Top Boutique Hotels in Civitella In Val Di Chiana (2026)

Offering river views, Fondaco del Moro is an accommodation set in Civitella in Val di Chiana, 17 km from Piazza Grande and 45 km from Terme di Montepulciano. Among the facilities at this property are full-day security and private check-in and check-out, along with free WiFi throughout the property. The bed and breakfast has family rooms. The bed and breakfast will provide guests with air-conditioned units offering a desk, a kettle, a fridge, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a walk-in shower. Some units feature a terrace and/or a balcony with mountain or lake views. At the bed and breakfast, units come with bed linen and towels. Guests at the bed and breakfast will be able to enjoy activities in and around Civitella in Val di Chiana, like cycling, fishing and hiking. If you would like to discover the area, walking tours is possible in the surroundings. Florence Airport is 85 km from the property.

- "Great stay in rooms within historical building miniature medieval town. Nice room with adequate equipment and great sight from rooftop balcony. Comfortable bed." - "Il Fondaco del Moro is truly a gem in Tuscany. The location is unbeatable — nestled in the peaceful medieval hamlet of Oliveto, just minutes from Civitella in Val di Chiana and with easy access to the rest of the Tuscan countryside. The views are breathtaking, surrounded by rolling hills and olive groves, making it a perfect base for exploring both small villages and larger cities like Arezzo or Siena. The property itself is charming and full of character, beautifully renovated with attention to detail."

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!"

Castello di Leonina Adults Only was once a noble residence. This 13th-century castle is set in Asciano and has beautiful views of the hills. It features a wellness corner, a Finnish sauna and a swimming pool with hydromassage area. Guest rooms are spacious and elegantly decorated. They come with satellite TV and a minibar. This 4-star hotel also features meeting facilities and a fine restaurant with terrace. The small spa is located in one of the towers, and includes a Turkish bath, and shower with chromotherapy and aromatherapy. The wellness corner has also a relax area where guests can enjoy a different kinds of tisanes, and a massage room offering several types of treatments. Castello di Leonina Adults Only is located 18 km from Siena, while Asciano is reachable by car in 20 minutes.

- "The location is stunning, the views are breathtaking. The pool was so refreshing and they had an option to message foe bar food and snacks which was helpful. We had our room upgraded which was a lovely surprise, the bed was comfortable and the bathroom was very clean and had everything we needed. The food/wine was outstanding along with good service. We drove and there was plenty of parking. Good location to go and explore the local areas"

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."

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!"

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"

Dating back to the early Middle Ages, Villa Cicolina is now a charming hotel. Featuring fantastic views of the Tuscan countryside, it guarantees personalized service and an unforgettable stay. Close to Montepulciano, this was once the country retreat of a noble family. It features antique furniture, original paintings and ceilings with frescoes. Guests can explore the large, private gardens which lead down to a small church. The garden features a swimming pool with hydro-massage, which is surrounded by olive groves. Villa Cicolina has lots of large open spaces where you can relax with a book. Make sure to visit the wine cellar, home to a large collection of wines and olive oil. Enjoy a delicious 4-course menu at the restaurant, specializing in traditional, Tuscan cuisine. Guest rooms are on the ground, first and second floors. There are also separate rooms which are in cottages and have their own garden. In the lobby there is free Wi-Fi and a free internet point.

- "Beautiful villa & gorgeous property. Breakfast was wonderful. Would recommend having a car to explore the area around Montepulciano. Will stay at the villa again." - "Amazing set up! The Superior Suites are absolutely amazing. I had the best sleep here during my trip. The on site restaurant is also amazing!" - "Amazing place with exceptional good service!! Great food, beautiful rooms and a stunning garden!" - "Everything was perfect :)" - "What a beautiful property just outside Montepulciano. Magnificent gardens full of flowers and fruit trees, pool area has panoramic views and the dinner was delicious. We stayed in the 2 bedroom cottage. Each bedroom has a newly renovated bathroom. The decor in the cottage was traditional with just the right mix of contemporary."

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."

Located in Foiano della Chiana, 16 miles from Piazza Grande, Borgo 69 Villas & Suites has accommodations with an outdoor swimming pool, free private parking, a garden and a terrace. 21 miles from Montepulciano Terme and 30 miles from Bagno Vignoni, the property provides a bar and a tennis court. Free WiFi and a concierge service are offered. At the resort rooms contain air conditioning, a desk, a balcony with a garden view, a private bathroom, a flat-screen TV, bed linen and towels. The rooms come with a coffee machine, while certain rooms come with a patio and others also feature pool views. The rooms will provide guests with a fridge. Breakfast is available each morning, and includes buffet, continental and Italian options. At Borgo 69 Villas & Suites you'll find a restaurant serving Italian cuisine. Vegetarian, dairy-free and gluten-free options can also be requested. The area is popular for cycling, and bike rental is available at the accommodation. Perugia San Francesco d'Assisi Airport is 45 miles from the property.

- "I wish we stayed longer ! What an amazing new property from the same owner of Fontelunga hotel ! Our flight was cancelled so we had 1 more night to spend in Tuscany and we were lucky enough to find Borgo69! Our 1 bedroom villa was on the top floor with 2 terraces , One of the bedroom and the other one of the sitting room with a great dining room area. We checked in early and of course our villa was not ready yet but we had a lovely drink and lunch at the restaurant, Emporio Di Ines ! The pool area with an infinity edge is simply stunning, overlooking the Tuscan countryside. For sure we will be back and this time stay for longer"

29 miles from Perugia Train Station in Cortona, Casa Primo provides accommodations with access to a hot tub. This recently renovated vacation home is located 19 miles from Piazza Grande and 23 miles from Montepulciano Terme. With free Wifi, this 2-bedroom vacation home features a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The air-conditioned unit at the property features a hot tub and a dressing room. The property has an outdoor dining area. Guests can relax in the garden at the property. Corso Vannucci is 30 miles from the vacation home, while Magione Motorspeedway is 21 miles from the property. The nearest airport is Perugia San Francesco d'Assisi Airport, 36 miles from Casa Primo.

- "Casa Primo is in the perfect location for a short stay in Cortona. The host is nice and realiable, the house is nicely equipped and styled and it was perfectly clean when we arrived. Communication was easy and smooth!" - "The host was amazing! Absolutely fabulous and helpful and on call. We loved loved loved this place. What a special place to stay. We felt that we hit the jackpot with this one." - "Everything was exceptional." - "Gorgeous, spacious, well-kept apartment. Fantastic location down a side alley in the heart of Cortona, with everything we needed for a wonderful stay."

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.

Set in the Tuscan countryside, Il Borro Relais & Châteaux is less than 5 minutes’ drive from San Giustino Valdarno. It offers air-conditioned accommodations, 3 restaurants and an outdoor pool. With free Wi-Fi, accommodations at Il Borro feature suites or rooms overlooking the garden or surrounding countryside. On-site parking is free and wine tours are available on request. The different restaurants offer either quick lunches, gourmet or traditional cuisine. Arezzo is a 30-minute drive away, while Florence can be reached by car in 1 hour.

- "Everything was perfect, accommodations, staff, especially Riccardo, speaks perfect Portuguese and was extremely kind. Il Borro is a beautiful property located in Tuscany, 25 minutes from Arezzo. Our villa had two bedrooms and two bathrooms with a beautiful living room! Breakfast is also great! We miss this place already." - "It is an amazing place with wonderful staff. Everything was effortless and very relaxing. Can't wait to go back." - "The property is exquisite. Beautifully restored and charming. The location is stunning with views and landscapes to die for. The food and wine are excellent. Nothing is too much trouble for the staff and they were all so friendly and accommodating with our baby. Horse-riding is a must to see the further extent of the estate."

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 Monteroni dʼArbia, 8.4 miles from Piazza del Campo, Hotel More di Cuna provides accommodations with a garden, free private parking, a terrace and a restaurant. Featuring a bar, the 3-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property has room service, and luggage storage for guests. At the hotel, each room comes with a desk. Guest rooms at Hotel More di Cuna are equipped with a flat-screen TV with satellite channels and a safety deposit box. Palazzo Chigi-Saracini is 8.2 miles from the accommodation, while National Museum of Etruscan Archaeology is 8.2 miles away.

- "Beautiful hotel, nice staff that speaks english, good breakfast spread. Overall a great experience." - "Very friendly staff. Nice breakfast." - "The building was excellent" - "Beautiful property Great breakfast Helpful staff" - "Staff" - "All good" - "It was in an old typical Tuscan structure, so it had all the charm you would expect. The room was spacious and parking was available. Staff was very helpful and nice." - "Easy to find, and great location for Chianti region, Siena, views and windling roads! The hotel does not serve dinner, but the restaurant next door does, same parking. Easy parking in general, easy to load/unload and then park. Good breakfast. Not warm, but some fruit, yougurt etc. Rustic charm, photos a little styled compared to reality. Easy check in /out. Small fridge. Internet so so in room, better downstairs. Garden room was ok for traffic, there is a larger road close.. Overall a nice stay on route (2 nights)."

Located just 3.7 mi from Cortona, Villa di Piazzano is an elegant historical villa. Its landscaped gardens include a terrace for al fresco dining, a pool and panoramic countryside views. This family-run hotel still includes a number of the villa's original features and a selection of antique furniture. All rooms are air conditioned and feature free Wi-Fi and Sky TV. Free Wi-Fi is also available in all areas, including the terrace and pool area. L'Antica Casina di Caccia restaurant applies a 0-km philosophy, which means it uses only the freshest local ingredients. It specializes in Tuscan cuisine and homemade pasta. Meals are served out on the terrace overlooking the surrounding countryside. The villa offers free parking and is a 15-minute drive from Lake Trasimeno.

- "As soon as we arrived we fell in love with the atmosphere - so unique and romantic! We stayed only one night, but we've already planned when to return! The bed sheets are some of the most comfortable bed sheets we've ever seen, the massages are out of this world, the breakfast and dinner were incredible, and so was the overall experience here! Would highly recommend!" - "Everything! Flawless!" - "A secluded piece of paradise - this description would perfectly describe Villa di Piazzano. The staff were super nice and kind, the place itself is literally a hidden gem among the hills of Umbria. We spent 3 days at the Villa and really really enjoyed it. The service, the location, the atmosphere - the best! 🤍"

With a seasonal outdoor swimming pool and barbecue facilities, San Giovanni In Poggio is set in Monteroni d’Arbia and provides free WiFi and a private parking. Units have a fully equipped kitchen with a dishwasher, oven, coffee machine and kettle. All units include a seating area and a terrace. Guests can go cycling or hiking, and the property offers a bicycle rental service. The property features an outdoor sauna and a heated hot tub with panoramic views. Siena is 6.8 mi from the holiday home, while Arezzo is 27 mi away. The nearest airport is Grosseto Airport, 39 mi from San Giovanni In Poggio.

- "If you're seeking an oasis of tranquility in the heart of Tuscany, San Giovanni in Poggio is the place to be. This beautiful villa, surrounded by iconic hills, offers the perfect spot for relaxation while also serving as an ideal starting point for exploring Tuscany. There's an option for fresh breakfast and pastries delivery for a small fee, so there's nothing better than waking up in the morning to find fresh cornetti on the terrace. You can also enjoy the sauna and hot tub; I highly recommend booking both for late afternoon sessions, allowing you to marvel at the sunset. The incredibly pleasant staff is willing to do practically anything to make your stay as enjoyable as possible. I'll definitely be returning to San Giovanni in Poggio in the future. Thank you for the wonderful experience!"

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."