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Villas in San Casciano in Val di Pesa, Italy

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    $292
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    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 / 46
    5 of 5 stars (52) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    $2,361
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    5 Bedrooms, 3 Bathrooms, Sleeps 9
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    $1,641
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    5 Bedrooms, 3 Bathrooms, Sleeps 10
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    • DVD Player
    • There Are Tennis...
    • Private Outdoor...
    • Stereo System
    • Central Heating
    • Horse Riding Nearby
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    This lovely holiday villa in Tuscany is located at only 1 km from the village of San Casciano Val di Pesa, a nice medieval village between Florence and Siena, renowned for its excellent Chianti Classico red wine. Owned by a local family, the villa is positioned in a secluded location, surrounded by... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $281
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    1 / 25
    5 of 5 stars (8) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Swingset
    • Central Heating
    • Satellite TV
    • Private Outdoor...
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    • Staffed Property
    • Wi-Fi
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • ?
    • ?
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed July 6, 2015
    There is no way to adequately express how wonderful our holiday was at Montrogoli. Our week there was incredible!! After a very long day of travel, we were greeted by...
    5 of 5 stars Reviewed June 10, 2015
    Great hosts Arianna and Alessio ,always available to assist to our needs but at the same time kept the distance so we felt like we were the only ones living there.So much to do...
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    $8,431
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    11 Bedrooms, 9 Bathrooms, Sleeps 20
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    • Horse Riding Nearby
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    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... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $1,874
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    4 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Hot Tub
    • Refrigerator
    • Satellite TV
    • Wi-Fi
    • Stove
    • Porch
    • Ping Pong Table
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Chianti Classico is located in San Casciano, a wonderful area of Chianti. The nineteenth-century villa is completely restored and located in the Tuscany countryside. It is framed with majestic olive groves, endless vineyards, and beautiful woods. This villa of 200 square meters can... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $289
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    1 / 44
    5 of 5 stars (23) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool...
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Fireplace
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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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    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed May 26, 2015
    We recently spent a week at Podere la Villa just outside the city of San Casciano. My husband and I met up with our relatives, who are in their eighties, and a couple they were...
    5 of 5 stars Reviewed September 12, 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...
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    $562
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    1 / 22
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    • Private Outdoor...
    • Stereo System
    • Ping Pong Table
    • Housekeeping...
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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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    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed July 5, 2015
    Just returned from a wonderful, relaxing holiday at Villa Sole. Great views in the magnificent Tuscan countryside. Marta and the owners were very helpful and friendly. The pool...
    5 of 5 stars Reviewed May 26, 2015
    The house is very well furnished, very cozy and with a very nice view. The kitchen is fully equipped and large, the dining room is very cozy and comfortable and it has a large...
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    $326
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, Sleeps 8
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    Amenities & Details
    • Fireplace
    • Air Conditioning
    • Stereo System
    • Wi-Fi
    • Washer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed June 30, 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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    From
    $1,911
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    4 Bedrooms, 4 Bathrooms, Sleeps 10
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    • Washer
    • Fireplace
    • Ping Pong Table
    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This pretty country house, set in the typical context of Chianti Classico, surrounded by vineyards, olive-groves and small woods, rises in a dominant position upon a little lake. The property, now completely restored, goes back to the beginning of the XIX century, during which it was part of the... View all property information
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    NK, San Casciano in Val di Pesa, Province of Florence
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    $236
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    4 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A wonderful villa with swimming pool and vineyard in the Chianti area. PROPERTY DESCRIPTION: A delightful two storey villa surrounded by the gardens with swimming pool and sunbeds, table tennis, barbecue and dining area and private parking space. The house has a kitchen, a spacious living room, a... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $281
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    1 / 24
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12
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    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed August 11, 2014
    Wir sind Montrogoli-Fans! Das 1. Mal waren wir im Oktober 2013 zur Olivenernte als Gaeste auf dem Gut Montrogoli. Es war schon lange unser Traum einmal selbst Oliven zu ernten und...
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    $1,124
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    8 Bedrooms, 8 Bathrooms, Sleeps 25
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $3,934
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    5 Bedrooms, 4 Bathrooms, Sleeps 11
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    • DVD Player
    • Private Outdoor...
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Ping Pong Table
    • Housekeeping...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $295
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    4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Overview
    Amenities & Details
    • Washer
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Fireplace
    • Hot Tub
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Chianti Classico, recently renovated, is a XIX century villa originally belonging to the “Counti Bandini”. This beautiful villa with a swimming pool and Jacuzzi is for max 12 people. Villa Chianti Classico is located in San Casciano, a wonderful area of Chianti. The nineteenth-century villa... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    From
    $506
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    2 Bedrooms, 1 Bathroom, Sleeps 5
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    San Casciano in Val di Pesa, Province of Florence
    From
    $356
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    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Amenities & Details
    • Central Heating
    • Washer
    • Private Outdoor...
    • There Are Tennis...
    • TV
    • Horse Riding Nearby
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Colorful Artsy 4 Bedroom VillaFeel at home at this colorful, bright, spacious villa - perfect for relaxing getaways in beautiful Tuscany.This bright, colorful villa offers you the chance get away from busy life and spend some time surrounded by the beautiful Tuscan scenery.The villa is very... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $514
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    5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Amenities & Details
    • Refrigerator
    • Private Outdoor...
    • Central Heating
    • There Are Tennis...
    • Wi-Fi
    • Horse Riding Nearby
    • Satellite TV
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $209
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    5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A charming, elegantly furnished, well equipped villa. A perfect base from which to tour Florence and the Chianti. Owned by a local family with extensive vineyards and olive groves, this (totally renovated) farmhouse is set in a secluded location and offers private, very comfortable and peaceful... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
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    $3,783
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    1 / 20
    5 of 5 stars (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Amenities & Details
    • DVD Player
    • There Are Tennis...
    • Stereo System
    • Private Outdoor...
    • Playground
    • Satellite TV
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    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
    5 of 5 stars Reviewed August 24, 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...
    5 of 5 stars Reviewed August 18, 2015
    Nossas férias foram excelentes! Saímos de lá com vontade de ficar mais. A casa é ótima, com uma vista fantástica, uma piscina linda e super limpa, e com uma localização melhor...
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    $5,317
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    1 / 29
    6 Bedrooms, 10 Bathrooms, Sleeps 12
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    Amenities & Details
    • Hot Tub
    • Gym
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the... View all property information
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    San Casciano in Val di Pesa, Province of Florence
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    $5,812
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    1 / 29
    7 Bedrooms, 10 Bathrooms, Sleeps 14
    Overview Make Inquiry
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    • DVD Player
    • Gym
    • Hot Tub
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    From
    $521
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    1 / 16
    6 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Make Inquiry
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    Amenities & Details
    • Balcony
    • Refrigerator
    • Washer
    • Fireplace
    • Shared Outdoor Pool...
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form. Casa Corza is positioned in a pristine location amid cypresses, olive... View all property information
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    San Casciano in Val di Pesa, Province of Florence
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    $521
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    1 / 17
    6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Amenities & Details
    • Fireplace
    • Shared Outdoor Pool...
    • Balcony
    • Stove
    • Washer
    • DVD Player
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    San Casciano in Val di Pesa, Province of Florence
    From
    $1,265
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    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Stereo System
    • Private Outdoor...
    • Wi-Fi
    • There Are Tennis...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    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... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $561
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    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Fireplace
    • Stove
    • Private Outdoor...
    • Refrigerator
    • Washer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    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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    50028, San Casciano in Val di Pesa, Province of Florence
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    $3,525
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    1 / 42
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
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    • Washer
    • Private Outdoor...
    • Central Heating
    • Internet Access
    • Grill
    • Dishwasher
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    50026, San Casciano in Val di Pesa, Province of Florence
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    $281
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    1 / 35
    4.5 of 5 stars (8) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 11
    Overview Reviews (8) Make Inquiry
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    Amenities & Details
    • Horse Riding Nearby
    • Private Outdoor...
    • Satellite TV
    • There Are Tennis...
    • Stereo System
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    50026, San Casciano in Val di Pesa, Province of Florence
    4 of 5 stars Reviewed September 26, 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 August 15, 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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    From
    $19,406
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    1 / 14
    7 Bedrooms, 5 Bathrooms, Sleeps 14
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    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Fireplace
    • Dryer
    • Internet Access
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This spectacular villa with annexe and guest house is located near the town of San Casciano dei Bagni offers elegance, comfort and panoramic views beyond compare. The villa combines the best of sophisticated country living with the advantages of easy access to Florence and Rome. Upon entering the... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    From
    $8,186
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    1 / 24
    7 Bedrooms, 4 Bathrooms, Sleeps 14
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    • Air Conditioning
    • Satellite TV
    • Refrigerator
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $7,419
    / Night
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    1 / 29
    10 Bedrooms, 10 Bathrooms, Sleeps 20
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    • Gym
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $1,461
    / Night
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    1 / 25
    11 Bedrooms, 10 Bathrooms, Sleeps 20
    Overview Make Inquiry
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    • Washer
    • Stereo System
    • Horse Riding Nearby
    • DVD Player
    • Wi-Fi
    • Private Outdoor...
    • There Are Tennis...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    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... View all property information
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    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $3,929
    / Week
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    1 / 21
    5 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Washer
    • Wi-Fi
    • Fireplace
    • Satellite TV
    • There Are Tennis...
    • Horse Riding Nearby
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    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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    San Casciano in Val di Pesa, Province of Florence
    From
    $3,596
    / Week
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    1 / 44
    4 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Dishwasher
    • Washer
    • Parking
    • Central Heating
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $405
    / Night
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    1 / 12
    6 Bedrooms, 4 Bathrooms, Sleeps 12
    other traveler has booked this property
    Overview Make Inquiry
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    • Satellite TV
    • Washer
    • Private Outdoor...
    • Dishwasher
    • Parking
    • Central Heating
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $8,545
    / Week
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    1 / 31
    8 Bedrooms, 7 Bathrooms, Sleeps 15
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    • Dishwasher
    • Parking
    • Central Heating
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $9,128
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    1 / 57
    11 Bedrooms, 10 Bathrooms, Sleeps 22
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    • Grill
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Dryer
    • Air Conditioning
    • Microwave
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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. The location of Borgo... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $7,739
    / Week
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    1 / 43
    6 Bedrooms, 6 Bathrooms, Sleeps 17
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    • Air Conditioning
    • Wi-Fi
    • Dishwasher
    • Grill
    • Dryer
    • Washer
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    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... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $801
    / Week
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    1 / 36
    4.5 of 5 stars (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (7) Make Inquiry
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    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    • Washer
    • Dishwasher
    • Deck
    • TV
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 September 27, 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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    From
    $1,602
    / Week
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    1 / 41
    4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Overview
    Amenities & Details
    • Deck
    • Internet Access
    • Washer
    • Dishwasher
    • Shared Outdoor Pool...
    • TV
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Lacustre is a characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside. It sleeps 12 people. From Villa Lacustre you will enjoy a charming view of the greenery. Villa Lacustre is 185 square meters (1990 square feet). It features a private swimming... View all property information
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    San Casciano in Val di Pesa, Province of Florence
    From
    $843
    / Week
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Satellite TV
    • There Are Tennis...
    • Washer
    • Horse Riding Nearby
    • Central Heating
    • Fireplace
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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... View all property information
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    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed July 20, 2014
    We stayed in Villa Gentile for one week with 5 kids (aged between 11 and 2) and 4 adults. It is greatly located, has a wonderful charme while offering all convenience one needs...
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    $4,481
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    5 of 5 stars (1) Excellent
    Montefiridolfi
    4 Bedrooms, 4 Bathrooms, Sleeps 11
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Dishwasher
    • Hairdryer
    • Stove
    • Central Heating
    • TV
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    50020, Montefiridolfi, San Casciano in Val di Pesa
    From
    $757
    / Night
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    1 / 11
    8 Bedrooms, 8 Bathrooms, Sleeps 16
    Overview Make Inquiry
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    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • Hairdryer
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    ExteriorVilla Reale is one of the farmhouses found on a grand agricultural estate where Chianti Classico wine is produced from the 50 hectares of vineyards, along with organic olive oil.Throughout the year, guided tours of the cellars, oil mill and orchard are offered, with demonstrations of the... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $4,147
    / Week
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    1 / 41
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    ExteriorsThis traditional and splendid villa in Tuscany is situated amidst the enchanting hills of Chianti, with their different shades of green and lovely mild climate. The Tuscan countryside is ideal for taking long walks, bike rides or daily tours, visiting olive mills and wineries.Those who... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $1,623
    / Week
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hairdryer
    • Grill
    • Microwave
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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
    $3,597
    / Week
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    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    50026, San Casciano in Val di Pesa, Province of Florence
    Inquire for rates
    8 Bedrooms, 18 Bathrooms, Sleeps 16
    Overview Make Inquiry
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    • Air Conditioning
    • Private Outdoor...
    • Secure Parking
    • Linens Provided
    • Grill
    • Skiing: Property Is...
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This classic Renaissance style villa is located within a large estate, surrounded by vineyards, olive groves and old-growth hardwoods. Eight kilometers of easy driving separate the Tavernaccia country home and farm from Florence. At 320 meters above mean sea level the house and the park have a... View all property information
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    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence