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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. Very cozy and organized place. Close to many vineyards in a very peaceful location.

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9.1
Superb
390 reviews
Price from
US$75
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
332 reviews
Price from
US$169
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. A magical place! Our stay at Villa Gioietta was truly unforgettable – a hidden gem in the heart of Tuscany. The villa is peacefully nestled in nature, offering breathtaking views of the hills and complete silence – ideal for rest and recharging. The house is full of charm, beautifully decorated with artistic touches, books, and original details that make you feel at home. Everything was clean and well maintained. Thank you, Stefano, for allowing us to experience this wonderful place – even though we didn’t meet in person, we felt warmly welcomed. We would love to come back! Tip: The road to the villa is quite narrow and steep – it’s best to arrive during daylight with a good car.

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9.1
Superb
372 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. All you need for a perfect accomodation, you can find in here. This was high above our expectations for a place like Tavernalle. Not only the property is kept in an excellent condition, but the host is amazing. We will definitely come back and will recommend to all our friends.

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9.7
Exceptional
458 reviews
Price from
US$106
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$100
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
179 reviews
Price from
US$106
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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9.1
Superb
24 reviews
Price from
US$74
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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9.3
Superb
36 reviews
Price from
US$85
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. Super clean, confortable beds, nice kitchen, air conditioning. Close to historical city center.

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9.3
Superb
67 reviews
Price from
US$100
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. Brilliant room, location and host.

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9.2
Superb
74 reviews
Price from
US$71
per night

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