San Casciano Val di Pesa Accommodation

San Casciano Val di Pesa, located 15 kilometers South of Florence, is a town set in that area of the Chianti zone usually (and officially) referred to as Classical. It’s particularly well-known for the production of the Chianti wine and delicious extra virgin olive oil, besides all those products typical of the area, like Tuscan cold cuts and cheese.

The country surroundings are rich in both interesting natural sightseeings and wonderful churches, ancient castles and gorgeous villas that are really worth a visit.

50 Properties found: All Accommodations in San Casciano Val di Pesa

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Villa il PoggialeAdd to
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  • Apartments: 1
  • Rooms: 24
  • Sleeps: 48
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 80 to € 400

This villa hosts B&B accommodation in a stunning location, surrounded by the marvelous vineyards of Chianti. It offers spacious and romantic rooms with all comforts, a restaurant specialized in organic meals, a Spa and swimming pool.

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Villa Le TorriAdd to
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  • Apartments: 9
  • Sleeps: 26
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 530 to € 1220

Stone villa from the 13th century offers apartments for your vacation in the Chianti hills near Florence. Managed directly by the owners, guests receive personal attention and service while enjoying the self-catering accommodation and the villa's pool.

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ViticcioAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Greve in Chianti (Countryside)
  • Weekly price: From € 850 to € 1290

Viticcio vacation apartments are immersed in 30 hectares of splendid vineyards near Greve in Chianti, located half way between Florence and Siena. Featuring cozy apartments, WiFi, AC and a saltwater pool.

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Marignolle Relais & CharmeAdd to
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  • Rooms: 10
  • Sleeps: 20
  • Location: Florence (Countryside)
  • Daily price: From € 145 to € 290

Charming relais on the hills above Florence, just a short distance from the city center, restaurants, shops & museums. Elegantly decorated rooms furnished with antiques, a gorgeous park with outdoor pool and delicious buffet breakfast

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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 180 to € 300

Lush gardens, charming decors & panoramic views. This prestigious medieval Villa has been totally restored for your holiday near Chianti & Florence. It offers two perfect solutions: 4 charming B&B rooms or the entire villa for a deluxe holiday.

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Residenza Le Sante MarieDirect
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  • Apartments: 2
  • Sleeps: 8
  • Location: Impruneta (Countryside)
  • Daily price: From € 50 to € 70
  • Weekly price: From € 280 to € 420

A lovely residence on a green and picturesque hill near Impruneta at the start of Chianti wine area, only 12km from Florence. Surrounded by a landscape dotted with pine woods, vineyards and villas, it is centrally located to reach Tuscany's main cities.

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La CanigianaDirect
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  • Apartments: 2
  • Sleeps: 6
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 90 to € 300
  • Weekly price: From € 630 to € 2100

The vacation apartments at Agriturismo La Canigiana are positioned in a panoramic position just outside of Florence. Cozy & comfortable, these self-catering apartments are for up to 3 persons each, share a lovely pool, WiFi & easy access to day trips.

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Montrogoli Holiday HomeDirect
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  • Rooms: 6
  • Sleeps: 12
  • Location: San Casciano in Val di Pesa (Countryside)
  • Weekly price: From € 670 to € 4000

Combine the exhilarating experience of Tuscan art, food & wine with the breath taking views of Chianti at this beautifully restored holiday villa for up to 12 persons in luminous spacious accommodations.

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Candida's Chianti HouseDirect
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  • Rooms: 3
  • Sleeps: 6
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 80 to € 95

The warm and serene atmosphere at this Chianti B&B offers an enjoyable repose in a hectic travel schedule. It invites you to kick back & relax especially with its comfortable decor, delectable menus and charming gardens.

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Castello SonninoDirect
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  • Apartments: 1
  • Sleeps: 5
  • Location: Montespertoli (Countryside)
  • Daily price: From € 300
  • Weekly price: From € 1800

An exclusive apartment immersed in the Chianti hills near Florence surrounded by the gorgeous vineyards and olive trees of the Tuscan countryside. Located in a renovated 12th century tower, the apartment offers the atmosphere of a castle in the past.

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A Casa di DanteDirect
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 5
  • Location: Impruneta (Countryside)
  • Daily price: From € 60 to € 200

The apartment located in a strategic location in the lovely Chianti area just a few kilometers from Florence offers comfortable rooms, 2 bathrooms, kitchen and a beautiful pool overlooking the countryside & skyline of Florence.

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Villa Il TurcoDirect
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  • Rooms: 5
  • Sleeps: 10
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 3500 to € 4500

The historic villa has 5 spacious bedrooms for groups of up to 10 persons in the panoramic landscape less than 30 minutes from Florence. Choose to experience the cultural, art & traditions of Tuscany on this wine producing estate.

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Nuvola sul PratoDirect
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  • Apartments: 1
  • Sleeps: 4
  • Location: Florence (Countryside)
  • Daily price: From € 70
  • Weekly price: From € 450

A one bedroom vacation rental featuring a tranquil & restful oasis for couples or friends, close to the city center of Florence. Shops, markets, restaurants, public transport & free parking make this an ideal base near for your Tuscan vacation

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Chianti Promotion Hotel CalzaioloOnline
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  • Rooms: 8
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 45 to € 78

This small 2 star hotel is located near San Casciano Val di Pesa. It is surrounded by green hills and within 20 km driving from Florence city center.

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Villa Il FedinoOnline
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  • Rooms: 9
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 96 to € 240

Set in 13th century villa in San Casciano Val di Pesa in Chianti. Florence is 30 minutes driving. The hotel has outdoor pool, restaurant and parking. Rooms are elegantly furnished and have modern amenities.

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Villa I BarronciOnline
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  • Rooms: 21
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 124 to € 3500

Only a short drive from monuments & museums in Florence, Villa I Barronci B&B rooms & suites promise luxury accommodations in a traditional Tuscan style. Panoramic rooms, wellness center & terrace restaurant come together with great service & accessories

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Relais Poggio BorgoniOnline
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  • Rooms: 9
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 145 to € 190
  • Weekly price: From € 483 to € 1540

A beautiful and cozy farmhouse amidst the beautiful hills of Chianti in San Casciano in Val di Pesa with six stylish rooms with private bathrooms and all modern amenities including TV, telephone, safe deposit box and air conditioning.

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Agriturismo I PoggiOnline
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  • Rooms: 7
  • Location: Impruneta (Countryside)
  • Daily price: From € 85 to € 300

This typical Tuscan farmhouse situated in Impruneta, on the Florentine hills, offers elegant apartments, all provided with modern comforts, free wi-fi and rustic furnishings. Perfect location for biking (free bike rental) and hiking all around.

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Agriturismo Olmi GrossiOnline
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  • Rooms: 10
  • Location: Impruneta (Countryside)
  • Daily price: From € 65 to € 130

Located within few miles from Florence, this traditional farmhouse offers clean and comfortable apartments, Wi-Fi Internet connection and a nice swimming pool.

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Fattoria MontignanaOnline
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  • Rooms: 11
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 78 to € 205

This fattoria is located in the Chianti region between San Casciano and Greve in Chianti. It offers 11 independent apartments and a nice outdoor pool. Free wifi in common areas.

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Country Relais Villa L'OlmoOnline
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  • Rooms: 22
  • Location: Impruneta (Countryside)
  • Daily price: From € 125 to € 6565

Set in a 16th century villa just 10 km from Florence, guests can enjoy a relaxing stay in independent apartments while enjoying the estate's restaurant, swimming pool and surrounding Tuscan countryside. Staff can help arrange tours or book museums.

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NittardiOnline
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  • Apartments: 6
  • Rooms: 6
  • Sleeps: 24
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 140

Stone farm offering 2 houses with 6 recently restored and stylishly furnished apartments, two pools immersed in breathtaking parks, a winecellar and a sculpture garden at free disposal of guests.

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Bellavista ImprunetaOnline
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  • Rooms: 12
  • Location: Impruneta (City,Countryside)
  • Daily price: From € 69 to € 124

Situated in the town of cotto-bricks Impruneta in Florence surroundings, this 3 star hotel offers nice and comfortable rooms and a good Tuscan restaurant. The hotel has also some rental apartments located just outside the center.

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B&B Di Benedetta BianchiOnline
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  • Rooms: 6
  • Location: Impruneta (City)
  • Daily price: From € 55 to € 110

Set in the center of Impruneta, that overlooks Chianti hills, this nice B&B offers comfortable and quiet rooms.

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Hotel Villa CesiOnline
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  • Rooms: 28
  • Location: Impruneta (City,Countryside)
  • Daily price: From € 49 to € 190

This villa is located in Impruneta near Florence within the Chianti. It offers comfortable rooms, as well as a good restaurant and outdoor jacuzzi.

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Agriturismo Vecchio Borgo Di InalbiOnline
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  • Rooms: 15
  • Location: Impruneta (Countryside)
  • Daily price: From € 99 to € 180

Located on the hills near Florence it is just 2 miles from the center of Impruneta. It offers fully equipped apartments furnished in typical Tuscan style with a private balcony or patio.

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Residenza Il ColleOnline
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  • Rooms: 9
  • Location: Impruneta (City)
  • Daily price: From € 108 to € 165

Elegant country hotel in Impruneta, 8 miles from Florence city center. It is located on a hilltop inside an ancient building offering impressive views over the countryside. It has a relaxing pool. Rooms are nicely decorated.

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Castello di FezzanaOnline
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  • Rooms: 10
  • Location: Montespertoli (Countryside)
  • Daily price: From € 40

Set in a Medicean castle of the 13th century, this charming lodging is located near Montespertoli in Florence surroundings. It offer large apartments, equipped with modern comforts and a panoramic swimming pool.

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Armonie del ChiantiOnline
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Impruneta (Countryside)
  • Daily price: From € 61

The bed and breakfast is located in the enchanting hills of Chianti near Florence. Surrounded by a large well-cared garden which includes a beautiful swimming pool, the b&b offers comfortable rooms equipped with all main services.

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Fattoria QuercetoOnline
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  • Apartments: 6
  • Rooms: 6
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 150 to € 166

Set in an ancient building near Tavarnelle Val di Pesa, just half an hour driving from Florence, this farmhouse offers large apartments, as well as outdoor pool, tennis court and bowling lane.

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Agriturismo VicolabateOnline
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  • Apartments: 2
  • Sleeps: 10
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 220 to € 570

Spectacular views from every corner at this farmhouse, in the heart of the Chianti Classico region. Two charming and independent apartments provide space for up to 10 persons. Close to Florence, Siena and the Tuscan landscape.

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Osservatorio di MontignosoOnline
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  • Apartments: 2
  • Sleeps: 11
  • Location: Gambassi Terme (Countryside)

Surrounded by nature and gorgeous gardens with swimming pool, the villa's two apartments are ideal for a group of up to 11 guests wishing an exclusive stay in Tuscany. The location is very central, ideal for day trips to explore the region.

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Camping Village Internazionale FirenzeOnline
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  • Rooms: 28
  • Location: Impruneta (Countryside)
  • Daily price: From € 49

Set amidst the countryside close to Impruneta, at just 10 minutes drive from Florence, this camping offers independent bungalows with pool, restaurant and playing area for children. Wi-fi and free parking available.

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Podere TorricellaOnline
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  • Apartments: 9
  • Location: Florence (Countryside)
  • Daily price: From € 100 to € 170
  • Weekly price: From € 550 to € 1050

A beautiful sprawling vineyard just outside of Florence, features 8 self catering apartments suitable for families & friends on holiday in Tuscany. Explore the best Tuscany has to offer: spectacular vistas, wine tasting and warm hospitality.

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Villa Castiglione Country HouseOnline
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  • Rooms: 12
  • Location: Florence (City,Countryside)
  • Daily price: From € 72 to € 150

Set in an ancient Franciscan convent in the hills around Florence, this luxury hotel offers charming rooms and stunning views over Florence's historical center.

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Agriturismo Le PianoreOnline
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  • Apartments: 7
  • Sleeps: 18
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 520 to € 1150

Close to everything! The 7 self catering apartments holiday rentals at this agriturismo guarantee great views, activities for all ages & a traditional Tuscan culinary menu at the onsite restaurant.

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Villa I LeoniOnline
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  • Apartments: 7
  • Rooms: 5
  • Sleeps: 37
  • Location: Montespertoli ()
  • Daily price: From € 450
  • Weekly price: From € 1150 to € 4990

An authentic Tuscan villa rental near Florence, Pisa and Montespertoli with everything necessary for large groups on holiday. Organized for family parties, reunions & destination weddings with a beautiful garden, pool and WiFi.

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Bettoja Hotel Relais Certosa FirenzeOnline
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  • Rooms: 65
  • Location: Florence (City)
  • Daily price: From € 88 to € 100

Originally guest quarters of Certosa monastery, this modern hotel relais is a surrounded by 15-acres park-land, has a swimming pool, tennis fields and is just 10 minutes driving from Florence city center.

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Residence Casprini da OmeroOnline
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  • Rooms: 12
  • Location: Greve in Chianti (Countryside)
  • Daily price: From € 38 to € 120

This accommodation near Greve in Chianti is well connected to Florence by public transportation. It offers both rooms and apartments for families and groups, as well as an outdoor pool.

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Il PoggettoOnline
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  • Apartments: 4
  • Rooms: 4
  • Sleeps: 16
  • Location: Montespertoli (Countryside)
  • Daily price: From € 93
  • Weekly price: From € 448 to € 1295

Situated on a hill with 360° view over the Chianti countryside, the holiday house offers 3 comfortable apartments and an independent house for rent. Surrounded by a beautiful garden, the farmhouse also offers a large panoramic pool.

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Fattoria Poggio AriosoOnline
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  • Apartments: 3
  • Sleeps: 10
  • Location: Scandicci (Countryside)
  • Weekly price: From € 420 to € 590

An enchanting Farmhouse on florentine hills, immersed in the quiet of the Tuscan countryside, only 15 km from Florence. It offers elegant apartments restored according to a Tuscan style and an italian garden where guests can spend a relaxing time.

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I Parigi Corbinelli - Residenza d'EpocaOnline
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  • Rooms: 12
  • Location: Florence (City)
  • Daily price: From € 85 to € 184

Located near Florence Certosa, few miles from the city center it offers great views over the countryside. Set in a 14th century hamlet with a Medieval tower, it offers elegant and spacious rooms. It includes a large garden with pool.

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Fattoria Il MilioneOnline
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  • Apartments: 26
  • Rooms: 26
  • Sleeps: 78
  • Location: Florence (City,Countryside)
  • Daily price: From € 116 to € 220
  • Weekly price: From € 480 to € 1380

Il Milione is a charming farmhouse in Florence.Located within 3 km from Florence center, it offers large apartments fully equipped, as well as outdoor pool, tennis court and other facilities.

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Agriturismo La TinaiaOnline
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  • Apartments: 5
  • Sleeps: 14
  • Location: Scandicci (Countryside)
  • Daily price: From € 80 to € 140
  • Weekly price: From € 535 to € 1150

These 5 country style vacation apartments are set on a family-run vineyard & olive grove in the hills near Florence. Surrounded by the Tuscan landscape close to Florence, it is an ideal base for romantic getaways & family vacations.

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Villa La MediceaOnline
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  • Sleeps: 12
  • Location: Impruneta (Countryside)

Historical villa on the edge of Chianti is just 7 km from the center of Florence. The rental villa includes spacious accommodations, modern amenities as well as a beautiful pool with panoramic views over the countryside.

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Fattoria SettemerliOnline
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  • Rooms: 6
  • Location: Florence (City)
  • Daily price: From € 63 to € 80

Surrounded by beautiful countryside it is conveniently located outside Florence, a 10 minutes bus ride. The farmhouse is set in a 14th century building and has private stables. Rooms are cozy and have all comforts.

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Villa Torre Rossa ApartmentsOnline
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  • Rooms: 8
  • Location: Impruneta (City)
  • Daily price: From € 99 to € 380

Set in a 19th century house surrounded by the countryside in Impruneta it offers nice fully equipped apartments with free Wi-Fi and private garden. It has a large and shady garden with pool. Florence is 15 minutes driving distance.

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Broncigliano Luxury B&BOnline
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  • Rooms: 5
  • Sleeps: 12
  • Location: Scandicci (Countryside)
  • Daily price: From € 185 to € 310

On the hills of Scandicci, you get gorgeous views of the countryside while being minutes away from the center of Florence. Five bedrooms, outdoor hot tub and lots of corners to relax and enjoy your vacation in Tuscany.

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Sant' Andrea a CelloleOnline
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  • Apartments: 3
  • Sleeps: 10
  • Location: Montespertoli (Countryside)
  • Daily price: From € 90 to € 150
  • Weekly price: From € 720 to € 980

These three independent vacation apartments, located between Florence, Siena & San Gimignano promise a tranquil environment with breathtaking views. A spectacular garden, pool & exceptional hospitality by the owners.

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Villa I LamiOnline
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  • Apartments: 3
  • Sleeps: 13
  • Location: Scandicci (City,Countryside)
  • Daily price: From € 105 to € 250
  • Weekly price: From € 735 to € 1750

These 3 self catering holiday apartments are located on a sprawling country estate just a short distance from the busy city center of Florence: museums, shopping, restaurants & local markets.

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Macchiavelli’s house

Once exiled from Florence, Niccolò Macchiavelli - famous Italian writer and politician lived during the Renaissance - decided to stay in this country house, that belonged to his family. Recently restored, this country resort is open to the public together with the vineyards - where an excellent DOC Chianti wine is produced  - and the marvellous outdoor context, that still preserves a Renaissance atmosphere.

Villa Antinori

This gorgeous villa and its huge park - one of the most suggestive of all the valley - is a must to see if you drop by San Casciano Val di Pesa. Internally decorated with some works by Giovanni della Robbia just to mention one, it is one of the most important wine estate of Antinori family, a renowned and prestigious quality wine label.

The Archer Tomb

Another interesting attraction to visit is the Archer Tomb, recently discovered by chance: its a tomb dating back to Etruscan times partially preserved in the Sacred Art Museum of San Casciano.

How to get there

San Casciano is easily reachable from the A1 Florence - Rome motorway if you come from South, or from the highways Florence - Siena and  FI-PI-LI (the last one if you come from the coastline). Once you exit from those highways, the route for reaching the town is a marvellous and panoramic road plenty of green rolling hills and vineyards.

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