A list by Eva Schulz & Kim Moore. Updated September 2025.
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!
Set in Mercatale Val Di Pesa in the Tuscany region, The Colours Of Chianti features a balcony. Guests can benefit from a patio and a barbecue. The holiday home offers a picnic area, a 24-hour front desk, and free WiFi is available throughout the property.
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.
Guests can also relax in the garden.
Piazza Matteotti is 14 km from the holiday home, while Piazzale Michelangelo is 22 km from the property. Florence Airport is 28 km away.Show full description
House with a view in Tuscany is an accommodation located in San Gusmè, 24 km from Piazza del Campo and 42 km from Piazza Matteotti. 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.
Florence Airport is 79 km away.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 on-site private parking and complimentary 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 unit is soundproofed and includes a parquet floors as well as a fireplace. 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. Florence Airport is 67 km away.Show full description
Offering quiet street views, La casa di Elvira is an accommodation located in San Gusmè, 24 km from Piazza del Campo and 42 km from Piazza Matteotti. The accommodation provides a 24-hour front desk and free WiFi is available throughout the property.
The air-conditioned holiday home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bidet and a hair dryer. Towels and bed linen are featured in the holiday home. There is also a seating area and a fireplace.
For visitors looking to embark on day trips to nearby landmarks, the holiday home offers a selection of packed lunches.
Florence Airport is 79 km away.Show full description
Opened April 2024. Offering a garden and garden view, CASA ORNETO is set in Poggibonsi, 30 km from Piazza Matteotti and 31 km from Piazza del Campo. The property is around 44 km from Piazzale Michelangelo, 45 km from Pitti Palace and 45 km from Strozzi Palace. The holiday home offers rooms with air conditioning, free private parking and free WiFi.
The accommodation comes with a flat-screen TV and a private bathroom with shower and a hair dryer, while the kitchen features an oven, a microwave and a fridge. A stovetop is also featured, as well as a coffee machine and a kettle. At the holiday home, each unit comes with bed linen and towels.
Santa Maria Novella is 45 km from the holiday home, while Ponte Vecchio is 48 km away. Florence Airport is 51 km from the property.Show full description
Located in Acquaviva and only 20 km from Piazza del Campo, La casina provides accommodation with garden views, free WiFi and free private parking. The property features quiet street views. The property is non-smoking and is set 38 km from Piazza Matteotti.
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 provided in the holiday home. The property has an outdoor dining area.
A minimarket is available at the holiday home.
Guests at the holiday home can enjoy cycling nearby, or make the most of the garden.
Florence Airport is 63 km away.Show full description
Boasting pool views, Podere Lucignano Secondo Agriturismo features accommodation with patio, around 18 km from Piazza del Campo. This villa has a pool with a view, a garden, barbecue facilities, free WiFi and free private parking. Featuring a private entrance, the villa allows guests to maintain their privacy.
The villa provides guests with a terrace, mountain 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. At the villa complex, each unit has bed linen and towels.
Guests at the villa will be able to enjoy activities in and around Gaiole in Chianti, like cycling.
Piazza Matteotti is 40 km from Podere Lucignano Secondo Agriturismo. A microwave, a toaster and fridge are also available, as well as a coffee machine. Florence Airport is 88 km from the property, and the property offers a paid airport shuttle service.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. Florence Airport is 84 km from the property.Show full description
Situated in Castellina in Chianti, in a historic building, 16 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 seating is also available 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. Florence Airport is 58 km from the property.Show full description
Featuring air-conditioned accommodation with a terrace, Casa Marina is located in Radda in Chianti. With mountain views, this accommodation offers a balcony. The property is non-smoking and is set 18 km from Piazza Matteotti.
With free WiFi, this 2-bedroom holiday home provides a flat-screen TV, a washing machine and a fully equipped kitchen with kitchenware. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.
Piazza del Campo is 34 km from the holiday home, while The Mall Luxury Outlet is 37 km away. Florence Airport is 56 km from the property.Show full description
Located within 22 km of Piazza Matteotti and 25 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.
Piazzale Michelangelo is 43 km from the holiday home, while Pitti Palace is 43 km away. Florence Airport is 50 km from the property.Show full description
Situated in Greve in Chianti in the Tuscany region, Holiday Home Locazione Turistica Selvapiana by Interhome has a patio. The property is around 2.5 km from Piazza Matteotti, 25 km from Ponte Vecchio and 25 km from Uffizi Gallery. Private parking can be arranged at an extra charge.
This holiday home includes 2 bedrooms, a living room and a TV, an equipped kitchen with a dining area, and 2 bathrooms with a bidet and a washing machine. The accommodation offers a fireplace.
Guests can relax in the garden at the property.
Piazzale Michelangelo is 25 km from the holiday home, while Piazza della Signoria is 26 km from the property. Florence Airport is 34 km away.Show full description
31 km from Piazza del Campo, Casale di Villore is a recently renovated property set in Poggibonsi and offers air-conditioned rooms with free WiFi and private parking. With mountain views, this accommodation provides a patio and a swimming pool. The property features barbecue facilities, parking on-site and an electric vehicle charging station.
The holiday home provides guests with a terrace, garden views, a seating area, satellite flat-screen TV, a fully equipped kitchen with a microwave and a toaster, and a private bathroom with bidet and a hair dryer. A fridge, a stovetop and kitchenware are also featured, as well as a coffee machine and a kettle. At the holiday home, each unit comes with bed linen and towels.
The holiday home boasts a variety of wellness options, including spa facilities, beauty services and yoga classes. The area is popular for cycling and walking tours, and bike hire is available at the holiday home. A bowling alley and outdoor play equipment are available at Casale di Villore, while guests can also relax in the garden.
Piazza Matteotti is 32 km from the accommodation, while Piazzale Michelangelo is 43 km away. Florence Airport is 49 km from the property.Show full description
Suite Bobo relax nel chianti classico gallo nero, a property with a garden, is set in Strada, 17 km from Ponte Vecchio, 17 km from Uffizi Gallery, as well as 17 km from Piazzale Michelangelo. It is located 10 km from Piazza Matteotti and offers private check-in and check-out. There is a sun terrace and guests can make use of free WiFi and free private parking.
The holiday home consists of 1 separate bedroom, 1 bathroom and a living room.
The holiday home also provides a pool with a view and a hot tub for guests to relax in.
Piazza della Signoria is 19 km from Suite Bobo relax nel chianti classico gallo nero, while Cathedral of Santa Maria del Fiore is 19 km away. Florence Airport is 26 km from the property.Show full description
Set in Radda in Chianti and only 21 km from Piazza Matteotti, Podere Pruneto offers accommodation with garden views, free WiFi and free private parking. The property is located 40 km from The Mall Luxury Outlet, 48 km from Ponte Vecchio and 48 km from Uffizi Gallery. The property is non-smoking and is situated 39 km from Piazza del Campo.
The air-conditioned holiday home consists of 1 bedroom, a living room, a fully equipped kitchen with a fridge and a coffee machine, and 1 bathroom with a bidet and a hair dryer. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.
Guests can relax in the garden at the property.
Piazzale Michelangelo is 48 km from the holiday home, while Piazza della Signoria is 49 km from the property. Florence Airport is 58 km away.Show full description
Offering a garden and garden view, L' Agave - Appartamento nel cuore del Chianti is situated in Castelnuovo Berardenga, 47 km from Piazza Matteotti and 21 km from Siena Train Station. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 21 km from Piazza del Campo.
The 1-bedroom holiday home comes with a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with bathrobes. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.
San Cristoforo Church is 21 km from L' Agave - Appartamento nel cuore del Chianti, while Palazzo Chigi-Saracini is 22 km away. Florence Airport is 85 km from the property.Show full description
Located in Colle Val D'Elsa, in a historic building, 26 km from Piazza del Campo, Casa Anna "a lovely home in Tuscany" is a holiday home with a fitness centre and garden. This property offers access to a terrace, free private parking and free WiFi. Staff on-site can arrange a shuttle service.
The spacious holiday home is equipped with 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower, a hair dryer and a washing machine. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. The holiday home offers bed linen, towels and laundry service.
For visitors looking to embark on day trips to nearby landmarks, the holiday home provides a selection of packed lunches.
Bike hire and car hire are available at Casa Anna "a lovely home in Tuscany" and the area is popular for cycling and fishing. An indoor play area is also available for guests at the accommodation.
Piazza Matteotti is 40 km from Casa Anna "a lovely home in Tuscany", while Piazzale Michelangelo is 50 km from the property. Florence Airport is 56 km away, and the property offers a paid airport shuttle service.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 Piazzale Michelangelo and 43 km from Pitti Palace. The property is non-smoking and is situated 43 km from Strozzi Palace.
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.
Santa Maria Novella is 43 km from the holiday home, while Ponte Vecchio is 46 km away. Florence Airport is 49 km from the property.Show full description
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.
Piazzale Michelangelo is 27 km from the accommodation, while Pitti Palace is 27 km away. Florence Airport is 33 km from the property.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.
Piazzale Michelangelo is 33 km from Poggio d'Oro, while Pitti Palace is 33 km from the property. Florence Airport is 39 km away, and the property offers a paid airport shuttle service.Show full description
We do our best to keep this list as up-to-date as possible. We last updated it in September 2025. If you know of a private villa that should be on the list, let us know. Click here to contact us. Thanks!
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