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Chianti: 1,642 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
Spa and wellness centre
Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence.
Spa and wellness centre
Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, two historical buildings.
Terrace
Located in Greve in Chianti, 5.8 km from Piazza Matteotti, La Veronica Exclusive Chianti Resort provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a...
Terrace
Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodation has free Wi-Fi and rooms with a satellite flat-screen TV.
Situated within 20 km of Piazza del Campo and 35 km of Piazza Matteotti in Monteriggioni, Rooms and Wine al Castello provides accommodation with seating area. The property has city views.
Terrace
Housed in a historic building, the recently renovated Corte Di Valle features accommodation with pool with a view and free WiFi.
Terrace
Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.
Bar
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.
Terrace
In the heart of Tuscany’s Chianti region, Relais Riserva di Fizzano has gardens, a gourmet restaurant, and a large pool.
Terrace
La Valletta Boutique Wine Estate in Panzano provides adults-only accommodation with pool with a view, a garden and a shared lounge.
Spa and wellness centre
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.
Spa and wellness centre
Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area.
Room service
Located within 28 km of Piazza del Campo and 29 km of Piazza Matteotti, B&B Poggiobonizio offers rooms with air conditioning and a private bathroom in Poggibonsi.
Terrace
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.
Spa and wellness centre
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.
Terrace
Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge....
Terrace
A recently renovated holiday home in Gaiole in Chianti, Ama- La Casina offers outdoor fireplace, parking on-site and sports facilities.
Terrace
Set in Badia A Passignano in the Tuscany region and Piazza Matteotti reachable within 8.6 km, Il Fiorino di Badia offers accommodation with free WiFi, a children's playground, pool with a view and...
Terrace
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.
Terrace
Only 3 km from Tavarnelle in Val di Pesa, the ultra-modern Morrocco Chianti Village has a quiet location in the Tuscan countryside. Its offers contemporary apartments set around a large pool.
Terrace
Dating back to the 18th century, Podere Mezzastrada - Place of Charme is set on a hill in the Chianti wine area 1 km outside Fiano.
Terrace
Offering free WiFi throughout the property, air-conditioned rooms with Tuscan-style décor and a panoramic swimming pool overlooking 3 castles, Le Mandrie di Ripalta is located 3 km from Montespertoli,...
Hot tub/Jacuzzi
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.
Terrace
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.