Search holiday rentals in Chianti

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. What a beautiful place! Peaceful, quiet and relaxing with amazing views of hills, villages, old medieval towns, olive trees, grapevines and the most incredible sunsets. Truly spectacular! The whole place is exactly what we hoped and imagined Tuscany would be!

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. Great breakfast and heated room (in May but the weather was rainy) Nice staff and clean room.

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. Wonderful stay, at a lovely place, in a peaceful location, with an amazing breakfast!

CastelBigozzi is surrounded by the Tuscan countryside, 12 km from San Gimignano. It offers an outdoor swimming pool with hydromassage, and rustic, air-conditioned rooms. You can book free guided excursions on the Via Francigena path. Best get away.. serene, peaceful, good food, helpful staff

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. Hosts were incredible. Food felt like a hug. Our rooms were SO COOOL. We cannot wait to return. It was a hard goodbye.

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.

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

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 Owners really put a lot of time and effort into making this place special. Peaceful getaway. Very newly updated, very clean and well designed. Thoughtful touches like an above average breakfast. Very friendly owners. Willing to make sure your stay meets your needs. Will come back. Close to a couple great wineries.

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!

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. Staff were incredibly friendly and hospitable, were were travelling with our baby for the first time and they couldn't do enough for us.