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Poggibonsi
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.
Fattoria di Cinciano is a hidden gem in the Tuscan countryside. Perfectly positioned on a hilltop among olive groves and vineyards, it offers both peaceful seclusion and convenient access to nearby towns and attractions.
Our apartment was spacious, comfortable, and well-equipped, making it feel like a home away from home. The estate features beautiful gardens and stunning views of the rolling Tuscan hills.
The friendly staff provided excellent recommendations for local restaurants and activities, enhancing our experience of the region.
What we appreciated most was the tranquil atmosphere - ideal for unwinding and experiencing the authentic charm of Tuscany. Highly recommended for anyone seeking a relaxing Italian countryside getaway with all the comforts.
San Casciano in Val di Pesa
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 team, friendly and spot on with help and advice! Just amazing breakfast and convenient location!!
Gaiole in Chianti
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 and peaceful surrounding. Beautiful care was taken of all of us during our stay. The rooms are very nicely furnished and the sitting area outside is just gorgeous. Pool outstanding and very clean surrounded by olive trees. You also have to try cantuccini il santo, delicious.
Monteriggioni
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. It was exactly what was promised. An old building in the heart of Tuscany int the middle of an olive orchard. Unfortunately we only spent a night there and wished we could have stayed longer. The restaurant was also very nice with a nice view of the sunset over the hills. The rooms are extremely spacious, clean and beautiful. Overall, we would come back at anytime in a heartbeat
Colle di Val d'Elsa
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.
Staggia
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
Gaiole in Chianti
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. Our whole trip was amazing. The accommodation and the surroundings were gorgeous. It was everything we hoped for. I would especially like to thank Paolo, who took excellent care of us. He provided us with breakfast, bicycle rental and booked great wine tasting for us. We were extremely satisfied and will definitely come again. Thank you !
Greve in Chianti
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. Beautiful backyard with a view of the surrounding nature of Tuscany. Have homemade breakfast while hearing the birds with a super friendly couple. Ask about restaurant recommendations and you will get the best out of your trip, with actual traditional cuisine and at reasonable prices.
Gaiole in Chianti
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 very helpful and obliging. Lovely extra touches with breakfast offerings and bottle of wine. Assisted us with meal reservations and recommendations. Highly recommend. Pool area lovely.
San Casciano in Val di Pesa
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. It had everything we needed. I loved the bathroom, the bed is very wide and comfortable,the kitchen is good equiped, a balcony where you can drink your morning coffee. The host is very nice and helpful.
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Most vacation rentals on Booking.com offer free cancellation.
Borgo Argiano, La Valletta Boutique Wine Estate, and Palazzo Galganetti Betti have received great reviews from guests in Chianti about the views from these vacation rentals
Guests staying in Chianti also loved the views from these vacation rentals: Podere Terreno alla via della volpaia, B&B Antiche Rime, and La casa di Arianna.
Many families visiting Chianti loved staying at Capannelle Wine Resort, Torre Di Ponzano, and Villa San Michele.
Similarly, B&B Antiche Rime, Laura Chianti Vacanze, and La Corte del Chianti Classico are also popular among families.
There are 1,147 vacation rentals in Chianti you can book on Booking.com.
We make it quick and easy to book a vacation rental in Chianti. Here’s what we offer:
• Free cancellation on most stays
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• 24/7 customer support in 40+ languages
Fattoria di Cinciano, Salvadonica, and Agriturismo San Sano are some of the popular vacation rentals in Chianti.
In addition to these vacation rentals, Relais CastelBigozzi, Borgo Argiano, and Villa San Michele are also popular in Chianti.
Couples traveling in Chianti loved staying at Corte Di Valle, Borgo Argiano, and Villa Di Capovento.
Similarly, these vacation rentals in Chianti were also highly rated by couples: B&B CASAGRANDE, Villa San Michele, and La Suite dei Ricordi.
The average price per night for a vacation rental in Chianti for this weekend is $320, based on current Booking.com prices.
Spectacular location in an abandoned old village on top of a hill among vineyards. Amazing swimming pool with lots of sun beds and umbrellas with beautiful views. Spacious and air-conditioned suites (must have in summer time). Additional self-service available (laundry, iron & iron board, coffee pods). The owner provided a list of local restaurants and shops, which was very convenient and helpful to start your stay. Well regarded privacy of the guests.
The beautiful views of vineyards and hills, we felt very welcome and on vacation. The appartment on two storeys was well decorated and the swimming pool very refreshing with a stunning view. Wow Tuscany at its best. The owners and their friendly dog were also nice. The village is closeby to get the grocery and that's where you do the check-in before arrival.
We loved staying at the wine resort! It was a beautiful place in Tuscany. We would love to visit again someday. The old villas were modernized and reconditioned with modern amenities very nicely. Our stay was very charming and delightful.
Wonderfull room and bathroom. Exceptionally clean. Very comfortable beds. Great A/C. Quiet. Excellent location. Provided a good boxed breakfast. Steffano was welcoming and provided a good restuarant recommendation - even made the reservation for us. The room was very well designed - they kept the old charm and had modern equipment/facilities. It was wonderful to stay inside a walled village. Would highly recommend.
Wonderful villa with very friendly staff. Beautiful location and delicious food.
Overall ambiance really great, used to be a hospital so great historical building. Rooms spacious and clean, good bathroom and facilities. Parking is a great asset, easy access. Good recommendations for food in neighborhood, also breakfast good and friendly staff. The location is wonderful, the view is stunning and also the village is lovely. Pool and service at the pool is great, good sunbeds and towels provided.
The location of L’Aiolina is simply stunning. You are surrounded by beautiful vineyards and you can admire amazing sunsets from your private viewing decks. It is very close to Siena and picturesque villages of Tuscany. The owners are super friendly and helpful. Cristina has given us lots of advice on what to do and where to eat (great recommendations!) and her husband treated us to some yummy home grown vegetables. We truly loved our stay in L’Aiolina.
The location is fantastic, in a small village away from the more touristy spots. Beds were comfortable and the area was quiet but still close to the town. The owners were very friendly. The house is like someone’s home so was quite comfy and very spacious. Fans in all the rooms. You definitely need a car to get here and there is ample parking. It would have been a welcome touch to have a bottle of the local wine in the fridge on arrival. Seems the owners are new to holiday rentals so a few extra touches will make this place 5 star!