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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
Offering a seasonal infinity pool and hot tub, Villa Le Calvane is set in Montespertoli, on the hills overlooking the Chianti region. Olive oil and wine are produced on site.
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.
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...
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
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.
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.
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.
Terrace
La Valletta Boutique Wine Estate in Panzano provides adults-only accommodation with pool with a view, a garden and a shared lounge.
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
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
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
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,...
Terrace
A recently renovated holiday home in Gaiole in Chianti, Ama- La Casina offers outdoor fireplace, parking on-site and sports facilities.
Terrace
Situated just 34 km from Piazzale Michelangelo, Tenuta Moriano offers accommodation in Montespertoli with access to an open-air bath, barbecue facilities, as well as luggage storage space.
Hot tub/Jacuzzi
Featuring a garden and views of pool, Tenuta Cantona is a recently renovated aparthotel located in Casole dʼElsa, 38 km from Piazza del Campo.
Terrace
Boasting a garden and views of lake, Agriturismo Podere Tegline is a farm stay set in a historic building in Radda in Chianti, 16 km from Piazza Matteotti.
Bar
Set in Tavarnelle in Val di Pesa, 14 km from Piazza Matteotti, Villa Fillinelle features accommodation with pool with a view, free private parking, a garden and a bar.
Hot tub/Jacuzzi
Featuring inner courtyard views, canonica 43 offers accommodation with a seasonal outdoor swimming pool and a patio, around 47 km from Piazza Matteotti.
Terrace
31 km from Piazza del Campo, Casale di Villore is a recently renovated property set in Poggibonsi and offers air-conditioned rooms with free WiFi and private parking.
Agriturismo Fattoria Santo Stefano is set in Greve in Chianti and features a pool with a view and quiet street views.
Spa and wellness centre
Situated within 23 km of Piazza del Campo and 40 km of Piazza Matteotti, Villa Di Sotto features rooms with air conditioning and a private bathroom in Castelnuovo Berardenga.
Spa and wellness centre
Castel Monastero is set in a restored mediaeval hamlet from the 10th century. This historic castle offers beautiful views of Tuscany, a pool, a wellness centre and 2 restaurants.