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Vacation Rentals in Castellina In Chianti, Italy

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    141 Vacation Rentals in Castellina In Chianti
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    From
    $162
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    1 / 39
    5 of 5 stars (6) Excellent
    12 Bedrooms, 11 Bathrooms, Sleeps 25 | Quick View
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    From
    $493
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    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    From
    $5,273
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    From
    $136
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    1 / 27
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview Reviews (1)
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    $676
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    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    From
    $1,335
    / Week
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    Overview Reviews (3)
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to... View all property information
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    $1,817
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    Overview Reviews (2)
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to... View all property information
    Make Inquiry
    From
    $1,165
    / Week
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    Overview Reviews (5)
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to... View all property information
    Make Inquiry
    From
    $4,051
    / Week
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    1 / 36
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful stone farmhouse with private pool situated in quiet and panoramic location. This villa is nestling deep amidst the Chianti Classico hills and woods and is the ideal place to spend a relaxing holiday in close contact with nature. A large 8000 square-meter garden surrounds the house and... View all property information
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    1 / 26
    Overview
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful 18th century property in the hearth of the Chianti region, absolutely quiet location and equipped with a large pool (16m x 5m). Ideal for groups up to 15-17 people. Recently renovated with charm and all modern comfort. Situated at only a few kilometers of the renound village of Castellina... View all property information
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    $94
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    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Nice property situated in the heart of the Chianti Classico region comprising 5 units (3 of which are for rent, 1 is occupied by the property owners and the other by the key-holders). This property is on a large farming estate producing organic oil and wine (available to be purchased). This house,... View all property information
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    $4,011
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    1 / 21
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ExteriorThis luxury villa for 8 can be found in beautiful Chianti, in the heart of the Tuscan countryside, a region known for its rolling vineyards and olive groves producing quality wine and oil but also with abbeys, villas, castles and a huge selection of restaurants to visit, offering food from... View all property information
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    $739
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    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa Sibilla A is an apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 60 square meters (645 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be approximately 700 meters (770 yards) from San... View all property information
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    $144
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    1 / 31
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the... View all property information
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    From
    $540
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    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Overview
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    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa Gaiole features all the comforts and a wonderful panoramic Tuscan Villa in Chianti between Siena and Florence, with private pool, air conditioning, total privacy, and a lovely park. Additional amenities include: heating. View all property information
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    $689
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    1 / 28
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcoming apartment in an ancient hamlet of houses nestling deep amidst the Chianti Classico hills, within the Sant’Agnese natural preserve. This hamlet, offering beautiful views over the surrounding landscape, has been recently restored preserving its original architectural features and turned... View all property information
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    From
    $3,040
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    1 / 31
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This extraordinary villa welcomes up to 12 people in its ample common areas and bedrooms, and it has a wonderful garden and swimming pool. It is ideal for large families or groups of friends. Additional amenities include: heating. View all property information
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    From
    $1,403
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    1 / 12
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful independent villa with swimming-pool situated near Castellina in Chianti, in the heart of the Chianti Classico area. This property was recovered by restoring the outbuilding of an ancient manor house. The restoration was very accurate and aimed to preserve the original architectural... View all property information
    Make Inquiry
    From
    $144
    / Night
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    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the... View all property information
    Make Inquiry
    From
    $4,011
    / Week
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    1 / 22
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This luxury villa for 8 in beautiful Chianti is ideally located between Florence and Siena. It is a truly stunning property set in peaceful grounds including a swimming pool, gardens and olive grove. Inside it is just attractive featuring 4 large en Additional amenities include: heating. View all property information
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    From
    $924
    / Week
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    1 / 66
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • 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 Arnica B is a graceful cottage surrounded by vineyards and olive groves. It sleeps four people. From Villa Arnica B you will enjoy a thrilling view of the Chianti hills and of the vineyards. Villa Arnica B is 100 square meters (1076 square feet). It features a private jacuzzi pool, a private... View all property information
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    From
    $3,432
    / Week
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    1 / 22
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful restored farmhouse with swimming-pool situated in the heart of the Chianti Classico area, a few kilometers away from Castellina in Chianti. This property is quietly situated on a large 220-hectare farming estate producing excellent wines. Tastefully furnished, spacious and comfortable... View all property information
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    From
    $1,117
    / Night
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    1 / 16
    6 Bedrooms, 7 Bathrooms, Sleeps 11 | Quick View
    Overview
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Food and wine-lovers wanting a memorable holiday in Tuscany shouldn't look any further than Villa Fermini. This beautiful farmhouse lies at the centre of an agricultural estate that produces excellent Chianti Classico wines and extra virgin olive oil. Villa Fermini was restored in 1998 and the... View all property information
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    From
    $739
    / Week
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    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa Sibilla B is a characteristic apartment surrounded by the vegetation. It sleeps four people. It is appoximately 60 square meters (645 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1.8 miles) from San Donato in Poggio , where... View all property information
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    From
    $3,040
    / Week
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    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • 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
    ExteriorsLocated in the heart of the Chianti region, this extraordinary villa boasts views over the hills, the valleys and the countryside at its fullest. It is situated very close to Castellina in Chianti, a town in the province of Siena with ancient constructions, an Etruscan museum and several... View all property information
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    From
    $3,432
    / Week
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    1 / 22
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • 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
    Beautiful restored farmhouse with swimming-pool situated in the heart of the Chianti Classico area, a few kilometers away from Castellina in Chianti. This property is quietly situated on a large 220-hectare farming estate producing excellent wines. Tastefully furnished, spacious and comfortable... View all property information
    Make Inquiry
    From
    $423
    / Night
    View Details
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • 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
    The villa dating back to the first 800 as is present in the Catasto Leopoldino (the first inventory in Tuscany), it has been restructured maintaining it Tuscan typical style with ceilings with beams in wood and floors in cooked and window 'mandorlate' that they remember the old barns of the Chianti... View all property information
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    From
    $1,403
    / Week
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    1 / 12
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful independent villa with swimming-pool situated near Castellina in Chianti, in the heart of the Chianti Classico area. This property was recovered by restoring the outbuilding of an ancient manor house. The restoration was very accurate and aimed to preserve the original architectural... View all property information
    Make Inquiry
    From
    $4,051
    / Week
    View Details
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful stone farmhouse with private pool situated in quiet and panoramic location. This villa is nestling deep amidst the Chianti Classico hills and woods and is the ideal place to spend a relaxing holiday in close contact with nature. A large 8000 square-meter garden surrounds the house and... View all property information
    Make Inquiry
    Inquire for rates
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • 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 between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
    Make Inquiry
    From
    $144
    / Night
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    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the... View all property information
    Make Inquiry
    From
    $1,103
    / Week
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    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the... View all property information
    Make Inquiry
    From
    $1,231
    / Week
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    1 / 60
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • 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 Arnica A is a characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves. It sleeps six people. From Villa Arnica A you will enjoy a charming view of the Chianti hills. Villa Arnica A is 120 square meters (1290 square feet). It features a shared... View all property information
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    From
    $809
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    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa Sibilla D is a cozy apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 70 square meters (750 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1.8 miles) from San Donato in... View all property information
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    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
    Make Inquiry
    From
    $633
    / Week
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    1 / 25
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa Sibilla G is an apartment in the characteristic style of the Tuscan countryside. It sleeps three people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1.8 miles) from San Donato in... View all property information
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    $1,161
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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Sidonia is a pleasant and spacious apartment in the characteristic style of the Tuscan countryside. It sleeps six people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a private terrace, a shared garden and winter heating. You will be roughly 3 km... View all property information
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    $3,057
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    1 / 20
    5 Bedrooms, 9 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Casa Chianti 2 is a luxury country vacation rentals, located in the beautiful village of Castellina in Chianti, near to Siena, Tuscany. This extremely elegant villa is the ideal solution for fabulous stay with friends or for a large family gathering with its excellently appointed living areas and... View all property information
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    1 / 7
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
    Make Inquiry
    Inquire for rates
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • 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 between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • 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
    Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
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