The Chianti area most definitely best known for its production of the world famous Chianti wines. The heart of the Chianti area is the Chianti Classico situated between the beautiful art cities of Florence and Siena with miles upon miles of beautiful countryside filled with leafy vineyards, only interrupted by gorgeous hilltop villages. Large private villas with pool and other luxury accommodation make great bases for a lovely holiday. A real joy to leisurely explore by car and there plenty of vineyards to visit. Most sell wine and olive oil directly and many offer tours of the wineries and local tastings. The area is also well known for its local ceramic production and there are many pottery shops in the little Chianti towns. See below our selection of large luxury private villas and accommodation in Chianti.
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n.107 Nappo Rent apartments with pool , environmentally firendlyApartments - The Chianti Estate Chianti - Siena - Tuscany |
Bathrooms: 1 Persons: 2 (+2)
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Min. € 580 Max. € 1000 |
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One Bedroom Ground Floor Apartment Chianti Nappo is a charming apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment is complete with today’s comforts of air conditioning and satellite television. The well kept grounds of the estate have plenty of lawns and terraces for relaxing, a large swimming pool overlooking the valley, and there is a tennis court and small football pitch. Within walking distance of the estate is a local Chianti village and the property is totally environmentally friendly....More details |
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n.108 Trama Vacation Rentals apartments with pool environmentally friendlyApartments - The Chianti Estate Chianti - Siena - Tuscany |
Bathrooms: 1 Persons: 2 (+2)
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Min. € 660 Max. € 1080 |
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One Bedroom Split Level Apartment Chianti Trama is a romantic apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment is complete with today’s comforts including air conditioning. The well kept grounds of the estate have plenty of lawns and terraces for relaxing, a large swimming pool overlooking the beautiful valley, and there is a tennis court and small football pitch. Within walking distance of the estate is a lovely Chianti village and the property is totally environmentally friendly....More details |
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n.109 Albo Rent apartments with pool Apartments - The Chianti Estate Chianti - Siena - Tuscany |
Bathrooms: 1 Persons: 2 (+2)
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Min. € 660 Max. € 1080 |
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One Bedroom Split Level Apartment Chianti Albo is an unusual, romantic apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment is complete with today’s comforts of air conditioning and satellite television. The well kept grounds of the estate have plenty of lawns and terraces for relaxing, a large swimming pool overlooking the valley, and there is a tennis court and small football pitch. Within walking distance is a lovely Chianti village and the property is totally environmentally friendly....More details |
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n.110 Falchi Rent apartments with pool Apartments - The Chianti Estate Chianti - Siena - Tuscany |
Bathrooms: 2 Persons: 4 (+1)
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Min. € 1050 Max. € 1480 |
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Two Bedroom First Floor Apartment Chianti Falchi is a delightful apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment is complete with today’s comforts of air conditioning and satellite television. The well kept grounds of the estate have plenty of lawns and terraces for relaxing, a large swimming pool overlooking the valley, and there is a tennis court and small football pitch. Within walking distance is a lovely Chianti village and the property is totally environmentally friendly....More details |
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n.112 Terra Accommodation countryside luxury apartments Environmentally friendlyApartments - The Chianti Estate Chianti - Siena - Tuscany |
Bathrooms: 2 Persons: 4 (+1)
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Min. € 1100 Max. € 1560 |
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Two Bedroom Split level Apartment Chianti Terra is a delightful split level apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment has all of today’s comforts including air conditioning. The well kept grounds of the estate have plenty of lawns and terraces for relaxing, a large swimming pool overlooking the valley, and there is a tennis court and small football pitch. Within walking distance of the estate is a lovely local Chianti village and the property is totally environmentally friendly....More details |
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n.124  Chianti 2 Holiday apartments with pool Chianti Tuscany ItalyApartments Chianti - Siena - Tuscany |
Bathrooms: 2 Persons: 4 (+1)
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Min. € 600 Max. € 1000 |
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Two Bedroom Ground Floor Apartment Chianti Chianti 2 is a charming apartment situated in a lovely position on the site of a tiny ancient farming hamlet. Fabulous unspoilt views of the unique rolling countryside of the famous Chianti region can be enjoyed all around and there is a swimming pool in a pretty position above the apartment....More details |
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n.111 Gorgo Accommodation in apartments rental self catering with pool Chianti TuscanyApartments - The Chianti Estate Chianti - Siena - Tuscany |
Bathrooms: 2 Persons: 4 (+2)
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Min. € 1050 Max. € 1480 |
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Two Bedroom Split level Apartment Chianti Gorgo is a delightful split level apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment is complete with today’s comforts including air conditioning. The well kept grounds of the estate have plenty of lawns and terraces for relaxing, a large swimming pool overlooking the valley, and there is a tennis court and small football pitch. Within walking distance of the estate is a lovely Chianti village and the property is totally environmentally friendly....More details |
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n.125  Chianti 3 Holiday apartments with pool Chianti Tuscany ItalyApartments Chianti - Siena - Tuscany |
Bathrooms: 3 Persons: 4 (+2)
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Min. € 600 Max. € 1000 |
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Two Bedroom Ground Floor Apartment Chianti Chianti 3 is a charming apartment situated in a lovely position on the site of a tiny ancient farming hamlet. It has a large covered terrace furnished with table and chairs for alfresco meals and there is a swimming pool in a pretty position above the apartment. Fabulous unspoilt views of the unique rolling countryside of the famous Chianti region can be enjoyed all around....More details |
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n.158  Castellina Accommodation in apartments rental self catering Chianti TuscanyApartments Chianti - Siena - Tuscany |
Bathrooms: 1 Persons: 5
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Min. € 407 Max. € 781 |
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Three Bedroom Ground Floor Apartment Chianti Castellina is a charming apartment, part of a farmhouse situated in beautiful Chianti countryside. The apartment opens onto its own lovely shaded terrace with table and chairs for dining al fresco, and in the gardens surrounding house there is a gazebo furnished with table and benches. Above the house is a pretty swimming pool and sun terrace, perfect for relaxing and taking a cooling dip....More details |
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n.30  Villa Carol Accommodation in apartments rental self catering with pool San Gimignano Chianti TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 1 Persons: 5 (+2)
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Min. € 598 Max. € 1284 |
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Two Bedroom Ground Floor Villa Chianti Villa Carol is a portion of a charming country house situated in beautiful Chianti countryside. It opens onto a lovely covered loggia terrace which runs along the front and side of the villa and also has a large garden where there is a gazebo with table and chairs for dining al fresco as well as a gorgeous swimming pool and Jacuzzi tub surrounded by lawns and overlooking the valley below....More details |
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n.156  Picasso 1 Accommodation in private villa with pool Chianti TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 3 Persons: 8
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Min. € 1150 Max. € 1750 |
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Four Bedroom Split Level Villa Chianti Picasso 1 is a lovely recently converted barn on an estate in the heart of the Chianti. The barn is surrounded by its own grounds where there are terraces for dining al fresco, a barbecue area and in a pretty position overlooking the Florentine hills is a beautiful swimming pool. Although immersed in the countryside, there is a little village within walking distance and the city of Florence is within easy driving distance....More details |
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n.157  Picasso 2 Holiday Villas accommodations with pool Chianti TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 3 Persons: 8
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Min. € 1150 Max. € 1750 |
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Four Bedroom Split Level Villa Chianti Picasso 2 is a lovely recently converted barn on an estate in the heart of the Chianti. The barn is surrounded by its own grounds where there are terraces for dining al fresco, a barbecue area and in a pretty position overlooking the Florentine hills is a beautiful swimming pool. Although immersed in the countryside, there is a little village within walking distance and the city of Florence is within easy driving distance....More details |
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n.0  Villa Carol 8 Private villa with pool near San Gimignano, Chianti, Florence, TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 3 Persons: 8 (+2)
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Min. € 0 Max. € 0 |
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Three Bedroom Ground Floor Villa Chianti Villa Carol is a portion of a charming country house situated in beautiful Chianti countryside. It opens onto a lovely covered loggia terrace which runs along the front and side of the villa and also has a large garden where there is a gazebo with table and chairs for dining al fresco as well as a gorgeous swimming pool and Jacuzzi tub surrounded by lawns and overlooking the valley below....More details |
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n.121  Villa Michelle Private villa with pool Chianti TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 5 Persons: 10
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Min. € 3940 Max. € 5500 |
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Luxury Five Bedroom Detached Villa Chianti Villa Michelle is a charming Tuscan country house situated on the edge of a tiny hamlet yet enjoying fine views of the countryside. Beautifully restored and furnished to a very high standard, the villa opens onto a lovely terrace and garden and set below the house is an inviting private swimming pool....More details |
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n.123  Villa Chianti Private villa with pool Chianti TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 5 Persons: 10 (+2)
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Min. € 2300 Max. € 3800 |
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Five Bedroom Independent Villa Chianti Villa Chianti is a splendid 19th Century country villa with private swimming pool, situated in a lovely position on the site of an ancient castle and tiny farming hamlet and surrounded by fabulous unspoilt views of the unique rolling countryside of the famous Chianti region....More details |
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n.113  Villa Il Castello Luxury villa in Chianti with pool Florence Villas Chianti - Siena - Tuscany |
Bathrooms: 7 Persons: 12
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Min. € 8500 Max. € 12600 |
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Six Bedroom Independent Villa Chianti Villa Il Castello, whose origins date back to 13th Century, is an elegant country villa in a perfect position enjoying fabulous unspoilt views over the sweeping Chianti countryside. Surrounded by gardens with lawns and terraces, the villa has its own private swimming pool and chapel. Carefully restored to its former splendour, the villa retains the original characteristics of a historic country residence with added modern comforts to discreetly provide unique and exclusive accommodation....More details |
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n.164  Villa Picasso Private large villa with pool accommodation Chianti TuscanyVillas Chianti - Siena - Tuscany |
Bathrooms: 6 Persons: 16
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Min. € 2200 Max. € 3400 |
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Eight Bedroom Villa Chianti Villa Picasso consists of two lovely recently converted barns on an estate in the heart of the Chianti. Facing each other, the two barns are united by a large courtyard terrace and are surrounded by their own grounds where there are areas in the garden for dining al fresco, a barbecue and in a pretty position overlooking the Florentine hills is a beautiful swimming pool. Although immersed in the countryside, there is a little village within walking distance and the city of Florence is within easy driving distance....More details |
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n.76 Villa Pucci Private Villas accommodation with pool FlorenceVillas Chianti - Siena - Tuscany |
Bathrooms: 10 Persons: 18 (+2)
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Min. € 1950 Max. € 6300 |
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Nine Bedroom Independent Villa Chianti Villa Pucci is a splendid 19th Century independent villa with private swimming pool, surrounded by gardens. The villa is in a perfect position enjoying fabulous unspoilt views of the unique rolling countryside of the famous Chianti region for miles around....More details |
We know the houses we rent very well, so if you have any special
requirements please advise us. We are very happy to help you
choose the house which would be most suitable for you, so do
tell us:
- if you wish to stay in the countryside without a car
- if you have a car but prefer not to travel on a gravel road in order to reach your house (gravel roads are very common in Tuscany)
- if you have a disability and need easy access to your house
- if you have small children and if you need a cot for a baby
- if you wish to bring an animal with you
...or if you simply want to know more about any of the houses
described here on our web site.