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San Donato in Poggio
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. Very cozy and organized place. Close to many vineyards in a very peaceful location.
Greve in Chianti
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. Very clean, nice staff, great location, having breakfast and watching Piazza Giacomo Matteotti, center of this lovely town, was great. Breakfast was good and served to our table. Room was on top floor and was not too hot at all and it was very comfortable. Thank you for the surprise too 🤗
Strada
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. 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.
Tavarnelle in Val di Pesa
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. A spacious room, very clean and felt like new! The shower, bed, all of it- 10/10! There is free parking space in front of the property. The town has an amazing view, in the middle of olive trees and vineyards. The owner was very nice and communicative.
Greve in Chianti
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.
San Donato in Poggio
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. We loved absolutely everything. The appartment was great, the nature was great, the owner was super friendly. We’ll be definately back. :)
Poggibonsi
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. Very beautiful and pleasant place. Clean and cozy
San Casciano in Val di Pesa
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,
Colle Val D'Elsa
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!
Castelnuovo Berardenga
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!
Homestay in Poggibonsi
Popular with guests booking homestays in Chianti
Homestay in Greve in Chianti
Popular with guests booking homestays in Chianti
Many families visiting Chianti loved staying at Tenuta Di San Giusto in Salcio, Locanda Francini and Podere I Laghi.
Similarly, Sognare nel Castello, Casa Chiantishire and Birillo 1824 are also popular among family travellers.
We make it quick and easy to book a homestay in Chianti. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages
The average price per night for a homestay in Chianti for this weekend is US$83, based on current Booking.com prices.
Couples travelling in Chianti loved staying at Casa Chiantishire, VIA NALDINI n 61 and Residenza Albalonga.
Similarly, these homestays in Chianti are highly rated by couples: Suite Greve in Chianti, Agriturismo Campo Lungo and Tuscan Orchard.
There are 43 homestays in Chianti you can book on Booking.com.
Most homestays on Booking.com offer free cancellation.
Tris Appartements, Sognare nel Castello and Villa Gioietta have received great reviews from guests in Chianti regarding the views from these homestays
Guests staying in Chianti also spoke highly of the views from these homestays: Casa di Palaia, Suite Greve in Chianti and Tuscan Orchard.
VIA NALDINI n 61, Suite Greve in Chianti and Agriturismo Campo Lungo are some popular homestays in Chianti.
In addition to these homestays, Villa Gioietta, Chiantirooms Guesthouse and La Bugia del Sensale are also popular in Chianti.
Stunning property surrounded by nature and so peaceful! Lovely hosts. Came for a wedding nearby. Would definitely return, thank you.
The location is perfect....our house was at the e top of a hill surrounded by vineyards and olive trees. About 1.5k walk...or drive, from the village of Quercagrossa where you can join the locals for a morning coffee and buy basics from one of the two small supermarkets . The pool was a relief on the hot days. Good wifi. Staff are very friendly and helpful.
Giulio and his wife (sorry forgot the name) is a great host. We loved our stay. They got everything we need. There’s a nearby winery, about 350m from this place that offer great wine tour and tasting. You can go to nearby town center by bus or car to explore the area a little bit. If you don’t have a car, there’s bus from Florence that stop less than 200m from the property but it’s not frequent. Will definitely come back
Paulo and his wife makes you feel at home. Great host, great atmosphere in this small town. Breakfast was very good. Unique balcony and very clean big rooms. For sure this is a Place to return!!
Great location, easy to find, some food and shopping options at walking distance. Licio is a great host, he provided useful tips for visiting Florence and surroundings and also gave great instructions on how to arrive. His apartment is same as shown on the photos, spacious enough for 4 of us and has a great outdoor area with the pool. Don't hesitate to book this place, it's the perfect choice.
Wonderful location, great views, fantastic breakfast, great host, lovely room.
Wonderful, fantastic property with lovely hosts.