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Vacation rentals in San Casciano in Val di Pesa, Italy

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All 192 Rentals in San Casciano in Val di Pesa
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From
$824
Per Week
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1 / 26
1 Bedroom, 1 Bathroom, Sleeps 3
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From
$2,900
Per Week
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1 / 23
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$1,546
Per Week
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1 / 21
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$2,900
Per Week
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1 / 23
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
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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From
$141
Per Night
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1 / 23
2 Bedrooms, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ancient restored barn comprising 2 nice apartments situated in short distance to the small town of San Casciano Val di Pesa, only 15 km from Florence centre and from the renowned villages of the Chianti region (Greve, Castellina, Gaiole in Chianti). These two apartments provide comfortable... View all property information
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From
$2,730
Per Week
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
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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From
$11,516
Per Week
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1 / 57
11 Bedrooms, 10 Bathrooms, Sleeps 22
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
  • 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. The location of Borgo... View all property information
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From
$1,489
Per Week
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1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
These four large apartments are between 79 and 119sqm big, and they sleep up to 6 people each. They all boast antique furniture and beautiful carpets, fully equipped kitchens and bathrooms with Jacuzzi.One of them is located on a first floor, so it features a lovely terrace with table and chairs,... View all property information
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From
$1,049
Per Week
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1 / 12
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
These two family apartments are equipped with antique furniture and beautiful carpets, and they boast a very traditional atmosphere. One of them is located on the ground floor, and the other one is on the first floor, and they both afford a kitchen area, a living room with sofa-bed, private... View all property information
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From
$1,220
Per Week
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1 / 12
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
These are three exclusive family apartments, which sleep up to 4 people and which are all equipped with antique furniture and beautiful carpets.One of them is located on a first floor, and the other two are two-storey apartments: one of them even affords its own garden. Each apartment has a kitchen... View all property information
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From
$822
Per Week
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1 / 12
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
These four medieval apartments for 2 boast a very traditional atmosphere. They all afford a dining area and kitchen, a living room, private bathroom and a double bedroom. Views of the Chianti hills and the Pesa Valley can be admired from any of their windows; and they are all small and cosy,... View all property information
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From
$150
Per Night
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1 / 33
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding... View all property information
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From
$1,120
Per Week
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1 / 33
Montefiridolfi
2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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From
$1,489
Per Week
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1 / 27
2 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • 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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From
$1,934
Per Week
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1 / 22
4 Bedrooms, 3 Bathrooms, Sleeps 12
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been recently restored preserving its original architectural features and turned into a comfortable villa with private swimming-pool offering nice interiors furnished in a typical... View all property information
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From
$4,447
Per Week
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1 / 42
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • 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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From
$9,764
Per Week
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1 / 43
6 Bedrooms, 6 Bathrooms, Sleeps 17
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
$1,221
Per Week
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1 / 28
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • 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
Make Enquiry
From
$168
Per Night
View Details
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
One of the charming villas in Chianti region. Nice farmhouse completely restored situated in quiet and panoramic location affording extensive views over the Chianti Classico hills. The villa comprises 3 spacious and comfortable apartments offering tastefully decorated interiors. One of the... View all property information
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1 / 35
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful apartments created by the restoration of a splendid villa situated only a few kilometers away from the small town of San Casciano val di Pesa. This villa offers 3 units (one occupied by the property owners) all of which providing panoramic views and tastefully furnished, welcoming... View all property information
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From
$1,120
Per Week
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1 / 33
Montefiridolfi
3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
Make Enquiry
From
$1,120
Per Week
View Details
1 / 33
Montefiridolfi
2 Bedrooms, 1 Bathroom, Sleeps 4
Details 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
Make Enquiry
From
$1,844
Per Night
View Details
1 / 25
11 Bedrooms, 10 Bathrooms, Sleeps 20
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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
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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From
$309
Per Night
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1 / 14
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The historic Casa Gina, acquired from the Machiavelli family, together with the other farm houses on the property, has been restored with great care to its original form. Casa Gina 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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1 / 18
Montefiridolfi
1 Bedroom, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Charming stone farmhouse dating back to the 13th century comprising 4 apartments (1 of which are occupied by the property owners), situated in quiet and panoramic location amidst the Chianti hills. An additional apartment (Mercatale 4) is approx. 700 meters away from the main house and from the... View all property information
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From
$4,650
Per Night
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1 / 81
18 Bedrooms, 17 Bathrooms, Sleeps 65
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Amenities & Details
  • Fireplace
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Castello Tenuta is a fabulous Tuscan estate combining a total of 12 apartments and houses, all situated in a private estate with a splendid view of the Chianti hills extending lazily to the horizon. The property has been restored with all due respect necessary to fully utilise the original history... View all property information
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1 / 6
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1 Bedroom, 1 Bathroom, Sleeps 2
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1 / 19
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3 Bedrooms, 3 Bathrooms, Sleeps 7
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1 / 13
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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1 / 21
Montefiridolfi
2 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Charming stone farmhouse dating back to the 13th century comprising 4 apartments (1 of which are occupied by the property owners), situated in quiet and panoramic location amidst the Chianti hills. An additional apartment (Mercatale 4) is approx. 700 meters away from the main house and from the... View all property information
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1 / 10
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2 Bedrooms, 1 Bathroom, Sleeps 3
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1 / 12
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4 Bedrooms, 5 Bathrooms, Sleeps 8
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1 / 11
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1 Bedroom, 2 Bathrooms, Sleeps 3
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1 / 16
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1 Bedroom, 2 Bathrooms, Sleeps 2
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1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Romita is a farmhouse in Tuscany with swimming pool and other services, perfect for your holiday! Charming barn situated in panoramic location on the hills of the Chianti Fiorentino region. This beautiful farmhouse in Tuscany has been recently restored preserving many of its ancient architectural... View all property information
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1 / 4
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4 Bedrooms, 8 Bathrooms, Sleeps 12
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1 / 7
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1 Bedroom, 2 Bathrooms, Sleeps 2
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1 / 21
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2 Bedrooms, 6 Bathrooms, Sleeps 4
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1 / 7
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1 Bedroom, 2 Bathrooms, Sleeps 3
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Amenities & Details
  • Balcony
  • Grill
  • Hot Tub
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Close to Florence ( only 10 minutes drive), along the ancient and panoramic road that since the Roman age leads to Volterra, Relais i Ragli is the ideal place to spend your holiday in. The small town of Cerbaia (2 minutes drive) and San Casciano (5 minutes), well known for the high-quality... View all property information
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1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Romita is a farmhouse in Tuscany with swimming pool and other services, perfect for your holiday! Charming barn situated in panoramic location on the hills of the Chianti Fiorentino region. This beautiful farmhouse in Tuscany has been recently restored preserving many of its ancient architectural... View all property information
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1 / 29
1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding... View all property information
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1 / 36
5 Bedrooms, 4 Bathrooms, Sleeps 12
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa Pisignano is a characteristic Tuscan country house (“Leopold style”) situated on the Florentine hills, approx. 3 kilometers away from the small town of San Casciano Val di Pesa. This villa, surrounded by beautiful olive groves and vineyards, is in quiet and panoramic location. The villa... View all property information
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