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The best holiday rentals in Chianti

Check out our pick of great holiday rentals in Chianti

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.

Each apartment will provide you with a satellite flat-screen TV, air conditioning and a kitchenette with a microwave. Featuring a shower, the private bathroom also comes with a hairdryer and towels. Amazing views, extremely clean, comfortable facilities

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9.3
Superb
1,010 reviews
Price from
US$162
per night

Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it offers en suite accommodation with Tuscan-style furnishings and free Wi-Fi. Booked a dinner and 2 nights here. It was a surprise for my girlfriend and staff helped me with arranging a special night. Beautiful stay at an amazing location. All the staff is very friendly and food / breakfast is really good. Highly recommend this place!

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9.3
Superb
1,209 reviews
Price from
US$119
per night

Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti. This farm stay has a pool with a view, a garden and free private parking. The farm stay features family rooms. Great staff and facilities. We had a great time here and loved it

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9.4
Superb
1,232 reviews
Price from
US$81
per night

Situated within 25 km of Piazza Matteotti and 36 km of Piazzale Michelangelo, La Pimpinella di Semifonte features rooms with air conditioning and a private bathroom in San Donnino. This property offers access to a terrace and free private parking. The farm stay has family rooms. The property is amazing, well-taken care of and absolutely beautiful. The staff is super friendly, helpfu, welcomingl and accommodating and makes you feel at home.

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9.8
Exceptional
105 reviews
Price from
US$151
per night

Set in Colle Val D'Elsa, Palazzo Galganetti Betti offers accommodation 26 km from Piazza del Campo and 41 km from Piazza Matteotti.

Featuring a private bathroom, units at the holiday home also have free WiFi. I was met by member of the property team and escorted to the residence. Super convenient.

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9.4
Superb
119 reviews
Price from
US$161
per night

Offering city views, Mansarda Brunelleschi is an accommodation located in Staggia, 21 km from Piazza del Campo and 33 km from Piazza Matteotti. Both free WiFi and parking on-site are available at the apartment free of charge. The accommodation provides private check-in and check-out and a minimarket for guests. Nice apartment with artistic touch to it

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9
Superb
144 reviews
Price from
US$66
per night

Situated within 27 km of Piazza Matteotti and 28 km of Piazza del Campo, La Corte del Chianti Classico features rooms with air conditioning and a private bathroom in Gaiole in Chianti. Private parking is available on site at this recently renovated property. The property offers a pool with a view, a garden and rooms with garden views. The warmth of the hosts, the peace of the surroundings and the gorgeous pool

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9.6
Exceptional
159 reviews
Price from
US$207
per night

Set within 13 km of Ponte Vecchio and 13 km of Uffizi Gallery, B&B Casa Decimo offers rooms with air conditioning and a private bathroom in Greve in Chianti. This bed and breakfast provides free private parking and luggage storage space. The accommodation features a housekeeping service and bicycle parking for guests. My husband and I stayed at Casa Decimo and we're so thankful to have found this cute B&B. Giuseppe and Mariko (and their daughter Naomi) we're so kind and warm, it made our stay feel like we were with family. Giuseppe had so many recommendations of things to do in the area which we were so grateful for. It was great chatting with him about his travels around the world too! Thank you for the wonderful stay!

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9.6
Exceptional
121 reviews
Price from
US$141
per night

20 km from Piazza del Campo, BORGO A MONTI di Sotto is a recently renovated property located in Gaiole in Chianti and provides air-conditioned rooms with free WiFi and private parking. With garden views, this accommodation features a patio. The holiday home offers parking on-site, a pool with a view and luggage storage space. Property is nice and quite and clean.

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9.6
Exceptional
152 reviews
Price from
US$215
per night

Situated in San Casciano in Val di Pesa, 18 km from Pitti Palace and 19 km from Strozzi Palace, il Gallo offers air conditioning. The property is located 19 km from Santa Maria Novella, 19 km from Piazza Matteotti and 21 km from Ponte Vecchio. Free WiFi is available throughout the property and Piazzale Michelangelo is 18 km away. Warm, clean, new and cozy. We would stay again.

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9.4
Superb
107 reviews
Price from
US$80
per night

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