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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. Great location. Everything had been beautifully refurbished, the facilities were great, breakfast was included and was fresh, and coffee prepared by Sara. The B&B is located in the piazza, so restaurants and shops are all around. Great place we would definitely return if visiting the area.

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9.4
Superb
346 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. Beautiful location, beautiful building and beautiful interior with amazing wonderful original artwork and beautifully books. The host is so wonderful and helpful. He put extra efforts to make sure our stay is comfortable and enjoyable.

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9.2
Superb
384 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. This is the best hotel I’ve stayed at in Italy. The guy at reception was extremely friendly and helpful. There’s free public parking available on the street opposite the hotel, as well as paid, secure private parking (also on the street, uncovered). The location is peaceful, with plenty of great restaurants nearby, and a Coop supermarket 7 minutes walk away.

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9.7
Exceptional
455 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. Easy walk to the piazza and restaurants, but Barbara the hostess was lovely and provided great breakfasts.

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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
47 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$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
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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