A list by Anna Pinto & Ted Valentin. Updated February 2024.
We have created a list with the best castle hotels near Monte San Savino, Italy. We have also included hotels in historic villas, historic properties, old "castello"-s, resorts, country estates, french "relais" (mansions), hamlets, monasteries, palaces, wineries and beautiful country residences. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
Unique. Great location. Castello di Gargonza is a privately owned Tuscan village offering accommodation from its hilltop location, between Arezzo and Siena. The Valdichiana Valley and a 500-hectare forest surround the village. Original terracotta floors and wood-beam ceilings are some of the original furnishings of Gargonza's apartments and rooms. To provide a relaxing environment, TVs are not available. Each type of accommodation is located throughout the village. Some have a fireplace and views over the valley. An outdoor pool, private gardens and a conference centre are all within the walls of this medieval property. St. Tiburzio and St. Susanna Church are also found here. La Torre di Gargonza restaurant is on site and open every day except on tuesdays. Homemade pasta and traditional Tuscan cuisine are served daily, while vegetarian, gluten-free and Jewish options are available on request.Show full description
Castello Di Gargonza is a beautifully restored 16th century hamlet located in the Tuscan hills. It is a secluded oasis of calm with great views, a lovely pool, and trails for walking and running.
Historic. Great value. 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 oversized 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 4 km 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. Unspoilt 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.Show full description
Relaxing atmosphere. Gorgeous surroundings. Featuring a swimming pool and 2-hole golf course, I Grandi Di Toscana is a traditional Tuscan farm estate set amongst olive groves and vineyards in the heart of the Val di Chiana. Wi-Fi is available throughout. Recently restored into a luxury retreat, the estate offers beautifully refurbished apartments and master suites. Private cross-country walking trails and a tennis court are also available. The property is set in a beautiful and relaxing location with stunning panoramic views across the rolling countryside to Cortona in the distance and the low mountains rising up behind Arezzo. Wine tours and tastings can be organised on site.Show full description
This might be the most peaceful and relaxing country house in Monte San Savino. It also has beautiful surroundings!
Close to beach front. Stunning pool facilities. Laticastelli is a resort perched on the top of a Tuscan hill with an impressive view of the surrounding countryside, on the road to a park with cedars and flowers. Nearby the property guests can find olive trees, vineyards and grain fields. Originally the building was a 13th century castle part of a medieval village and nowadays it is an exclusive 60 hectare resort. The woods with winding paths make it an ideal place to walk or just relax. Guests can admire stunning views of the Tuscan hills from the panoramic pool, or enjoy an aperitif from the restaurant's terrace. Enjoy the unique combination of an historic location combined with the art, culture and exceptional landscapes of Tuscany.Show full description
Historic. Outstanding SPA facilities. Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century. It offers 2 swimming pools, one of which is heated, a restaurant and spacious rooms with Sky TV. Rooms at the Castello Di Spaltenna have traditional Tuscan décor and panoramic views over the valley or the courtyard. Il Pievano restaurant is situated in the castle’s historic hall and offers a large wine list including many wines from the local Chianti region. They all include free Wi-Fi. The outdoor pool has a waterfall and a sun terrace for guests to sunbathe. In the winter months, there is the indoor pool with countryside views. Candlelit dinners are served out on the courtyard. A sauna, Turkish bath and gym, tennis court and billiard room are also available. Staff can advise on the many hiking and mountain biking trails in the area.Show full description
A historical heritage monastery in the Chianti region with luxuriously designed rooms and a great pool area with panoramic views of the valley below. There is also a Michelin-star restaurant with excellent local cuisine.
Cosy. Comfortable beds. Situated in Foiano della Chiana, 26 km from Piazza Grande, Borgo 69 Villas & Suites features accommodation with an outdoor swimming pool, free private parking, a garden and a terrace. 33 km from Terme di Montepulciano and 48 km from Bagno Vignoni, the property provides a bar and a tennis court. Free WiFi and a concierge service are available. At the resort rooms are fitted with air conditioning, a desk, a flat-screen TV, a private bathroom, bed linen, towels and a balcony with a garden view. Borgo 69 Villas & Suites offers some rooms with pool views, and the rooms come with a coffee machine. The rooms will provide guests with a fridge. A buffet, continental or Italian breakfast can be enjoyed at the property. At the accommodation you will 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 hire is available at Borgo 69 Villas & Suites. The nearest airport is Perugia San Francesco d'Assisi Airport, 72 km from the resort.Show full description
Beach front location. Charming. Friendly staff. Agriturismo Podere Alberese is set in the Tuscan countryside in the hilly area of the Crete Senesi. This 17th-century farmhouse offers rooms and apartments with wood-beamed ceilings and terracotta floors. Podere Alberese is 10 km outside the town of Asciano. It is ideal for exploring the many medieval villages of the Val d'Orcia and is only 30 minutes' drive from Siena. This stone farmhouse has preserved many of its original features, including exposed brick arches. All rooms and apartments offer views of the Crete Senesi hills and Mount Amiata. The apartments also have cooking facilities and a patio. Breakfast is buffet style. Tasting sessions of local wines and olive oil are all available on site.Show full description
Overlooking the surrounding Tuscan countryside, Castello di Montalto offers a free outdoor pool, free WiFi, and free bikes. The property features rustic-style accommodation and a garden with free BBQ facilities. With free private parking, Castello di Montalto is 11 km from the centre of Castelnuovo Berardenga. The apartments come with a living area and a kitchen or kitchenette. Each has a bathroom with a hairdryer and free toiletries, while some also include a private patio or garden. Siena is a 30-minute drive away. The property is 17 minutes' drive from the Thermal Baths in Rapolano Terme, where guests enjoy discounts.Show full description
Charming. Cosy rooms. Surrounded by Tuscan hills, the Borgo offers luxury accommodation in a restored 17th century villa. Its grounds include an outdoor pool, restaurant, and cookery school. Mountain bikes are available for hire to explore the estate, which includes private woodland. The estate provides free parking. Siena is 45 minutes' drive away. Hotel Borgo Casabianca's rooms and apartments feature traditional furnishings and terracotta floors. The apartments come with fully equipped kitchenette and private patio. A varied breakfast buffet is available daily, including homemade cakes and fruit preserves. The La Tinaia restaurant serves regional cuisine prepared with local seasonal ingredients. Guests can book cookery courses, or take part in wine-tasting evenings. Borgo Casabianca is 22 km from the Valdichiana exit of the A1 Motorway, and a 75-minute drive from Florence.Show full description
I think this is the most well designed and stylish small hotel in Monte San Savino. It also has VERY COSY ROOMS.
Luxurious. Tennis court. Popular among couples. Castel Monastero is set in a restored mediaeval hamlet from the 10th century. This historic castle offers beautiful views of Tuscany, a pool, a wellness centre and 2 restaurants. You can enjoy playing tennis near Castel Monastero Hotel or relax in the 1000m² spa. Rooms at Castel Monastero are decorated in a rustic style with stone and wood décor. All rooms have free Wi-Fi. It offers many massages and therapies and a tea room. Each has a flat-screen TV and a minibar. Castel Monastero has a gourmet restaurant and one serving typical Tuscan dishes. There is also a large wine cellar and a bar in the square. Siena is just over 22 km from Castel Monastero.Show full description
Beach front location. Highly elegant. Superb breakfast. This aristocratic villa from the 1700s features 2 swimming pools, a lush garden and characteristic stone walls. At 2 km from Rapolano Terme, it offers rooms and apartments with antique Tuscan furniture and wood-beamed ceilings. The accommodation at Villa Buoninsegna overlooks the swimming pool or countryside, and offers satellite TV. The bathroom is decorated with ceramic tiles from Vietri. Some apartments also have a fireplace and some rooms are air conditioned. During summer, the property offers afternoon snacks prepared with local food and wines, and organic products from their garden. The property also sells their custom olive oil. Guests enjoy special rates at Terme Antica Querciola, 1 km away. The property is halfway between Siena and Lake Trasimeno, each 30 minutes’ drive away.Show full description
Beach front location. Great location. This ancient farmhouse is located on the Tuscan hills in Chianti Colli Senesi, 6 km from Asciano. The sun terrace with outdoor swimming pool offers panoramic views. The rustic apartments of the Podere Sant'Alessandro come in the original style of the late 19th century, with terracotta floors, exposed wooden beams on the ceilings, and wrought-iron beds. Parking is free. Each offers a patio or outdoor furniture with views of the countryside. All accommodation at the Podere is equipped with air conditioning, free WiFi, a kitchen and a TV. The garden features an old stone oven and barbecue facilities.Show full description
This farm stay has a great location in Rapolano Terme.
Delightful property. Comfortable beds. Located in Cortona 15 minutes from the city centre, Casa Bellavista offers views of the town, of Castiglion Fiorentino, and of the Castle of Montecchio. The B&B includes its own pine wood, and a large furnished garden, with sun terrace and outdoor swimming pool. The property also features a spa. The rooms of Casa Bellavista B&B offer free WiFi, and views of the Tuscan countryside. Each comes with terracotta floors, antique furniture, and Chinese or Persian carpets. There is no TV and phone in the rooms, deliberately. Breakfast includes sweet and savoury food. The restaurant is open for dinner and specialises in local cuisine with vegetarian/vegan options. Simonetta the owner provides cooking classes. Farneta is 4 km from Casa Bellavista B&B.Show full description
One of the most BEAUTIFUL bed and breakfasts in Monte San Savino.
Luxurious. Tennis court. Set in the Tuscan countryside, Fontelunga Hotel & Villas offers a large garden with free access to the outdoor pool and tennis court. It features elegant and spacious accommodation with all modern comforts and free Wi-Fi. Rooms and apartments come with air conditioning, an iPod docking station, and en suite bathroom with free Molton Brown toiletries. With views across the valley, apartments also have a fully equipped kitchenette with a complimentary food hamper. A continental breakfast is served daily out in the garden or indoors. The restaurant on site is open for lunch and dinner and specialises in regional and national dishes. Guests can request a private chef or cooking classes. The property is complete with a shared lounge area with satellite TV. Staff are happy to assist with booking restaurants, tours, massages or winery visits. Free bikes are available. Fontelunga Hotel & Villas is 1 km from the centre of Pozzo della Chiana and a 30-minute drive from Arezzo.Show full description
I really like this place... I think it is one of the most luxurious and romantic resorts in Monte San Savino. It also has GREAT TENNIS FACILITIES.
Elegant. Great value. Popular among couples. Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service. Rooms have a contemporary design with free Wi-Fi and flat-screen TVs. The hotel's gastronomic restaurant serves Tuscan specialities and wines produced on the estate and in the surrounding area. From this restored 13th-century hamlet, you can explore the Chianti region or take a wine tasting tour. You can also enjoy wine and olive oil tasting. Rooms and suites at the Borgo Scopeto are spacious and decorated in calming colours. They are equipped with satellite TV and a minibar. The historic city of Siena is a 20-minute drive away. The Relais Borgo Scopeto also has a wellness centre with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 2 tennis courts are available free of charge.Show full description
Nice pool. Surrounded by Tuscan countryside in Val di Chiana Valley, this country house offers a peaceful location with an outdoor pool, restaurant and free bike hire. All accommodation includes a free internet connection and satellite TV. The historic towns of Cortona and Montepulciano are under a 40-minute drive from Casa Vacanze B&B Poggio Al Vento Toscana. Valdichiana Shopping Centre is 4 km away. All elegant rooms and apartments come with a kettle and minibar. Each apartment is equipped with a dishwasher, microwave and washing machine. All accommodation overlooks the countryside. Breakfast at Poggio Al Vento is buffet style, with local cakes and cappuccino coffee. The restaurant opens in the evenings and serves Tuscan food and wine. Gluten-free options are available upon request. Arezzo is a 30-minute drive north, and the A1 Motorway to Rome and Florence is 12 km away. Parking is free.Show full description
Historic property. Good breakfast. How many people can say they’ve stayed in a 15th-century convent? You can if you book Relais Chiostro di Pienza, a charming hotel set right in the heart of Pienza. Set just 100 metres from Pienza’s cathedral, this historic hotel has well-kept gardens and a panoramic terrace offering lovely views of the Tuscan countryside. Relais Chiostro di Pienza’s rooms feature views of the old town, the Val d’Orcia countryside or the old convent itself. La Terrazza del Chiostro, the Relais’s restaurant, serves Tuscan and Italian dishes out on the terrace. What could be better than a refreshing dip in Chiostro di Pienza’s outdoor pool after an afternoon exploring the old churches and monuments nearby? Sun loungers are available for free. All come with tea and coffee-making facilities, minibars and satellite TV and some feature original ceiling frescoes. Take in the panoramic views while enjoying your meal.Show full description
This is likely one of the most HISTORIC small hotels in Monte San Savino.
Great views. Offering an outdoor pool, garden, and free bike rentals, Agriturismo Palazzo Massaini is situated in the Tuscan countryside, 5 km from Pienza. The farm specialises in Chianti wine and olive oil production. Palazzo Massaini Agriturismo serves a sweet daily breakfast of homemade cakes, coffee, and other items. The apartments are located 500 metres from the ancient stone palace and share a spacious patio with outdoor furniture. They each include a TV, free toiletries, and a fully equipped kitchen with a dishwasher. On request, this can be savoury. Set over 300 hectares of maintained land, the property has numerous opportunities for long walks in the countryside. Montepulciano is 10 km away, while Siena can be reached in about an hour’s drive.Show full description
Very cosy. Great restaurant. Popular among couples. Set in a restored villa from the 16th-century, La Striscia Wine Resort offers a free outdoor swimming pool, BBQ facilities and elegant-style accommodation with garden views. The property is 2 km drive from Arezzo's San Donato Cathedral, and guests can enjoy free Wi-Fi throughout. Apartments at the La Striscia all come with a satellite TV, sofa and private bathroom with a hairdryer. The kitchen features a dishwasher, dining area and oven. A continental buffet breakfast is served daily. The restaurant Villa La Striscia serves creative cuisine prepared with seasonal produce. Organic wine tasting sessions at the on-site wine cellar are organised on request. The property provides free private parking on site. Arezzo Train Station is 2.5 km away, while Montevarchi is a 35-minute drive away.Show full description
I rate this as one of the most COSY farm stays in Monte San Savino.
Unique. Set on a hill overlooking the Massellone Valley, the historic and elegant Castello Di Meleto is 2 km from Gaiole in Chianti. It offers rooms and apartments with Tuscan-style furnishings. The Meleto Castle features large green areas with 2 swimming pools, barbecue facilities and bowling green. Castello Di Meleto is 30 minutes’ drive from Siena and Rapolano Terme. The accommodation features exposed wood beams, terracotta floors and wooden furniture. The basic rooms include a private bathroom. The apartments also have a kitchenette. Free Wi-Fi is provided at the reception, and free private parking is available too. Arezzo is 55 km away.Show full description
A beautiful 13th-century castle between Siena and Florence has AMAZING facilities, including two infinity pools, an aromatic garden, and a wine shop. In addition, the on-site restaurant serves delicious food options.
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