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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. Central to everything in this quaint little village. Restaurants are all within walking distance and you're right on the main road so access to areas beyond is easy - you will need a car. Breakfast is not provided here but there is a full kitchen should you choose to buy things from the market and make your own. It is also a short 8 minute walk to the center of San Donato, where you will find a few bars to enjoy coffee and breakfast in the morning, or aperitivo in the afternoon.

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9
Superb
375 reviews
Price from
US$74
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. The suite was simply beautiful and located right in the center of Greve. The attention to detail was wonderful and the staff very helpful. Communication was excellent. Could not have been more perfect.

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9.4
Superb
343 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. It was really far from everything, which could be either good or bad depending what you look for, we really enjoyed it I would recommend to bring food and make your own food cause all the places pretty far

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9.2
Superb
382 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. Very nice big room, with a comfortable bed

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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. Really charming beautiful room in a gorgeous property. We couldn't stay for breakfast but the setting was beautiful and the offering was huge with croissants, yoghurt fruit and much more. We managed to get a takeaway bag with some goodies including grapes from their own vines. Barbara was wonderful, clearly communicated via WhatsApp and saved us when we were stuck trying to get back to Greve from the next town late at night. Thankyou so much! We would definitely stay again, next time for more than 1 night!

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9.2
Superb
200 reviews
Price from
US$98
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. Amazing place and owner! Quite and beautiful place.

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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. Modern, clean and comfortable. At walking distance from the station and the center of town. We could choose between one bed or 2 beds for 2 persons.

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9
Superb
43 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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9.4
Superb
45 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. Everything! This place was perfect. It is perfectly located and situated in a beautiful old building. The access to the place was perfectly explained and wherefore easy. The appartement consists of 2 separate rooms with each its own private bathroom. Our room was huge and greatly arranged. The bathroom had everything you need and is also very nice. There is a shared kitchen totally equipped, and the cupboard is filled with all you need. On top of that, there was some water in the fridge and coffee ready to be used. Just amazing.

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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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