Top Boutique Hotels in Vagliagli (2026)

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, characteristic 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.

- "Nice endroit and good service" - "Everything was perfect, we ll come next year absolutely" - "Everything. Incredible. Coming from Dubai we have high standards!! And this place did not disappoint." - "Idyllic location. Very friendly and helpful staff" - "Well maintained villa. Surrounded by beautiful nature. Very friendly and helpful staff. Delicious dishes in the restaurant. All together it creates a peaceful atmosphere for relaxation." - "Just an amazing resort in the middle of vineyards"

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 specialties 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 colors. They are equipped with satellite TV and a mini-bar. 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 center with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 2 tennis courts are available free of charge.

- "Amazing property." - "Everything was perfect for our 30th Anniversary . Matilde was wonderful !" - "This place was so exceptional, we were blown away. Wine is incredible, staff is fantastic, so wonderfully relaxing, we could have stayed a week!! Will certainly be back, and make sure to do the wine tasting with Giuseppe" - "The property is impressive, with extensive grounds, and has everything visitors might wish for across all age groups including two pools and a spa, an excellent restaurant. The staff are welcoming, incredibly friendly and sociable and helpful."

Located in Radda in Chianti, 13 miles from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. With 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 center with a sauna, and hammam, as well as a bar. Guest rooms in the hotel are equipped with an electric tea pot. At Pieve Aldina Relais & Châteaux each room has bed linen and towels. The daily breakfast offers buffet, continental or vegetarian options. At the accommodation you'll find a restaurant serving Italian cuisine. Vegetarian and vegan options can also be requested. With staff speaking English, Spanish, French and Italian, around the clock guidance is available at the reception. Piazza del Campo is 23 miles from Pieve Aldina Relais & Châteaux, while The Mall Luxury Outlet is 25 miles away. The nearest airport is Florence Airport, 36 miles from the hotel.

- "I recently stayed at Pieve Aldina Hotel in Tuscany, and it was an amazing experience. The hotel is beautifully situated in the Tuscan countryside, offering stunning views of the rolling hills and vineyards. The rooms are charming and well-equipped, providing both comfort and a touch of rustic elegance. The staff were exceptionally friendly and helpful, offering great recommendations for local attractions. Dining at the hotel's restaurant was a highlight, with delicious Tuscan dishes and an impressive selection of regional wines. The outdoor areas, including the pool and gardens, are perfect for relaxation. Pieve Aldina Hotel truly embodies the essence of Tuscany, making it a perfect getaway. Highly recommended!"

Situated only 440 yards from the historic center of Siena, Hotel Palazzo di Valli is a gorgeous 18th century villa beautifully decorated and smartly furnished in traditional Tuscan style. The hotel is situated on a hill, surrounded by an 18-acre garden with olive trees. The hotel is just a 10 minute walk from the center of town.

Overlooking the historic centre of Siena, Villa del Sole Siena is just 300 metres from Piazza del Campo square and the Tower of Mangia. Free WiFi is available in all areas. Each room here will provide you with satellite flat-screen TV and air conditioning. Featuring a shower, the private bathroom also comes with a hairdryer, slippers and towels. Villa del Sole Siena is 2.5 km from Siena Train Station and a 10-minute walk from the cathedral. Colle di Val d’Elsa is 25 km away.

- "The property was excellent in every way…. location was ideal! Situated close to the action but with spectacular views over the Tuscan countryside. The staff were friendly and helpful and made every effort to make us welcome. They were very keen to share their love of the city." - "The breathtaking view and close proximity to the Piazza truly enhance the overall experience. The rooms are impeccably clean, and the staff exudes a warm and welcoming demeanor. Without a doubt, I highly recommend this establishment."

Castelletto di Montebenichi is a 12th-century castle with frescoed walls and a garden. Located halfway between Siena and Arezzo, its swimming pool offers panoramic views across the Chianti hills and vineyards. All apartments include satellite TV, air conditioning, and a fully equipped kitchen. Each room has a unique design and lots of space. Set in Montebenichi, a pretty hamlet, Castelletto is surrounded by medieval villages and wineries for wine tasting tours. Parking and WiFi are free at the Castelletto. You will also find a gym. Surrounded by a large private park, there are plenty of places where you can relax both indoors and outdoors.

- "Exceptionally beautiful place. Welcome basket with everything needed on first days. Nice tour around the property. Wonderful host." - "If anyone is looking for a beautiful, unique, and comfortable experience, look no further. The facility is absolutely unique with breathtaking views, and exceptionally kind and generous hosts. We were greeted with a generous welcome basket, a perfectly cleaned unit, comfortable surroundings, and a view that you will remember for the rest of your life. The property itself is gorgeous. A beautiful pool with a view of the vineyards. An exceptional work out area, on-site laundry, and even a spot to lie in a hammock and gaze at the stars. I have already recommended it to two of my friends who are visiting Italy next year. It’s a must day!"

Located in Siena, 400 metres from Piazza del Campo and 400 metres from the centre, B&B Palazzo Bruchi provides air-conditioned accommodation with free WiFi, and a shared lounge. The property has garden and inner courtyard views, and is 44 km from Piazza Matteotti. The bed and breakfast features family rooms. At the bed and breakfast, each unit is equipped with a desk, a flat-screen TV, a private bathroom, bed linen and towels. Additional in-room amenities include fruits. The units are equipped with heating facilities. A bicycle rental service is available at the bed and breakfast. Popular points of interest near B&B Palazzo Bruchi include San Cristoforo Church, Palazzo Chigi-Saracini and National Museum of Etruscan Archaeology. The nearest airport is Florence Airport, 78 km from the accommodation.

- "Excellent breakfast, very pleasant view from my room onto a garden, and super quiet so I was able to get a very good night's rest. Staff were very helpful in caling a taxi in the morning. My only regret is that I didn't stay longer." - "Super kocation to ecplore. Hosts very helpful great restaurant recommendations and getting us taxi." - "Great location and great room with a stunning view, well decorated and very clean. The bed is very comfortable! Ana and Leopoldo are amazing hosts, very helpful, easy to communicate with and friendly! Thank you for everything ❤️"

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.

- "Absolutely amazing stay! Lovely place with stunning views. And the food … out of this world!" - "We loved staying at this property! The unexpected nightly dinners were sensational! When we arrived we didn’t realize that we Wouldn’t want to leave. My husband and I decided to eat at the villa every night and the food and hospitality was over the top." - "Beautiful and relaxing. Like visiting your rich sister or brother in Italy." - "So amazing we immediately extended our stay by another night. Stella and Ettori were absolutely wonderful. Super helpful, friendly and ensured our experience was perfect. We had dinner at the restaurant each night which was a different menu each night and always delicious. The pool was amazing and views all around were wonderful. Lovely walking/hiking tracks around which they have provided maps for and QR codes for your phone maps too."

Castello La Leccia is a restored medieval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi. The property is set on a hill, and offers a terrace with views of the Tuscan countryside. Castellina in Chianti is 1.2 mi away. Accommodations 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 savory items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organizes 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.

- "Everything!! All the staff especially were lovely and very helpful." - "My husband and I were absolutely blown away by Castello La Leccia. The location is breathtkaing, the grounds are gorgeous, the staff are incredible and the food was amazing! When we first arrived, we looked at each other in awe that this place is real! They have activities on and off the property. My husband and I used the complimentary sauna and steam room twice, we went on their trekking hike, and did the wine/oil tasting. We wanted to do the lunch picnic as well, but it was raining the day we scheduled it! They also have so much information and recommendations to give for surrounding areas i.e. Florence, Siena etc. We ate at their restaurant twice during our four night stay: one night was pizza night and one night was their menu. Delicious! They are extremely generous with the included breakfast: pasteries, cakes, cold cuts, fresh fruit, juices, cereal, bread and more - plus, you can get eggs and speciality coffees made to order. We loved seeing their two residence cats, Testona and Testina too! We couldn't have wanted anything more than Castello La Leccia. If you are looking for a Tuscan getaway, you HAVE to stay here."

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 3.7 mi 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 mini-bars are stocked with free mineral water, and the private 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.

- "The country side surroundings were superb, the pool area divine, cute restaurant" - "People, room, wine, guests, Guido cuisine (dinner). whole experience is AMAZING. It’s different from all in Tuscany. Highly recco for everyone!" - "Gorgeous location overlooking the rolling hills in Chianti. Friendly staff and solid breakfast options. Relaxing, romantic vibes, perfect for a honeymoon getaway" - "The hotel is stunning with amazing views over the countryside. The facilities are great and the staff very friendly. Highly recommended"

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. Languages spoken at the reception include German, English, Spanish and French, and guests are invited to request information on the area when needed. Piazza Matteotti is 40 km from the hotel. Florence Airport is 65 km from the property.

Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away. Carefully renovated, the property provides self-catering apartments and rooms that maintain the traditions of the rural Tuscan lifestyle. All accommodation has satellite TV and a private bathroom with a bath or shower, plus a hairdryer and toiletries.

- "The property is beautiful. It's quiet and peaceful. The room was big. The staff is very friendly and helpful. Breakfast is great. Dinner options are close by. They recommended great restaurants and made reservations for us. There are stairs to navigate if you are on higher floors. Not sure if there's an elevator. We were on a hiking trip and this was very centrally located for many wonderful hikes. The area is beautiful. Would definitely stay here again"

Villa Sassolini Country Boutique Hotel is located in Montevarchi and has a seasonal outdoor swimming pool and a fitness center. With a spa & wellness center, the property also features a garden, as well as a terrace. The restaurant serves local cuisine. Guests at the hotel can enjoy a continental or a buffet breakfast. Villa Sassolini Country Boutique Hotel offers 4-star accommodations with a hot tub. Siena is 27 mi from Hotel Villa Sassolini Country Boutique Hotel. Florence Airport is 47 mi from the property.

- "The owner and staff were absolutely so kind and accommodating!!" - "The villa was beautiful, clean, quiet and had amazing views. I liked that it felt a little bit secluded and very peaceful. Our room was comfortable, and the on site restaurant had amazing food. The staff was incredibly friendly, particularly Laura. The villa also set up a private wine tour for us, which was excellent." - "Very tasteful decor. Extremely comfortable! The staff was very friendly, especially Laura, who was lovely at the reception and in organizing everything. The view from the pool was stunning, overlooking Tuscany, and the location felt like a typical movie-set village in this beautiful Italian setting. A delightful place."

Romantik Hotel Monteriggioni is set in the heart of Chianti, in the walled medieval town of Monteriggioni. It features a large garden with a swimming pool and olive trees. Each guest room has a unique design. They all come with air conditioning and TV with local channels. Breakfast is included and can be enjoyed out in the garden in warm weather. The Monteriggioni Romantik Hotel also features a bar. There is also a private car park. There are 4 characteristic restaurants right in front of the hotel where you can sample Tuscan cuisine. Due to being in an old medieval village, Wifi Connection is not very fast. Siena is a 20-minute drive away.

- "Really wonderful staff. Family-owned and family-run establishment. We thoroughly enjoyed our stay here. Very clean rooms. Very comfortable. Staff: we were walking the Via Francigena, and wanted to depart early, before dawn. The host was super accommodating and also got up early, and offered us coffee, etc. Definitely one of the two best places we stayed in during our 3 weeks." - "Hotel and premises well looked after and managed. Staff were exceptional. Ask Francesca anything and she will give you the right advice. Breakfast excellent with homemade dishes that were scrumptiously delicious."

Il Battistero Siena is located in Siena's Piazza San Giovanni, just opposite the Battistero di San Giovanni. It offers air-conditioned rooms and suites with free WiFi overlooking Siena Cathedral. Rooms at the Battistero come with a flat-screen TV and a hairdryer in the private bathroom. Piazza del Campo is 130 metres from the property. Siena Train Station is 2 km away.

- "Everything, the receptionist, was very kind and attentiose." - "Fantastic location in the middle of Siena. Excellent car parking arrangements too, it was a great help to be able to use the valet parking service. Rooms really comfortable, nice to have a decent bed with good pillows in Italy 😜" - "Location was perfect for walking in Siena. The room was large and comfortable with a beautiful view. I had a sinus infection when I arrived and the staff was very helpful in contacting the Farmacia so that I could get the prescription filled for the antibiotic that my Dr. in the US wanted me to take. I am beyond appreciative. All of our interactions with the hotel staff were wonderful."

Just 40 metres from Siena’s Piazza del Campo, B&B Il Corso is located on the first floor of a 16th-century building. It offers free Wi-Fi and elegant rooms. Rooms at the Corso Bed and Breakfast are fitted with exposed beam ceilings and traditional furnishings. Each comes with city views, air conditioning and a private bathroom with free toiletries. Guest who booked B&B rate will receive a voucher valid for a breakfast in a bar located in the same street. A self-service coffee machine and a kettle are available all day. Siena Cathedral is a 5-minute walk from the property. Siena Train Station is 2 km away.

- "Everything was perfect Pietro was amazing with so much information on Siena … where to visit, best restaurants etc etc…." - "Nicely appointed, understated good taste, inside a medieval building at the heart of the city. It feels almost more like staying in a private apartment rather than a hotel." - "The balcony facing the street. We liked being part of the atmosphere. We also liked the quirkiness of the place. The staff were exceptionally helpful and told us the best places to eat which were great value for money."

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 features 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 center offers a number of beauty treatments and specializes 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 among 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.

- "everything was BRILLIANT.... wonderful attention to detail from all the very attentive staff" - "Everything. We felt super welcomed, and it’s hard to point specific things that stood out, but the overall experience was one of the best we’ve ever had." - "Charming little borgo in the Chianti area. Very well maintained and with extremely friendly and helpful staff. Great for a relaxing holiday, for both couples and families." - "Outstanding from start to finish!"