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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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9.1
Superb
383 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. Perfect location in a beautiful piazza

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9.4
Superb
335 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. This has been one of the most beautiful stays we've ever had. When looking to get away from the city's noise and be surrounded by nature, this is a great place to be. You do need to know that the closest town is around 15 by car, however the place and view are amazing.

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9.1
Superb
377 reviews
Price from
US$81
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. Great small town to visit Siena and Florence. I would suggest visiting Forno in Piazza bakery nearby.

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9.7
Exceptional
460 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. The hostess, Barbara, was wonderful. She made delicious apple pie for us, and shared her recipe. We liked that the location was close to a playground, a grocery store, and Florence. We bought groceries at the store and were able to refrigerate and microwave items we bought in the hallway just outside our room.

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9.2
Superb
200 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. Well designed apartments with a nice pool and views on tuscan hills and oil trees around. Nice, quiet and well-equipped rooms.

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9.3
Superb
177 reviews
Price from
US$105
per night

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
31 reviews
Price from
US$73
per night

Situated 28 km from Piazza del Campo, Beautiful Ceilings in Colle Val D'Elsa features rooms with air conditioning and free WiFi. The property has city views and is 40 km from Piazza Matteotti and 49 km from Piazzale Michelangelo. Pitti Palace is 49 km from the homestay and Strozzi Palace is 49 km away. Host very helpful, clean place and very close to the center of the city.

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9.5
Exceptional
16 reviews
Price from
US$68
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. Bed was very comfy , aircon and fan were very welcome after being out in the heat all day . Location was perfect , 100m from the centre of San casciano for restaurants and bars . Coffee machine made lovely drinks , small hob for making breakfast . Great shower in the recently refurbished bathroom . The exposed wooden beams in the ceiling . Really a great place to stay with a great host .

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9.4
Superb
40 reviews
Price from
US$84
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
74 reviews
Price from
US$99
per night

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