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32 hotels in San Casciano in Val di Pesa

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Villa Belvedere Dimora Storica

Villa Belvedere is an ancient 16th century mansion, perfectly preserved and now transformed in a splendid resort enjoying a panoramic position in the heart of the Chianti area. Villa Belvedere is surrounded by old farmhouses recently refurbished and tastefully furnished with antiques. The estate, with the Villa and the farmhouses, looks like a secluded hamlet easily approachable by a lined-up monumental cypress drive. The 16th century architectural style of the Villa and the typical Tuscan surrounding countryside with vineyards, olive groves and woods will make your stay her truly exclusive.

Il Borghetto Country Inn

This farmhouse is in the Chianti hills, just 12 miles from the center of Florence and 50 minutes from Siena. It offers rustic-style rooms and grounds with olive trees, roses and jasmines. Breakfast at Il Borghetto Country Inn includes local products and homemade cake, and is served on the grounds. Traditional Tuscan cuisine is available for lunch and dinner, accompanied by local wines. On a 74 acre estate, the farmhouse produces and sells its own extra-virgin olive oil and red wines. The staff organize wine and olive oil-tasting tours, bike excursions, horseback riding, cooking classes and hot air balloon rides. The family-run Il Borghetto is in San Casciano Val di Pesa, 1.5 miles from the center of Montefiridolfi. The 7th-century Etruscan Tomb of the Archer is just a short walk away.

Villa Il Fedino ****

Starting from 77 EUR

Villa Il Fedino offers luxurious suites in an elegant 13th century building with outdoor swimming pool. Enjoy exclusive accommodations in the celebrated Chianti hills. Villa Il Fedino is surrounded by an extensive green park, ideal to relax and breathe fresh air, after your visits in the surrounding area. Enjoy the elegant charm provided by the antique furniture, and the comfort of modern facilities available in all the suites. Villa Il Fedino takes particular pride in offering a delicious Italian breakfast. The restaurant also serves delicious Tuscan dishes for dinner. The staff can arrange guided tours of the Chianti area and trips to the most famous Tuscan cities of art. Room service is available between 8 a.m. and 10 p.m. The property's spa area features a sauna and rooms for massages and beauty treatments.

Relais Poggio Borgoni ***

Starting from 75 EUR

Enjoy the treasures of Tuscany during a vacation in the hills of Florence. You will stay in splendid suites which maintain the charm of the original structure. Breakfast is served with a fresh variety of products on a sunny terrace. It has panoramic views of the hills with vineyards and olive trees. In the Tavern you can taste the best of typical Tuscan cuisine, along with the delicious wines of the area. There is a big swimming pool with a whirlpool in the middle of the grounds.

Chianti Promotion Hotel Calzaiolo **

Starting from 45 EUR

The Chianti Promotion Hotel Calzaiolo is a small hotel created of an old farmhouse. It's situated 10 miles from the centre of Florence, amidst the Chianti wine area, in the Tuscan hills. All the rooms at the Chianti Promotion are restructured in modern style. They have a bathroom with a shower and include a telephone, and a TV. Heating and air conditioning are also provided. Guests can enjoy the on-site restaurant, where both lunch and dinner are served. Near the property there is also a restaurant called Mamma Rosa. San Gimignano and Siena are within 40 km from the hotel. Pisa and the Galileo Galilei Ariport are 70 km away. A bus stop is in front of the hotel and tickets can be purchased at the reception.

Villa I Barronci ****

Starting from 49 EUR

Villa I Barronci is a charming Tuscan-style residence with private park and 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 satellite TV. The villa's panoramic outdoor pool has a hydromassage area and bar service. A Porsche, city car, Yamaha 400 scooter and bicycles are all available to hire. Wellness facilities, 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 restaurant offers Tuscan dishes and a long wine list. In summer you can enjoy your meals outside, with views of the valley and pool. I Barronci offers free bikes 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.

Tenuta Il Corno

Starting from 55 EUR

Offering a pool and free bike rental, Tenuta Il Corno is a 16th-century farm house in San Casciano Val Di Pesa. It features rustic-style accommodation and its own wine plus olive oil production. Garden-view rooms and apartments at the Corno include satellite flat-screen TV and a seating area. The apartments also have a fully equipped kitchen, while the private bathroom comes with free toiletries and a hairdryer. A buffet breakfast is provided daily and includes homemade cakes plus jams. The on-site restaurant serves traditional Tuscan cuisine, and BBQ facilities are also available. Florence is 26 km away, while Siena is reachable by car in just under 1 hour.

Villa Il Poggiale Dimora Storica

Starting from 69 EUR

Just one mile from San Casciano, Il Poggiale is a Renaissance villa in the Chianti area, 9 miles from Florence. Overlooking the hills, it features an outdoor pool and a spa center. Villa Il Poggiale Dimora Storica also features spacious air-conditioned rooms with beamed ceilings and free Wi-Fi. Accommodations include satellite TV, a tea/coffee maker, and a large bathroom with hand-painted tiles. Il Poggiale's swimming pool is on the grounds with views of the countryside. The spa center includes a sauna and a hot tub, and massages are available. Breakfast is provided every morning and includes Tuscan cake. Between April and October, the restaurant serves Italian cuisine along with local specialties and wines. Meals can be served on the grounds. The staff at Villa Il Poggiale can organize excursions in the surroundings. The area is well served by buses providing services to Florence and other Tuscan towns.

Fattoria Montignana

Starting from 158 EUR

Located in the historical region of Chianti Classico, this hotel rises amongst the hills between San Casciano Val di Pesa and Greve in Chianti. The manor has been completely restored and divided into 11 independent apartments of different sizes. The furnishings of each apartment are characteristic of the typical rural Tuscan style, whilst at the same time affording every modern comfort. The relaxing, informal garden is located where the vines of the vineyards grow closer together. When you are not strolling through the grounds, enjoy a swim in the attractive pool or indulge in a spot of shopping in the nearby town centre.

Villa Mangiacane ****

With a panoramic location in the Chianti wine area, Villa Mangiacane dates back to the 16th century. It offers breathtaking views and a free shuttle to Florence. Rooms at Mangiacane Villa are spacious and decorated with high-quality Tuscan furniture. They offer air conditioning, free internet access and views of the surrounding vineyards and olive groves. Homemade wines and olive oil are available to taste on site. The restaurant is open at breakfast, lunch and dinner and serves Italian cuisine with an emphasis on Tuscan specialities. Cookery classes are also available. Located in San Casciano in Val di Pesa, the villa is 20 km from the historic centre of Florence.

Bio-Agriturismo La Ginestra

Starting from 80 EUR

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. The restaurant at Bio-Agriturismo La Ginestra specializes in organic cuisine. Vegetarian meals are available upon request and many of the homemade ingredients, such as honey, wine and cereals, are available to purchase. The agriturismo is 6 miles from the center of San Casciano in Val di Pesa. It is around 30 minute drive from the center of Florence.

Hotel Di Sor Paolo ****

Starting from 63 EUR

Surrounded by the Tuscan countryside and the Chianti hills, Hotel Di Sor Paolo is in San Casciano in Val Di Pesa. It offers an outdoor pool and free Wi-Fi. All rooms at Sor Paolo Hotel are individually furnished and come with air conditioning, antique furniture and a flat-screen TV. Their bathrooms feature a shower and toiletries. Trattoria Sor Paolo restaurant is next to the hotel and serves Tuscan specialties. During summer, it is possible to organize candlelit dinners under the gazebo next to the pool, offering panoramic views of the surrounding landscape. The various beauty treatments offered at Sor Paolo include wine and oil therapies. The staff is available 24 hours a day and free parking is provided. Hotel Di Sor Paolo is a 20-minute drive from Florence and 25 minutes from Florence Peretola Airport.

Villa Talente

Surrounded by Chianti vineyards, the Talente is set in a restored 14th-century villa. It offers an infinity pool, and luxury rooms with antique furnishings. Florence is a 25-minute drive away. All rooms at Villa Talente have terracotta floors and satellite TV. Each room provides an elegant private bathroom, equipped with hairdryer and toiletries. Some rooms feature wood-beamed ceilings and exposed brickwork. Breakfast at the Talente includes homemade cakes, cheese, ham and local fruit. It is served in the villa's kitchen, which still features the original medieval fireplace. Guests are free to explore the extensive grounds, which host an old chapel and vestry, a paved courtyard and a loggia. The infinity pool offers beautiful panoramic views of the Tuscan countryside. Villa Talente is 58 km north of Siena, and an 80-minute drive from Livorno. The estate provides free parking upon request.


In the Chianti hills, this stone guesthouse features an outdoor pool and is in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it features accommodations with private bathrooms with Tuscan-style furnishings and free Wi-Fi. Air-conditioned rooms and apartments are uniquely decorated and have different rustic features, such as wrought-iron beds, fresco walls, or exposed wood-beam ceilings. Pastries, jams, cold meats and cheeses are featured 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 specialties 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, 12 miles away. Siena can be reached by car in 50 minutes.

Mary Hotel **

Starting from 50 EUR

Set in the small town of San Casciano, the family-run Mary Hotel offers simply furnished rooms with a TV and private bathroom. The bus stop linking with Florence is a 5-minute walk away. Each room also comes with a fan and work desk. The private bathroom is complete with a shower and a set of toiletries. Some rooms also have a balcony. Hotel Mary is a 5-minute drive from the SR2 state road, leading to Florence. San Gimignano, famous for its wine, can be reached by car in 30 minutes.

B&B Il Giglio Etrusco

Il Giglio Etrusco is a historic country manor located in the Chianti hills, 15 km from Florence. This family-managed B&B offers free parking, homemade Tuscan cuisine, and rustic rooms with free Wi-Fi. Rooms are set on the ground floor, with direct access to the panoramic garden, or on the 1st floor, with views of the hills. The style is traditional, with terracotta floors and wrought-iron beds. Breakfast at B&B Il Giglio Etrusco includes homemade cakes and local cheese and ham. Breakfast is served in the garden, or alternatively in a fascinating period hall. The owner can organise excursions in the so-called Chiantishire or in the Natural Parks of Tuscany. The town of Siena is a 45-minute drive from the property.

Castello di Bibbione

Starting from 180 EUR

Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool and a Turkish steam bath. 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. Each comes with a fireplace and a fully equipped kitchenette with a dining area. The apartments are provided with a bathroom that has a spa bath. 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 Pere

Fonte De' Medici

Starting from 90 EUR

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. Some rooms include a fireplace. At the wellness centre, you can relax in the sauna and Turkish bath. There is a fitness centre and 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. The estate is 30 km south of Florence and a 20-minute drive from Barberino Val d'Elsa.

B&B Art

Starting from 58 EUR

B&B Art offers attractive rooms and apartments with wood-beamed ceilings and terracotta floors. Set in the historic centre of San Casciano In Val Di Pesa, it is 25 minutes' drive from Florence city centre. All accommodation at the Art B&B is air conditioned and features an LCD TV with satellite channels. The apartment also features a fully equipped kitchenette. A continental breakfast is served each morning. Free Wi-Fi is available in public areas and in some rooms. The owner is available 24/7 and can provide tourist information and a shuttle service to Pisa, Florence and other local attractions. Set in the Chianti wine district, this B&B is surrounded by vineyards and there are plenty of interesting villages and historic churches to visit. A bus for Florence stops just 100 metres away.

B&B La Fonte del Machiavelli

Starting from 65 EUR

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. 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 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.

Villa Sant' Andrea

Starting from 60 EUR

Situated in the Chianti wine district of the Tuscan countryside, Villa Sant' Andrea features a large garden with 2 free outdoor pools and BBQ area. This farm stay produces its own wine, grappa and olive oil. Set in a partially renovated country house, rooms include the use of the outdoor pools, set 1 km and 3.5 km from the property. All accommodation has rustic style and offers a private bathroom and satellite flat-screen TV. Wi-Fi is free throughout. Sant’ Andrea Villa is located in the small ancient village of Fabbrica, 10 km from San Casciano Val Di Pesa. Florence and Poggibonsi are within a 30-minute drive from the property. Free parking is available on site.

Apartment Camino San Casciano

This appartment Camino is on the ground floor.

Apartment Loggia San Casciano

This appartment Loggia is on the ground floor.

Apartment Volta San Casciano

This appartment volta is on the 1st floor.

Villa Casa Pergolina San Casciano ****

20 km from Florence and 45 from Siena, the property is set in a panoramic position. The eighteenth-century stone farmhouse Casa Pergolina was originally part of the property of the Castello di Pergolato. Surrounded grounds with olive groves and cypress trees, with entrance via a private gate. Located in a panoramic position within the garden is the fine swimming-pool with spacious sun-terrace. The property has been renovated in respect of the original architecture. There is loggia where guests may enjoy dining in the open air. For private use there is 2 ha of grounds (fenced), a lawn, swimming pool (6 x 12 m, 08.05.-18.09.) and garden furniture. In the house there burglar alarm. This 5-room house (180 m2 on 2 levels) is situated on the ground floor. Maximum 1 pet/ dog allowed.

Holiday Home VillaTrilli San Casciano Val di Pesa ****

The restored "Villa Trilli", a former farmhouse with characteristic architecture, is located in the 30-ha grounds of a wine and olive farm in the heart of the Chianti Classico region. Nice country house "Villa Trilli", 2 storeys, from the 17th century, renovated. In a hamlet 4 km from the centre of San Casciano, 22 km from the centre of Firenze, 55 km from the centre of Siena, in a quiet position on top of a hill, in the countryside. Private: grounds 2'000 m2 with lawn and plants, beautiful garden to relax, swimming pool (66 m2, depth 20 - 160 cm, 04.05.-28.09.) with pool-Cleaning system with Salt-Electrolysis. Outside shower, terrace, garden furniture, barbecue. In the house: central heating, washing machine. Linen change weekly. Room cleaning weekly. Cook on request (extra). Motor access (via unmade road). Parking in the grounds. Supermarket 3 km, restaurant 3 km, café 3 km. Golf course 25 km, tennis 5 km. Pool towels are provided (extra).

Holiday Home Casa Bulleri San Casciano Val di Pesa

Casa Bulleri is a carefully restored villa in a panoramic position in the Chianti Classico region near San Casciano, surrounded by vineyards and olive groves. Its original structure dates back to the 13th century, from which the rectangular tower and the little chapel of the still-running farm have been preserved. The owner's villa and several annex buildings are located on the 30-ha property. 4 km from the centre of San Casciano, 22 km from the centre of Firenze, 55 km from the centre of Siena, in a quiet position on top of a hill, in the countryside. For shared use: grounds 30 ha. Private: large garden 3'000 m2 with plants, swimming pool (5 x 10 m, 04.05.-01.10.). Outside shower, terrace, garden furniture, barbecue. In the house: central heating, washing machine. Linen change weekly. Room cleaning weekly. Parking in the grounds. Shop 3 km, bus stop 4 km. Golf course 25 km, tennis 5 km. Guests have private grounds with a beautiful garden and a swimming pool in a position with view. Wine-tasting and sales

Holiday Home Casa Torre San Casciano Val di Pesa

Holiday Home Casa Torre is located at 10 km from the center of San Casciano Val di Pesa, in the countryside. It has kitchens, living and dining area, bathrooms and five bedrooms. You can enjoy the garden with garden furniture and barbecue, as well as the private swimming pool. The house is a 13th century country house built on two levels with a tower incorporated with a small terrace on top with a panoramic view, situated in the Chianti Classic region on a hilly position in the hamlet Romola. The owner of the house lives in the same grounds. There is grocery store and bus stop at 300 m, bakery at 3 km, an supermarket and restaurant at 10 km from the house. You can find a tennis court at 2 km, riding stables at 8 km, and golf course at 20 km.

Albergo Minisoggiorno **

Starting from 70 EUR

Just a 10-minute walk from the centre of San Casciano in Val di Pesa, Albergo Minisoggiorno offers free Wi-Fi and free private parking. This small hotel features a garden with tables, chairs and parasols. Rooms here are simply furnished and come with a flat-screen TV, a desk and private bathroom with free toiletries and shower. Some rooms have a balcony and some overlook the garden. Minisoggiorno is ideally placed for visiting the surrounding Chianti region. The historic centre of Florence is 19 km away.

Apartment Rosa San Casciano

This appartment Rosa is situated on the first floor.

Apartment Pergolato E Arco San Casciano

Two apartments known as Pergolato and Arco . have been transformed in to this holiday home measuring 95 m and sleeping 5-6.

Apartment Pergolato San Casciano

Stylish renovated apartments. in an agriturismo . where the famous wine Chianti dei Colli Fiorentini and olive oil extravergine are produced and sold.This appartment. Pergolato : gr. floor.

Casalta Di Sotto - Agriturismo

Starting from 86 EUR

Casalta Di Sotto - Agriturismo is set in the countryside around San Casciano Val Di Pesa and boasts an outdoor swimming pool, a spacious garden with BBQ and free Wi-Fi throughout. The rooms feature country-style furnishings and a private bathroom with shower. Breakfast is buffet style and consists of sweet and savoury products. There is a restaurant, 100 metres from the property that serves local and classic Italian specialities. Florence is a 25-minute drive from the property, while Prato is 40 km away.

Villa Casale San Casciano

Villa Casale San Casciano is a 200 sqm independent villa. which can comfortably accommodate up to 12 people.The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area. surrounded by vineyards. olive-trees and small woods.The property. completely and finely restored. was built in the beginning of the XIX century and during that period it was part of the farm of Count Bandini s family. one of the most noble family of Sant Andrea in Percussiva. the town where Niccolò Machiavelli lived.

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