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Vacation rentals in Gaiole in Chianti, Italy

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All 128 Rentals in Gaiole in Chianti
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From
$226
Per Night
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1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$128
Per Night
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1 / 32
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$2,529
Per Week
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1 / 25
4 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$481
Per Night
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1 / 34
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Villa Gallo Nero is a lovely home offering 5 bedrooms and 5 baths and is situated in the village of Casanuova di Ama. The village is comprised of a small cluster of houses surrounded by vineyards of wine and oil-producing farmers. Centered between the medieval towns of Radda and Gaiole in... View all property information
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From
$8,374
Per Week
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1 / 40
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
$100
Per Night
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1 / 28
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
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
$128
Per Night
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1 / 30
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
$299
Per Night
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
$128
Per Night
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1 / 37
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
$128
Per Night
View Details
1 / 30
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
$1,568
Per Night
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1 / 20
5 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • 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
Villa Stefano dates back to the 10th century and was originally a traditional stone water mill. The villa was recently renovated and great care was taken to ensure this was done sympathetically, respecting the historical structure of the building. Whilst the property has all the comforts of a... View all property information
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From
$4,761
Per Night
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1 / 12
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
$1,893
Per Week
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1 / 14
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
$722
Per Week
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1 / 24
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Internet Access
  • Ping Pong Table
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This beautiful and tastefully furnished 2 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is... View all property information
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From
$553
Per Week
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1 / 22
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Internet Access
  • Ping Pong Table
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This beautiful and tastefully furnished 1 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is... View all property information
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From
$553
Per Week
View Details
1 / 24
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is in the... View all property information
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From
$1,680
Per Night
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1 / 19
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Located in Chianti, near Siena and Florence, Tuscany, Italy, Casale Le Pratola has a commanding and private hilltop position, with 360 degree panoramic views of the surrounding Tuscan countryside. Casale Le Pratola is set in 2 hectares of secluded gardens filled with vines, olives, cypress trees,... View all property information
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From
$1,385
Per Week
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1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This lovely Tuscan property near Gaiole in Chianti (SI) measures approximately 300 square metres. The villa has 3 double beds, 2 single beds and 3 bathrooms, so it can comfortably host a group of 8 people. The holiday home features a swimming pool which offers amazing views of the area. Various... View all property information
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Balcony
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
  • Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Fresh air, picturesque panoramas, tranquility and privacy await you at this dream location in the hills of Chianti. BEL SORRISO, the house of the Beautiful Smile, is part of a meticulously restored 14th-century village in CHIANTI that is today designated as a national monument. Occupying the main... View all property information
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1 / 20
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
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1 / 16
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
Enquire for rates
1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
Enquire for rates
1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
Enquire for rates
1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
Enquire for rates
1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
Enquire for rates
1 / 13
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
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1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
Enquire for rates
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
Make Enquiry
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