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The best homestays in Chianti

Check out our pick of great homestays in Chianti

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Set just 18 km from Piazza Matteotti, La Bugia del Sensale offers accommodation in San Donato in Poggio with access to a garden, a shared lounge, as well as a shared kitchen. It is situated 32 km from Piazza del Campo and features full-day security. Featuring family rooms, this property also provides guests with a picnic area. Very cozy and organized place. Close to many vineyards in a very peaceful location.

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9
Superb
372 reviews
Price from
US$69
per night

Offering city views, Suite Greve in Chianti is an accommodation located in Greve in Chianti, 28 km from Ponte Vecchio and 28 km from Uffizi Gallery. It is set 100 metres from Piazza Matteotti and offers full-day security. The guest house features family rooms. Very clean, nice staff, great location, having breakfast and watching Piazza Giacomo Matteotti, center of this lovely town, was great. Breakfast was good and served to our table. Room was on top floor and was not too hot at all and it was very comfortable. Thank you for the surprise too 🤗

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9.4
Superb
347 reviews
Price from
US$167
per night

Located in Strada and only 15 km from Piazza Matteotti, Villa Gioietta provides accommodation with mountain views, free WiFi and free private parking. With city views, this accommodation features a patio. The accommodation offers a shared kitchen and luggage storage space for guests. A magical place! Our stay at Villa Gioietta was truly unforgettable – a hidden gem in the heart of Tuscany. The villa is peacefully nestled in nature, offering breathtaking views of the hills and complete silence – ideal for rest and recharging. The house is full of charm, beautifully decorated with artistic touches, books, and original details that make you feel at home. Everything was clean and well maintained. Thank you, Stefano, for allowing us to experience this wonderful place – even though we didn’t meet in person, we felt warmly welcomed. We would love to come back! Tip: The road to the villa is quite narrow and steep – it’s best to arrive during daylight with a good car.

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9.2
Superb
385 reviews
Price from
US$75
per night

Featuring garden views, VIA NALDINI n 61 provides accommodation with patio, around 18 km from Piazza Matteotti. Free WiFi is provided throughout the property and private parking is available on site. The guest house features family rooms. A spacious room, very clean and felt like new! The shower, bed, all of it- 10/10! There is free parking space in front of the property. The town has an amazing view, in the middle of olive trees and vineyards. The owner was very nice and communicative.

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9.7
Exceptional
455 reviews
Price from
US$104
per night

Located within 700 metres of Piazza Matteotti and 27 km of Ponte Vecchio, Chiantirooms Guesthouse provides rooms with air conditioning and a private bathroom in Greve in Chianti. With city views, this accommodation offers a patio. Featuring family rooms, this property also provides guests with an outdoor fireplace. Very chill and comfortable place to stay! The host lady is so warmly welcomed and nice. And we love the breakfast she made so much! I would strongly recommend this accommodation.

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9.2
Superb
202 reviews
Price from
US$99
per night

Located in San Donato in Poggio, 20 km from Piazza Matteotti, Agriturismo Campo Lungo provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace. The property has garden views and is 32 km from Piazzale Michelangelo and 32 km from Pitti Palace. The guest house features family rooms. We loved absolutely everything. The appartment was great, the nature was great, the owner was super friendly. We’ll be definately back. :)

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9.3
Superb
175 reviews

Set in Poggibonsi, 29 km from Piazza Matteotti, Tris Appartements offers rooms with air conditioning and free WiFi. It is situated 32 km from Piazza del Campo and features full-day security. The guest house features family rooms. Very beautiful and pleasant place. Clean and cozy

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9
Superb
46 reviews
Price from
US$81
per night

Situated in San Casciano in Val di Pesa, La Porta Rossa is a recently renovated accommodation, 18 km from Piazzale Michelangelo and 18 km from Pitti Palace. Housed in a building dating from 2025, this guest house is 18 km from Strozzi Palace and 18 km from Santa Maria Novella. The property is non-smoking and is set 18 km from Piazza Matteotti. Tiberio was very kind and accommodating. He could not be a better host! I enjoyed talking to him and seeing the beautiful area. The room was amazing - spacious and had everything I needed. It was my favorite stay in Italy,

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9.3
Superb
46 reviews
Price from
US$83
per night

Located within 26 km of Piazza del Campo and 40 km of Piazza Matteotti, 35 Rooms Palazzo Buoninsegni provides rooms with air conditioning and a private bathroom in Colle Val D'Elsa. The property features city views and is 50 km from Piazzale Michelangelo and 50 km from Pitti Palace. Very nice place, clean, beautiful, with all you need. In the heart of the city. Highly recommend!

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9.2
Superb
77 reviews
Price from
US$99
per night

Residenza Albalonga, a property with a garden, is located in Castelnuovo Berardenga, 25 km from Piazza del Campo, 47 km from Piazza Matteotti, as well as 21 km from Siena Train Station. Featuring mountain and garden views, this homestay also provides guests with free WiFi. The homestay features family rooms. Very clean and comfortable apartment centrally located. Mimosa was very kind and accommodating with our early check in request. Highly recommend!

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9.6
Exceptional
72 reviews

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