Best Small Luxury Hotels in Chianti, Italy

A selection of the best small luxury hotels in Chianti, Italy. A selection by Anja Zaitseva

Locanda Le Piazze (Castellina in Chianti)

Locanda Le Piazze (Castellina in Chianti)

Surrounded by the tranquil vineyards of the Chianti region, Locanda Le Piazze is a luxurious boutique hotel situated 6 km from Castellina. Boasting a picturesque hilltop location between Florence and Siena, the former 16th-century farmhouse offers panoramic views of the countryside. Enjoy the outdoor pool in the olive grove, or explore the Locanda’s extensive gardens. Refresh with a free mineral water from the minibar, and get ready for your day with the en suite bathroom’s hairdryer. The simple and individually decorated rooms come with air conditioning and a flat-screen TV. Dine at the Tavola by Guido Haverkock restaurant, where you can sample a selection of regional delicacies made with organic ingredients. Onsite parking is free. Start your day with a generous breakfast, served daily.

Rooms: 20 Stars: 4

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Villa Sabolini (Colle Val D’Elsa)

Villa Sabolini (Colle Val D’Elsa)

Nestled in the picturesque Chianti region, between Florence and Siena, Villa Sabolini boasts stunning views of the Tuscan hills. Offering free parking, a pool, and 24-hour reception, the hotel provides all the amenities you need. All rooms have satellite TV, minibar, private bathrooms, and Wi-Fi internet access. Enjoy a meal at their restaurant, or relax in their garden with terrace. For business travelers, meeting room facilities are available. Just 25 km from Siena and an hour’s drive from Florence Airport, the Sabolini Villa is the perfect destination for a memorable stay.

Rooms: 27 Stars: 4

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Villa I Barronci Resort & Spa (San Casciano in Val di Pesa)

Villa I Barronci Resort & Spa (San Casciano in Val di Pesa)

Villa I Barronci Resort & Spa, a dreamy Tuscan-style residence with its own park and heated pool, is the perfect place to experience luxury on your holiday to Chianti. Enjoy breathtaking views of the countryside, just 20 minutes from Florence. Each room is appointed with classic stonework and rustic wooden beams, as well as modern amenities such as air conditioning and a Plasma TV. After a day of sightseeing, relax with a soak in the outdoor pool, or treat yourself to a massage at the spa with its sauna, Turkish bath, shower and hot tub. Start your day with a delicious sweet and savoury buffet breakfast, featuring fresh fruit, homemade cakes and pastries, and freshly baked pies. The Panorama restaurant serves up the best of Tuscan cuisine and a wide selection of wines. In the summer months, you can dine al fresco with views of the valley and pool. To explore the area, rent an e-bike###FINA.

Rooms: 26 Stars: 4

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Borgo Scopeto Wine & Country Relais (Vagliagli)

Borgo Scopeto Wine & Country Relais (Vagliagli)

Experience the beauty of the Tuscan countryside at Borgo Scopeto Wine & Country Relais. Relax in a spacious room, decorated with calming colours and equipped with free Wi-Fi, satellite TV and a minibar. Enjoy the outdoor pools, bike rental service and 2 tennis courts, or explore the Chianti region with a wine tasting tour. Indulge in the restaurant’s Tuscan specialities and local wines. The wellness centre with an indoor pool, Turkish bath and a hot tub offer the perfect way to unwind. Take a 20-minute drive to the historic city of Siena and explore the area’s olive groves and vineyards.

Rooms: 28 Stars: 5

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Borgo San Luigi (Monteriggioni)

Borgo San Luigi (Monteriggioni)

Experience the best of Tuscan luxury at Borgo San Luigi, a 4-star hotel nestled in the rolling countryside between Siena and Florence. Set on 20 acres of lush parkland, the 17th century palace is just 2 km from the motorways and is accessible via an unpaved road. Take a dip in the Olympic-sized pool, enjoy a game of tennis or football, or go horseback riding in the nearby rural area. Each room is furnished with period furniture, frescoes and four-poster beds, and many feature a garden or balcony with views of the vineyards or mountains. Delight in the local cuisine at La Limonaia, the on-site restaurant that can accommodate banquets, business dinners and other special events. You can also join a cooking school or English-language school during your stay.

Rooms: 74 Stars: 4

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Relais Della Rovere (Colle Val D’Elsa)

Relais Della Rovere (Colle Val D’Elsa)

Relais Della Rovere is a unique Tuscan retreat with a 12th-century convent, a restored villa and a farmhouse. Surrounding the building is a lush park with a swimming pool and sunbathing area with views of Colle Val D’Elsa. Guests can relax in fully-equipped air-conditioned rooms with modern furniture, parquet or terracotta floors, satellite TV, and private bathrooms with spa baths or showers. The on-site restaurant serves up traditional Tuscan cuisine and fine wines, and during the summer, you can dine al fresco under twinkling candlelight. Recently taken over by Ross Hotels Group, Relais Della Rovere has been restored, bringing a new light to its ancient ambiences. Free Wi-Fi is available to all guests.

Rooms: 30 Stars: 4

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La Pietra Del Cabreo (Greve in Chianti)

La Pietra Del Cabreo (Greve in Chianti)

Experience the lap of luxury with a stay at La Pietra Del Cabreo. Located in Greve in Chianti, just 2 km from Piazza Matteotti, this small luxury hotel offers 28-37 km from iconic landmarks such as Piazzale Michelangelo, Ponte Vecchio and Uffizi Gallery. Guests can enjoy a seasonal outdoor swimming pool, free private parking, a garden, a restaurant, a bar and a tennis court. Rooms include air-conditioning, a wardrobe, a kettle, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Guests can also enjoy a buffet breakfast and room service, a concierge service and organising tours. La Pietra Del Cabreo opened in June 2021 and is the perfect place to experience the beauty of Chianti.

Rooms: 11

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Hotel Belvedere Di San Leonino (Castellina in Chianti)

Hotel Belvedere Di San Leonino (Castellina in Chianti)

Nestled in Castellina in Chianti, Belvedere Di San Leonino is a historic country house from the 1400s. Its rooms are adorned with traditional Tuscan decor, terracotta flooring, high oak-beamed ceilings, antique furniture and wrought-iron beds. Enjoy the stunning views of vineyards, olive groves, Elsa Valley, San Gimignano and Siena. Take advantage of the private gardens, free parking and swimming pool. The restaurant serves sumptuous Tuscan cuisine and an aperitif bar with lounge. Wine tasting is available at a nearby shop. Florence and Siena are both within easy reach.

Rooms: 28 Stars: 4

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Borgo Del Cabreo (Greve in Chianti)

Borgo Del Cabreo (Greve in Chianti)

Nestled in the peaceful Tuscan countryside, Borgo Del Cabreo is a perfect getaway. With its panoramic views, seasonal outdoor pool, and the surrounding vineyards, it is the perfect escape from everyday life. Each room is equipped with a flat-screen TV, satellite channels, a kettle, a private bathroom with a bidet, free toiletries and a hairdryer. Guests can also benefit from the shared lounge, free WiFi, and free parking. Located just 1 km away from the centre of Greve in Chianti, and 25 km from Florence Airport, Borgo Del Cabreo is the ideal destination for a tranquil and memorable holiday.

Rooms: 11

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Villa Il Fedino (San Casciano in Val di Pesa)

Villa Il Fedino (San Casciano in Val di Pesa)

Villa Il Fedino offers timeless luxury in a 14th-century building. Surrounded by lush parkland in the Chianti hills, guests can enjoy exclusive suites with air conditioning, LCD TVs and period furniture. Start your day with a delicious Italian breakfast served on the terrace, then explore the area with guided tours. For lunch or dinner, savour Tuscan dishes made with local ingredients at the on-site restaurant. Just 200 metres away lies the centre of San Casciano, while Florence and Siena are a short trip away. Unwind in the outdoor pool and soak up the elegance and charm of the Fedino.

Rooms: 9 Stars: 4

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Best areas to find hotels in Chianti, Italy

The Chianti region of Italy is one of the most beautiful and picturesque destinations in the country. From its rolling hills of vineyards and olive groves, to its historical cities and villages, the Chianti area offers a wealth of experiences for travelers.

If you’re looking for a hotel in the Chianti region of Italy, there are many excellent options to choose from. Here are some of the best areas to search for a hotel in Chianti, Italy.

Siena: Located in the heart of the Chianti region, Siena is a beautiful walled city filled with medieval architecture and stunning views of the Tuscan countryside. The city is a great base for exploring the region, with plenty of hotels and other accommodation choices. Many of the hotels in Siena offer stunning views of the city and the surrounding countryside.

Greve in Chianti: This charming village is the gateway to the Chianti region and is a great base for exploring the area. Greve in Chianti is known for its excellent wine and food, and there are plenty of hotels and other accommodation options in the area. From luxury hotels to cozy bed and breakfasts, there’s something for everyone in Greve in Chianti.

Radda in Chianti: Located in the heart of the Chianti Classico area, Radda in Chianti is a beautiful village surrounded by rolling hills of vineyards and olive groves. The village is home to some of the best wineries in the region and is a great place to stay for exploring the area. There are plenty of hotels and other accommodation options in Radda in Chianti, ranging from luxury villas to cozy bed and breakfasts.

Castellina in Chianti: This picturesque village is located on a hilltop overlooking the valley and is a great base for exploring the region. Castellina in Chianti is known for its excellent wines, and there are plenty of hotels and other accommodation options in the area. From luxury villas to cozy bed and breakfasts, there’s something for everyone in Castellina in Chianti.

Panzano in Chianti: Located in the heart of the Chianti Classico area, Panzano in Chianti is a beautiful village surrounded by rolling hills of vineyards and olive groves. The village is home to some of the best wineries in the region, and there are plenty of hotels and other accommodation options in the area. From luxury villas to cozy bed and breakfasts, there’s something for everyone in Panzano in Chianti.

Gaiole in Chianti: This charming village is located in the heart of the Chianti region and is a great base for exploring the area. Gaiole in Chianti is known for its excellent wines and food, and there are plenty of hotels and other accommodation options in the area. From luxury villas to cozy bed and breakfasts, there’s something for everyone in Gaiole in Chianti.

These are just some of the best areas to search for a hotel in Chianti, Italy. With so many excellent accommodation options in the region, you’re sure to find a hotel that suits your needs.

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