Top Boutique Hotels in Val Di Chiana Aretina (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."

Il Giuncheto offers accommodations in Trequanda. Free WiFi is available throughout the property and free private parking is available on site. You will find a shared lounge at the property. You can engage in various activities, such as cycling and hiking. Siena is 20 mi from Il Giuncheto, while Arezzo is 21 mi away. The nearest airport is Perugia San Francesco d'Assisi Airport, 42 mi from Il Giuncheto.

- "Everything was amazing, I think we couldn’t dream of a better place than this to stay in Tuscany. The bed was super super confortable, the room extremely clean and big, the staff was so kind (it’s a family which owns this place and they took much care of us), the food is homemade and is delicious (we ate there every single night), and the activities proposed very fun (we took the electric bikes for a day and the cooking class for another day, I recommend). Also, the place is extremely calm, away from the highway, and given that it only has 5 suites in total, it was even more peaceful. Breakfast also was DELICIOUS with only local products, and a lot of choice."

The Badia di Pomaio is a restored 17th-century abbey with a hillside location, 3.1 mi from Arezzo. An infinity pool is available here, as well as free WiFi. Air-conditioned rooms at the Badia di Pomaio feature wood-beamed ceilings and artisan furnishings made from iron, stone and wood. Traditional Tuscan cuisine is served at the Campo Badia restaurant with an outdoor dining area. Vegetables are produces on site. The property also has a wine cellar in a natural cave with a vaulted ceiling. Guests can relax out in the garden and enjoy the views over the Tuscan hills towards Arezzo.

- "Everything is perfect. Lovely building and garden. Extremely clean room. Beautiful interior design. Really nice breakfast spread. Very professional, attentive and helpful staff, especially Elena from the reception." - "What can I say! One of the best stays I have ever had! The staff (Davide, Mario, and Rosa) are phenomenal and unbelievably helpful. They booked a local winery tour for us and took care of us for every meal. The food and restaurant is amazing! Dinner and breakfast are all organic ingredients, mostly grown on the property itself. The rooms are newly renovated and really clean. Very spacious with everything you need including all toiletries (Bvulgari). The facilities are amazing. The restaurant has valley views and everything is modern. The bar, library, and even wine tasting cellar are great! Lots of good walking to be had around the area, and close to Arezzo."

Agriturismo Sole offers a solarium and air-conditioned accommodations in Trequanda, 25 miles from Piazza del Campo. There's a private entrance at the farm stay for the convenience of those who stay. The farm stay also features free Wifi, free private parking, and facilities for disabled guests. At the farm stay, each unit comes with a wardrobe. Rooms have a kettle, while some rooms also boast a fully equipped kitchen with a dishwasher, an oven, and a microwave. At the farm stay, units have bed linen and towels. As an added convenience, the farm stay offers packed lunches for guests to bring on excursions and other trips off-property. Guests can keep up their exercise routines during yoga and fitness classes. Guests can also relax in the garden, next to the infinity pool, or on the sun terrace. Piazza Grande is 28 miles from Agriturismo Sole, while Montepulciano Terme is 16 miles from the property. The nearest airport is Perugia San Francesco d'Assisi, 51 miles from the accommodation, and the property offers a paid airport shuttle service.

- "It is amazing. The location is perfect in the heart of the Crete Senesi. It is very close to Montepulciano and Pienza. Santiago is so kind and he showed us many lovely animals such as dogs, cats and pigs. My 8 year old daughter loved them. The breakfast also has high quality. It is much better than pictures in the website." - "The hosts were unforgettably friendly and openhearted! The nature, location, views, pets, facilities were excellent! ♥️ the place is heaven!"

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."

Surrounded by stunning Tuscan countryside in Pienza, La Saracina offers rooms and apartments decorated in traditional style. The property offers a swimming pool, free Wi-Fi and free parking. All rooms at La Saracina offer views of the garden and feature vaulted ceilings. They are painted in pastel colors, and some of them offer a hot tub. The property’s staff can arrange meals with traditional dishes upon request, and offer cooking lessons to those who are interested. This country house also has a sun terrace. Guided trekking is available on the paths that surround La Saracina. The city center is located 5 mi from the property, and Siena is a 1-hour drive away.

- "We love the room and the property very much from the interior decoration to the big and comfortable bed. The breakfast area is so lovely like out of the magazine picture perfect with nice spread of homemade breakfast stuff (bread, eggs cooked to your likes, yogurt, jams). The view from the breakfast nook over Val d’orcia is very charming. we feel that the owners are thoughtful about all the details and it really delivers a perfect cozy staying experience for us, wish we could come back next time"

Borgo Argiano in Castelnuovo Berardenga provides adults-only accommodations with pool with a view, a garden, and barbecue facilities. With pool views, this accommodation offers a balcony. The farm stay also features free Wifi, free private parking, and facilities for disabled guests. All units at the farm stay come with air conditioning, a flat-screen TV with streaming services, a kitchen, a dining area, a safety deposit box, and a private bathroom with a shower, slippers, and a hair dryer. A terrace with an outdoor dining area and mountain views is offered in all units. At the farm stay, every unit is fitted with bed linen and towels. There is a coffee shop and lounge. Guests can take advantage of yoga classes held in house. A bicycle rental service is available at the farm stay, while cycling and walking tours can be enjoyed nearby. Piazza del Campo is 8.3 miles from Borgo Argiano, while Piazza Matteotti is 26 miles from the property. The nearest airport is Florence Airport, 53 miles from the accommodation.

- "Everything was perfect - great hospitality, location, scenery, an unforgettable experience." - "An absolute dream in the hills of Tuscany. With views over Chianti, you can also see Siena Montalcino and Montepulciano. The setting is beyond stunning, quiet yet in the dynamics of a working vineyard. Fantastic pool area with the views and a heated pool when summer hasn’t kicked in yet. The room has been like home away from home, well equipped kitchen and beautiful outdoor seating to enjoy your breakfast or a candlelight dinner, drink in the evening watching the stars. They also have a social area which is full of books, entertainment and open fire and a bar. You simply can’t find a single here to not enjoy. Highly recommend! By far one of the best stays in Tuscany."

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 Castelmuzio, 13 miles from Bagno Vignoni, La Moscadella has accommodations with a garden, free private parking, a terrace and a restaurant. Among the facilities at this property are a shared kitchen and room service, along with free WiFi throughout the property. The property provides a concierge service, and luggage storage for guests. Rooms have an electric tea pot and a private bathroom with a shower and free toiletries, while certain rooms come with a kitchen equipped with a fridge. The rooms at the hotel have air conditioning and a safety deposit box. The area is popular for cycling, and bike rental is available at La Moscadella. Montepulciano Terme is 15 miles from the accommodation, while Bagni San Filippo is 22 miles from the property.

- "Great service, beautifully decorated rooms, lots of attention to details, good breakfast" - "Location of the property is in a Tuscan version of heaven, magnificent and large rooms and the design is pure genius. Incredible food, courteous staff and overall a magical and romantic experience. Would come again and again." - "We loved everything about La Moscadella - the facility, the room, the food, the staff, the location and even the guests that we met while staying there! Isabella is a fabulous host, and Caterina was tremendously helpful when planning our days and visits to sites and villages in Tuscany. If (or when) we go back, we will definitely stay at La Moscadella again or one of Isabella’s other villas."

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!"

Located in Pienza, 20 miles from Mount Amiata, Podere Gonzaga provides accommodations with a garden, free private parking and a terrace. Located around 7.9 miles from Bagno Vignoni, the hotel with free WiFi is also 8.2 miles away from Bagni San Filippo. The property has evening entertainment and a concierge service. The hotel will provide guests with air-conditioned rooms offering a closet, an electric tea pot, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Selected rooms here will provide you with a kitchenette with a fridge, a microwave and a stovetop. At Podere Gonzaga all rooms come with bed linen and towels. Montepulciano Terme is 10 miles from the accommodation.

- "Beautiful property, very well presented room. Charming with lots of character. Room was very spacious and modern and well presented with everything needed. The hosts are very warm and welcoming. Was great chatting to learn more about their background and the area. The breakfast was delicious and included lots of local produce such as the cheese the area is famous for. I wouldn’t hesitate to recommend Podere Gonzaga. 5*" - "The best Host!Very polite and helpful! The room was very spacious with amazing decoration to the detail. It was even better in person than the photos. Also very good location near to all the beautiful villages and of course the landscapes of Val D’Orcia."

Bio Agriturismo Il Vigno is located on a hill in the heart of the Tiber Valley, at the border between Tuscany and Umbria. You can choose between rooms and apartments. Il Vigno offers a relaxing swimming pool surrounded by a garden, and panoramic terraces with beautiful views of the countryside. A pine-wood runs along the Camaiano Torrent, which bounds the property. At the Bio Agriturismo accommodations are spacious and rustic, for a typical Tuscan stay. The restaurant offers traditional dishes made with organic food. Local products and tastings can be booked.

- "Bio-agriturismo il Vigno, best holiday ever! Where to start? Our hosts Adria and Mark are the most welcoming, hospitable and friendly people you can ever meet. What they have created at il Vigno is a credit to them. Accomodation: The rooms are spacious, clean and unique. Well equipped and very comfortable. The bedding is clean and fresh, the beds are comfortable and there is ample storage space. The bathrooms are well equipped, fresh towels and a hair dryer is provided, the water pressure is very good, nice and hot water! The kitchenette with a small fridge/freezer, coffee machine is handy and the heating in the room is effective if required. Food: Breakfast is both plentiful and delicious with a good selection of sweet and savoury choices available, accompanied by an endless pot of coffee, a perfect start to your day ! We had one evening meal at the accommodation and it was positively delicious made with locally sourced and home grown ingredients. Gaby really does know how to cook and is a real asset to Adria and Mark. They are very knowledgeable with regards to dietary requirements, as a diabetic I feel they went above and beyond !!!!!! The wi-fi signal is strong in most places, which makes this a good choice for both recreational and business purposes. There are no TV’s in the rooms, but who needs a TV when the views are breathtaking ! Il Vigno is a gem that is hidden away in the Tuscan countryside where peace, quiet and tranquility is in abundance. There are various walks through the forests for those that are adventurous. Hosts Adria and Mark are very helpful with providing the information / suggestions, about places to visit if needed ! This is a Beautiful and amazing place to spend time off and to relax. What else we can say: Enjoy your time, in the peace and tranquility that this little Italian gem has to offer. Fully recommend ! We will be back and we can’t wait already!!!!"

A jewel of the Tuscan countryside, luxurious Castello delle Serre sits majestically at the top of the charming medieval town of Serre di Rapolano, 40 minutes from Siena and Montepulciano. The hotel has incorporated modern comforts into this grandiose residence which offers oversize beds and spacious marble bathrooms, not to mention a spectacular swimming pool. Picturesque countryside views are the norm as you wander around the beautiful gardens of this exceptional property, perhaps sitting under ancient trees, or lounging in the vast park. The surrounding area offers you all that Tuscany is famous for. Just 2.5 mi away you will find Rapolano Terme, a spa town famous for its healing waters and the Chianti and Montalcino vineyards and wine cellars are nearby, perfect for wine-tasting trips. Unspoiled old hill towns such as San Gimignano and cultural hotspots like Siena, where you can really soak up the art and history of the area are all just a short drive away too.

- "We recently stayed at a charming castle run by its dedicated owners, and our experience was nothing short of extraordinary. From the moment we arrived, the owners and their exceptional staff went above and beyond to ensure our stay was memorable. The historic ambiance of the castle, combined with modern comforts, made for a unique and luxurious experience. One highlight was the hosted four-course dinner, which was absolutely awesome. The owner, who had the best wine recommendations, even took us to the cellar to personally pick our wine. The attention to detail, warm hospitality, and personalized service made us feel like royalty. If you're looking for a truly special getaway, we highly recommend booking a stay at this enchanting castle."

Agriturismo Azienda Agricola Il Pozzo provides beauty services and a solarium, as well as air-conditioned accommodations in Capolona, 10 miles from Piazza Grande. With mountain views, this accommodation offers a balcony and a swimming pool. There's a sun terrace and guests can make use of free Wifi, free private parking, and an electric vehicle charging station. Each unit is fully equipped with a washing machine, a satellite flat-screen TV, a sofa, and wardrobe, as well as a fireplace. Rooms are equipped with a coffee machine and a private bathroom with a bidet and a hair dryer, while certain rooms also offer a fully equipped kitchen. At the farm stay, units are equipped with bed linen and towels. At the property, there is an family-friendly restaurant serving Italian cuisine as well as vegetarian options. Yoga classes and fitness classes are provided at the fitness room in house. You can play table tennis and darts at the farm stay, and bike rental is available. A bowling alley and outdoor play equipment are available at Agriturismo Azienda Agricola Il Pozzo, while guests can also relax in the garden. The nearest airport is Florence Airport, 61 miles from the accommodation.

- "Carla is so welcoming you feel instantly at home. Receiving a delicious homemade cake on arrival immediately put everyone in good spirits! Carla helped organize many things for us: horse riding, Italian lessons, and she even has e-bikes which we hired for the day to explore the amazing countryside. The property is stunning and a lot of love and effort has gone in to creating a beautiful and relaxing environment. There are also 2 Tesla destination chargers on site to charge electric cars. We had such a lovely time and it was a real pleasure to meet Carla."

Set at an altitude of 1542 ft, Agriturismo Cerreto offers 360° views of the Val d'Orcia and Mount Amiata. This 15th-century farmhouse offers cozy accommodations with fireplaces, 2.5 miles outside Pienza. Cerreto is a working farmhouse that produces its own olive oil, wine and jams. Breakfast is brought to your room in a basket each morning and includes homemade cake, natural jams and other produce from the farm. Rooms and apartments have a classic design with tiled floors and arched ceilings. Each one has a private entrance and a kitchenette. Outdoors, guests will find a swimming pool with natural spring water, a BBQ area and children's games such as ping-pong and soccer. Bikes are available to rent and free parking is available.

- "Love the location, the facilities, and Monica was a great host. We thoroughly enjoyed our stay." - "We were weary travelers upon arriving and were treated extremely well by Monica. She made sure we had everything we needed and more. The property is gorgeous and relaxing. Close to many places but quiet and remote. The breakfast baskets were beyond generous and kept us fed for breakfast, lunch and snacks. I recommend the Pientino Toscana!" - "Excellent location close to Pienza. Spacious room with nice amenities. Beautiful property"

Featuring a garden and free WiFi in all areas, Castello di Spedaletto da Laura offers air-conditioned rooms in a peaceful area in Pienza. Olive oil, wine, pasta and legumes are produced at the on-site mill. All the rooms are located in the former grain store just outside the castle's walls, and come with a fan and a TV. The private bathroom is complete with a shower and free toiletries. A sweet and savory breakfast is offered daily. It includes hot drinks, pastries, cold meats and homemade products. Castello di Spedaletto da Laura is a 20-minute drive from Montepulciano, famous for its red wine. Lucciolabella Natural Reserve is 3.4 mi away.

- "Breakfast was excellent. Especially Italian salumi was excellent. Access to Pienza, Montalcino and Montepulciano was perfect." - "Everything. Laura is a nice and warm host, she offered us the unforgettable experience." - "Staff were friendly, setting was beautiful, food was delicious." - "The place was worth the money in every way. Very nice rooms, everything was incredibly clean, great breakfast, sweet staff (Elena) and a charming host. And then the surroundings were fantastic."