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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
381 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. 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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9.5
Exceptional
339 reviews
Price from
US$168
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. Very quite & serene. Gentle chirping of the birds. Amazing views over Florence. The property is like a castle filled with art and beautiful elements from the family who lived & owned this very well maintained & carefully cared structure. Interior & exterior is impeccable! There are special corners & intimate settings that build connections with the people who had lived there. It will remain as one of the most memorable stays we’ve had! The host, Stefano was very pleasant & caring to our needs. Looking forward to visiting again.

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9.1
Superb
379 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
458 reviews
Price from
US$105
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
198 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
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. 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
36 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$69
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
42 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
75 reviews
Price from
US$99
per night

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