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The best luxury hotels in Chianti

Check out our pick of great luxury hotels in Chianti

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Located in Radda in Chianti, 21 km from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. Featuring a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Guests can use the spa and wellness centre with a sauna, and hammam, as well as a bar.

Piazza del Campo is 40 km from the accommodation, while The Mall Luxury Outlet is 41 km away. Florence Airport is 58 km from the property. Lovely place, everything was perfect!😍 The team is the best!

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9.3
Superb
143 reviews

Set in Colle Val D'Elsa, 25 km from Piazza del Campo, San Sebastiano Suite & Luxury Apartments offers express check-in and check-out and free WiFi. The property is around 39 km from Piazza Matteotti, 49 km from Piazzale Michelangelo and 49 km from Pitti Palace. The bed and breakfast has family rooms. A great location near restaurants and a grocery store. A wonderfully comfortable property that felt luxurious.

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9.1
Superb
454 reviews
Price from
US$154
per night

Offering a seasonal infinity pool and hot tub, Villa Le Calvane is set in Montespertoli, on the hills overlooking the Chianti region. Olive oil and wine are produced on site. Free private parking is available. Wonderful villa with very friendly staff. Beautiful location and delicious food.

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9.3
Superb
125 reviews

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. Rooms are complete with seating area.

Modern room facilities include air conditioning and a flat-screen TV. Free WiFi is available throughout. Location, friendly helpful staff in small quaint town. The swimming pool was perfect for a dip after long day of touring. Loved all the rose bushes and jasmine flowers. Had my best Campari Spritz there on balcony after a week of travel thru Italy! Parking was bonus. Great breakfast with a spectaculiar view.

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9.2
Superb
523 reviews

The 28 rooms are all luxurious and decorated in classic tuscan dècor, some accommodations include a private balcony with views of the rolling hills, the forests, or the Borgo itself. Additionally, they are equipped with flat-screen TVs, free WiFi, and cozy bathrooms. A Hidden Gem in the Heart of Tuscany Borgo Vèscine offers an enchanting escape surrounded by vineyards and rolling hills. The rustic charm of the property, combined with its refined elegance, makes for an unforgettable experience. A special mention to Stefano, the attentive manager, whose warmth and professionalism ensure every moment is filled with care and precision. Truly a sanctuary for the senses. We will come back for sure!! Thank you for everything!

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9.3
Superb
326 reviews
Price from
US$366
per night

Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century. It offers 2 swimming pools, one of which is heated, a restaurant and spacious rooms with Sky TV. Great location, comfort and beautiful place to stay. It has the castle look but with all the updated amenities and the infinity pool is simply amazing.

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9.1
Superb
129 reviews

Featuring garden views, Riccimballa Luxury House features accommodation with patio, around 13 km from Piazza Matteotti. This property offers access to a balcony, free private parking and free WiFi. Boasting family rooms, this property also provides guests with a children's playground. Our family of four had an unforgettable stay at Riccimballa Luxury House. The villa is absolutely perfect for families, spacious, clean, beautifully decorated, and surrounded by the most peaceful Tuscan landscape. The kids had plenty of room to play, both indoors and in the garden, and we all felt completely relaxed from the moment we arrived. The location is a dream, nestled in the hills near Impruneta, with stunning views of olive groves and vineyards. It’s quiet and safe, yet within easy driving distance of Florence. Definitely bring a car, as it makes exploring the region easy and fun. The house itself is spotless and very well-equipped. The kitchen had everything we needed for family meals, and we especially loved the outdoor dining area and BBQ even though we didn't use it at this time. The beds were super comfortable, and the layout worked perfectly for our group. A huge thank you to Sara, who was incredibly warm and welcoming. She made us feel right at home and was always available if we had any questions or needed recommendations. Her kindness made our stay even more special.

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9.4
Superb
73 reviews
Price from
US$690
per night

Housed in a historic building, the recently renovated Romantic Tuscan Barn with Pool Views Private Terrace Sleeps 2 to 6, Lamole Greve in Chianti features accommodation with pool with a view and free WiFi. With pool views, this accommodation offers a patio. The property is non-smoking and is situated 13 km from Piazza Matteotti. Good breakfast was provided with a table on a stunning terrace overlooking vineyards and forest in the valley below. Very spacious and characterful accommodation in a beautifully converted farm building with gorgeous views and access to garden, private terrace and swimming pool. Lovely hosts with local knowledge and helpful advice of where to go to restaurants, shops, local attractions etc.

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9.3
Superb
27 reviews
Price from
US$136
per night

Set in Castelnuovo Berardenga, 16 km from Piazza del Campo, The Club House offers accommodation with a seasonal outdoor swimming pool, free private parking, a fitness centre and a garden. Boasting a concierge service, this property also provides guests with a sun terrace. The hotel has a hot tub and room service.

The Club House offers a spa centre. You can play mini-golf and tennis at this 5-star hotel, and the area is popular for cycling. Probably one of the most iconic stays I’ve ver experienced. I’m fairly sure they read your mind and know what you want/need before you do. Exceptional would be an understatement.

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9.8
Exceptional
18 reviews
Price from
US$407
per night

Located in Turignano, Calistemo provides accommodation with a private pool. The 4-star holiday home is 31 km from Pitti Palace. Free WiFi is available throughout the property and Piazzale Michelangelo is 31 km away.

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9.2
Superb
5 reviews

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