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San Donato in Poggio
The units come with air conditioning, a flat-screen TV with streaming services, a fridge, a kettle, a shower, bathrobes and a desk. Featuring a private bathroom, units at the guest house also have free WiFi. At the guest house, the units are fitted with bed linen and towels. Central to everything in this quaint little village. Restaurants are all within walking distance and you're right on the main road so access to areas beyond is easy - you will need a car. Breakfast is not provided here but there is a full kitchen should you choose to buy things from the market and make your own. It is also a short 8 minute walk to the center of San Donato, where you will find a few bars to enjoy coffee and breakfast in the morning, or aperitivo in the afternoon.
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. Perfect location in a beautiful piazza
Strada
The units provide views of the garden and come with a seating area, a washing machine, a fully equipped kitchen with an oven, and a private bathroom with a hair dryer and free toiletries. A fridge, a stovetop and kitchenware are also provided, as well as a coffee machine. Guests can enjoy a meal at an outdoor dining area at the guest house. The location, the design, the quiet environment
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. Giovanni was wonderful. He greets you warmly as if you're family and makes you feel comfortable from the moment you arrive to when you leave. The location is great and the recently renovated rooms have A/C are very comfortable. They even have a 120V outlet for US shavers in the bathroom.
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. Well designed apartments with a nice pool and views on tuscan hills and oil trees around. Nice, quiet and well-equipped rooms.
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. 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.
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.
With a private bathroom equipped with a bidet and a hair dryer, units at the guest house also offer free WiFi. At the guest house, all units come with a wardrobe and a flat-screen TV.
Super clean, confortable beds, nice kitchen, air conditioning. Close to historical city center.
Poggibonsi
The spacious guest house is fitted with a flat-screen TV. Guests can enjoy an ambient stay in their soundproof room with parquet floors and a fireplace. The property has an outdoor dining area.
The guest house has a picnic area where you can spend a day out in the open.
Jacopo is a great host! Super responsable and very responsive. He recommend great places to eat and drink good wine. Super recommended.
Guest House in Poggibonsi
Popular with guests booking guest houses in Chianti
Guest House in Greve in Chianti
Popular with guests booking guest houses in Chianti
Guest House in Tavarnelle in Val di Pesa
Popular with guests booking guest houses in Chianti
There are 39 guest houses in Chianti you can book on Booking.com.
Many families visiting Chianti loved staying at Sognare nel Castello, Podere I Laghi and Locanda Francini.
Similarly, Casa Chiantishire, VIA NALDINI n 61 and casamachiavelli are also popular among family travellers.
Most guest houses on Booking.com offer free cancellation.
Couples travelling in Chianti loved staying at Casa Chiantishire, VIA NALDINI n 61 and La Porta Rossa.
Similarly, these guest houses in Chianti are highly rated by couples: Podere I Laghi, Agriturismo Campo Lungo and Tuscan Orchard.
VIA NALDINI n 61, Suite Greve in Chianti and Agriturismo Campo Lungo are some popular guest houses in Chianti.
In addition to these guest houses, Villa Gioietta, Chiantirooms Guesthouse and La Bugia del Sensale are also popular in Chianti.
Tris Appartements, Sognare nel Castello and Villa Gioietta have received great reviews from guests in Chianti regarding the views from these guest houses
Guests staying in Chianti also spoke highly of the views from these guest houses: Casa di Palaia, Suite Greve in Chianti and Tuscan Orchard.
We make it quick and easy to book a guest house in Chianti. Here’s what we offer:
• Free cancellation on most stays
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The average price per night for a guest house in Chianti for this weekend is US$99, based on current Booking.com prices.
We felt right at home. Simonetta is a great host that provides all the info that you need about all there is to do and see in the area. She even arranged a special, romantic diner with music for us at a local place that we otherwise never would have been to. We also did the cooking class which we highly recommend! More about the property: we loved the peaceful and quiet place is nature. The lake was amazing and the room spacious and equipped with all you need. Loved our stay and hope to come back!
Great location in the middle of Toscana, Paradise, quiet, amazing view from garden to the hills of the area. The house was renovated from an old farm house, very authentic, simple, but well equipped, air conditioning, full kitchen, rest area, great swimming pool. Suzana & Giorgio are great hosts, helped with any question. We fell in love with this house. Many thanks Well recommended.
Clean and quiet. Host was also very welcoming who offered us to prepare dinner as location is a bit far away from other towns. Great location for those planning to go for hikes or long walks. Location in also quite close to Siena.
Sandy was a wonderful host and very welcoming. Beautiful building and decor; pool lovely and clean and quiet well-kept garden. Great location as pretty quiet and a 2- minute walk to the piazza. Everything lovely! Stunning scenery.
Great location and characterful property with views across the Tuscan hills. The owner, Benedetta, is a great host, too. She couldn’t do enough to make our stay in San Casciano a pleasant one. Will return again one day.
Very easy acces to the entrance of the room (groundfloor), parking space and great location. Very quiet, lovely place to sit by the pool and enjoy the view. Maria, the owner/host is a super friendly and warm person.
Quiet beautiful place in charming rustic tuscan house with great breakfast. We enjoy our stay. Lisa and her family is a great host.