The Best Castle Hotels
near San Casciano in Val di Pesa

Luxurious. Great value. Popular among couples. A historic castle dating back to the 14th century, the Castello Di Gabbiano is set amongst 100 hectares of olive groves and vineyards. The rooms come in a Tuscan Renaissance style. Breakfast at the Castello includes Tuscan specialities, and is served in one of the drawing rooms or out in the garden. Florence is 22 km away. The property is a working farm, with trekking paths amongst the vineyards. The large garden is complete with outdoor swimming pool. The rooms are charming and elegant, and feature rustic terracotta floors and wooden furniture. Air conditioning is available in the summer. From April until November, lunch and dinner are available from Tuesday evening to Sunday evening at the restaurant 70 metres away. Wine tastings are organised daily. Show full description

Charming. Superb interior design. Situated in Mugnana, 9.3 km from Piazza Matteotti, Castello di Mugnana features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace. Featuring a bar, the property is located within 21 km of Piazzale Michelangelo. Castello di Mugnana offers some rooms that have a balcony, and every room is fitted with a coffee machine. Ponte Vecchio is 21 km from Castello di Mugnana, while Uffizi Gallery is 21 km from the property. This pet-friendly hotel also has free WiFi. At the hotel, the rooms have a desk, a flat-screen TV, a private bathroom, bed linen, towels and a patio with a garden view. All rooms will provide guests with a fridge. Guests at the accommodation will be able to enjoy activities in and around Mugnana, like cycling. The nearest airport is Florence Airport, 29 km from the hotel. Show full description

Beach front location. Relaxing atmosphere. Great pool. Boasting a shared lounge and views of garden, Castello di Cafaggio is a villa set in a historic building in Impruneta, 15 km from Pitti Palace. This villa has a private pool, a garden and free private parking. For guests with children, Castello di Cafaggio features outdoor play equipment. Strozzi Palace is 15 km from Castello di Cafaggio, while Santa Maria Novella is 15 km from the property. Featuring family rooms, this property also provides guests with a picnic area. All units are fitted with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a bidet, a hair dryer and a wardrobe. Each unit is fitted with a kettle, a private bathroom and free WiFi, while some rooms are fitted with a terrace and some have pool views. At the villa complex, each unit is equipped with bed linen and towels. A selection of options including fresh pastries, fruits and juice is available for breakfast, and breakfast in the room is also available. Guests at the villa can make the most of yoga classes offered in-house. If you would like to discover the area, cycling, hiking and walking tours are possible in the surroundings and the accommodation can arrange a bicycle rental service. The nearest airport is Florence Airport, 21 km from the villa. 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

Elegant. 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

Elegant. 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

Elegant. Comfortable beds. Popular among couples. COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century. It features a COMO Shambhala retreat with outdoor pool and offers free parking. The uniquely designed rooms of Castello Del Nero come with original frescoes or beamed ceilings. Every part of the castle offers panoramic views across the Tuscan countryside, with vineyards and olive groves. All feature a plasma-screen TV, air conditioning, and a bathrobe and slippers. La Torre Restaurant, a Michelin-starred restaurant, is set in what was once the castle's stable. It has an à la carte menu accompanied by a selection of local wines. La Taverna Restaurant serves Tuscan specialities. Castello Del Nero offers a shuttle service to and from Florence and Sienna, which operates according to a schedule. Show full description

Historic. 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

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

Beach front location. Lovely property. Stunning pool facilities. Set on the Valdarno Superiore hills to the south of Florence, I Bonsi is set in a fortified manor house dating back to the 15th century. The property features a park with outdoor swimming pool, and sun terraces with views of the Arno Valley. It was restored in a neo-Gothic style by the noble Budini Gattai family, who made it their residence in the 19th century. There is also a beautiful 17-century church. Agriturismo I Bonsi offers rustic apartments, which blend original architectural features and modern facilities. Each features a patio, and a fully equipped kitchen or kitchenette. Free Wi-Fi is available in the apartments and by the pool. The property is surrounded by vineyards and olive groves. You can visit the oil mill, and buy the olive oil and wine produced on site. Free parking is provided, and you can rent a bicycle at reception for free, and explore the estate and the area. Show full description

Great restaurant. Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it offers en suite accommodation with Tuscan-style furnishings and free Wi-Fi. Air-conditioned rooms and suites are uniquely decorated and have different rustic features, such as wrought-iron beds, frescoed walls, or exposed wood-beamed ceilings. Pastries, jams, cold meats and cheeses feature in the buffet breakfast , which is served in a room overlooking the Tuscan hills. The Salvadonica also features a small restaurant, open for lunch and dinner, which serves local specialities and the property’s own olive oil and wine. Guests can relax in the large garden, which encircles the swimming pool and overlooks the Tuscan countryside. Massages under the gazebo can be booked upon request. The property provides free private parking and is well placed for visiting Florence, 20 km away. Siena can be reached by car in 50 minutes. Show full description

Beach front location. Friendly staff. Surrounded by the Tuscan countryside. Il Paluffo is a 15th-century farmhouse that has preserved its historic wood-beamed ceilings and stone walls. It offers a large garden with an ecological pool. Accommodation at Paluffo conveys a rustic feel with antique wooden furniture and cotto floors. Apartments also come with a patio, a fully equipped kitchen and a living area with sofa and a flat-screen TV. This eco-friendly property was built according to the bio-architecture laws and uses solar panels. It is surrounded by olive trees and vineyards. Guests can rent bikes for free at reception and explore the surrounding nature. Otherwise they can relax on the 300 m² communal terrace furnished with sofas, tables and chairs and overlooking the landscape. Paluffo farmhouse is a 15-minute drive from Certaldo and 30 minutes by car from the medieval walled town of San Gimignano, famous for its Vernaccia white wine. Show full description

Luxurious. Cosy rooms. La Valletta Boutique Wine Estate has air-conditioned guest accommodation in Panzano, 10 km from Piazza Matteotti, 36 km from Pitti Palace and 37 km from Piazzale Michelangelo. This bed and breakfast features a pool with a view, a garden and free private parking. Guests at La Valletta Boutique Wine Estate will be able to enjoy activities in and around Panzano, like cycling. The nearest airport is Florence Airport, 43 km from La Valletta Boutique Wine Estate. The property offers services including meeting and banquet facilities and walking tours. At the bed and breakfast, some units have a private entrance, dining area, fireplace and dishwasher. The units come with a coffee machine, a TV, a safety deposit box and free WiFi, while some rooms come with a terrace and some have garden views. The units feature a private bathroom, free toiletries and bed linen. Buffet and continental breakfast options with warm dishes, local specialities and fresh pastries are available every morning at the bed and breakfast. There is a coffee shop and lounge. The bed and breakfast has a picnic area where you can spend a day out in the open. Ponte Vecchio is 37 km from the accommodation, while Uffizi Gallery is 37 km away. Show full description

Delightful property. Great views. Set in a medieval hamlet from the 16th century, this stone property offers self-catering apartments with free Wi-Fi and rural Tuscan-style decor. It is 6 km from Florence and features a swimming pool. The apartments at Borgo Bottaia have exposed wood beams and cotto floors. All air conditioned, they include a small patio. The kitchen offers products for a self-catering breakfast. The property features a large garden with countryside views and a children's play area. The swimming pool is surrounded by a terrace with sun loungers and parasols. The Bottaia apartments are 3.5 km from Circolo Golf Ugolino and 10 minutes' drive from Bagno a Ripoli. The bus for Florence stops 500 metres away. Show full description

Close to beach front. Charming. Gorgeous surroundings. Le Ginestuzze is set in the Chianti area, along the Strada del Vino di Montespertoli wine road. The agriturismo offers a shared, outdoor swimming pool, and rustic accommodation in Tuscan style. Agriturismo Le Ginestruzze is surrounded by its own vineyards and olive groves. Locally produced wine and olive oil are sold on site, and tours of the property are free. The apartments are extremely large and feature terracotta floors and exposed wooden beams on the ceilings. Each includes a fully equipped kitchen, and a welcome bottle of wine. WiFi is free in public areas and free parking is provided. The agriturismo is 1 km from the centre of Montespertoli, along a countryside road. Florence is 30 km away. Show full description

Stylish. Tennis court. Located 8 km from Certaldo in the Tuscan countryside, the Fattoria Pogni is a country house with an outdoor pool. It offers free Wi-Fi and accommodation with a private patio and fully equipped kitchenette. Apartments at the Pogni Fattoria come with a satellite flat-screen TV, fireplace and sofa. The private bathroom includes a hairdryer and free toiletries. The laundry service is subject to a fee. In addition, it features a tennis court, children's playground and fitness area. Free on-site parking is provided. Tavarnelle Val di Pesa is 5 km from the property. Florence is a 40-minute drive away. Show full description

Friendly staff. Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence. All elegantly furnished rooms come with satellite TV and free Wi-Fi. With terracotta floors and antique furniture, all rooms at Poggio Borgoni come with air conditioning and a minibar. Each has a private bathroom complete with hairdryer and toiletry set. Breakfast is buffet style, with freshly baked cakes, fruit and cappuccino coffee. The restaurant serves Tuscan cuisine and a selection of fine local wines. Famous wineries at Greve in Chianti and Barberino are within a 30-minute drive. Siena is 56 km away, and parking is free. Show full description

Highly elegant. Superb breakfast. Dating back to the 16th century, Palazzo Tolomei is a historic building featuring elegant lounges with free coffee and pastries, original frescoes, and Renaissance art works. The Cathedral is 350 metres away, and you can walk to Santa Maria Novella Train Station in 8 minutes. Rooms at Palazzo Tolomei are spacious and stylish, with wood or terracotta floors and antique furniture. Many include frescoed ceilings or a kitchenette. All air-conditioned, they also offer free WiFi, a TV, and a minibar. Staff can organise guided tours of the city, plus wine tastings and other cultural activities. Show full description

Great breakfast. Set in the Tuscan countryside, this elegant estate dates back to the 1400s. It offers air-conditioned rooms with satellite TV and free Wi-Fi. The estate features a large garden and a bar. San Casciano in Val di Pesa is 3 km away. Rooms at B&B La Fonte del Machiavelli are air conditioned and offer lovely views of the surrounding olive groves or the valley. Each includes a private bathroom complete with hairdryer. Eggs, bacon and croissants are part of breakfast at La Fonte del Machiavelli. It can be enjoyed on the terrace in fine weather. In the summer, you can relax by the outdoor swimming pool. The B&B is 20 km from Greve in Chianti and a 25-minute drive from Florence. Show full description

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