A list by Anna Pinto & Ted Valentin. Updated February 2024.
We have created a list with the best castle hotels near Rapolano Terme, Italy. We have also included hotels in historic properties, hamlets, old "castello"-s, resorts, historic villas, country estates, french "relais" (mansions), palaces, monasteries, old palaces 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!
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. 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. 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.
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.
Historic. 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
Close to beach front. Very cosy. 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 COSY hotel in Rapolano Terme. It also has a great beach front location and lovely pool facilities.
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
Cosy. 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
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
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.
Cosy. Comfortable beds. 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 Rapolano Terme.
Luxurious. Tennis court. 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
Delightful property. Superb interior design. 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
This might be the most beautiful, well designed and stylish small hotel in Rapolano Terme. WOW!
Beach front location. 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. Relaxing atmosphere. 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
Charming. Comfortable beds. 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.
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 might be one of the most HISTORIC small hotels in Rapolano Terme.
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
Highly elegant. Great views. Popular among couples. 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 ELEGANT AND LUXURIOUS luxury hotels in Rapolano Terme.
Romantic. Friendly staff. Villa Curina has a countryside location, close to the Chianti hilly area, and is set in a 16th-century hamlet. A garden surrounds the entire property, including its large outdoor pool and tennis court. Rooms at Villa Curina Resort are located in the 18th-century villa or in separate refurbished farmhouses. All are elegantly decorated with antique furnishings. Modern comforts include an LCD TV and free Wi-Fi. Il Convito di Curina restaurant serves traditional Tuscan dishes and gourmet recipes, accompanied by a wide range of fine, local wines and champagne. You can enjoy a candle-lit dinner on the panoramic terrace. Siena can be reached in 20 minutes by car.Show full description
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