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Chianti: 1,643 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
Set in the hills of the Chianti wine district, this 15th-century villa is now a 4-star hotel with swimming pool, tennis court and Tuscan restaurant with terrace offering panoramic views.
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.
Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, two historical buildings.
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...
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.
Housed in a historic building, the recently renovated Corte Di Valle features accommodation with pool with a view and free WiFi.
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.
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.
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.
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.
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...
La Valletta Boutique Wine Estate in Panzano provides adults-only accommodation with pool with a view, a garden and a shared lounge.
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....
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,...
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.
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.
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.
Featuring a garden and views of pool, Tenuta Cantona is a recently renovated aparthotel located in Casole dʼElsa, 38 km from Piazza del Campo.
Offering a panoramic outdoor pool, a restaurant and spa, Villa Lecchi Hotel Wellness is ideally located in the green heart of Tuscany. Free WiFi and private parking are offered on site.
Featuring inner courtyard views, canonica 43 offers accommodation with a seasonal outdoor swimming pool and a patio, around 47 km from Piazza Matteotti.
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.
Agriturismo Fattoria Santo Stefano is set in Greve in Chianti and features a pool with a view and quiet street views.
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.
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.
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.