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The best guest houses in Chianti

Check out our pick of great guest houses in Chianti

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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The units come with air conditioning, a flat-screen TV with streaming services, a fridge, a kettle, a shower, bathrobes and a desk. Featuring a private bathroom, units at the guest house also have free WiFi. At the guest house, the units are fitted with bed linen and towels. 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
375 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. 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
343 reviews
Price from
US$167
per night

The units provide views of the garden and come with a seating area, a washing machine, a fully equipped kitchen with an oven, and a private bathroom with a hair dryer and free toiletries. A fridge, a stovetop and kitchenware are also provided, as well as a coffee machine. Guests can enjoy a meal at an outdoor dining area at the guest house. We loved the place! A quiet spot away from the hustle and bustle of the city. We stayed in the bottom room which was great as we had a little outdoor terrace to ourselves to enjoy the sunset with a wine. Kitchen and facilities were great as well. Our host Stefan was fantastic, helpful and gave lots of advice on the region as well. Beautiful property in a stunning location and great price too.

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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. 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$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
201 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. 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
44 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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9.4
Superb
46 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.

With a private bathroom equipped with a bidet and a hair dryer, units at the guest house also offer free WiFi. At the guest house, all units come with a wardrobe and a flat-screen TV. Very nice place, clean, beautiful, with all you need. In the heart of the city. Highly recommend!

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9.2
Superb
77 reviews
Price from
US$99
per night

The spacious guest house is fitted with a flat-screen TV. Guests can enjoy an ambient stay in their soundproof room with parquet floors and a fireplace. The property has an outdoor dining area.

The guest house has a picnic area where you can spend a day out in the open. Jacopo will do everything to make your stay perfect. The room is really nice, clean and quiet. The garden has an amazing view. Thank you very much for your kindness !!

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9.2
Superb
80 reviews
Price from
US$70
per night

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