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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
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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9.5
Exceptional
339 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 house in the middle of Tuscany, just like in a picture book, with a view of Florence. Very tastefully furnished and great art on the walls, including paintings by the grandmother of the house, to whom the house owes its name. Btw.: We forgot a few things in the fridge when we left! Sorry! Best regards Kerstin

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9.1
Superb
378 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. 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
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. Very chill and comfortable place to stay! The host lady is so warmly welcomed and nice. And we love the breakfast she made so much! I would strongly recommend this accommodation.

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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. Excellent rrelaxing experience with spectacular view. We only regretted that we didn't stay longer.

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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
34 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. 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
41 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. Super clean, confortable beds, nice kitchen, air conditioning. Close to historical city center.

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9.2
Superb
75 reviews
Price from
US$99
per night

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