Cool, Unusual and
Unique Hotels in Siena Area

Farm Stay. Great views. 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. Show full description

Farm Stay. Great location. Popular among women. This enchanting 15th century property, nestled in the rolling hills of Tuscany, offers an exceptional view of the surrounding countryside and San Gimignano. A free outdoor pool is available on site. The Tuscan-style rooms have handcrafted furniture and original features from the 16th century, such as wood-beamed ceilings and terracotta floors. Each includes a satellite flat-screen TV, air conditioning and a minibar. Each bathroom includes a spacious shower. A breakfast consisting of homemade cakes and local products is provided daily, served on the terrace during summer. The on site restaurant serves seasonal local dishes and homemade pasta, and should be reserved in advance. Light lunches are also available. Surrounded by lavender bushes and grape vines, the hotel’s location is not only picturesque, it is ideal for day-trips; San Gimignano is 3.5 km from Agriturismo Il Segreto di Pietrafitta, and Florence and Siena are accessible in 45 minutes. Chianti is a 20-minute drive away. Show full description

Apartment hotel. Relaxing atmosphere. Nice interior design. 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. Show full description

Luxury Hotel. Elegant. 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. 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. Siena is a 1-hour drive away and Montepulciano is 50 km from the Castello Banfi hotel. Show full description

Bed and Breakfast. Hip. Great views. Enjoy a majestic setting in the Tuscan countryside and relax within the walls of this ancient castle, just 2 km outside the historic walls of Siena. Castello delle Quattro Torra is a comfortable bed and breakfast. For more independence, book Quattro Torra’s charming apartment, located on the first floor. Start your day in the impressive breakfast room and enjoy the welcoming, family-run atmosphere and free breakfast. Admire the medieval courtyard. Furnishings include antique objects, exposed wood-beam ceilings, original stone walls and terracotta floors. Quattro Torra’s main living area is located on the third floor. Here you can choose to stay in the Tower Room, with its 360-degree view of the surrounding countryside, or the very spacious Blue Room, with a view of Siena. Here you will have a cosy kitchen, a comfortable living room, and a large double room. Friendly staff will assist you with booking tours and day trips to nearby sites. There are cosy lounges, relaxing gardens and children’s play areas. Enjoy free Wi-Fi. Take advantage of the large, free car park. Show full description

Farm Stay. Great views. 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. Accommodation at La Leccia comes with a unique design and handmade furniture. Castellina in Chianti is 2 km away. 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. Castello La Leccia is at the end of an unpaved road off the SP51 road. Parking is free. Show full description

Farm Stay. Historic. Popular among couples. Agriturismo Humile has air-conditioned guest accommodation in Chianciano Terme, 46 km from Mount Amiata, 5.3 km from Terme di Montepulciano and 26 km from Bagno Vignoni. This farm stay features a pool with a view, a garden and free private parking. The farm stay provides garden views and a sun terrace. At the farm stay, units are equipped with a desk. All units come with a private bathroom, a safety deposit box and free WiFi, while selected rooms are fitted with a patio and some have pool views. At the farm stay, units include bed linen and towels. Buffet and continental breakfast options with warm dishes, local specialities and fresh pastries are available daily at the farm stay. Bagni San Filippo is 27 km from Agriturismo Humile. The nearest airport is Perugia San Francesco d'Assisi Airport, 81 km from the accommodation. Show full description

Bed and Breakfast. Cosy. Great interior design. Offering a terrace and inner courtyard view, Dimora delle Muse is situated in Montalcino, 40 km from Mount Amiata and 28 km from Bagno Vignoni. Among the facilities at this property are a concierge service and a housekeeping service, along with free WiFi throughout the property. The bed and breakfast will provide guests with air-conditioned units with a desk, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Guests can have wine or champagne delivered to their room. At the bed and breakfast, every unit comes with bed linen and towels. Bagni San Filippo is 34 km from the bed and breakfast, while Terme di Montepulciano is 48 km from the property. Show full description

Resort. Creative. Villa Le Prata - Wine Resort - Adults Only- Enoturismo is housed in an 18th-century restored villa in the peaceful Tuscan countryside, a 5-minute drive from Montalcino. It offers a lush garden, free private parking, and free WiFi in public areas. Overlooking the private park or the vineyards, the air-conditioned rooms at Villa Le Prata all come with antique furnishings. They include a private bathroom fitted with a shower, a flat-screen TV and a minibar. The property is in an area ideal for hiking, cycling, and wine/food-tasting tours. You can also visit the Sant'Antimo Abbey, located 13 km away. Show full description

Boutique hotel. Highly elegant. Great bar. Popular among couples. A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti. Located on a hill, between Florence and Siena, it offers panoramic views of the countryside. The Locanda's extensive gardens feature an outdoor pool set in an olive grove. On site parking is free. The simple, individually decorated rooms come with air conditioning, and a flat-screen TV. The minibars are stocked with free mineral water, and the en suite bathrooms are complete with a hairdryer. The Tavola by Guido Haverkock restaurant offers a variation of traditional Tuscan cuisine, using organic local ingredients. A generous breakfast is served daily. Show full description

Farm Stay. Great value. Popular among couples. Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena. All rooms at Capovento feature classic-style décor and antique Tuscan furniture. They all have free WiFi and a flat-screen TV with satellite and cable channel. Some rooms have a balcony. Capovento's restaurant and wine bar uses its own olive oil and serves traditional Tuscan specialities, along with famous wines from the Chianti area. Guests can rent bikes in the village and ride around the countryside, or just relax in the large garden with sun loungers. The Villa is a 10-minute drive from the town of Castellina in Chianti and 20 minutes by car from the Siena-Florence motorway. Show full description

Boutique hotel. Lively. Great bar. Certosa Di Maggiano is a former monastery located in the Tuscan countryside, 2 km from Siena's famous Piazza del Campo. It offers unique rooms, free internet and free parking. Surrounded by olive groves and vineyards, the elegant indoor lounges with free internet point were designed by the famous architect Renzo Mongiardino. Built in 1314, Hotel Certosa di Maggiano features an outdoor swimming pool and a tennis court, all free of charge. Rooms are former monastic cells with a minibar. You can request a personal trainer and practise activities such as yoga, Pilates, Qi Gong and meditation. Breakfast is served in an historic kitchen and outdoors under the pergola. Show full description

Bed and Breakfast. Lovely property. Great location. Eat breakfast on the terrace at Campo Regio Relais while enjoying unforgettable views of Siena’s famous Torre del Mangia and Cathedral. Rooms are elegantly decorated with antique furniture. This luxury bed and breakfast provides quiet accommodation on one of Siena’s main streets, La Via della Sapienza, connecting Piazza del Campo to Siena's most important churches and museums. Residenza d’Epoca Campo Regio Relais’s friendly staff are sure to make you feel right at home in this historic building. Made up of just 6 rooms, the residence also contains a reception, an elegant drawing room perfect for reading and a bar with antique furniture. Rooms at Campo Regio are spacious and stylish and bathrooms are modern. Each one features free Wi-Fi and an LCD TV with satellite channels. Some rooms offer panoramic views and one has a four-poster bed and private terrace. Staff can book excursions or walking tours for you on request and will be on hand from 07:00 until 20:00 to help you. Wine tastings are also organized at the property. Show full description

Country House. Great value. Popular among women. 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, typical 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. Show full description

Farm Stay. Relaxing atmosphere. Nice surroundings. Popular among women. Set at an altitude of 470 metres, Agriturismo Cerreto offers 360° views of the Val d'Orcia and Mount Amiata. This 15th-century farmhouse offers cosy accommodation with fireplaces, 4 km outside Pienza. Rooms and apartments have a classic design with tiled floors and arched ceilings. Cerreto is a working farmhouse that produces its own olive oil, wine and jams. Breakfast is brought to your room in a basket each morning and includes homemade cakes, natural jams and other produce from the farm. Each one has a private entrance and a kitchenette. Outdoors, you will find a swimming pool with natural spring water, a BBQ area and children's games such as table tennis and football. Bikes are available to rent and free parking is provided. Show full description

Apartment. Charming. Superb interior design. Situated in San Gusmè, Borgo San Gusmè features accommodation with free WiFi and access to a garden with a terrace. The units come with tiled floors and feature a fully equipped kitchen with a fridge, a flat-screen TV with cable channels, and a private bathroom with bidet and free toiletries. There is a seating and/or dining area in some units. The property is 25 km from Siena and 70 km from Florence. The nearest airport is Florence Airport, 87 km away. Show full description

Apartment. Delightful property. Lovely interior design. Palazzo del Papa Country Suites is set in Siena, 3.7 km from Piazza del Campo, 3.5 km from San Cristoforo, as well as 4.1 km from National Picture Gallery Siena. The property is 3.8 km from Torre del Mangia and 3.8 km from Dolce Siena. Apartments feature a seating area, satellite flat-screen TV, a fully equipped kitchen with a microwave and a fridge, and a private bathroom with bidet and a hairdryer. A barbecue and a sun terrace are available for guests to use. National Museum of Etruscan Archaeology is 4 km from the property, while Palazzo Chigi-Saracini is 3.9 km away. The nearest airport is Florence Airport, 83 km from Palazzo del Papa Country Suites. Show full description

Farm Stay. Cool. Boasting pool with a view and views of pool, Tenuta Guardastelle - Agriturismo and vineyard is a farm stay set in a historic building in San Gimignano, 35 km from Piazza del Campo. Featuring luggage storage space, this property also provides guests with a picnic area. The farm stay features rooms with air conditioning, free private parking and free WiFi. At the farm stay, every unit is fitted with a wardrobe. Each unit includes a private bathroom fitted with a bidet and a hair dryer, while some rooms include a fully equipped kitchen equipped with a dishwasher. Additional in-room amenities include wine or champagne. Buffet and continental breakfast options with warm dishes, fresh pastries and fruits are available each morning at the farm stay. There is a coffee shop, and packed lunches are also available. Guests at Tenuta Guardastelle - Agriturismo and vineyard can enjoy cycling nearby, or make the most of the garden. Piazza Matteotti is 36 km from the accommodation, while Pitti Palace is 50 km from the property. The nearest airport is Florence Airport, 56 km from Tenuta Guardastelle - Agriturismo and vineyard. Show full description

Farm Stay. Historic. Gorgeous surroundings. Popular among women. Offering an outdoor pool and views of the mountain, Villa Cozzano is set in Pozzuolo in the Tuscany Region, 11 km from Castiglione del Lago. Free WiFi is available throughout the property and free private parking is available on site. Located in a restored 16th-century building surrounded by 28 hectares of olive groves and vineyards, all rooms have a seating area to relax in after a busy day. All units feature views of the lake or pool. Each room includes a private bathroom fitted with a bath or shower. Organic olive oil, wine and honey are produced on site. Convenient location offers quick access to the most interesting UNESCO sights in the area. Bicycles rental service is available. The area is popular for golfing and horse riding. Montepulciano is 14 km from Villa Cozzano. Perugia San Francesco d'Assisi Airport is 62 km away. Show full description

Farm Stay. Great location. You can truly experience the Tuscan countryside at this charming 15th-century farmhouse just outside Pienza, surrounded by 30 hectares of land including olive groves, vineyards, and vegetable gardens. Agriturismo Il Colombaiolo is just 500 metres from Pienza centre. It is ideal for exploring this part of Tuscany and offers panoramic views across the Val d’Orcia, a UNESCO World Heritage site. Rooms at Il Colombaiolo are simply furnished and come with a TV and private bathroom with hairdryer and toiletries. An Italian breakfast is served each morning and guests can watch the owners at work and even taste their delicious homemade olive oil. Show full description