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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
367 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. The suite was simply beautiful and located right in the center of Greve. The attention to detail was wonderful and the staff very helpful. Communication was excellent. Could not have been more perfect.

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9.4
Superb
347 reviews
Price from
US$166
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. Th place is wonderful, the best place we found in Italy. Super comfy, decorated with charm. Quiet, you can enjoy a beautiful sunset surrounded by nature, only 20mn from center Florence. The better place you can find to enjoy the town but still be in a chill area. The host Stefano is supernice, serviable and esay to chat with. The plus? We came with our dog, and she loves this place as we loved it. She was as welcomed as we were. Its a full win for Villa Gioietta.

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9.2
Superb
383 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. Wonderful stay and wonderful host! Extremly nice, renovated and clean property, decorated with taste and love. Super comfortable bed, long enough for tall people and spacious, exceptionally clean bathroom with great shower. We haven't booked parking in advance, but it's allso possible to park a car for free across the street from hotel. We stayed for two nights and absolutely loved this little hotel and the town of Tavarnelle in Val di Pesa, cozy and sweet, a real experience of italian dolce vita, a little away from tourist crowds. Giovanni also gave us a great tip for a local restaurant a bit down the street. Thanks to Giovanni we had our best stay and we hope to come back again!

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9.7
Exceptional
454 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
203 reviews
Price from
US$98
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. Very friendly staff! Minimum amenities but bed and toilet and very warm shower were all we needed! Easy to drive to from Florence in the rental car. Easy to walk into town and enjoy meals and coffee!

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9.3
Superb
176 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
50 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
47 reviews
Price from
US$83
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
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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