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Chianti: 1,641 properties found

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Book now with free cancellation and no hidden fees, stay till 31 Dec 2026.
A double bed in front of large Black Friday logo
Certosa di Pontignano Residenza d'Epoca - Place of Charme is offering accommodation in Ponte A Bozzone. The property has a bar, as well as a restaurant serving Italian cuisine.
Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away.
In the heart of Tuscany’s Chianti region, Relais Riserva di Fizzano has gardens, a gourmet restaurant, and a large pool.
Offering garden views, B&B Poggiobonizio is an accommodation located in Poggibonsi, 28 km from Piazza del Campo and 29 km from Piazza Matteotti.
Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area.
Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa.
Situated within 21 km of Piazza Matteotti and 40 km of Piazza del Campo, Podere Terreno alla via della volpaia features rooms with air conditioning and a private bathroom in Radda in Chianti.
Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence.
Set in a stone farmhouse 6 km from Greve, Le Cetinelle features an outdoor pool surrounded by tree-lined gardens.
Villa Cristina is situated in Castellina in Chianti, 20 km from Piazza Matteotti, 25 km from Piazza del Campo, and 41 km from Piazzale Michelangelo.
Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica.
Located in the western part of the Chianti area, Hotel Villa San Giorgio is surrounded by beautiful vineyards and overlooks the Elsa Valley.
Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.
Offering garden views, I Casaloni is an accommodation situated in Panzano, 8.3 km from Piazza Matteotti and 35 km from Ponte Vecchio.
Situated just 16 km from Piazza Matteotti, Nittardi features accommodation in Castellina in Chianti with access to a garden, barbecue facilities, as well as luggage storage space.
Situated in Poggibonsi in the Tuscany region, Ladybug Apartment features a balcony. Both free WiFi and parking on-site are available at the apartment free of charge.
La Locanda is located in the heart of the Chianti Classico region, surrounded by vineyards, woods and olive groves. This 16th-century converted farmhouse features a swimming pool with panoramic views....
Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.
Offering an outdoor pool with hill views, Il Poggiale is a Renaissance villa in the Chianti area, just 2 km from San Casciano. A wellness area equipped with a sauna is available on site.
Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. Parking and Wi-Fi are free.
Located in Greve in Chianti, within 4.8 km of Piazza Matteotti and 32 km of Piazzale Michelangelo, Il Casello Country House provides accommodation with pool with a view and free WiFi as well as free...
Located in the village of Greve in Chianti, Antico Pastificio is just behind the main square with its restaurants and shops. It offers rooms and apartments and a large garden with swimming pool.
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.
Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan countryside, 1 km from the town centre of Greve in Chianti.
Toscana Ambassador is in Poggibonsi, a 5-minute walk from the historic centre and the railway station. It offers free parking, modern rooms with free Wi-Fi, and delicious Tuscan cuisine.