Skip to main content

The best homestays in Chianti

Check out our pick of great homestays in Chianti

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Set just 18 km from Piazza Matteotti, La Bugia del Sensale offers accommodation in San Donato in Poggio with access to a garden, a shared lounge, as well as a shared kitchen. It is situated 32 km from Piazza del Campo and features full-day security. Featuring family rooms, this property also provides guests with a picnic area. Perfect! Very nicely decorated interior. Many nice details. Spacious and comfortable. Nice and easy communication with the hosts.

Show more Show less
9
Superb
380 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. The suite was simply beautiful and located right in the center of Greve. The attention to detail was wonderful and the staff very helpful. Communication was excellent. Could not have been more perfect.

Show more Show less
9.5
Exceptional
338 reviews
Price from
US$166
per night

Located in Strada and only 15 km from Piazza Matteotti, Villa Gioietta provides accommodation with mountain views, free WiFi and free private parking. With city views, this accommodation features a patio. The accommodation offers a shared kitchen and luggage storage space for guests. Very quite & serene. Gentle chirping of the birds. Amazing views over Florence. The property is like a castle filled with art and beautiful elements from the family who lived & owned this very well maintained & carefully cared structure. Interior & exterior is impeccable! There are special corners & intimate settings that build connections with the people who had lived there. It will remain as one of the most memorable stays we’ve had! The host, Stefano was very pleasant & caring to our needs. Looking forward to visiting again.

Show more Show less
9.2
Superb
380 reviews
Price from
US$81
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. Great small town to visit Siena and Florence. I would suggest visiting Forno in Piazza bakery nearby.

Show more Show less
9.7
Exceptional
456 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 welcome was warm and very accurate. We received the right information and good advice on where to go for dinner and walks in the surroundings. Breakfast was great with fresh figues directly fromthe tree. We especially enjoyed the extra balcony and the possibility to consume extra drinks - both softdrinks and wine - in the evening. Excellent location on walking distance from central town.

Show more Show less
9.2
Superb
198 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. Excellent rrelaxing experience with spectacular view. We only regretted that we didn't stay longer.

Show more Show less
9.3
Superb
176 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. 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.

Show more Show less
9.1
Superb
38 reviews
Price from
US$73
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,

Show more Show less
9.4
Superb
42 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. Very nice place, clean, beautiful, with all you need. In the heart of the city. Highly recommend!

Show more Show less
9.2
Superb
76 reviews
Price from
US$99
per night

Residenza Albalonga, a property with a garden, is located in Castelnuovo Berardenga, 25 km from Piazza del Campo, 47 km from Piazza Matteotti, as well as 21 km from Siena Train Station. Featuring mountain and garden views, this homestay also provides guests with free WiFi. The homestay features family rooms. Very clean and comfortable apartment centrally located. Mimosa was very kind and accommodating with our early check in request. Highly recommend!

Show more Show less
9.6
Exceptional
71 reviews

Most booked homestays in Chianti this month

FAQs about homestays in Chianti

Homestays that guests love in Chianti