Cool, Unusual and Unique Hotels in San Casciano in Val di Pesa
We have created a list with cool, unusual and unique hotels in San Casciano in Val di Pesa, Italy. We have also included accommodation in apartments, farm stays, historic buildings, villas, country houses, country estates, "agriturismos", old "castellos", guest houses, holiday homes, "relais" (mansions), hamlets, romantic hotels and residences. 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 Ella Hofer & Maryna Kravets. Updated December 2023.
Boutique hotel.Charming. Villa Il Fedino offers luxurious suites in an elegant 14th-century building with an outdoor swimming pool. Enjoy exclusive accommodation surrounded by a green park, in the famous Chianti hills. Enjoy the Fedino's elegant charm provided by its period furniture. Each room comes with air conditioning and a satellite LCD TV. An Italian breakfast is provided daily, served on the panoramic terrace in fine weather. On request, guests can enjoy the on-site restaurant, which specialises in Tuscan dishes made from local ingredients. Staff can arrange guided tours of the Chianti area and trips to Florence and Siena. The centre of San Casciano is 200 metres away.Show full description
I rate this as one of the most CHARMING AND ELEGANT boutique hotels in San Casciano in Val di Pesa.
Boutique hotel.Historic property. Superb interior design. Popular among women. Offering an outdoor pool with hill views, Il Poggiale is a Renaissance villa in the Chianti area, just 2 km from San Casciano. A wellness area equipped with a sauna is available on site. Villa Il Poggiale Dimora Storica features spacious and elegant rooms with wood-beamed ceilings. All air conditioned, they are complete with satellite TV, a tea/coffee maker, and a large bathroom with hand-painted tiles. Free WiFi is available in common areas. Breakfast is provided every morning and includes homemade cakes and organic fruits. Between April and October, the restaurant serves Italian cuisine along with local specialties and wines. Meals can be served in the gazebo with panoramic views. Guests can also enjoy the onsite bar. Staff at Villa Il Poggiale can organise excursions in the surroundings. The property is 15 km from Florence and a 30-minute drive from Greve in Chianti.Show full description
This might be one of the most WELL DESIGNED AND HISTORIC boutique hotels in San Casciano in Val di Pesa. It also has great affordability.
Farm Stay.Delightful property. Nice surroundings. Popular among couples. 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. 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. Pastries, jams, cold meats and cheeses feature in the buffet breakfast , which is served in a room overlooking the Tuscan hills. 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
This is likely one of the most BEAUTIFUL farm stays in San Casciano in Val di Pesa. And it is very popular among couples travelling to San Casciano in Val di Pesa.
Bed and Breakfast.Elegant. Great views. Featuring an open-air bath and views of pool, Tenuta Massabò is a bed and breakfast situated in a historic building in San Casciano in Val di Pesa, 19 km from Pitti Palace. This bed and breakfast features a private pool, a garden and free private parking. The accommodation provides free WiFi throughout the property, as well as a terrace and a family-friendly restaurant. All units come with a seating area, a flat-screen TV with satellite channels and a private bathroom with a hair dryer, walk-in shower and bidet. All units are equipped with air conditioning, and certain units at the bed and breakfast have a patio. Additional in-room amenities include wine or champagne, fruits and chocolates or cookies. There is a coffee shop, bar and lounge. For guests with children, the bed and breakfast offers outdoor play equipment. Guests at Tenuta Massabò can enjoy table tennis on-site, or cycling in the surroundings. Strozzi Palace is 20 km from the accommodation, while Santa Maria Novella is 20 km away. The nearest airport is Florence Airport, 26 km from Tenuta Massabò.Show full description
Farm Stay.Hip. Great interior design. Featuring an outdoor swimming pool and garden with BBQ facilities, Fattoria La Loggia offers self-catering apartments 5 km from Mercatale In Val di Pesa. The property produces wines and olive oil. Furnished with wood-beamed ceilings and terracotta floors, each apartment is equipped with a flat-screen TV and a kitchenette with refrigerator and coffee machine. Most apartments have free WiFi. The private bathroom comes with a shower, bidet and hairdryer. A continental breakfast buffet is served daily in the shared lounge, including freshly brewed coffee or cappuccino, sweet pastries, local cold cuts and cheeses. The restaurant serves typical Tuscan recipes. San Casciano In Val di Pesa is a 15-minute drive from Fattoria La Loggia, while Greve In Chianti is 18 km away. Florence is a 35-minute drive from the property.Show full description
I rate this as the most ROMANTIC farm stay in San Casciano in Val di Pesa.
Farm Stay.Great value. Popular among couples. 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
Country House.Relaxing atmosphere. Gorgeous surroundings. Immersed in the Chianti Classico wine region, this charming village dates back to the 1400s. It offers a free wellness centre, summer outdoor pool and a traditional restaurant. Greve in Chianti is 9 km away. Rooms at Fonte De' Medici are located in restored medieval houses around the village. Each has Tuscan-style furnishings with wood-beamed ceilings and terracotta floors. At the wellness centre, you can relax in the sauna and Turkish bath. The Medici's free bikes are ideal for exploring the surrounding countryside. Wine-tasting sessions can be arranged on request. The restaurant serves local specialities and a continental breakfast each morning. Gluten-free and vegan options are also available. The estate is 30 km south of Florence and a 20-minute drive from Barberino Val d'Elsa.Show full description
Boutique hotel.Lively. Great bar. Popular among couples. Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence. Rooms at I Barronci come with stonework and exposed wooden beams, and include air conditioning and a Plasma TV. The villa's panoramic outdoor pool has a hydromassage area and bar service. Featuring a panoramic sauna, the spa includes a Turkish bath, a sensory shower and a hot tub. Treatments and massages are available on request. The large sweet and savoury buffet breakfast features a variety of fresh fruit, homemade cakes and pastries as well as freshly baked pies. The Panorama restaurant offers Tuscan dishes and a long wine list. In summer you can enjoy your meals outside, with views of the valley and pool. At Villa I Barronci it is possible to rent e.bikes from May to September, to explore the surrounding olive groves and vineyards. San Casciano in Val di Pesa, where you will find shops, restaurants and cafés, is just 2 km away.Show full description
Farm Stay.Relaxing atmosphere. Great location. Set in the Chianti wine area in the Tuscan countryside, La Ginestra is a working farmhouse. It offers a swimming pool, bike rental, and various homemade wines and food. Apartments at La Ginestra have a rural design with wooden furniture and tiled floors. They all come with a kitchen or kitchenette with a fridge and tea and coffee-making facilities. A seasonal restaurant service is available on request, with organic produce. The agriturismo is 10 km from the centre of San Casciano in Val di Pesa. It is around 30 minutes' drive from the centre of Florence.Show full description
Farm Stay.Beautiful. Popular among couples. Situated in the Chianti wine district of the Tuscan countryside, Villa S.Andrea offers accommodation in the small ancient village of Fabbrica, 10 km from San Casciano Val Di Pesa. This farm stay produces its own Chanti Classico wine and olive oil. Rooms are set in a renovated villa from the 11th century, while apartments are located in two different buildings with pool, respectively 800 metres and 3.7 km from the reception, the restaurant and the rooms. WiFi is free throughout.A Tuscan breakfast and daily cleaning is provided for guests staying in the rooms, while apartments are considered self-catering. The on-site restaurant serves typical Tuscan dishes. Free parking is available on site. Guests can relax with the Ayurvedic Massage or take a tour around the property's surroundings by requesting an electric bike and Vespa rental. The accommodation also offers hot air balloon ride, tasting of house wines as well as guided tours to Florence, Siena and Badia a Passignano. Guests can also request a private chef and chauffeur upon reservation. All accommodation has rustic style and offers a private bathroom and satellite flat-screen TV. Both Florence and San Gimignano are within a 30-minute drive from the property. The tavern is within a walking distance.Show full description
Farm Stay.Historic. Nice interior design. Popular among women. Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodation has free Wi-Fi and rooms with a satellite flat-screen TV. All apartments are decorated in a rustic style, featuring wood-beamed ceilings and terracotta floors. The apartments are provided with a bathroom that has either a spa bath or a shower. Each comes with a fully equipped kitchenette with a dining area. The Bibbione guest accommodation also produces its very own extra-virgin olive oil and Chianti wine. It is possible to organise wine tastings, or excursions with bikes provided for free by the property. In the summer you can relax in the swimming pool, or even in the garden, which offers BBQ facilities and is fully equipped with tables and chairs. It is also possible to book a massage treatment. Breakfast is available and buffet style, including sweet and savoury products. The property is located just 6 km from San Casciano In Val di Pesa. Florence Peretola Airport is a 30-minute drive away.Show full description
Country House.Historic. Nice surroundings. Popular among women. 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. Eggs, bacon and croissants are part of breakfast at La Fonte del Machiavelli. 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. It can be enjoyed on the terrace in fine weather. In the summer, you can relax by the outdoor swimming pool. The estate features a large garden and a bar. The B&B is 20 km from Greve in Chianti and a 25-minute drive from Florence.Show full description
Farm Stay.Charming. Featuring barbecue facilities and views of pool, Agriturismo I Ceppi is a farm stay situated in a historic building in San Casciano in Val di Pesa, 12 km from Piazza Matteotti. This farm stay features a pool with a view, a garden and free private parking. Featuring a private entrance, the farm stay allows guests to maintain their privacy. Featuring a well-fitted kitchen with a dishwasher and an oven, each unit also comes with a safety deposit box, a satellite flat-screen TV, ironing facilities, wardrobe and a seating area with a sofa. Featuring a private bathroom with a bidet and a hair dryer, units at the farm stay also provide guests with free WiFi. At the farm stay, each unit comes with bed linen and towels. A bicycle rental service is available at the farm stay. Pitti Palace is 24 km from Agriturismo I Ceppi, while Strozzi Palace is 24 km away. The nearest airport is Florence Airport, 30 km from the accommodation.Show full description
Apartment.Relaxing atmosphere. Great location. Overlooking the surrounding Chianti region, Casa Vacanze Bellavista is set in the Tuscan countryside. With free Wi-Fi, this property features a garden with BBQ facilities and a hot tub. Classic-style apartments offer a living area with kitchenette and TV, plus a bathroom with washing machine and shower. The Bellavista is 7 km from the centre of San Casciano in Val di Pesa. You can reach Florence, San Gimignano and Poggibonsi within 40 minutes by car.Show full description
This apartment has a great location in San Casciano in Val di Pesa.
Guest House.Lively. Great bar. Located in San Casciano in Val di Pesa, 19 km from Strozzi Palace and 19 km from Santa Maria Novella, casamachiavelli offers air conditioning. It is set 19 km from Piazza Matteotti and provides a lift. Free WiFi is available throughout the property and Pitti Palace is 18 km away. The unit has soundproofing and a bidet. Piazzale Michelangelo is 22 km from the guest house, while Ponte Vecchio is 24 km away. The nearest airport is Florence Airport, 25 km from casamachiavelli.Show full description
This might be the most lively and stylish guest house in San Casciano in Val di Pesa. It also has an amazing hotel bar.
Apartment.Newly opened, February 2024. Situated in San Casciano in Val di Pesa, 18 km from Pitti Palace and 19 km from Strozzi Palace, “Casa Torre” nel cuore di San Casciano features accommodation with free WiFi in a historic building. The air-conditioned accommodation is 19 km from Santa Maria Novella. The spacious apartment features 2 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a balcony with city views. Piazzale Michelangelo is 22 km from the apartment, while Ponte Vecchio is 24 km from the property. The property is non-smoking and is located 19 km from Piazza Matteotti. For added privacy, the accommodation features a private entrance. Guests can also relax on the sun terrace. The nearest airport is Florence Airport, 25 km from “Casa Torre” nel cuore di San Casciano.Show full description
Holiday Home.Creative. Great bar. Located 18 km from Pitti Palace, Le Massucce offers accommodation with a patio, as well as a garden. This holiday home provides free private parking, a 24-hour front desk and free WiFi. Featuring family rooms, this property also provides guests with a barbecue. The holiday home provides guests with a terrace, garden views, a seating area, a flat-screen TV, a fully equipped kitchen with an oven and a microwave, and a private bathroom with shower and a hair dryer. A toaster, a fridge and stovetop are also provided, as well as a coffee machine. At the holiday home, all units come with bed linen and towels. A minimarket is available at the holiday home. Piazza Matteotti is 19 km from the holiday home, while Strozzi Palace is 19 km away. The nearest airport is Florence Airport, 24 km from Le Massucce.Show full description
I rate this as the most creative and cosy holiday home in San Casciano in Val di Pesa.
Bed and Breakfast.Creative. Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features views over the Pesa' river valley. This property offers free WiFi. Overlooking the garden, rustic-style rooms feature a minibar, a Smart TV and a private bathroom with free toiletries and a hairdryer. Guests can enjoy SPA, or make use of the fitness centre. Some rooms have a seating area. A continental breakfast is served daily and can be enjoyed out under the gazebo during summer. There is a restaurant available for guests available upon reservation. B&B Le Dimore Mezza Costa is 1.7 km from the centre of San Casciano Val Di Pesa, and 25 minutes by car from Florence.Show full description
Apartment. Located in San Casciano in Val di Pesa, Porta del Chianti Tuscany Apartment is a recently renovated accommodation, 18 km from Piazza Matteotti and 19 km from Strozzi Palace. The property is around 19 km from Santa Maria Novella, 22 km from Piazzale Michelangelo and 24 km from Ponte Vecchio. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a microwave and a coffee machine, and 1 bathroom with a bidet and bathrobes. Towels and bed linen are provided in the apartment. Free WiFi is available throughout the property and Pitti Palace is 18 km away. For added privacy, the accommodation has a private entrance and soundproofing. Piazza della Signoria is 24 km from the apartment, while Cathedral of Santa Maria del Fiore is 24 km away. The nearest airport is Florence Airport, 24 km from Porta del Chianti Tuscany Apartment.Show full description
Apartment. Located in San Casciano in Val di Pesa and only 19 km from Pitti Palace, Il Salotto di Berentano provides accommodation with garden views, free WiFi and free private parking. 20 km from Santa Maria Novella and 23 km from Piazzale Michelangelo, the property offers a garden and barbecue facilities. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchenette with a fridge and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are provided in the apartment. The property is non-smoking and is set 20 km from Strozzi Palace. There is also a seating area and a fireplace. Ponte Vecchio is 25 km from the apartment, while Piazza della Signoria is 25 km away. The nearest airport is Florence Airport, 26 km from Il Salotto di Berentano.Show full description
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