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Castellina in Chianti: 82 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
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.
Bar
Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.
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
Hotel Colle Etrusco Salivolpi is a recently converted farmhouse in the heart of Tuscany, near Castellina in Chianti. It is surrounded by a private garden with swimming pool and free Wi-Fi.
Featuring pool views, Agriturismo La Ferrozzola offers accommodation with patio, around 22 km from Piazza Matteotti.
Terrace
Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.
Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio.
Terrace
Villa Gran Sogno in Castellina in Chianti provides adults-only accommodation with an infinity pool, a garden and a bar.
Terrace
Featuring air-conditioned accommodation with a patio, Casa Bruna - Cipresseta del Chianti is located in Castellina in Chianti.
Located in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo, Palazzo Bianciardi Attico provides accommodation with free WiFi in a historic building.
Hot tub/Jacuzzi
Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.
Terrace
Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.
Hot tub/Jacuzzi
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.
Sustainability certification
Spa and wellness centre
A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti.
Casa Anna is located in Castellina in Chianti, 42 km from Piazzale Michelangelo, 42 km from Pitti Palace, and 42 km from Strozzi Palace.
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.
Terrace
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.
Boasting air-conditioned accommodation with a private pool, In The Heart Of Chianti, Pool, Wifi, View - Lilliano is set in Castellina in Chianti.
Terrace
Providing garden views, Collelungo in Castellina in Chianti provides accommodation, pool with a view, a garden, a bar, barbecue facilities and a shared lounge.
Situated in Castellina in Chianti and only 33 km from Piazza Matteotti, casa vacanze nel Chianti il Granaio features accommodation with pool views, free WiFi and free private parking.
Terrace
Featuring a garden and views of mountain, La FIABA is a country house situated in a historic building in Castellina in Chianti, 12 km from Piazza Matteotti.
Terrace
The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi.
Hot tub/Jacuzzi
Boasting air-conditioned accommodation with a patio, Luxury Serviced Cottage in a Historical Chianti Borgo is situated in Castellina in Chianti.
Terrace
Featuring pool with a view and views of pool, MEA CASA Toscana is an apartment situated in a historic building in Castellina in Chianti, 13 km from Piazza Matteotti.
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