation crises. I traveled to...
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    $1,420
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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ping Pong Table
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Fattoria Marzocco 1 is our largest deluxe apartment, 168 m2 in the Chianti Classico. With 3 tastefully colored bedrooms and 2 marble bathrooms. The old Fattoria, renovated during 2 years according to the rules and supervision of the 'Belle Arte' is open for guests starting in summer 2013 for the... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 21 August 2014
    We had the pleasure of staying in this unit at Villa Licia in July; it is as breathtakingly beautiful as the photos, and more. The unit itself is exceptionally large and...
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    $2,290
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    1 / 29
    5 of 5 stars (19) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50052
    From
    $2,169
    / Week
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    1 / 46
    5 of 5 stars (32) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (32) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50052
    From
    $1,126
    / Week
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    1 / 33
    Montefiridolfi
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A country road winds its way up the hill to Campoli. A magnificent avenue of cypresses welcomes you to the property, which is right in the heart of Chianti Classico, only a few kilometres south of Florence. It consists of three farmhouses, 56 ha of cultivated land and a Renaissance villa, the Villa... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $2,069
    / Week
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $4,804
    / Week
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    1 / 26
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Casa Poggio is a farmhouse located in a beautiful estate, 100 m from a charming medieval village. Guests can enjoy outstanding views of the Chianti hills and olive groves from all its rooms.The house is friendly, luminous and decorated with antique furniture, kilim carpets and every modern... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $136
    / Night
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    1 / 23
    11 Bedrooms / 17 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Ping Pong Table
    • Private Fishing...
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    About this property
    Set on a hillside overlooking the valley of the river Pesa, the Castle was built over a roman settlement in the10th Centutry and later transformed into a renaissance villa between 1450-1500. Ideally located In the heart of Chianti classico wine region,15 minutes from Florence on the way to Siena... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $4,565
    / Week
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    1 / 13
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ExteriorsThis villa's ideal location allows its guests to visit very famous cities in the Tuscan region and which have become a must-see for every tourist in Italy. The magical city of Florence is only 18km from the property; and Siena, Pisa and Arezzo are very close as well.The countryside, the... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $326
    / Night
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    1 / 23
    5 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Villa Guido is located just 10 miles south of Florence, within walking distance to a local Chianti village. Very quiet and peaceful, with a very large garden and a nice patio the villa benefits from its own private pool, with a shallow end perfect for the children. At the ground floor two... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $4,500
    / Week
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    1 / 21
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility. Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with vaulted ceilings downstairs... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence X
    From
    $115
    / Night
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    1 / 28
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50020
    From
    $385
    / Night
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Ping Pong Table
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $186
    / Night
    Payment Protection
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Torriano is located at the highest point of the scenic road that leads to the Castle of Bibbione Montefiridolfi. The characteristic landscape of Chianti and sunsets that you enjoy are unforgettable. The house is surrounded by a beautiful lawn with fruit trees and olive trees and the... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 9 50026
    From
    $663
    / Night
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    1 / 17
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The historic Casa Erta, acquired from the Machiavelli family, together with the other farm houses on the property, have been restored with great care to their original form. Casa Erta is positioned in a pristine location amid cypresses, olive groves and vineyards, with views that have escaped the... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence X
    From
    $164
    / Night
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    1 / 19
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50024
    From
    $644
    / Night
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    1 / 20
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Enjoy noble splendour in this gracious antique villa which is both close to Florence and immersed in tranquillity. Complete with vaulted ceilings downstairs... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50028
    From
    $542
    / Week
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    1 / 31
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Appartamento Marvena B is a characteristic ancient house surrounded by the vegetation. It sleeps two people. From Appartamento Marvena B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside. Appartamento Marvena B is 45 square meters (485 square feet). It... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $11,913
    / Week
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    1 / 24
    7 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Tuscan country farmhouse near Florence to rent – Casolare del Chianti is a traditional refurbished farmhouse sitting on a large rural estate, ideally located in the popular Chianti region, between Florence and San Gimignano. This is quintessential Tuscany, whose Classic wines and idyllic landscapes... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $828
    / Week
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    1 / 22
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $10,843
    / Week
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    1 / 31
    8 Bedrooms / 7 Bathrooms / Sleeps 15
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    A typical example of a Tuscan medieval castle, dating to the 12th century, built by the architect Buondelmonti as a fortification to defend the feudal possessions. Transformed into a country villa in 1520, with large decorated rooms and elegant arcades, the castle is perched on a steep hill... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $2,917
    / Week
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    1 / 23
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $2,917
    / Week
    View Details
    1 / 23
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $1,126
    / Week
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    1 / 33
    Montefiridolfi
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A country road winds its way up the hill to Campoli. A magnificent avenue of cypresses welcomes you to the property, which is right in the heart of Chianti Classico, only a few kilometres south of Florence. It consists of three farmhouses, 56 ha of cultivated land and a Renaissance villa, the Villa... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $1,527
    / Week
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    1 / 60
    Montefiridolfi
    2 Bedrooms / 14 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    Montefiridolfi, San Casciano in Val di Pesa