We have created a list with the best private villas in Chianti, Italy. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Eva Schulz & Kim Moore. Updated February 2024.
16 km from Piazza Matteotti, Poggiosole is a recently renovated property set in Tavarnelle in Val di Pesa and offers air-conditioned rooms with free WiFi and private parking. With mountain views, this accommodation features a patio and a swimming pool. Featuring family rooms, this property also provides guests with an outdoor fireplace. The holiday home provides guests with a terrace, garden views, a seating area, satellite flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with bidet and a hair dryer. A toaster, a fridge and stovetop are also featured, as well as a coffee machine. At the holiday home, each unit comes with bed linen and towels. There is a coffee shop, and a minimarket is also available. For guests with children, the holiday home provides an indoor play area. If you would like to discover the area, cycling, hiking and walking tours are possible in the surroundings and Poggiosole can arrange a bicycle rental service. Pitti Palace is 27 km from the accommodation, while Strozzi Palace is 27 km away. The nearest airport is Florence Airport, 33 km from Poggiosole.Show full description
Located in Poggibonsi, 28 km from Piazza Matteotti and 29 km from Piazza del Campo, Maestra Exclusive Chianti House, Tuscany provides accommodation with free WiFi in a historic building. This recently renovated holiday home is located 43 km from Pitti Palace and 43 km from Strozzi Palace. The property is non-smoking and is situated 47 km from Piazzale Michelangelo. The spacious holiday home features 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hot tub. Featuring air conditioning, this unit has a dressing room and a fireplace. For added privacy, the accommodation features a private entrance. Ponte Vecchio is 48 km from the holiday home, while Piazza della Signoria is 49 km away. The nearest airport is Florence Airport, 49 km from Maestra Exclusive Chianti House, Tuscany.Show full description
Offering a bar and pool view, Carlino Vacanze is set in Gaiole in Chianti, 20 km from Piazza del Campo and 35 km from Piazza Matteotti. Offering a traditional restaurant, the property also has a seasonal outdoor swimming pool and a garden. There is a sun terrace and guests can make use of free WiFi, free private parking and an electric vehicle charging station. The units come with tiled floors and feature a fully equipped kitchen with an oven, a dining area, a flat-screen TV with satellite channels, and a private bathroom with walk-in shower and a hair dryer. Some units feature a seating area and/or a balcony with an outdoor dining area. At the holiday home, units are equipped with bed linen and towels. The Mall Luxury Outlet is 47 km from the holiday home. The nearest airport is Florence Airport, 84 km from Carlino Vacanze.Show full description
Offering quiet street views, La casa di Elvira is an accommodation located in San Gusmè, 21 km from Piazza del Campo and 43 km from Piazza Matteotti. The property provides a 24-hour front desk and free WiFi is available throughout the property. The 2-bedroom holiday home comes with a living room with a flat-screen TV with satellite channels, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the holiday home. There is also a seating area and a fireplace. As an added convenience, the holiday home offers packed lunches for guests to bring on excursions and other trips off-property. The nearest airport is Florence Airport, 79 km from La casa di Elvira.Show full description
Located 21 km from Piazza del Campo and 42 km from Piazza Matteotti, House with a view in Tuscany offers accommodation set in San Gusmè. The property provides a 24-hour front desk and free WiFi is available throughout the property. The air-conditioned holiday home consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bidet and a hair dryer. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance. Guests at the holiday home will be able to enjoy activities in and around San Gusmè, like cycling. The nearest airport is Florence Airport, 79 km from House with a view in Tuscany.Show full description
Located within 22 km of Piazza Matteotti and 24 km of Piazza del Campo in Castellina in Chianti, Cipressini provides accommodation with seating area. This property offers access to a terrace and free private parking. Guests can make use of the picnic area or the seasonal outdoor pool, or enjoy views of the pool and garden. The units are equipped with air conditioning, a dishwasher, an oven, a coffee machine, a bidet, a hair dryer and a desk. Featuring a private bathroom with a shower and free toiletries, units at the holiday home also offer free WiFi. At the holiday home, all units come with bed linen and towels. Guests can relax in the garden at the property. Pitti Palace is 43 km from the holiday home, while Strozzi Palace is 44 km away. The nearest airport is Florence Airport, 50 km from Cipressini.Show full description
Surrounded by vineyards, Podere Lucignano Secondo Agriturismo is located in the Tuscan countryside and on the hills of Gaiole in Chianti. Set in a renovated, 1898s building, it offers 2 independent and rustic apartments. Featuring a terrace, all units include a seating and dining area. A flat-screen TV with satellite channels and DVD player are available in some units. There is also a kitchen, fitted with a dishwasher, oven and microwave. A toaster and coffee machine are also offered. Towels and bed linen are available. Podere Lucignano Secondo Agriturismo also includes a barbecue. The property also offers grocery delivery. The area is popular for cycling and hiking. The nearest airport is Florence Airport, 89 km from the property.Show full description
Set just 14 km from Piazza Matteotti, The Colours Of Chianti offers accommodation in Mercatale Val Di Pesa with access to a garden, barbecue facilities, as well as a 24-hour front desk. Guests can benefit from a balcony and a picnic area. Offering free WiFi throughout the property, the non-smoking holiday home features beauty services. The holiday home with a terrace and garden views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area. A minimarket is available at the holiday home. Fitness classes are available at the property. Both a bicycle rental service and a car rental service are available at the holiday home. Pitti Palace is 22 km from The Colours Of Chianti, while Strozzi Palace is 23 km from the property. The nearest airport is Florence Airport, 28 km from the accommodation.Show full description
La Senesina is situated in Monteriggioni. The property features garden and inner courtyard views, and is 44 km from Piazza Matteotti. Free WiFi is available throughout the property and Piazza del Campo is 11 km away. The holiday home has 2 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a bidet. Towels and bed linen are available in the holiday home. Additional in-room amenities include wine or champagne. The nearest airport is Florence Airport, 72 km from the holiday home.Show full description
Situated in Monteriggioni, in a historic building, 15 km from Piazza del Campo, Monteriggioni Castello is a holiday home with a garden and bar. Private parking is available on site. The holiday home features a sun terrace, a 24-hour front desk, and free WiFi is available throughout the property. The holiday home features 2 bedrooms, 1 bathroom, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a patio with garden views. Guests can take in the ambience of the surroundings from an outdoor dining area. For added privacy, the accommodation has a private entrance and is protected by full-day security. For visitors looking to embark on day trips to nearby landmarks, the holiday home offers a selection of packed lunches. For guests with children, Monteriggioni Castello provides outdoor play equipment. If you would like to discover the area, cycling and pub crawls are possible in the surroundings and the accommodation can arrange a bicycle rental service. Piazza Matteotti is 35 km from Monteriggioni Castello. The nearest airport is Florence Airport, 63 km from the holiday home.Show full description
Featuring inner courtyard views, canonica 43 offers accommodation with a seasonal outdoor swimming pool and a patio, around 47 km from Piazza Matteotti. The air-conditioned accommodation is 32 km from Piazza del Campo, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is set 31 km from Siena Train Station. The spacious holiday home comes with 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a balcony with garden views. The parquet floors, fireplace and peaceful vibe add to the ambience of the room. The property has an outdoor dining area. Guests can relax in the garden at the property. National Museum of Etruscan Archaeology is 35 km from the holiday home. The nearest airport is Florence Airport, 67 km from canonica 43.Show full description
Featuring a 60-m² panoramic terrace, Casa Anna "a lovely home in Tuscany" is housed in a 19th-century building in Colle Val d’Elsa. Free BBQ facilities and free WiFi are available to guests. The house features a kitchen, small fitness area and bathrooms with bath or shower. Bed linen, towels and cleaning products are also provided. Casa Anna "a lovely home in Tuscany" is 12 km from San Gimignano. Siena is 30 minutes’ drive away.Show full description
Featuring inner courtyard views, Case Nell' Aia offers accommodation with patio, around 34 km from Piazza Matteotti. There is a private entrance at the holiday home for the convenience of those who stay. The holiday home provides pool views, a seasonal outdoor pool, and free WiFi is available throughout the property. The holiday home provides guests with a terrace, mountain views, a seating area, a flat-screen TV, a fully equipped kitchen with a dishwasher and a fridge, and a private bathroom with bidet and a hair dryer. A balcony with an outdoor dining area and garden views is offered in every unit. At the holiday home, every unit has bed linen and towels. Guests can also relax in the garden. Piazza del Campo is 35 km from the holiday home, while Pitti Palace is 47 km away. The nearest airport is Florence Airport, 53 km from Case Nell' Aia.Show full description
17 km from Piazza del Campo, BORGO A MONTI di Sotto is a recently renovated property located in Monti di Sotto and provides air-conditioned rooms with free WiFi and private parking. With garden views, this accommodation features a patio. The holiday home offers parking on-site, a pool with a view and luggage storage space. The holiday home provides guests with a balcony, a seating area, a flat-screen TV, a fully equipped kitchen with a dishwasher and a toaster, and a private bathroom with bidet and a hair dryer. Every unit includes a kettle, while selected rooms are equipped with a terrace and others also offer pool views. At the holiday home, the units are equipped with bed linen and towels. A minimarket is available at the holiday home. Guests at the holiday home will be able to enjoy activities in and around Monti di Sotto, like walking tours. Barbecue facilities are available at the holiday home, and guests can also relax in the garden or go on a picnic in the picnic area. Piazza Matteotti is 38 km from BORGO A MONTI di Sotto. The nearest airport is Florence Airport, 86 km from the accommodation.Show full description
Boasting accommodation with a private pool, pool view and a patio, Chianti Passion is located in Barberino di Val dʼElsa. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is situated 24 km from Piazza Matteotti. Featuring a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 2 bathrooms with a bidet and a bath. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. A coffee shop can be found on-site, and in the warmer months you can make use of the barbecue facilities. Guests can relax in the garden at the property. Pitti Palace is 32 km from the holiday home, while Strozzi Palace is 33 km away. The nearest airport is Florence Airport, 39 km from Chianti Passion.Show full description
Featuring garden views, Poggio d'Oro provides accommodation with patio, around 20 km from Piazza Matteotti. This property offers access to a balcony, table tennis, free private parking and free WiFi. Outdoor furniture is available for guests to relax or dine outside. The units in the holiday home are equipped with a coffee machine. Some of the units include a satellite flat-screen TV, a fully equipped kitchen with a dishwasher, and a private bathroom with a bidet and a hair dryer. At the holiday home, the units are equipped with bed linen and towels. You can play tennis at the holiday home. Barbecue facilities are included and guests can also relax in the garden, beside the pool with a view, or on the sun terrace. Pitti Palace is 33 km from Poggio d'Oro, while Strozzi Palace is 33 km away. The nearest airport is Florence, 39 km from the accommodation, and the property offers a paid airport shuttle service.Show full description
Situated in Castellina in Chianti, in a historic building, 15 km from Piazza del Campo, Salto di Gatto is a holiday home with a garden and barbecue facilities. This property offers access to a balcony, free private parking and free WiFi. Outdoor dining is also possible at the holiday home. The holiday home with a terrace and garden views has 2 bedrooms, a living room, a TV, an equipped kitchen with an oven and a microwave, and 1 bathroom with a walk-in shower. Towels and bed linen are available in the holiday home. For added privacy, the accommodation has a private entrance and is protected by full-day security. Guests can also relax in the shared lounge area. Piazza Matteotti is 28 km from Salto di Gatto. The nearest airport is Florence Airport, 58 km from the accommodation.Show full description
Located in Montespertoli, 31 km from Piazza Matteotti, Villa la torre provides accommodation with an infinity pool, free private parking, an open-air bath and a garden. There is a private entrance at the holiday home for the convenience of those who stay. Outdoor play equipment is also available for guests at Villa la torre. The nearest airport is Florence Airport, 33 km from Villa la torre. The holiday home has family rooms and facilities for disabled guests. The accommodation comes with a flat-screen TV and a private bathroom with walk-in shower, bidet and a hair dryer, while the kitchen features a dishwasher, an oven and a microwave. All units include a safety deposit box and free WiFi, while some rooms will provide you with a terrace. At the holiday home, the units are fitted with bed linen and towels. Guests can take advantage of the warm weather with the property's barbecue facilities. Guests at the holiday home will be able to enjoy activities in and around Montespertoli, like cycling and hiking. Santa Maria Novella is 33 km from the accommodation, while Pitti Palace is 33 km away.Show full description
Featuring air-conditioned accommodation with a private pool, mountain view and a balcony, Suite Bobo relax nel chianti classico gallo nero is located in Strada. This property offers access to a terrace, free private parking and free WiFi. Outdoor dining is also possible at the holiday home. The holiday home is located on the ground floor and comes with 1 bedroom, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation has a private entrance and soundproofing. Guests can also relax in the garden. Piazza Matteotti is 10 km from Suite Bobo relax nel chianti classico gallo nero, while Piazzale Michelangelo is 17 km away. The nearest airport is Florence Airport, 26 km from the accommodation.Show full description
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