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. We loved everything about our stay here! The room was gorgeous, the restaurant on site was unbelievably good, and the staff were amazing! We highly recommend staying here.

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. It’s always an amazing resort, the scenery, the rooms, everything is amazing

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

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. Everything. Location was wonderful, very peaceful and calming. The grounds were beautiful

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.

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. We chose the apartment for its location (close to all the Tuscan attractions) and ended up falling in love with the beauty of the apartment – modern, clean, and everything you could wish for, plus a very friendly owner.

Situated 28 km from Ponte Vecchio, 28 km from Uffizi Gallery and 28 km from Piazzale Michelangelo, Bonaventura features accommodation located in Greve in Chianti. The property is around 30 km from Piazza della Signoria, 30 km from Cathedral of Santa Maria del Fiore and 30 km from Piazza del Duomo di Firenze. Free WiFi is available throughout the property and Piazza Matteotti is 1.5 km away. A characteristic well equiped apartment in historic Montefioralle.