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Vacation rentals in Gaiole in Chianti, Italy

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All 126 Rentals in Gaiole in Chianti
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From
$223
Per Night
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1 / 19
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$702
Per Night
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1 / 29
4 Bedrooms, 4 Bathrooms, Sleeps 8
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From
$4,448
Per Week
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1 / 20
4 Bedrooms, 4 Bathrooms, Sleeps 8
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From
$2,511
Per Week
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1 / 25
4 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
$478
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
$296
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
$1,574
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
$1,878
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
  • ?
  • Wheelchair access
  • Elder access
  • 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
Make Enquiry
From
$2,511
Per Week
View Details
1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
Make Enquiry
From
$2,297
Per Week
View Details
1 / 22
4 Bedrooms, 3 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
Make Enquiry
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From
$1,606
Per Week
View Details
1 / 17
5 Bedrooms, 1 Bathroom, Sleeps 3
Details Make Enquiry
Amenities & Details
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • 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
Make Enquiry
From
$4,032
Per Week
View Details
1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
[L A Y O U T] Ground Floor: Large sitting room and kitchen both opening onto the front terrace; Master bedroom with four poster bed, en-suite bathroom (Jacuzzi bath and separate shower) and walk-in wardrobe; Master bedroom with four poster bed and en-suite bathroom (jacuzzi bath, separate shower);... View all property information
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From
$296
Per Night
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1 / 18
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
Make Enquiry
From
$211
Per Night
View Details
1 / 18
1 Bedroom, 1 Bathroom, Sleeps 2
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
Make Enquiry
From
$549
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
$2,679
Per Night
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1 / 21
7 Bedrooms, 7 Bathrooms, Sleeps 13
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Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a fabulous 7 bedroom luxury villa in Tuscany, sleeping up to 13 guests. Immaculately presented and beautifully furnished, the villa provides guests with a luxurious base from which to enjoy their holiday in Tuscany. Outside guests enjoy exclusive use of a private swimming pool and tennis... View all property information
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From
$810
Per Night
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1 / 45
11 Bedrooms, 11 Bathrooms, Sleeps 22
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful Renaissance farmhouse built round a rustic characteristic threshing-floor in a fine panoramic position over Meleto Castle and the medieval village of Vertine. It has been recently fully restored and transformed into a prestigious villa with 4 apartments with every comfort. The furnishing... View all property information
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From
$715
Per Week
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1 / 24
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
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
$296
Per Night
View Details
1 / 22
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
Make Enquiry
From
$1,668
Per Night
View Details
1 / 19
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
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
$1,189
Per Week
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1 / 62
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa Diora D is a characteristic and welcoming independent house surrounded by vineyards and olive groves. It sleeps four people. From Villa Diora D you will enjoy an enchanting view of the Tuscan hills and of the Chianti valley. Villa Diora D is 100 square meters (1076 square feet). It features a... View all property information
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From
$126
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
$100
Per Night
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1 / 28
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
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
$126
Per Night
View Details
1 / 30
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
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
$126
Per Night
View Details
1 / 32
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
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
$126
Per Night
View Details
1 / 37
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
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
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