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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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9.1
Superb
384 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 location is right on and with a great view of the main square. The room is very nicely done and quite comfortable. Shana and Caterina were very kind, helpful and always available. Sitting in the terrace for a great breakfast was a nice way to start the day.

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9.5
Exceptional
331 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. If you are looking for some peace and quiet, plus a beauitiful view of the Chianti landscape. This is the right spot! It's a bit up in the mountain, you'll need a car, but it is worth it! The host great, the house is beauitiful and unique.

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9.1
Superb
376 reviews
Price from
US$82
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. The room was nicely decorated and clean looks like its been renovated recently. Quiet and comfortable room we slept well. Free parking available on the street. The host Giovanni is super nice and had great recommendations for food place down the street, dont miss it its great atmosphere and food!

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9.7
Exceptional
461 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
197 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. Amazing place and owner! Quite and beautiful place.

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9.3
Superb
179 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
30 reviews
Price from
US$74
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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9.7
Exceptional
15 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. 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
37 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. Very nice place, clean, beautiful, with all you need. In the heart of the city. Highly recommend!

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9.2
Superb
73 reviews
Price from
US$100
per night

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