We have created a list with the best castle hotels in Siena Area, Italy. We have also included hotels in historic properties, resorts, old "castello"-s, country estates, french "relais" (mansions), monasteries, hamlets, historic villas, wineries, beautiful country residences, old manor houses, palaces, old palaces and medieval castles. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Anna Pinto & Ted Valentin. Updated February 2024.
Good breakfast. Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni. You can enjoy a peaceful and relaxing setting at Borgo San Luigi. This 17th-century palace is just 2 km from the motorways and set on an unpaved road. You can participate in a variety of sports on this rich, resort-like, country estate. Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer. There is a tennis court and a football field. Go quad biking or horseback riding and explore the surrounding rural area. Borgo San Luigi has friendly, professional staff who can organise tours, excursions or team-building events, an ideal way to relax between meetings. Enjoy high-quality rooms with period furniture and Tuscan-style furnishings. Featuring vineyard or mountain views, rooms include rustic fire places, historic frescoes and Tuscan four-poster beds. Nearly all rooms offer a garden or a balcony. Savour typical Tuscan cooking at La Limonaia, the chic on-site restaurant at Borgo San Luigi. La Limonaia is suitable for a variety of events, including large receptions, ceremonies, banquets and business dinners. Borgo San Luigi is the perfect location to enjoy a unique holiday, where you can participate in a cooking school or English-language school.Show full description
Borgo San Luigi is a historic hotel in Monteriggioni, with elegant rooms and beautiful gardens. It provides a luxurious experience in a charming, 17th-century setting. The hotel's rich history and serene atmosphere set it apart from other accommodations in the area, making it a unique and memorable place to stay.
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. Friendly staff. Popular among couples. Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi. The property is set on a hill, and offers a terrace with views of the Tuscan countryside. Castellina in Chianti is 2 km away. Castello La Leccia is at the end of an unpaved road off the SP51 road. Accommodation at La Leccia comes with a unique design and handmade furniture. Some rooms boast original stuccoes and four-poster beds. The restaurant serves traditional dishes of Tuscany, along with great local wines. The breakfast buffet features both sweet and savoury items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organises tastings of its own wine and olive oil. Parking is free.Show full description
This is a popular farm stay among couples travelling to Siena Area.
Lovely property. Tennis court. 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
Historic property. Comfortable beds. Residenza D'Epoca Palazzo Buonaccorsi is a historical palace dating back to the 13th century and located inside the city walls on the main street of San Gimignano, Via San Matteo, really full historical center and a few steps from the imposing medieval Towers and Cathedral. It offers free WiFi everywhere and features spacious rooms with authentic antique furnishings of the palace, fridge, hairdryer and liquid soaps. A bus stopping 50 metres from Palazzo Buonaccorsi takes guests to Siena and Florence or train station in Poggibonsi. The courtyard is a quiet area for everything.Show full description
This charming and cozy guesthouse in the heart of San Gimignano is a historic palace dating back to the 13th century, providing a unique medieval experience. With a limited number of rooms, it creates an intimate and personalized atmosphere.
Historic. Superb 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
Charming. Cosy rooms. Popular among couples. Surrounded by olive groves and vineyards in the heart of the Chianti region, Castello di Volpaia offers rustic rooms and a apartment with a kitchen and free Wi-Fi. Located in the medieval hamlet Volpaia, it features an outdoor pool. Guests can enjoy wine tastings, take cooking classes. The Volpaia provides free private parking, and is well placed for walking in the Tuscan countryside. Siena is 35 km away, and Florence can be reached by car in 1 hour.Show full description
An absolutely gorgeous hotel within an old refurbished castle with several good restaurants practically on your doorstep. It also has a cozy pool area with stunning views and exceptional rooms with great attention to detail.
Luxurious. Great views. Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location. Hotel Le Fontanelle's pretty main building dates back to the 13th century, part of an old country estate. All rooms have beamed ceilings and terracotta floors. They overlook the surrounding vineyards, woods, and valley. Modern facilities such as LCD satellite television and internet access are also provided. Enjoy a refreshing swim and stunning views in Hotel Le Fontanelle's outdoor pool or borrow one of the hotel's bikes free of charge, and go exploring the countryside. Guests can visit Tuscany from Hotel Le Fontanelle as the resort is located in the Chianti Region which is famous for sightseeing. Indoors you can work out in the gym, go for a swim in the indoor pool with hydromassage area or really pamper yourself and go to the wellness area. Relax in the sauna or the Turkish bath, or request one of a range of beauty treatments or massages. Hotel Le Fontanelle's La Colonna restaurant has a panoramic terrace and serves traditional Italian cuisine with a creative twist. Florence is 80 km from Hotel Le Fontanelle, while Siena is 20 km from the property. The nearest airport is Florence, 90 km from the hotel, and the property offers an airport shuttle service on request with extra charge.Show full description
I think this is one of the most LUXURIOUS luxury hotels in Siena Area.
Beach front location. Great pool. Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park with swimming pool and sunbathing area with views across the town. The restaurant of Della Rovere Relais serves typical Tuscan cooking and fine national wines. Since 2021 the Relais is managed by Ross Hotels Group; rooms and common areas have been restored giving a new light to the ancient ambiences. Free Wi-Fi is available in all rooms. Rooms are all equipped with modern furniture, air conditioning and satellite TV. They feature parquet or terracotta floors, and private bathrooms with spa bath or a shower. Some have views of the historic centre of Colle Val D'Elsa. During the summer you can dine on the patio and enjoy the romantic, candlelit atmosphere.Show full description
Relais Della Rovere is a historic hotel in Colle Val D'Elsa. The hotel has a romantic and cozy atmosphere, with beautiful gardens and a pool. The rooms are spacious and well-maintained.
Close to beach front. Very stylish. 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
Based on my research this is the most STYLISH hotel in Siena Area. It also has a great beach front location and lovely pool facilities.
With large outdoor pool and terrace, Il Poggiaccio is a 14th century estate set in the hills between Siena and San Gimignano. It features a wine cellar. Apartments at the Borgo Il Poggiaccio Residenza d'Epoca are located in restored Medieval manor houses. The estate boasts tennis and basketball courts, and free mountain bike hire. Each spacious apartment has exposed wooden beams, and some feature stone fireplaces. A fully equipped kitchenette complete with fridge is provided. Wi-Fi is free. Guests can book massages for an additional fee. Breakfast is available daily, served in the restaurant "La Cantina Del Poggiaccio", for extra charge. Borgo il Poggiaccio is 25 Km from Siena. San Gimignano an Volterra is less than a 1-hour drive away. The estate provides private parking free of charge.Show full description
Charming. Great restaurant. Popular among couples. Set just inside San Quirico d'Orcia's historic town walls, Palazzo del Capitano is a charming 15th-century building. It features a wellness centre and 1000-m² garden with vegetable patches and fountains. Breakfast is served at Trattoria Toscana Al Vecchio Forno, a few steps from Palazzo del Capitano Relais & Wellness. This property is surrounded by olive groves and Mediterranean gardens where you will find plenty of sun loungers. The wellness centre includes a hot tub, a Turkish bath or a massage. It is available upon reservation and comes at extra charge. The rooms are decorated in a rustic style, with wooden-beamed ceilings, antique furniture and terracotta floors. They all have satellite TV and free Wi-Fi. There is also the relaxing living room which was once the stables and the Vecchio Forno restaurant. This Michelin-recommended restaurant serves Tuscan food and wine indoors by the fireplace or outside in the beautiful garden, under the olive trees. Set in the Val d'Orcia area of Tuscany, the hotel is 25 minutes' drive from Montepulciano, famous for its wine.Show full description
This luxurious hotel in San Quirico d'Orcia is housed in a 15th-century mansion, providing a unique historical experience in a charming medieval village. The hotel has an olive garden, a hot tub, and a spa for a relaxing stay.
Castel Pietraio is located deep in the Tuscan countryside, just 10 minutes from the perfectly preserved walled village of Monteriggioni and less than half an hour from beautiful Siena. This medieval castle, once important for defending the area, now offers peaceful, relaxing accommodation in a stunning setting. Rooms inside 17th-century Castel Pietraio are furnished and decorated in keeping with their history, with exposed wooden beams and terracotta tiles as well as all modern comforts. In a tranquil but easily-accessible area, from Castel Pietraio you can be at San Gimignano in half an hour, as well as numerous other pretty historic towns. On site you will find a large open-air swimming pool with lovely views, a children’s playground and a barbecue area. If you prefer to stay closer to home, you can go horseriding, walking or cycling directly from the castle and just 500 metres away is a village with shops and restaurants.Show full description
Castel Pietraio is a charming castle located in a beautiful area near Monteriggioni and a 15 minutes drive from Siena. It has a nice swimming pool and is close to two good restaurants.
Beach front location. Delightful property. Superb interior design. Set in a 17th-century manor house, this property is a working farm in Ville di Corsano, 16 km from Siena. It offers free Wi-Fi, a pool with terrace, and country-style apartments with Tuscan views. Apartments at the Tenuta di Corsano feature vaulted or oak-beamed ceilings and terracotta floors. Each comes with satellite TV, a kitchenette and living area. Dinner is available on request, served in the garden in fine weather. Guests can also learn to cook local specialities on a cooking course, using the farm’s own olive oil, vegetables and wine. The Alto Merse Nature Reserve is 11 km from the property. The SS223 Raccordo Siena-Bettolle road is a 20-minute drive away.Show full description
I think this is one of the most beautiful, cosy and well designed farm stays in Siena Area! It also has great affordability. WOW!
Beautiful. Tennis court. Castello Di Tornano Wine Relais is located on a hillside in the Chianti Classico wine region. It offers free WiFi, free parking, and rooms and apartments with satellite TV and bathroom. The restaurant at the Castello Di Tornano Wine Relais serves Tuscan specialities and classic Italian cooking. The Castello Di Tornano Wine Relais is 18 km from Siena. Rooms are air conditioned and include a minibar. The apartments offer a fully fitted kitchen. The swimming pool is set in gardens and surrounded by trees. There is a tennis court, and guests can also enjoy massage treatments under previous request.Show full description
Beach front location. Friendly staff. 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
Historic. Great views. Set among the ancient towers of Casole d'Elsa, Torre dei Serviti offers individually furnished rooms and free parking. The garden overlooks the Val d'Elsa Hills and San Gimignano. Rooms and suites at the Torre are located in a former 14th-century monastery and are set on 5 different floors, with views of the Tuscan hills. Unique features include frescoed walls, exposed wood-beam ceilings, and original stone walls. Free wired internet is available. Torre dei Serviti's second floor features sitting room with fireplace, a bar, and a small panoramic terrace. Buffet breakfast is served in a bright dining hall. Guests can enjoy the on site restaurant. The property is within easy reach of Siena and Volterra. Golf facilities are available 15 km away.Show full description
Highly elegant. Cosy rooms. Popular among couples. Set on a hilltop 10 km from Montalcino overlooking its own vineyards, Castello Banfi - Il Borgo offers elegant rooms. This hotel boasts an outdoor pool, gym and its own winery and cellar. Siena is a 1-hour drive away and Montepulciano is 50 km from the Castello Banfi hotel. The restaurant serves Tuscan cuisine and local wines. Guests will have discounts on wine at the Cantine Banfi wine cellar. Offering views of the Ombrone valley and the vineyards, each room comes with free Wi-Fi, a flat-screen TV with Sky channels, and a walk-in rainfall shower. Some rooms have a bath. Rooms are furnished with wood-beamed ceilings and Tuscan-style interiors. With stone arches and antique chandeliers, the restaurant provides local specialities at lunch and dinner. Breakfast is provided as a buffet.Show full description
I think this place could be the most ELEGANT luxury hotel in Siena Area.
Luxurious. Great value. Set on a hill overlooking Val d’Orcia, Castello di Velona Resort, Thermal SPA & Winery features a restaurant and a spa centre for an additional charge. The property is also reachable via helicopter and there is a helipad on site. The rooms located in the new wing of the castle include a patio and a spa bath in the bathroom. The Castello offers regional cuisine, accompanied by the property's own wines and olive oil. The Velona’s rooms offers views of Tuscan vineyards. Each one is air conditioned and features a log fire, a marble bathroom, and satellite TV channels. Both the Lounge Bar and the restaurant feature a terrace. Sant’Antimo Abbey is 2 km from the property, and Siena is a 30-minute drive away. Parking is free at the Velona.Show full description
Historic. Great breakfast. Convento San Bartolomeo is a restored 13th-century Franciscan monastery offering traditional rooms with wood-beam ceilings. Located in Piancastagnaio, it features original frescoes in its dining hall and free internet access. It also boosts a brand new heated external swimming pool which is open also during winter time. With terracotta floors and natural wood furniture, the rooms at the Convento San Bartolomeo preserve many original features of the monastery. Breakfast at the property is served in the Friar’s kitchen, overlooking the gardens. Guests can enjoy discounted rates at local wineries and restaurants, tennis courts, horse-riding and thermal baths centre. Chianciano Terme Station is 37 km from the San Bartolomeo Convento. The A1 Autostrada del Sole motorway is a one-hour drive away.Show full description
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