We have created a list with the best small luxury hotels in Chianti, Italy. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Eva Novak & Adam Jensen. Updated December 2023.
Elegant. Great views. Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location. Hotel Le Fontanelle's pretty main building dates back to the 13th century, part of an old country estate. All rooms have beamed ceilings and terracotta floors. They overlook the surrounding vineyards, woods, and valley. Modern facilities such as LCD satellite television and internet access are also provided. Enjoy a refreshing swim and stunning views in Hotel Le Fontanelle's outdoor pool or borrow one of the hotel's bikes free of charge, and go exploring the countryside. Guests can visit Tuscany from Hotel Le Fontanelle as the resort is located in the Chianti Region which is famous for sightseeing. Indoors you can work out in the gym, go for a swim in the indoor pool with hydromassage area or really pamper yourself and go to the wellness area. Relax in the sauna or the Turkish bath, or request one of a range of beauty treatments or massages. Hotel Le Fontanelle's La Colonna restaurant has a panoramic terrace and serves traditional Italian cuisine with a creative twist. Florence is 80 km from Hotel Le Fontanelle, while Siena is 20 km from the property. The nearest airport is Florence, 90 km from the hotel, and the property offers an airport shuttle service on request with extra charge.Show full description
Excellent luxury hotel in Tuscany with a beautiful garden and great surroundings. This tranquil property has great-sized rooms with comfortable beds and a spectacular terrace. The heated indoor pool and spa are lovely, but the outdoor pool has breathtaking views. In addition, it also has excellent services like bike rental, picnic baskets, and wine tours!
Historic. 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. Rooms at the Castello Di Spaltenna have traditional Tuscan décor and panoramic views over the valley or the courtyard. They all include free Wi-Fi. The outdoor pool has a waterfall and a sun terrace for guests to sunbathe. In the winter months, there is the indoor pool with countryside views. Il Pievano restaurant is situated in the castle’s historic hall and offers a large wine list including many wines from the local Chianti region. Candlelit dinners are served out on the courtyard. A sauna, Turkish bath and gym, tennis court and billiard room are also available. Staff can advise on the many hiking and mountain biking trails in the area.Show full description
An absolutely beautiful environment with a fantastic pool, well-maintained tennis court, and incredible Michelin star restaurant on site. The rooms are a pretty good size, with super comfortable beds. Facilities are OUTSTANDING, overlooking Tuscany hills and vineyards.
Charming. Lovely property. Superb interior design. Offering an outdoor pool with views of the Tuscan hills, Villa Bordoni is located in Greve in Chianti. The property features free Wi-Fi, and an on-site restaurant with cooking lessons. The 16th-century ornate villa is surrounded by vineyards and olive groves. Guests can enjoy bike rentals as well as a free fitness centre. There is also abundant outdoor space with furniture for relaxing. The spacious air-conditioned rooms are equipped with an iPod docking centre and Flat-screen TV with a DVD player. The rooms also have a minibar and private bathroom with bathrobes and free toiletries. The buffet breakfast includes an array of items, such as fresh pastries, fruit, and hot drinks. The restaurant serves regional cuisine, and is open for lunch and dinner. It features hand-painted walls and an original fireplace and wood oven. Santa Croce is a 10 minute drive away, while Peretola Airport in Florence is 40 km from Bordoni.Show full description
I rate this as one of the most CHARMING AND WELL DESIGNED boutique hotels in Chianti.
Charming. Comfortable beds. COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century. It features a COMO Shambhala retreat with outdoor pool and offers free parking. The uniquely designed rooms of Castello Del Nero come with original frescoes or beamed ceilings. All feature a plasma-screen TV, air conditioning, and a bathrobe and slippers. Every part of the castle offers panoramic views across the Tuscan countryside, with vineyards and olive groves. La Torre Restaurant, a Michelin-starred restaurant, is set in what was once the castle's stable. It has an à la carte menu accompanied by a selection of local wines. La Taverna Restaurant serves Tuscan specialities. Castello Del Nero offers a shuttle service to and from Florence and Sienna, which operates according to a schedule.Show full description
Stunning authentic property with magnificent scenery mixing vineyards and olive trees. Suites are nicely decorated with a mix of modern and old-world charm in a lovely pastel color palette - a real Instagram gem! This luxury hotel is AMAZING in every aspect!
Opened September 2022. Set in Castelnuovo Berardenga, 13 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 hotel will provide guests with air-conditioned rooms with a desk, a coffee machine, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a shower. All guest rooms feature a wardrobe. The Club House offers an à la carte or continental breakfast. At the accommodation you will find a restaurant serving Italian cuisine. Vegetarian, dairy-free and vegan options can also be requested. 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. There is an in-house bar and guests can also make use of the business area. Speaking German, English, Spanish and French at the 24-hour front desk, staff are always at hand to help. Piazza Matteotti is 40 km from the hotel. The nearest airport is Florence Airport, 65 km from The Club House.Show full description
Relaxing atmosphere. Beautiful. Great value. Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service. Rooms have a contemporary design with free Wi-Fi and flat-screen TVs. The hotel's gastronomic restaurant serves Tuscan specialities and wines produced on the estate and in the surrounding area. You can also enjoy wine and olive oil tasting. Rooms and suites at the Borgo Scopeto are spacious and decorated in calming colours. They are equipped with satellite TV and a minibar. From this restored 13th-century hamlet, you can explore the Chianti region or take a wine tasting tour. The historic city of Siena is a 20-minute drive away. The Relais Borgo Scopeto also has a wellness centre with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 2 tennis courts are available free of charge.Show full description
Beautiful castle in the middle of olive groves. The hotel buildings are old and take you back in time, but the rooms are modern and luxurious with a walk-in closet. Spectacular views from the suites, fantastic restaurant with beautifully served food, various pools, a nice gym, and great massages. SO CHARMING!
Comfortable beds. Good breakfast. Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence. Rooms at I Barronci come with stonework and exposed wooden beams, and include air conditioning and a Plasma TV. The villa's panoramic outdoor pool has a hydromassage area and bar service. Featuring a panoramic sauna, the spa includes a Turkish bath, a sensory shower and a hot tub. Treatments and massages are available on request. The large sweet and savoury buffet breakfast features a variety of fresh fruit, homemade cakes and pastries as well as freshly baked pies. The Panorama restaurant offers Tuscan dishes and a long wine list. In summer you can enjoy your meals outside, with views of the valley and pool. At Villa I Barronci it is possible to rent e.bikes from May to September, to explore the surrounding olive groves and vineyards. San Casciano in Val di Pesa, where you will find shops, restaurants and cafés, is just 2 km away.Show full description
Historic property. Cosy rooms. Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park with swimming pool and sunbathing area with views across the town. Free Wi-Fi is available in all rooms. Rooms are all equipped with modern furniture, air conditioning and satellite TV. They feature parquet or terracotta floors, and private bathrooms with spa bath or a shower. Some have views of the historic centre of Colle Val D'Elsa. The restaurant of Della Rovere Relais serves typical Tuscan cooking and fine national wines. During the summer you can dine on the patio and enjoy the romantic, candlelit atmosphere. Since 2021 the Relais is managed by Ross Hotels Group; rooms and common areas have been restored giving a new light to the ancient ambiences.Show full description
This is the most historic small luxury hotel in Chianti.
Highly elegant. Relaxing atmosphere. Cosy rooms. Popular among couples. 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
Charming oasis in Tuscan wine country is known for its unique location, comfortable rooms, and delicious food. The hotel is surrounded by 360 degrees of vineyards and olive groves and has a pool where guests can relax. I rate this as one of the most ELEGANT AND RELAXING boutique hotels in Chianti. And it is one of the most popular small luxury hotels in Chianti, among couples!
Relaxing atmosphere. Great value. Great location. 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. Each room at this hotel is air conditioned and comes with a flat-screen TV with satellite channels. Some rooms include a seating area to relax in after a busy day. All rooms include a private bathroom with a bidet and shower, with bathrobes and slippers provided. For your comfort, you will find free toiletries and a hairdryer. Villa Le Calvane features free WiFi throughout the property. Guests can enjoy the on-site bar and restaurant offering Tuscan cuisine. Florence is 21 km from Villa Le Calvane, while Montecatini Terme is 35 km from the property. The nearest airport is Florence Airport, 17 km from Villa Le Calvane.Show full description
Charming. Cosy rooms. 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. 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. 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 at the Eco-Nature Bistrot. You will have the opportunity to sip drinks and cocktails in both the Borgo Vescine’s bars. Additionally, they are equipped with flat-screen TVs, free WiFi, and cozy bathrooms. Surrounded by lush gardens and verdant vegetation, Borgo Vescine also boasts its own vegetable garden, saffron fields, and lavender cultivation, adding to the allure of this idyllic retreat.Show full description
Unique. Romantic. Great interior design. Popular among women.Opened June 2021. Located in Greve in Chianti, 2 km from Piazza Matteotti, La Pietra Del Cabreo provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant. 28 km from Piazzale Michelangelo and 29 km from Ponte Vecchio, the property features a bar and a tennis court. The accommodation offers room service, a concierge service and organising tours for guests. The hotel will provide guests with air-conditioned rooms offering a wardrobe, a coffee machine, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Every room comes with a kettle, while some have a terrace. At La Pietra Del Cabreo every room is equipped with bed linen and towels. A buffet, continental or vegetarian breakfast is available daily at the property. Uffizi Gallery is 29 km from the accommodation, while Palazzo Vecchio is 29 km away. The nearest airport is Florence Airport, 37 km from La Pietra Del Cabreo.Show full description
This is likely one of the most UNIQUE AND AUTHENTIC boutique hotels in Chianti.
Delightful property. Unique. Superb breakfast. Popular among couples. Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan countryside, 1 km from the town centre of Greve in Chianti. The property takes its name from the wine that is produced in the surrounding vineyards. Every room is fitted with a flat-screen TV with satellite channels. Certain units include a seating area for your convenience. You will find a kettle in the room. Every room includes a private bathroom equipped with a bidet. For your comfort, you will find free toiletries and a hairdryer. There is a shared lounge at the property, as well as free WiFi and free parking. The nearest airport is Florence Airport, 25 km from Borgo Del Cabreo.Show full description
I think this place could be the most BEAUTIFUL small luxury hotel in Chianti. It also has a highly rated breakfast and very cosy rooms.
Stylish. Comfortable beds. Popular among women. 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
Good breakfast. Popular among women. Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni. You can enjoy a peaceful and relaxing setting at Borgo San Luigi. This 17th-century palace is just 2 km from the motorways and set on an unpaved road. Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer. You can participate in a variety of sports on this rich, resort-like, country estate. There is a tennis court and a football field. Go quad biking or horseback riding and explore the surrounding rural area. Borgo San Luigi has friendly, professional staff who can organise tours, excursions or team-building events, an ideal way to relax between meetings. Enjoy high-quality rooms with period furniture and Tuscan-style furnishings. Featuring vineyard or mountain views, rooms include rustic fire places, historic frescoes and Tuscan four-poster beds. Nearly all rooms offer a garden or a balcony. Savour typical Tuscan cooking at La Limonaia, the chic on-site restaurant at Borgo San Luigi. La Limonaia is suitable for a variety of events, including large receptions, ceremonies, banquets and business dinners. Borgo San Luigi is the perfect location to enjoy a unique holiday, where you can participate in a cooking school or English-language school.Show full description
Stylish. Historic. Great value. Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking. All rooms at the Sabolini have satellite TV, minibar and private bathroom. Wi-Fi internet access is also available. The Sabolini Villa has a 24-hour reception and includes a bar and restaurant serving traditional Tuscan cuisine. There is also a garden with terrace and meeting room facilities. The hotel is 25 km from Siena and one hour’s drive from Florence Airport.Show full description
Very stylish. Charming. Lovely interior design. Borgo San Felice is located in Castelnuovo Berardenga in the heart of the Chianti wine district. It offers spacious rooms with antique furnishings, a swimming pool, and panoramic views. The hotel boasts 2 restaurants. Il Poggio Rosso restaurant offers gourmet cuisine and has a selection of over 500 fine wines. The more informal Osteria del Grigio offers modern Tuscan cuisine and is open for lunch and dinner. There is also a bar on site. In summer, guests can enjoy a drink or a snack by the heated outdoor pool. Bikes are available to rent and you will find a tennis court, gym and bowls court on site. The health centre offers a number of beauty treatments and specialises in wine therapy, massages and other beauty treatments. Rooms here come with air conditioning and satellite TV. Parking is free and free Wi-Fi throughout are available. Borgo San Felice is set on a hill amongst olive groves and vineyards. The local area is full of interesting churches and abbeys, and the town of Siena is just a 30-minute drive away.Show full description
Borgo San Felice is a small village in Tuscany that has been turned into a hotel. The buildings are beautiful, and the amenities are top-notch, including a Michelin-starred restaurant and a fantastic spa. The local wine tour is worth it, and the location is perfect for a romantic weekend getaway.
Romantic. Relaxing atmosphere. Popular among couples. Set amongst the timeless landscape of Chianti, Villa Le Barone is an historic manor house property of the famous Della Robbia family since the 16th century. Thoroughly renovated, the hotel is now an inviting and intimate establishment yet maintaining the character of a private house. The swimming pool, tennis court and terraces are set amongst enchanting rose gardens, with views on the surrounding countryside, featuring olive groves and Chianti Classico vineyards. 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.Show full description
Historic. Great location. Great views. Offering a panoramic outdoor pool, a restaurant and spa, Villa Lecchi Hotel Wellness is ideally located in the green heart of Tuscany. Free WiFi and private parking are offered on site. All units are air conditioned and include a seating area with a flat-screen TV. Villa Lecchi Hotel Wellness features a wellness centre with a heated hydromassage pool, Turkish bath and sensory shower. Guests also enjoy a terrace with panoramic views over the Chianti hills. Bike hire is available at the property and the area is popular for cycling and hiking. Just outside of Poggibonsi, this family-run property is 17 km from San Gimignano, a 30-minute drive from Siena and about 50 km from Florence. The nearest airport is Peretola Airport, 40 km from the property.Show full description
This boutique hotel has a great location in Colle Val D'Elsa.
Great breakfast. Park Hotel Chianti is set in the heart of the Chianti Classico area, 15 km from Florence and 40 km from Siena. This family-managed property offers free parking, an outdoor swimming pool, and modern rooms with free Wi-Fi. Each room comes air conditioning, satellite TV, and private bathroom with shower. Most rooms have a balcony, and some overlook the inner garden or the pool. The restaurant serves classic Italian cuisine and Tuscan specialities. Breakfast is a generous buffet. Chianti Park Hotel is just off the Tavarnelle exit of the Raccordo Autostradale Siena-Firenze motorway.Show full description
Unique property located in the Chianti wine route, close to various wineries and major tourist sites in Tuscany. Authentic Italian cuisine, bright rooms with balconies, and a tranquil atmosphere. AMAZING! Moreover, the pool area is just amazing, with real Tuscan vibes in a beautiful yard.
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