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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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1 rooms From $284
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.
Other cool hotels near Castellina in Chianti
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28 rooms From $413
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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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 offers historic accommodation in the heart of the Chianti Hills, close to both Siena and Florence.
The Borgo Livernano 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 is a working farm, producing fine wines, excellent olive oil and honey, vegetables and fruits. All meals served at Borgo Livernano 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 $63
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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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…
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32 rooms
Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.
Once home to Tuscan nobility, these 16th-century buildings overlook vineyards and olive groves, as do Wine Resort Dievole 2 lovely swimming pools. All rooms and suites have antique furnishings and some offer kitchen facilities as well as private gardens.
Wine Resort Dievole is perfect for exploring Tuscany, whether by bike (itineraries, transfers, guides and maps can be provided) or car. Florence is just an hours drive away.
In the evening relax back at home at Wine Resort Dievole. Of course, typical Tuscan cuisine is always available. Dishes are made with local, organic ingredients and some of the villas own produce is also served, including olive oil and wines.
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4 rooms
Featuring pool views, Agriturismo Borgo Il Bonagino offers accommodation with balcony, around 19 km from Piazza Matteotti. This property offers access to a terrace, free private parking and free WiFi. Guests can make use of the picnic area or the seasonal outdoor pool, or enjoy views of the mountain and garden.
The units in the farm stay are equipped with air conditioning, a seating area, a flat-screen TV with streaming services, a kitchen, a dining area, a safety deposit box and a private bathroom with a walk-in shower, bathrobes and a hair dryer. A microwave, a toaster and fridge are also featured, as well as a coffee machine and a kettle. Additional in-room amenities include wine or champagne, fruits and chocolates or cookies.
There is a coffee shop, and packed lunches are also available.
Guests can keep up their exercise routines during yoga and fitness classes. An indoor play area is also available at the farm stay, while guests can also relax in the garden.
Piazza del Campo …
