Tuscany Countryside Accommodation

Tuscany's countryside is what you see in the postcards: gentle hills with endless rows of vineyards and olive groves which are in Chianti but also spread out in other areas of the region or the low hills of the Val d'Orcia with rows of cypress trees and golden rolls of hay in the fields at the end of summer. How about the fields of sunflowers? You'll find those spread out between Florence all the way down to the Maremma. A stay in the countryside is exactly what you need when you're thinking of staying in Tuscany.

239 Properties found: All Accommodations in Tuscany Countryside

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Villa CafaggioloAdd to
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  • Apartments: 3
  • Sleeps: 22
  • Location: Pontassieve (Countryside)
  • Daily price: From € 100 to € 300
  • Weekly price: From € 700 to € 1800

A cozy Tuscan farmhouse just minutes outside of the city center of Florence, this Villa features 3 self catering holiday apartments on a family run estate with fabulous views & olive groves. Close to restaurants, shops, trains & cities of art.

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Agriturismo Ca' del BoscoAdd to
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  • Apartments: 5
  • Rooms: 4
  • Sleeps: 26
  • Location: Mulazzo (Countryside)
  • Weekly price: From € 450 to € 1050

Two large Tuscan styled rental apartments located in the northern most corner of Tuscany promises a green and comfortable vacation setting for families and large groups. Close to nature, historic sites and sandy beaches, the farmhouse is a perfect base.

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Villa I CipressiniAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Pienza (Countryside)
  • Weekly price: From € 4000 to € 10000

This enchantingly simple yet graceful vacation villa rental only minutes from the historic town of Pienza features an ideal holiday accommodation for up to 10 persons. Private pool, WiFi, air conditioning and fabulous views.

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Castello di CabbiavoliAdd to
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  • Apartments: 9
  • Sleeps: 45
  • Location: Castelfiorentino (Countryside)
  • Daily price: From € 110 to € 130
  • Weekly price: From € 490 to € 1050

Cabbiavoli, originally an ancient castle in Chianti, offers 9 apartments accommodating up to 6 guests each. The charming estate is located between Siena and Florence.

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Villa di UlignanoAdd to
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  • Rooms: 15
  • Sleeps: 30
  • Location: Volterra (Countryside)
  • Weekly price: From € 10000 to € 16000

This large elegant villa near Volterra in the hills between Siena and San Gimignano is rented exclusively for up to 37 guests. A swimming pool and large garden make the villa an ideal setting for family gatherings, a vacation withe friends or a wedding.

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La Rocca di CispianoAdd to
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  • Apartments: 7
  • Sleeps: 30
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 50 to € 230
  • Weekly price: From € 300 to € 1600

The La Rocca di Cispiano vacation rentals for families & couples, located only a short distance from Castellina in Chianti, boasts spectacular views of the family vineyard, beautiful gardens, panoramic pool and WiFi.

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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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Agriturismo il Melograno di BanditellaAdd to
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  • Apartments: 2
  • Rooms: 4
  • Sleeps: 16
  • Location: Grosseto (Countryside,Seaside)
  • Daily price: From € 90 to € 200

Located in the heart of the Maremma close to the beautiful sandy beaches of the Tuscan coast, Agriturismo il Melograno farmhouse offers B&B rooms, a vacation apartment with salt water pool & great views over the Maremma National Park.

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Villa di CabbiavoliAdd to
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  • Sleeps: 12
  • Location: Castelfiorentino (Countryside)

An ancient castle sitting on the gentle hills of Chianti, finely restored and turned into a beautiful luxury villa perfect for 12 people. It offers a private, gorgeous outdoor pool and exclusive services to make your stay unforgettable.

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Podere CasanovaAdd to
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  • Apartments: 5
  • Sleeps: 19
  • Location: Montespertoli (Countryside)

The family friendly wine producing estate Podere Casanova in Chianti provides fully furnished apartments for 2 to 9 guests. Explore Tuscany, enjoy the large garden & swimming pool and family activities. Book with the owner for best prices.

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La Fornace Di RaccianoAdd to
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  • Apartments: 3
  • Rooms: 7
  • Sleeps: 22
  • Location: San Gimignano (Countryside)
  • Daily price: From € 105 to € 130

Amidst the Tuscan countryside just 3km outside of San Gimignano, the B&B offers both comfortable rooms as well as apartments for your holiday rental. In the morning guests can enjoy a delicious breakfast, then relax by the beautiful pool.

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Apartment La RoccaiaAdd to
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  • Apartments: 1
  • Sleeps: 4
  • Location: San Gimignano (Countryside)

Independent apartment with swimming pool settled in the countryside near Siena, completely furnished according to the typical rural Tuscan style, with magnificent view on the city of San Gimignano.

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Candida's Chianti HouseAdd to
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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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MontefreddoAdd to
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  • Apartments: 3
  • Sleeps: 21
  • Location: San Casciano dei Bagni (Countryside)
  • Daily price: From € 180 to € 550

Luxury vacation villa rentals - a whole villa and 2 apartments - in southern Tuscany assure you of comfortable accommodations & beautiful day trips in Italy. The warm, friendly atmosphere, private pools and many amenities will create special memories.

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Agriturismo MarcianoAdd to
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  • Rooms: 6
  • Sleeps: 12
  • Location: Siena (Countryside)
  • Daily price: From € 115 to € 170

The farmhouse is within walking distance of Siena. The delicious food, wine, views, modern amenities, cooking lessons and comfortable rooms with exceptional panoramic views of the Siena skyline.

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Make your dreams come true in the Tuscan countryside

If you're coming to Tuscany and want to stay out of the city and enjoy the beautiful panoramas that Tuscany has to offer, you will have a tough choice since there are so many options!

The most common offering is staying at an apartment in a renovated Tuscan farmhouse or villa, where you'll find large gardens and often a swimming pool by which to relax and enjoy some Tuscan sun! An apartment offers the chance to cook some meals "at home" giving you a chance to settle in and relax in the evenings, eating out when you feel like it. These often require weekly stays, particularly in the summer.

A hotel or small B&B, also often in renovated countryside estates, offer instead the chance to have your breakfast ready before you set off to explore Tuscany. If you have less than a week in Tuscany, these offer the perfect option to enjoy Tuscany and its countryside for a few days!


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  • DiscoverTuscany.com
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  • Chianti.com
  • Tuscany Accommodation.com
  • Florence Accommodation.com