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

Charming villa B&B situated a stone's throw away from Florence and Siena, offering guests a warm welcome, relaxing atmosphere and attentive staff. Surrounded by breathtaking views, it has a panoramic pool, Spa and restaurant for guests only.

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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

Typical country holiday home in the hills of Chianti, 20 km from Florence. The villa offers 9 apartments in Tuscan rustic style and a beautiful swimming pool set in a large Mediterranean garden.

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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

The Viticcio holiday rental apartments are immersed in 30 hectares of award winning vineyards within walking distance of Greve in Chianti. Featuring cozy apartments, WiFI, AC & 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

Deluxe relais in the hills surrounding Florence, only 3 km from the city center. The ideal base for your Tuscan vacation: elegant rooms, panoramic pool, attentive staff and easy access to restaurants, shops & museums

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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

Spacious gardens, lush decor & stunning views.This luxury medieval Villa offers two perfect solutions for your holiday near Chianti & Florence. Choose one of the 4 charming B&B rooms or the entire villa for a deluxe holiday rental.

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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

This residence in Chianti offers 2 vacation rental apartments strategically located about 12km from Florence. The apartments are surrounded by Chianti vineyards and pine woods, with its own spacious garden and can be rented together for a family.

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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

These two self-catering apartments at Agriturismo La Canigiana, are perfect for couples, small families or can be combined for groups of up to 6 persons. With a private pool, fabulous views this will be your favorite holiday accommodation.

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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

Spacious and luminous vacation rental only a short distance from Florence promises beautiful views, comfortable rooms, garden & BBQ space as well as a delightful experience. Montrogoli is close to everything you want to see in Tuscany.

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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

Only a short distance from the bustle of the city Florence, this B&B is nestled in middle of a relaxing green garden overlooking the Chianti countryside. A warm welcome awaits you with clean fresh air, a restful decor and home cooked meals.

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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

The elegant apartment is located in the Tuscan countryside in Chianti a few minutes from Florence. It was renovated respecting the old traditional Tuscan style mixed with modern design and amenities to make your stay comfortable.

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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

Located in the hills just 9 km from Florence, the apartment offers the chance to relax in complete autonomy. Enjoy the beautiful pool & gazebo with panoramic views, where you can experience Tuscan life in Tuscan countryside.

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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 prestigious 16th century Villa features 5 spacious bedrooms for families & groups of up to 10 persons near Florence, San Gimignano, and Montespertoli. Large gardens, private pool, modern amenities & wine tastings.

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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

Nestled in a small town just outside the busy borders of Florence, this one bedroom vacation rental is a tranquil and restful oasis for couples or a small family. Close to shops, markets & restaurants, the holiday rental is the ideal base near Florence

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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

Chianti hotel in San Casciano Val di Pesa. Set in 13th century villa offers elegant rooms with modern comforts. It has a large park with pool, parking and a good restaurant. Florence is 30 minutes driving.

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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

The rolling hills, vineyards & small towns surrounding Florence make the perfect backdrop for the luxury accommodations of Villa I Barronci B&B, Spa & Restaurant. Tranquility, relax & beauty are coupled with a classical Tuscan style & quality service

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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

Located amidst the green hills of Chianti, the farmhouse has six elegant rooms equipped with all modern amenities for an enjoyable and relaxing holiday under the Tuscan sun with a beautiful background scenery.

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

Situated at a stone's throw from Florence and the Chianti area, this vacation home offers rustic, independent apartments and villas, the perfect holiday accommodation for exploring the renowned wine area and tasting the typical local products.

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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 farm is located in the Chianti region near San Casciano Val di Pesa and offers 11 independent holiday apartments. Among services it offers a nice outdoor pool, free parking and 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

Located just a few miles outside of Florence, the estate is ideal for a relaxing holiday in the Tuscan countryside while being close to Florence. Offering independent apartments, the estate offers a restaurant, fitness facilities, swimming pool and more.

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

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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

The villa is located few km from Florence, in an hour from Siena. It has 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

Nice farmhouse few miles from Florence center, located on the hills of Impruneta. Surrounded by olive trees and vineyards it offers fully equipped apartments.

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

Located on top of a hill in Impruneta, 15 minutes driving from Florence center. Set in a country house dating back to 13th century, it has a nice garden with a pleasant pool. Rooms are comfortable and equipped with modern amenities.

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

This ancient castle offer large apartments, equipped with modern comforts and a panoramic outdoor swimming pool. Free parking and wifi connection.

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

Located just 12 km from the center of Florence, this bed and breakfast is a little oasis of peace and tranquility surrounded by the beautiful hills of Chianti. The B&B offers its guests comfortable rooms in a classic Tuscan style and a beautiful pool.

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

Located just half an hour driving from Florence, the farmhouse has large holiday apartments, an outdoor pool,tennis court and bowling lane. Free wifi connection and parking.

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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

Comprised of two enchanting self catering apartments, this farmhouse is everyone’s dream vacation rental. Charming decor, full accessories and a dream panoramic vista from the pool overlooking the beauty of Tuscany.

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

The villa's two apartments for 5 or 6 guests each can be rented exclusively or separately, with spacious gardens, swimming pool and fully equipped kitchens to make your stay relaxing and comfortable. A great base to explore the best of Tuscany!

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

Surrounded by nature, this campsite is located 10 minutes drive from Impruneta and the Southern side of Florence. It offers good-value lodgings, restaurant, pool, free parking and wi-fi connection.

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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

Just a short distance from the city center of Florence, relax on a sprawling estate with vineyards, olive groves and an on site restaurant. 8 self catering vacation apartments share a pool, large garden & many amenities: WiFi & breakfast in a basket.

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

Luxury hotel located in the hills near Florence, just 5km (3 mi) from the city center. Ideal for business travelers as well as for holidays, the hotel offers stylish rooms, swimming pool and a business 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

The 7 self catering holiday apartments at this Agriturismo are furnished in a classical Tuscan style with access to great views, a large swimming pool, games & activities and an authentic 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

Close to Florence, museums, art and fine restaurants the Villa is an enchanting setting for a family holiday, destination wedding or business meeting. A large garden, a freshing pool and lots of common areas for up to 37 persons.

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

Immersed in a large park with pool and tennis fields, this luxury hotel offers elegant rooms and modern comforts. Is is located close to Certosa of Galluzzo within 10 km from Florence historical 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 villa hotel near Greve in Chianti offers both rooms and apartments perfect for groups and families wanting to stay in the Chianti countryside. Guests can dine in the family-managed restaurant, enjoy an outdoor pool and day trips to Florence by bus.

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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

Ancient renovated farmhouse in the hills of Chianti near Florence. It offers 4 fully equipped apartments and a swimming pool surrounded by a colorful garden, ideal for enjoying relaxing moments in the Tuscan countryside.

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

This charming agriturismo offers its guest 3 beautiful apartments recently restored, a lovely garden and wonderful landscapes. Immersed in the countryside near Florence, represents a perfect place in which to spend a relaxing holiday.

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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

Fascinating historical residence near Florence Certosa, just few miles from the city center. It is set in a 14th century building with a Medieval tower offering great views. Surrounded by a large garden it has an outdoor pool. Rooms are elegant.

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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

This conformable residence in Florence is located few kilometers from the center. Surrounded by a olive groves, the farmhouse offers fully equipped farm apartments, pool and tennis court, as well as other facilities for its guests.

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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

The best of Florence & Tuscany at this agriturismo: 5 self-catering vacation apartments in a country-style decor with free WIFi & pool with panoramic views over the vineyards are perfect base for exploring Florence, just 15km away.

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

Elegant Renaissance villa in the hills of Chianti, surrounded by a beautiful landscaped park. The villa is tastefully furnished with an outdoor pool & stunning views over the Chianti countryside while being just 7 km from Florence.

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

Located near the Certosa in Florence, it is surrounded by the beautiful countryside. The city center can be reached by bus in 10 minutes. It is an old farmhouse with horses. Rooms are cozy and comfortable.

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

Located on Florentine hills near Impruneta it offers fully equipped apartments with free Wi-Fi. The country house is surrounded by a large garden with pool and olive trees. The city of Florence can be reached in 15 minutes by car.

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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

This villa offers great views and services, including wide garden and outdoor hot tub. Enjoy both the Tuscan countryside while being minutes away from Florence. Great base with parking, perfect for exploring 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

Nestled in the panoramic triangle of Florence, Siena & San Gimignano, these holiday apartments offer a relaxing & scenic base for your vacation in Tuscany. Shopping, restaurants & vineyards are only moments away.

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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

Enchanting family estate features 3 self catering apartments surrounded by olive groves & vineyards only a few km from Florence. Take advantage of the excellent hospitality, classical Tuscan decor & access to delicious restaurants nearby the Villa.

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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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