See the latest prices and deals by choosing your dates.
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. This wonderful hotel was a real oasis of tranquility. Everything was clean, organized, and thoughtful. Outdoor movie nights, excellent dinners, and delicious breakfasts. The pool offered a stunning view of the vineyards and Tuscany. The rooms were clean and stylish. The hotel staff was accommodating and responsive. There was also a free tennis court. The greatest joy was the opportunity to disconnect from the daily hustle and fully relax the mind.
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. Location,ambient and surroudings were amazing.
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. Everything!!! The views, the peace, sunsets and sunrises…. Delicious food and location.
Colle 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. We recently had the pleasure of staying at La Corte del Chianti, and it was an experience we'll never forget. Nestled in the heart of the picturesque Chianti region, the location is nothing short of perfect. Surrounded by rolling vineyards and breathtaking views, it’s the ideal spot for anyone looking to immerse themselves in the serene beauty of Tuscany. The cleanliness of the property was impeccable. Every corner of La Corte del Chianti was meticulously maintained, offering a comfortable and pristine environment that made us feel right at home. The room was spacious, tastefully decorated, and provided all the modern comforts one could wish for, while still retaining a charming rustic appeal. What truly set this place apart, however, were the incredible hosts. From the moment we arrived, they went above and beyond to ensure our stay was nothing short of perfect. Their warmth, attentiveness, and local knowledge made the entire experience even more enjoyable. Whether it was recommending the best local restaurants, suggesting tours, or simply offering a friendly chat, they made us feel like cherished guests.
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. The apartment was pristine clean and spacious with a large terrace outside. The pool is amazing! Perfect place of quite relax surrounded by Tuscan nature.
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. Warm, clean, new and cozy. We would stay again.
Holiday Rental in Impruneta
Popular with guests booking holiday rentals in Chianti
Holiday Rental in Castellina in Chianti
Popular with guests booking holiday rentals in Chianti
Holiday Rental in Barberino di Val dʼElsa
Popular with guests booking holiday rentals in Chianti
Holiday Rental in Gaiole in Chianti
Popular with guests booking holiday rentals in Chianti
Holiday Rental in San Casciano in Val di Pesa
Popular with guests booking holiday rentals in Chianti
Holiday Rental in Vagliagli
Popular with guests booking holiday rentals in Chianti
There are 1,147 holiday rentals in Chianti you can book on Booking.com.
Fattoria di Cinciano, Salvadonica and Agriturismo San Sano are some popular holiday rentals in Chianti.
In addition to these holiday rentals, Relais CastelBigozzi, Borgo Argiano and Villa San Michele are also popular in Chianti.
La casa di Arianna, Il Poderino and Palazzo Galganetti Betti have received great reviews from guests in Chianti regarding the views from these holiday rentals
Guests staying in Chianti also spoke highly of the views from these holiday rentals: B&B Antiche Rime, Villa la torre and B&B Casa Decimo.
Couples travelling in Chianti loved staying at Villa San Michele, La Casetta di Barbara and Villa Di Capovento.
Similarly, these holiday rentals in Chianti are highly rated by couples: Borgo Argiano, Corte Di Valle and La Magnolia.
We make it quick and easy to book a holiday rental 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 holiday rental in Chianti for this weekend is US$184, based on current Booking.com prices.
Many families visiting Chianti loved staying at Capannelle Wine Resort, Villa San Michele and B&B Antiche Rime.
Similarly, Torre Di Ponzano, La Magnolia and La Corte del Chianti Classico are also popular among family travellers.
Most holiday rentals on Booking.com offer free cancellation.
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!