The Best Hotels with
Pool in Castellina in Chianti

Boutique hotel with outdoor pool. Highly elegant. A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti. Located on a hill, between Florence and Siena, it offers panoramic views of the countryside. The Locanda's extensive gardens feature an outdoor pool set in an olive grove. On site parking is free. The simple, individually decorated rooms come with air conditioning, and a flat-screen TV. The minibars are stocked with free mineral water, and the en suite bathrooms are complete with a hairdryer. The Tavola by Guido Haverkock restaurant offers a variation of traditional Tuscan cuisine, using organic local ingredients. A generous breakfast is served daily. Show full description

Boutique hotel with outdoor pool. Luxurious. Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area. Set in a historic country house from the 1400s, this property offers rooms decorated in a typical Tuscan style. The Belvedere features private gardens with free parking and a spacious outdoor swimming pool. The beautiful panoramic views include the vineyards, olive groves, the Elsa Valley, San Gimignano and Siena. Each room comes with terracotta flooring, high oak-beamed ceilings, antique furniture and wrought-iron beds. Il Cortile restaurant serves buffet breakfast, and Tuscan cuisine for dinner. In the evening, aperitif and drinks are served in the bar with lounge. Guests can enjoy free wine tasting at a nearby shop. Florence is 45 km from Hotel Belvedere Di San Leonino, while Siena is a 20-minute drive away. Show full description

Boutique hotel with outdoor pool. Delightful property. 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. The Colle Etrusco Salivolpi features air-conditioned guest rooms in Tuscan style. Some rooms have exposed wooden beams and wrought-iron beds. Breakfast is homemade. The Hotel Colle Etrusco Salivolpi is a short walk from Castellina's centre. It is just 20 minutes' drive from Siena and 30 minutes from Florence. Free parking is provided on site. Show full description

Small hotel with outdoor pool. Luxurious. 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. During summer you can enjoy a drink on the terrace overlooking the pool and the Chianti Valley. Rooms are complete with seating area. The rooms of Palazzo Squarcialupi feature rustic terracotta floors, exposed wooden beams on the ceilings, and 18th-century furnishings. The bathrooms are in Carrara marble. Modern room facilities include air conditioning and a flat-screen TV. Free WiFi is available throughout. Breakfast is a sweet and savoury buffet, served in the breakfast room. The property is located in an area restricted to traffic. The bus to Siena stops 100 metres from the hotel. The nearest train station is Castellina Scalo, 6 km away. Show full description

Boutique hotel with outdoor pool. Hip. Set in a tranquil location 100 metres from the village of Castellina in Chianti, Albergo Il Colombaio offers rustic-style rooms with free WiFi. It features an outdoor pool and a large garden. Rooms at family-run Il Colombaio are equipped with a flat-screen TV and minibar. The private bathroom includes free toiletries. Cheeses, hams and a variety of sweet items are served daily at the buffet breakfast. The property provides free private parking, and is well placed for cycling and hiking activities. Siena is 20 km away. Show full description

Boutique hotel with outdoor pool. Luxurious. With a pool, Villa Casalecchi is a 19th-century property 2.5 km from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves. All accommodation at the Casalecchi is en suite. The Villa offers rooms with antique furnishings and a rustic décor. Each has a TV, and some are air conditioned. Breakfast is buffet style, with a combination of sweet and savoury items. Surrounded by a large terraced Italian garden, Villa Casalecchi also features a chapel with frescoes. Staff can help arranging tours to nearby attractions. In the heart of the Chianti area, the property is a 30-minute drive from Siena and 45 minutes from Florence. Riding stables are available nearby. Show full description

Camp Site with infinity pool. Set just 14 km from Piazza del Campo, Luxor Chianti Glamping village offers accommodation in Castellina in Chianti with access to a garden, a bar, as well as a minimarket. Both free WiFi and parking on-site are accessible at the campground free of charge. The infinity pool features a pool bar and fence. Some units in the campground have private entrance and are fitted with wardrobe and outdoor furniture. Some accommodation includes a terrace with garden views, a fully equipped kitchenette and a private bathroom with shower. At Luxor Chianti Glamping village, the family-friendly restaurant is open for dinner, lunch and cocktails and specialises in Italian cuisine. A bicycle rental service is available at the accommodation, while cycling can be enjoyed nearby. Piazza Matteotti is 34 km from Luxor Chianti Glamping village. The nearest airport is Florence Airport, 66 km from the campground. Show full description

Farm Stay with outdoor pool. Unique. Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi. The property is set on a hill, and offers a terrace with views of the Tuscan countryside. Castellina in Chianti is 2 km away. Accommodation at La Leccia comes with a unique design and handmade furniture. Some rooms boast original stuccoes and four-poster beds. The restaurant serves traditional dishes of Tuscany, along with great local wines. The breakfast buffet features both sweet and savoury items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organises tastings of its own wine and olive oil. Castello La Leccia is at the end of an unpaved road off the SP51 road. Parking is free. Show full description

Apartment with outdoor pool. In the heart of Tuscany’s Chianti region, Relais Riserva di Fizzano has gardens, a gourmet restaurant, and a large pool. The apartments are air-conditioned and boast tiled floors, wooden ceilings, and fireplaces. The Relais also includes a chapel and a swimming pool for children. The main swimming pool overlooks the valley, and free WiFi is available in public areas. Each apartment has a fully equipped kitchen. Bikes can be rented at the reception. The hotel is within a few kilometers of Poggibonsi and Castellina in Chianti, and also less than an hour’s drive from Siena and Florence. Show full description

Bed and Breakfast with outdoor pool. Charming. 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. The outdoor pool offers views of the Tuscan countryside. Rooms are furnished in a traditional country style. All have air conditioning, satellite TV, fridge, and private bathrooms with hairdryer. The Residenzia is in the small town of Castellina in Chianti, 15 km from Siena. The area is known for its excellent food and wine. A homemade breakfast is prepared daily using fresh, local ingredients. The nearest airport is in Florence, an airport pick up service is available on request. The hotel Del Sogno is located off the main road between Florence and Siena. Show full description

Farm Stay with outdoor pool. Nice style. 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. WiFi is free throughout, and there is also a terrace. Rustic-style apartments at the Querceto all come with a kitchenette, dining area and satellite flat-screen TV. The private bathroom includes a hairdryer and shower. Wine tasting sessions can be organised on site, as well as traditional cooking classes. Guests can enjoy typical Tuscan wine and snacks at the property's wine bar. The property provides free private parking, and is surrounded by olive groves and vineyards. Greve in Chianti is a 20-minute drive away. Show full description

Country House with outdoor pool. Trendy. 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. The rooms are elegantly decorated, and feature terracotta floors, and exposed wooden beams on the ceilings. Each comes with an iPod/iPhone docking station, and most have views of the Tuscan countryside. Sessions in the wellness area with a 2-seater hot tub and sauna are bookable on site. The property is family-run and staff speak Italian, French, English, and German. The restaurant is open from 12:00 to 21:30 and serves traditional food and snacks, including bruschette. The Palazzolo is 15 km from Siena and 40 km from Florence. San Gimignano is a 30-minutes drive away. Show full description

Apartment with outdoor pool. 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. Carefully renovated, the property provides self-catering apartments and rooms that maintain the traditions of the rural Tuscan lifestyle. All accommodation has satellite TV and a private bathroom with a bath or shower, plus a hairdryer and toiletries. Facilities at this hotel include swimming pool. Show full description

Country House with outdoor pool. Charming. Set in the Tuscan countryside, Collelungo is 4 km from the centre of Castellina in Chianti. It offers a free outdoor pool, a sun terrace, and a garden with BBQ facilities. With a private furnished outdoor area, rustic-style apartments here also feature a kitchenette. Each has a bathroom with a hairdryer and free toiletries. WiFi is free in public areas. Collelungo is 19 km from Poggibonsi. San Gimignano and Siena are a 40-minute drive away. Show full description

Country House with outdoor pool. Situated in Castellina in Chianti, 21 km from Piazza Matteotti, Villa Godenano - Country Chianti Villa features accommodation with pool with a view, free private parking, a garden and a tennis court. This recently renovated country house is located 21 km from Piazza del Campo and 44 km from Pitti Palace. The country house has family rooms. At the country house, units include a wardrobe. Featuring a private bathroom with a bidet and a hair dryer, units at the country house also feature free WiFi, while selected rooms also boast a terrace. All units at the country house have air conditioning and a desk. A buffet breakfast is available each morning at the country house. The family-friendly restaurant at Villa Godenano - Country Chianti Villa specialises in Italian cuisine, and is open for dinner and lunch. Sightseeing tours are available in the vicinity of the property. A bicycle rental service is available at the accommodation. Strozzi Palace is 44 km from Villa Godenano - Country Chianti Villa, while Piazzale Michelangelo is 48 km from the property. The nearest airport is Florence Airport, 50 km from the country house. Show full description

Apartment hotel with outdoor pool. Casafrassi is an 18th-century villa with free WiFi located in a panoramic setting less than 5 minutes’ drive from Castellina in Chianti. This large estate boasts an outdoor pool. This converted farmhouse is home to charming rooms decorated in a typical Tuscan style. All rooms offer lovely views of the countryside and surrounding vineyards, while some include a TV or minibar. Breakfast at Casafrassi is à la carte style, and includes homemade cakes, pastries, fruit juices, hot dishes and cold cuts. During summer it can be enjoyed on the panoramic terrace overlooking the Chianti hills. Horse-riding excursions, cultural tours, cookery lessons and wine tastings can be arranged. While you’re here take the opportunity to visit the property's wine cellars and taste the Casafrassi's oil and wines. The property has its own restaurant and bar. Try typical Tuscan cuisine on the panoramic terrace, enjoying views over the vineyards and olive groves. Casafrassi is 10 km from Siena and wihtin 30 minutes drive of San Gimignano and 1-hour drive from Florence and Cortona. Show full description

Country House with outdoor pool. Casa Landi, family managed guesthouse, is located in Castellina in Chianti, in the heart of Chianti Classico Gallo Nero region. The rooms and the apartments are in the countryside, but the village of Castellina in Chianti is only 900 metres far, and a walking path permits to reach the village cutting the hill. The property features a swimming pool with views of the surrounding valley and the Necropolis Etrusca of Monte Calvario. The position of Casa Landi is 600 metres rised on the sea level. The ample garden with games for children is ideal for relaxing all the family far from the noise of the great cities. Show full description