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Vacation rentals in Montegonzi, Italy and nearby

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All 173 Rentals in the Montegonzi Area
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The following rentals are within 10 kilometres of Montegonzi, Province of Arezzo, Tuscany.

From
$1,676
Per Night
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1 / 31
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Gaiole in Chianti, Italy
7 Bedrooms, 7 Bathrooms, Sleeps 14
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From
$673
Per Night
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1 / 24
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Gaiole in Chianti, Italy
6 Bedrooms, 5 Bathrooms, Sleeps 12
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From
$182
Per Night
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1 / 54
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$142
Per Night
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1 / 24
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Balcony
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can... View all property information
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From
$1,456
Per Night
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1 / 32
San Leolino
12 Bedrooms, 10 Bathrooms, Sleeps 24
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Amenities & Details
  • Fireplace
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Villa Feriale is comprised of two charming apartments and a farmhouse surrounded by olive trees and vineyards. The two apartments are located in the same farmhouse and are split over two levels with a private entrance. Feriale I has 5 bedrooms, a kitchen, and a living room and dining area. Feriale... View all property information
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From
$83
Per Night
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1 / 11
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San Giovanni Valdarno
4 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Balcony
  • Grill
  • Safe
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The farmhouse is located on the oriental Chianti's hills, it lies in the peaceful, calm and typical Tuscany landscape. The strategic position of property, in the middle of triangle Siena (40 km) Arezzo (35 km) Firenze (40 km), gives the opportunity to discover many old, cultural and artistic... View all property information
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From
$182
Per Night
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1 / 24
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Gaiole in Chianti, Italy
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Grill
  • Hot Tub
  • Ping Pong Table
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to... View all property information
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From
$182
Per Night
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1 / 20
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Gaiole in Chianti, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Hot Tub
  • Internet Access
  • Safe
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Exclusive apartment with private garden in medieval village in the heart of the Chianti Classico area, a few kilometers from Siena. Tastefully renovated, refined and lovely garden overlooking the vineyards. View all property information
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From
$4,189
Per Week
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1 / 24
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Gaiole in Chianti, Italy
6 Bedrooms, 7 Bathrooms, Sleeps 16
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
A dive into an ancient culture in the heart of Tuscany, the Chianti Classico. Il Castello Medievale is situated in a medieval hamlet, constructed of white stone, built around 1000AD, surrounded by forests and olive groves, immersed in a magical atmosphere of tranquility. The Relais has five... View all property information
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From
$8,351
Per Week
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1 / 40
Gaiole in Chianti, Italy
7 Bedrooms, 7 Bathrooms, Sleeps 18
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined modern design with original... View all property information
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From
$330
Per Night
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1 / 13
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Gaiole in Chianti, Italy
7 Bedrooms, 4 Bathrooms, Sleeps 16
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Amenities & Details
  • Dishwasher
  • Fireplace
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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From
$112
Per Night
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1 / 17
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned. Availability of apartments an... View all property information
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From
$652
Per Night
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1 / 18
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Gaiole in Chianti, Italy
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our close proximity to numerous wineries,... View all property information
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From
$98
Per Night
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1 / 21
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Gaiole in Chianti, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to... View all property information
Make Enquiry
From
$298
Per Night
View Details
1 / 22
Gaiole in Chianti, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful stone hamlet recently restored situated in quiet and panoramic location on the Chianti Classico hills offering extensive views over the surrounding vineyards. This charming hamlet comprises 6 nice apartments (and 9 double bedrooms) all of which furnished in a Tuscan rustic style and... View all property information
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From
$137
Per Night
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1 / 11
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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From
$112
Per Night
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1 / 11
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Gaiole in Chianti, Italy
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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From
$137
Per Night
View Details
1 / 11
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Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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From
$137
Per Night
View Details
1 / 13
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Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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From
$127
Per Night
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1 / 37
Gaiole in Chianti, Italy
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 hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a... View all property information
Make Enquiry
From
$156
Per Night
View Details
1 / 9
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Gaiole in Chianti, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 30 - Jun 01 : Saturday check-in required, Monday check-out required.; Jun 07 - Jun 08 : Monday check-out required.; Jun 14 - Jun 15 : Monday check-out required.; Jun 21 - Jun 22 : Monday check-out required.; Jun 28 - Jun 29 : Monday... View all property information
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From
$168
Per Night
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1 / 9
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Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: Apr 05 - Apr 06 : Monday check-out required.; Jun 28 - Jun 29 : Monday check-out required.; Jul 05 - Jul 06 : Monday check-out required.; Jul 12 - Jul 13 : Monday check-out required.; Jul 19 - Jul 20 : Monday check-out required.; Jul 26... View all property information
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From
$124
Per Night
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1 / 12
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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From
$131
Per Night
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1 / 6
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Grill
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: May 30 - Jun 01 : Saturday check-in required, Monday check-out required.; Jun 07 - Jun 08 : Monday check-out required.; Jun 14 - Jun 15 : Monday check-out required.; Jun 21 - Jun 22 : Monday check-out required.; Jun 28 - Jun 29 : Monday... View all property information
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From
$4,183
Per Week
View Details
1 / 24
Gaiole in Chianti, Italy
6 Bedrooms, 9 Bathrooms, Sleeps 12
Details Reviews (7) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Il Molinaccio dates back to the 10th Century when the villa was originally built as a watchtower. Completely restored and refurbished in 1999 preserving the property's history, yet bringing it up to date with all the comforts of today's modern age. Wherever possible local materials were... View all property information
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From
$100
Per Night
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1 / 13
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Cavriglia
1 Bedroom, 1 Bathroom, Sleeps 3
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From
$151
Per Night
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1 / 23
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can... View all property information
Make Enquiry
From
$83
Per Night
View Details
1 / 11
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Cavriglia
1 Bedroom, 2 Bathrooms, Sleeps 5
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From
$91
Per Night
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1 / 17
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Cavriglia
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$127
Per Night
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1 / 30
Gaiole in Chianti, Italy
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 hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a... View all property information
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From
$188
Per Night
View Details
1 / 11
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Gaiole in Chianti, Italy
3 Bedrooms, 4 Bathrooms, Sleeps 9
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From
$105
Per Night
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1 / 11
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$70
Per Night
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1 / 4
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Cavriglia
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$7,680
Per Week
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1 / 24
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Gaiole in Chianti, Italy
5 Bedrooms, 5 Bathrooms, Sleeps 10
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From
$446
Per Night
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1 / 17
Gaiole in Chianti, Italy
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This beautiful, detached farmhouse has been carefully restored by the architect owner to the highest standards. He has maintained the original structure, while adding modern design ideas. This has produced a light and airy property with comfortable internal furnishings and beautiful outdoor spaces.... View all property information
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From
$77
Per Night
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1 / 15
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Gaiole in Chianti, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$1,327
Per Week
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1 / 24
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Mercatale Valdarno
3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$586
Per Night
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1 / 18
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Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$756
Per Week
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1 / 19
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Gaiole in Chianti, Italy
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$4,748
Per Night
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1 / 12
Gaiole in Chianti, Italy
5 Bedrooms, 5 Bathrooms, Sleeps 18
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Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a traditional 5 bedroom villa situated between the towns of Gaiole in Chianti and Radda in Chianti. Accommodating up to 18 guests in total as additional apartments are available within the grounds, it's an ideal base for a stay with family or friends. The wonderful gardens and exceptionally... View all property information
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From
$98
Per Night
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1 / 24
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Cavriglia
1 Bedroom, 2 Bathrooms, Sleeps 5
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From
$2,583
Per Week
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1 / 18
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Gaiole in Chianti, Italy
6 Bedrooms, 8 Bathrooms, Sleeps 14
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From
$96
Per Night
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1 / 12
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Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$168
Per Night
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1 / 20
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Gaiole in Chianti, Italy
3 Bedrooms, 1 Bathroom, Sleeps 5
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From
$1,887
Per Week
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1 / 14
Gaiole in Chianti, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique... View all property information
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From
$138
Per Night
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1 / 10
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Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$83
Per Night
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1 / 10
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Gaiole in Chianti, Italy
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$307
Per Night
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1 / 15
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Gaiole in Chianti, Italy
6 Bedrooms, 9 Bathrooms, Sleeps 12
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From
$98
Per Night
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1 / 18
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Gaiole in Chianti, Italy
2 Bedrooms, 1 Bathroom, Sleeps 2
Booking
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From
$866
Per Week
View Details
1 / 21
Gaiole in Chianti, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
One of Italy's national monuments; Montefienali hamlet emerged in the middle of the 13th Century as a remote staging post on an ancient Roman road into the Chianti. After a two-year restoration project Montefienali is once more the ideal place for rest and recuperation for both body and mind and an... View all property information
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Suitability

  • Wheelchair access (2)
  • Elder access (38)
  • Suitable for children (60)
  • Pet friendly (54)
  • Smoking allowed (58)

Amenities

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  • All pools (111)
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