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6 rooms
Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.
All rooms at Capovento feature classic-style décor and antique Tuscan furniture. They all have free WiFi and a flat-screen TV with satellite and cable channel. Some rooms have a balcony.
Capovento's restaurant and wine bar uses its own olive oil and serves traditional Tuscan specialities, along with famous wines from the Chianti area.
Guests can rent bikes in the village and ride around the countryside, or just relax in the large garden with sun loungers.
The Villa is a 10-minute drive from the town of Castellina in Chianti and 20 minutes by car from the Siena-Florence motorway.
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17 rooms
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.
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1 rooms From $297
Boasting air-conditioned accommodation with a patio, StageROOM03 - Chianti is situated in Castellina in Chianti. This country house features a pool with a view, a garden, barbecue facilities, free WiFi and free private parking. The property is allergy-free and is set 14 km from Piazza del Campo.
The country house with a terrace and garden views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. A private entrance leads guests into the country house, where they can enjoy some wine or champagne and fruits. The country house offers bed linen, towels and housekeeping service.
For guests with children, the country house features kids pool. Guests at StageROOM03 - Chianti can enjoy tennis on-site, or go cycling or hiking in the surroundings.
Piazza Matteotti is 30 km from the accommodation. The nearest airport is Florence Airport, 59 km from StageROOM03 - Chianti.
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6 rooms
Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.
With garden views, apartments all come with terracotta floors and a living room with a sofa and a TV. The kitchenette is equipped with a refrigerator.
This property is part of a farm producing wine. Guests can enjoy a variety of activities in the immediate surroundings, including wine tasting.
Monteriggioni is a 10-minute drive from the Casale Dello Sparviero. Siena is 20 km away.
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20 rooms
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.
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29 rooms
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.
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11 rooms
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.
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16 rooms
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.
The rooms are set in separate buildings located around the grounds. Each one features a private bathroom and elegant décor.
You are invited for a guided tour of the wine cellar where you can buy wines from the shop.
Breakfast at Castello di Fonterutoli Wine Resort is a buffet of pastries, hot dishes and cold cuts. The restaurant is open to the public and serves traditional Tuscan cuisine.
Siena is a 20-minute drive away. Buses for Siena stop in Fonterutoli village centre, 200 metres away.
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18 rooms
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.
Other cool hotels near Castellina in Chianti
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28 rooms From $432
Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence.
Today, Borgo Vescine stands as a luxurious Relais, meticulously preserving the original charm of a medieval village and is surrounded by vineyards and olive trees.
Guests have the opportunity to partake in a variety of authentic experiences, including exclusive wine tastings, hands-on cooking classes, exhilarating truffle hunts, scenic Vespa tours, and delightful al fresco dinners. Dinners are hosted among the olive trees or in the central square with the purpose of recreating the ancient time at the Borgo.
This enchanting retreat offers: a wine room dated 1061 a.C., a heated outdoor swimming pool with stunning panoramic vistas, two distinctive bars and restaurants and a complimentary parking.
Enjoy refined dishes on the open-air Terrace restaurant overlooking the Tuscan hills or experience nature firsthand …
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12 rooms
Surrounded by woods and vineyards Villa Rosa di Boscorotondo opens the door to authentic Tuscany.
If you love to travel because you want to take in the feeling of each new place, this early 20th century villa is an ideal destination for a romantic week-end or relaxing vacation in Chianti.Good food is certainly one of the most important attractions of Tuscany. This is another good reason to choose Villa Rosa di Boscorotondo: our menu is respectful of the Tuscan tradition and all dishes are home made with fresh local produce of the season.Set in the Chianti region between Florence and Siena, Villa Rosa Di Boscorotondo offers local cuisine and panoramic views of the surrounding vineyards and Tuscan countryside. This historic villa features a sun terrace with swimming pool and rustic accommodation.
Villa Rosa's spacious, en suite rooms are individually decorated, and equipped with Tuscan, hand-crafted furniture and wrought-iron beds. Some rooms feature a terrace. There is also an indep…
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22 rooms
Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area. Dating back to 1776, the villa's grounds include a swimming pool and spa.
This historic villa offers elegant rooms and apartments, all decorated with the same care and attention to detail. They feature wooden or terracotta floors and wood-beamed or arched ceilings. All include an LCD TV and minibar.
Guests are served a buffet breakfast in the courtyard, where they can enjoy the tranquility of the garden.
The wellness area includes a hot tub, Turkish bath, sauna and relaxation area. You can treat yourself to a massage or beauty treatment.
Free parking is provided and the centre of Radda in Chianti is 5 minutes away by car.
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4 rooms
Surrounded by forests, vines and olive groves, the Borgo Livernano - Farmhouse with pool offers historic accommodation in the heart of the Chianti Hills, close to both Siena and Florence.
The Borgo Livernano - Farmhouse with pool is also close to many local towns, historic sites, fine restaurants, and famous wineries.
The complete restoration of the entire estate began in 1990. Today, Borgo Livernano - Farmhouse with pool is a working farm, producing fine wines, excellent olive oil and honey, vegetables and fruits. All meals served at Borgo Livernano - Farmhouse with pool feature local produce.
Two of the estate's houses have been completely redesigned and furnished with local antiques, to accommodate guests.
A spacious swimming pool provides relaxing moments.
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5 rooms
Situated in Radda in Chianti and surrounded by vineyards, Agriturismo Podere Tegline boasts a sun terrace. Siena is 20 km away. Free WiFi is offered and free private parking is available on site.
All the apartments feature a seating area and a kitchen with a microwave. A toaster and refrigerator are also provided, as well as a kettle. Every unit is equipped with a private bathroom with free toiletries. Towels are available.
Arezzo is 44 km from Agriturismo Podere Tegline, while San Gimignano is 24 km from the property. The nearest airport is Florence Airport, 35 km from the property.
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13 rooms From $66
Set on a working farm producing olive oil and wine, Agriturismo Le Gallozzole offers rustic-style apartments with wood beams and a garden with outdoor pool. Monteriggioni is 20 minutes’ drive away.
Apartments at Le Gallozzole Agriturismo are spread over several antique buildings. Each features one or more bedrooms, a fully equipped kitchen or kitchenette, and 1 or 2 bathrooms. WiFi is free throughout.
Free private parking is available on site. Siena is a 20-minute drive, while Florence is 50 km away.
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25 rooms
The hotel boasts a romantic atmosphere in all its common areas and a unique character in each of the individually decorated rooms. The restaurant is set in the old winery and it serves typical Tuscan food made with fresh, local and natural products.
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13 rooms
Set in a medieval mill, Mulino Di Quercegrossa overlooks the Chianti hills. It features free WiFi and 7 interconnected outdoor pools, which recreate the ancient path of the natural waters.
With a terrace, apartments have a fully equipped kitchen. From the apartments, guests have access to the garden and can dine there in warm nights. Some of the rooms have a terrace.
The à-la-carte restaurant serves Tuscan cuisine cooked with modern tecniques. La Capannina bar serves a continental breakfast every morning, with freshly baked cakes and local specialities.
The outdoor swimming pools follow the path of the natural waters, one of them has salty water. La Capannina bar is by the pool.
Siena is a 20-minute drive from Mulino Di Quercegrossa. Firenze is 50 km away.
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6 rooms
Located in Panzano, 8.6 km from Piazza Matteotti, Villa La Petraia provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. Featuring room service, this property also provides guests with a terrace. Guests can have a drink at the bar.
All units at the hotel come with air conditioning, a seating area, a flat-screen TV with satellite channels, a safety deposit box and a private bathroom with a bidet, free toiletries and a hairdryer. Every room comes with a coffee machine, while some rooms here will provide you with a kitchen with a fridge, a dishwasher and an oven. All rooms will provide guests with a desk and a kettle.
Breakfast is available daily, and includes buffet, American and gluten-free options.
The area is popular for cycling, and bike hire is available at Villa La Petraia.
Piazza del Campo is 35 km from the accommodation, while Piazzale Michelangelo is 36 km away. The nearest airport is Florence Airport, 43 km from V…
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7 rooms
Set within 19 km of Piazza Matteotti and 34 km of Piazza del Campo, Tenuta Cortedomina features rooms with air conditioning and a private bathroom in Radda in Chianti. Featuring a housekeeping service, this property also provides guests with a picnic area. Free private parking is available and the farm stay also offers bike hire for guests who want to explore the surrounding area.
At the farm stay, units are fitted with a desk. The units have a coffee machine, a flat-screen TV, a safety deposit box and free WiFi, while selected rooms will provide you with a terrace and some have mountain views. The units feature a private bathroom, bathrobes and bed linen.
A selection of options including fresh pastries, fruits and juice is served for the buffet breakfast. Guests can dine in the on-site romantic restaurant, which serves Italian cuisine and also offers vegetarian, dairy-free and gluten-free options.
Guests at the farm stay can enjoy table tennis on-site, or cycling in the surroundin…
