Top Boutique Hotels in Val Di Chiana (2026)

Providing garden views, Stelle di Monte in Montepulciano features accommodations and a garden. This recently renovated guest house is located 31 miles from Mount Amiata and 4.5 miles from Montepulciano Terme. The guest house provides rooms with air conditioning, free private parking, and free Wifi. At the guest house, units are fitted with a wardrobe. There's a private bathroom with walk-in shower in every unit, along with slippers, a hair dryer, and free toiletries. At the guest house, all units are equipped with bed linen and towels. À la carte and continental breakfast options with warm dishes, pancakes, and fruit are available daily at the guest house. At the property, there is an romantic restaurant serving French cuisine as well as vegetarian options. Guests at Stelle di Monte can enjoy cycling and hiking nearby, or make the most of the sun terrace. Bagno Vignoni is 14 miles from the accommodation, while Bagni San Filippo is 18 miles away. The nearest airport is Perugia San Francesco d'Assisi Airport, 48 miles from Stelle di Monte.

- "We enjoyed everything about the property. Hosts Nathalie & Igor are just amazing. They made sure everything was top notch. We will be back and will definitely stay with them." - "Gorgeous views from and incredibly well kept and romantic property." - "Beautifully restored historical villa with panoramic views. Luxury bed and bathroom facilities." - "What a piece of heaven on earth" - "Stelle di Monte was more than we expected. The view was truly out of this world. The breakfast and dinner beyond delicious. Igor and Nathalie are wonderful hosts and ensure we had everything we needed."

Offering garden views, Podere Le Volte Country House La Mita in Civitella in Val di Chiana offers accommodations and a garden. This property offers a pool with a view and free private parking. Free Wifi is available throughout the property, as well as a terrace and a restaurant. The property also offers accommodation for disabled guests. The farm stay will provide guests with air-conditioned units offering a desk, a kettle, a safety deposit box, a flat-screen TV, and a private bathroom with a bidet. The rooms are equipped with heating facilities. There is a coffee shop, bar, and lounge. If you'd like to discover the area, cycling and walking tours are possible in the surrounding area, and the farm stay can arrange a bicycle rental service. Piazza Grande is 12 miles from Podere Le Volte Country House La Mita, while Piazza del Campo is 30 miles from the property. The nearest airport is Florence Airport, 53 miles from the accommodation.

- "We had the best time at this place! The owners where so friendly and helpful, the house was beautiful, the rooms clean, the pool area amazing and the food was fabulous too. We recommend 100%! It’s also a great starting point for exploring the area!" - "This place is just amazing. Veronica and her family take care of their guests so kindly. Their homemade food is delicious (also a variety of vegetarian options). The pool area and the garden are beautiful places to hang out. The room is spacious and very clean. Veronica even organised an Ebike tour in Cortona for us which was fun. We would love to come back!"

On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome. The hotel is made up of 12 charming and unique guest rooms, each of which have beautiful hand painted walls, original wooden beams, antique furnishings and paintings and restored fireplaces. All enjoy independent access and have private terraces or gardens as well as extraordinary views of the surrounding Tuscan landscape with its hills and medieval villages. These breathtaking views can also be appreciated from the hotel’s outdoor swimming pool which is set into the hillside. Original Tuscan recipes and exquisite wines from the surrounding Vino Nobile di Montepulciano vineyards will be served in the restaurant or on the patio during the summer months. The restaurant also uses olive oil produced by its own olive groves. The hotel can arrange for you to attend cooking classes or cheese tasting events and pride themselves on their hospitality and personal service. Close to important tourist destinations such as Florence, Siena and Arezzo yet immersed in the most tranquil of surroundings, Lupaia is the perfect place from which to discover the beauty of Tuscany.

- "Beautiful property, with an amazing and attentive staff. They food was delicious." - "Absolutely amazing place. Great location. Beautiful grounds. Excellent service and food. Really helpful staff. Perfect Tuscan experience" - "Quality of service and the exclusiveness of the experience" - "Excellent service Beautiful rooms Great food" - "The location, the ground and the staff was absolutely exceptional. The attention to perfection was in every detail of the hotel, our room, pool, dinner and more. We are planning to return with our adult children for a longer stay."

29 miles from Mount Amiata in Sarteano, Palazzo Pio III - Residenza d'epoca provides accommodations with access to wellness packages and beauty services. The property is around 9.2 miles from Montepulciano Terme, 20 miles from Bagni San Filippo, and 20 miles from Bagno Vignoni. The accommodation features a spa facilities, free Wifi throughout the property, and family rooms. The bed and breakfast will provide guests with air-conditioned units offering a desk, a kettle, a safety deposit box, a flat-screen TV, and a private bathroom with a bidet. There's also a dressing room in some of the units. At the bed and breakfast, each unit has bed linen and towels. Buffet and continental breakfast options with warm dishes, local specialities, and fresh pastries are available each morning at the bed and breakfast. Both a bicycle rental service and a car rental service are available at Palazzo Pio III - Residenza d'epoca. The nearest airport is Perugia San Francesco d'Assisi Airport, 45 miles from the accommodation.

- "Wonderful palace recently renewed, with great attention to detail both in the common areas and in the room. We’ve loved everything: the style, the atmosphere, the comfort, the silence, the breakfast, the suggestions for nearby activities. Chiara is a lovely host dedicated to preserve the roots of this historical building. Highly recommended for its authenticity and uniqueness!" - "This is really an 11. It is a beautifully restored historical property where Pope Pius III was born. Much attention has been paid to detail and Chiara is the sweetest most wonderful host. She makes the most delicious jams and pastries for breakfast. Our room (for 4 of us) was so beautiful, clean and spacious. The bathroom was large with high quality fittings. The property had a pretty living room and a cosy nook with armchairs for guests to utilise. There was nothing at all to fault. And this is a great quiet base from which to explore the southern part of Tuscany. Truly amazing stay!"

Delcorto Suites is offering accommodations in Montepulciano. This 4-star hotel offers free WiFi. The property is non-smoking throughout and is located 30 miles from Mount Amiata. At the hotel, every room includes a closet. Complete with a private bathroom equipped with a bidet and free toiletries, guest rooms at Delcorto Suites have a flat-screen TV and air conditioning, and some rooms are equipped with a terrace. At the accommodation each room is equipped with bed linen and towels. Breakfast is available daily, and includes buffet, à la carte and continental options. At Delcorto Suites you'll find a restaurant serving Italian and Local cuisine. Vegetarian and vegan options can also be requested. Montepulciano Terme is 3.5 miles from the hotel, while Bagno Vignoni is 13 miles away. The nearest airport is Perugia San Francesco d'Assisi Airport, 47 miles from Delcorto Suites.

- "Spacious, quiet rooms right in the centre of town. Helpful staff provided guidance for nearby public parking. Simple but delicious breakfast in the central dining room." - "1- Easy check-in procedure and communication with the facility 2- Excellent welcome directly from the owners of the facility with helpful tips for the stay 3- Historical building masterfully renovated 4- Very spacious room with modern facilities 5- Beautiful and modern bathroom (we were in the "Flora" suite) 6- Room temperature quickly adjustable despite the size of the room 7- Excellent breakfast with some dishes prepared on the spot 8- Kindness of the staff"

Located in Montepulciano, 7.9 miles from Montepulciano Terme, Borgo San Vincenzo provides accommodations with free bikes, free private parking, an outdoor swimming pool and a garden. Among the facilities of this property are a restaurant, a shared lounge and a 24-hour front desk, along with free WiFi throughout the property. Guests can use a bar. All guest rooms features air conditioning, a fridge, a minibar, a coffee machine, a bidet, free toiletries and a closet. The hotel has some units that feature a terrace, and every room includes a private bathroom with a shower and a hairdryer. At Borgo San Vincenzo rooms come with bed linen and towels. A buffet, continental or Italian breakfast is available every morning at the property. The area is popular for hiking and cycling, and car rental is available at this 4-star hotel. Bagno Vignoni is 17 miles from the accommodation, while Bagni San Filippo is 22 miles away. The nearest airport is Perugia San Francesco d'Assisi Airport, 43 miles from Borgo San Vincenzo.

- "This property is perfection. It is more beautiful than any of the pictures. The staff are incredible and so helpful, the food is delicious, and it's located near so many towns to explore in Tuscany. Do yourself a favor and book it." - "Everything about this hotel is really good, super helpful and friendly owners on site ever day, excellent staff, great pool and perfect weather 😄😄" - "Everything!" - "Absolutely everything! The location the cleanliness, the spacious rooms, the pool, the food and drinks, the friendliness of the owner and the stuff...I have probably forgotten to mention something, but Literally Everything was Pure Pleasure!"

Villa Vignacce - Boutique Country Resort enjoys a location in Bettolle, 25 miles from Piazza Grande and 13 miles from Montepulciano Terme. This country house features free private parking and bicycle parking. The country house provides inner courtyard views and a picnic area. At the country house, some units have a private entrance, dining area, fireplace, and dishwasher. Rooms have a kettle, a private bathroom, and free Wifi, while some rooms also boast a terrace and some have mountain views. In some units there's a dressing room for guests to change in. Italian and vegetarian breakfast options are available each morning at the country house. You can play table tennis at Villa Vignacce - Boutique Country Resort, and the area is popular for walking tours. Guests can swim in the pool with a view, go cycling or hiking, relax in the garden, and use the barbecue facilities. Bagno Vignoni is 22 miles from the accommodation, while Bagni San Filippo is 30 miles from the property. The nearest airport is Perugia San Francesco d'Assisi Airport, 42 miles from Villa Vignacce - Boutique Country Resort.

- "Everything was just wonderful. The location, beautiful gardens, decor in the rooms, warm and friendly welcome from Anna Licia the host of the Villa. Kitchen was fully equipped, which was convenient to prepare all our meals. Bedrooms were spacious and had beautiful view over the gardens. We could chill out in the gardens or by the pool." - "Amazing hosts - Anna was spectacular and catered to every request. It was a lovely, spacious and homely resort. It had all the facilities that a family would require. Super central to all the major Tuscan towns. Great pool, BBQ facilities and a lovely grassed, contained courtyard (especially with roaming children) to spend the evenings were stand outs."

Fonteliving offers very elegant design apartments, plus an outdoor pool surrounded by the green Tuscan countryside. The popular thermal pools are 2297 feet away. Apartments are spacious, air conditioned and nicely decorated. In your living area you will find a fully equipped kitchen, LCD satellite TV and free Wi-Fi access. Each has a furnished balcony or terrace. Guests can relax on a deck chair by the pool. Fonteliving is 492 feet from a bus stop linking with Chiusi and Montepulciano. The spa town of Chianciano Terme can be reached by car in 30 minutes, and the center of San Casciano Dei Bagni is 2625 feet away.

- "The suite was very large, well provisioned and the balcony overlooking the hills was lovely. The bathroom had both a bath and shower and the facilities were great." - "Spotless, very large, well equipped, beautiful view, The man( can't remember his name ) on reception deserves a mention as he was very helpful. Great pool, great location near to several restaurants and little shops." - "Breakfast was fantastic everything you could ask ask for and refilled every morning the property was amazing with fantastic views location was prefect for what we needed could not ask for anything else"

Offering an outdoor swimming pool and large gardens, family-run Il Serraglio offers rustic-style accommodations with free Wi-Fi. Set 1.9 mi from Montepulciano, it produces its own red wine, olive oil and white truffles. Rooms and apartments at Agritursmo Il Serraglio are elegantly furnished and come with air conditioning, a TV and coffee machine. The private bathroom includes free toiletries. Tea, coffee and milk drinks can be prepared in each room. Guests can use the BBQ facilities in the garden, and they can taste and buy the homemade products. The property provides free private parking, and is well placed for visiting the Montepulciano thermal baths, a 5-minute drive away. Pienza can be reached by car in 15 minutes.

- "Excellent location just outside of Montepulciano with sweeping views of the beautiful countryside. Our accommodation was lovely and our host Alex was amazing. He went above and beyond to ensure our stay was everything we wanted it to be. The easy check in and check out process made the stay even more pleasurable. I'd return to this property in a heartbeat!" - "it is in a convenient location and absolutely beautiful. alex is such a great host. he gave us lots of ideas and recommendations to explore the area."

This property offers a Special Protection Program, a strict program of precise safeguards dedicated to our guests and our staff. Set within the town walls of medieval Cortona, this impressive 18th-century residence is now a luxury hotel, which offers you spectacular views of the mountains, hills, and nearby Lake Trasimeno. Hotel Villa Marsili features original frescoes from the 14th-century church, which once stood on this site. The professional team of staff are always on hand to make your stay extra special. All rooms include a free mini-bar. At Villa Marsili your day starts with a buffet breakfast, which is served from 07:30 until 10:00. The outdoor gardens and sitting rooms with fireplace are ideal for an afternoon tea. They can also be used as an elegant location for a celebration or business event.

- "Everthing was perfect : the house and the room, the welcome...and the marvellous breakfast ! Thank you a lot !" - "The room was really big and clean. The director and all the employees were so nice and welcoming. The service was amazing, the mini bar inclusive and we had a free breakfast and homemade biscuits after dinner. Additionally, we had a jacuzzi in our bathroom. I really recommend this hotel!" - "Our room had the most fantastic view south of Cortona. Staff were very friendly and helpful. They parked our car for us free of charge and made drinks for us during happy hour at the bar. Breakfasts were great too. Nice seating area outside at the front too."

7.4 miles from Montepulciano Terme in Montepulciano, Agriturismo Merigge Wellness & Spa Montepulciano provides accommodations with access to a sauna, hot tub, and spa facilities. Among the facilities of this property are a restaurant, a 24-hour front desk, and full-day security, along with free Wifi throughout the property. There's free private parking, and the property features a paid airport shuttle service. The farm stay will provide guests with air-conditioned units offering a desk, a kettle, a fridge, a minibar, a safety deposit box, a flat-screen TV, a terrace, and a private bathroom with a bidet. A balcony with outdoor furniture and garden views is offered in each unit. At the farm stay, every unit is equipped with bed linen and towels. Continental and Italian breakfast options with fresh pastries, fruit, and juice are available each morning at the farm stay. There is a coffee shop, and packed lunches are also available. Agriturismo Merigge Wellness & Spa Montepulciano also offers an infinity pool and a wellness packages for guests to relax in. The area is popular for cycling and walking tours. In addition, bike rental and car rental are available at this farm stay. A baby safety gate is also available at the accommodation, while guests can also relax in the garden. Bagno Vignoni is 17 miles from Agriturismo Merigge Wellness & Spa Montepulciano, while Bagni San Filippo is 21 miles from the property. The nearest airport is Perugia San Francesco d'Assisi Airport, 43 miles from the farm stay.

- "We had a wonderful stay at Raffaele & Tiziana's charming inn. The rooms were wonderful and the location very beautiful. I would return for hiking/walking anytime." - "Semplicemente perfetto" - "Where do we start? The breathtaking, one of a kind views. The peace and tranquility. The enthusiastic and friendly staff and owners that go above and beyond for you to have a beautiful and relaxing stay. Visiting Montepulciano itself. The comfy bed and beautiful room."

Offering elegant suites with a private garden, the family-run Villa San Sanino - Relais in Tuscany is 1.9 mi from Torrita di Siena center. It features a traditional restaurant plus a saltwater infinity pool with sun terrace. Surrounded by the Tuscan countryside, these rustic-style suites have free Wi-Fi, a seating area with fireplace and satellite TV. All air-conditioned units come with an iPad, Netflix channels and an iPod docking station. Each includes a private bathroom with bathrobes and slippers, free Ortigia P toiletries and a hairdryer. A sweet and savory breakfast is served daily and consists of homemade cakes, eggs and cold meats. You can enjoy characteristic regional cuisine at the on-site restaurant open every day. Villa San Sanino - Relais in Tuscany is 2.8 mi from Torrita di Siena Train Station and 9.3 mi from horse riding stables. Montepulciano and Pienza can be reached in 15 minutes by car.

- "Impecable. Gardens, views, terrific architecture. Perfect spaces." - "A beautifully run family estate that offers luxury, a stunning Tuscan location and wonderful food. We could not fault our stay. Just wonderful." - "Alora, The location is stunning, the property is fantastic and the staff is very attentive, warm, knowledgeable and friendly" - "Perfect few days staying at Villa San Sanino. It is clear a lot of work/thought has been put into every part of the property - with very tasteful interiors. The staff were super helpful, helped us book restaurants etc! The pool is especially beautiful!"

Poggio Piglia is a unique property in the hamlet of Macciano in the Tuscan countryside. It offers extensive grounds with a swimming pool overlooking the surrounding valleys. Rooms at Poggio Piglia all have wood-beamed ceilings, natural stone walls and hardwood floors. They are all air conditioned and feature a large bathroom with glass-enclosed shower. Guests can sample homemade products and organic olive oil at the snack bar, while the restaurant is open upon request. Piglia has convenient access to the region via highway A1. It is 2.5 miles from the Umbrian border and a 10 minute drive from Chianciano Terme.

- "The staff was warm and welcoming. The facilities were beautiful. Food was delicious. The attention to detail was superb. One of the best hotels I have stayed at." - "My partner and I had a wonderful stay here. You could tell this is a family run business with a lot of care put in. We loved the personalised touches - for example one day we had gone on a long run and missed lunch but there was lovely salad and wine waiting for us at a table once we came back. The owner showed us the vegetable garden and let us pick our rocket leaves for the salad in the evening. The waitress stayed chatting to us about living in London after her shift was done. It was very professional, friendly, clean and with personal touches. The garden and the surrounding area was a tranquil Tuscan green. Loved it."

Offering an outdoor pool, a large garden and a terrace, Foresteria Il Giardino di Fontarronco is located in Alberoro, 9.3 mi from Arezzo. Accommodations here is self catering and features free WiFi. Fitted with Tuscan furnishings, apartments at Foresteria Il Giardino di Fontarronco come with a seating area complete with a flat-screen TV and an equipped kitchenette, plus a dining area. The private bathroom includes a hairdryer. An array of activities can be enjoyed on site or in the surroundings, including cycling and walking. This property produces fruit. Free parking is on site. You can reach Cortona in 40 minutes by car. Siena and Firenze are both 1-hour drive away.

- "The property is gorgeous, there were plum trees with pink flowers during our stay in late March. We had dinner in the restaurant a few times after long days of driving around Tuscany and it was such a comfort. It was the perfect home base. Marian and Luca were incredible and always available!" - "The property is so beautiful, it is from 17th century and has its unique style. Marian was very nice and helpful, recommended us the best oil factory. There is a baker coming every day with fresh corneetto. Probably it is the best hotel I’ve stayed in."

Set in Torrita di Siena and surrounded by the Tuscan countryside, Siena House is set in its garden featuring a free swimming pool. It offers elegant spacious rooms. Overlooking the hills, the rooms are all provided with a modern décor, modern facilities, air conditioning and an private bathroom. Bathtubs and king-sized beds are featured in some of the rooms. Breakfast consists of fresh fruit, pastries and other homemade products and features fresh grass fed eggs from the property's free ranging birds. The property produces olive oil and saffron. Montepulciano is a 15-minute drive away, while Cortona is a 30-minute drive from the property. Siena is a 45-minute drive away.

- "Super home made breakfast" - "Extremely pleasant stay, farm breakfast made by the family, beautiful duck and geese eggs with own smoked bacon, home made greek yoghurt and fresh fruit. Modern art décoration painted by the landlady, spacieux rooms, and home-far-away-from-home experience. We loved it." - "We loved the hospitality of our hosts! They went above and beyond to please us and make us feel comfortable. The breakfast was amazing and their property was gorgeous!"

Set in a panoramic hillside area, Relais La Leopoldina is an 18th-century farm house with brick walls. Renovated in 2008, it offers elegant rooms with free Wi-Fi, an outdoor salt-water pool, and an à la carte restaurant. Overlooking the countryside, rooms at La Leopoldina Relais are spacious and air conditioned. Each features handmade furniture and an LCD satellite TV, and some have exposed wooden beams. The private bathroom comes with a hydromassage shower. Breakfast is a sweet and savory buffet including homemade cakes, cold cuts and cheeses. It is served in the dining hall, and can be enjoyed on the veranda in summer. The restaurant is set in an ancient renovated stable with arched ceilings, and offers Tuscan cuisine for lunch and dinner. Pienza and Montepulciano are a 30-minute drive from the B&B, as is Cortona, and the nearest A1 motorway exit is 1.2 mi away.

- "Great location. Fabulous pool. Friendly staff and great restaurant" - "A special hotel in a gorgeous setting. We stayed for 3 nights and wish we had booked for longer! The food, facilities and staff were all fantastic. Breakfast was delicious, with a good selection. You must eat at the restaurant for dinner. Close to the nearby town to walk into too." - "The property, the people and the restaurant are exceptional! Everything was more than perfect: perfect rooms (the best a/c we’ve ever had), the service friendly and helpful, the pool clean and the view is spectacular! All in all we couldn’t believe how perfect everything was. Also, every morning the first thing was a nice Italian coffee:)"

With a peaceful location in the open countryside, La Fontaiola is an 18th-century country house in Umbria. It offers free bike rental, a vast garden with BBQ facilities, Italian breakfast every morning, and private parking. La Fontaiola offers suites and apartments, all with garden views, terracotta floors and wood-beamed ceilings. While the suites include a living room with fireplace, apartments come with a fully equipped kitchen. The property is ideally located to explore both Umbria and Tuscany. It is 2.5 mi from Piazze and 1.9 mi from Ponticelli, while the thermal town of Chianciano Terme is a 30-minute drive away.

- "One of the best hosts ever! A big thank to Renato. He gives us the feeling that we are so welcome. He gave us amazing recommendations for restaurants and sightseeing spots. He brought fresh bread every morning, so you have a great breakfast every day. We enjoyed the time in the house so much. It has charme and a big garden with a nice pool. The kitchen has all what you need for your daily use. Everything is very clean. THANKS again Renato!" - "Amazing Stay. Renato e Guiseppe are the best !"