Tuscany Villas by Owner

Tuscany is an incredible land with beautiful landscapes, where striking historical villas dominate the vineyards, olive groves and sunflowers fields. An integral part of the Tuscan story is the Medici family, who have left behind an immense patrimony of elegant summer villas, hunting lodges and country estates, many of which have been restored for guided tours, concerts and events. Impressive, though not as large, are the prestigious homes that many noble families have passed down through generations, carefully renovated to become exclusive vacation accommodations. A select number of the larger villas have been restored into elegant bed and breakfasts, charming apartments, deluxe hotels or luxury resorts that offer the perfect setting for an incredible vacation in Tuscany. Whereas, several of the smaller villas have been transformed into weekly holiday rentals, intended to accommodate a family reunion, a destination wedding, or a special Tuscan vacation.

107 Properties found: List of the Best Villas in Tuscany, Italy

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Villa PiaggiaAdd to
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  • Rooms: 9
  • Sleeps: 17
  • Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 17 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

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Villa DianellaAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Vinci (Countryside)

Small elegant bed and breakfast near Vinci in a beautiful Medicean villa. The gardens are the perfect setting for weddings and special meetings, with views over the surrounding vineyards and olive groves.

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Il CelleseAdd to
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  • Apartments: 7
  • Sleeps: 25
  • Location: Castellina in Chianti (Countryside)
  • Weekly price: From € 400 to € 2100

Located in Castellina in Chianti, in the heart of Chianti area, this typical Tuscan farmhouse offers 7 independent apartments and a gorgeous villa, a large salt water pool with view on the surrounding hills and restaurant.

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La TopaiaAdd to
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  • Rooms: 8
  • Sleeps: 17
  • Location: Borgo San Lorenzo (Countryside)
  • Daily price: From € 80 to € 110
  • Weekly price: From € 480 to € 660

The Farmhouse in Mugello offers 8 rooms with b&b service and an outdoor pool open in Summer. The agriturismo is also a working farm, producing wines and other local products that guests may taste during their holiday.

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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 Florence and Siena is offered as an exclusive rental and can host from 30 to 40 people. A swimming pool and large garden make the villa an ideal setting for weddings and special events.

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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 B&B is situated in a stunning location, surrounded by the marvellous nature of Chianti. It offers cozy, spacious and romantic rooms provided with all modern comforts, a Tuscan restaurant with organic products, 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 € 485 to € 1005

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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Villa VianciAdd to
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  • Rooms: 6
  • Sleeps: 12
  • Location: Poggibonsi (Countryside)

Villa Vianci is a family run luxury rental between the hills of Chianti and the historic city of Siena. There is a beautiful green garden with pool, lots of family space throughout the villa for up to 12 PAX on holiday in Tuscany

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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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Villa CorsanelloAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Monteroni d'Arbia (Countryside)
  • Weekly price: From € 2100 to € 3600

Charming villa with private pool, garden and BBQ area in the enchanting landscape of the Crete Senesi near Siena. It offers 4 bedrooms and 3 bathrooms located on two floors overlooking the marvelous Tuscan countryside. A B&B only in mid & low season.

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Torre a ConaAdd to
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  • Apartments: 9
  • Rooms: 4
  • Sleeps: 42
  • Location: Rignano sull'Arno (Countryside)
  • Daily price: From € 120 to € 530
  • Weekly price: From € 600 to € 4700

Charming farmhouse with pool situated in the Chianti area near Florence. It offers rooms and independent apartments, all recently restored and finely decorated and a huge, wide park surrounded by hectars of olive trees and vineyards.

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CamporsevoliAdd to
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  • Apartments: 6
  • Sleeps: 27
  • Location: Cetona (Countryside)
  • Weekly price: From € 500 to € 3000

A privately owned medieval village surrounded by woods in southern Tuscany has been restructured to offer both apartments and villas for families and small groups of friends searching for a unique vacation in Tuscany's countryside.

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Tenuta MorianoAdd to
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  • Apartments: 20
  • Rooms: 20
  • Sleeps: 58
  • Location: Montespertoli (Countryside)
  • Daily price: From € 80
  • Weekly price: From € 480 to € 1435

Immersed in the green hills of Chianti, in a typical Tuscan landscape, this beautiful farmhouse offers spacious apartments equipped with all amenities. Guests can enjoy a beautiful pool, tennis court and guided tasting of the farm's excellent wines.

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Borgo ArgeninaAdd to
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  • Sleeps: 22
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 160 to € 420

A romantic & enchanting way to discover the mysteries of Tuscany at Borgo Argenina, where the B&B and private villas combine the savour perfumes from the kitchen, and the warm hospitality of your hostess for a memorable holiday adventure.

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Podere Villa BassaAdd to
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  • Apartments: 2
  • Sleeps: 18
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 1190 to € 2270

The two extra large vacation rental apartments at Podere Villabassa near Montespertoli, feature fantastic gardens, terraces, pool & hot tub. The holiday accommodations can be combined into one large villa with communicating doors for groups of 18 PAX

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Like the nobility

All the Tuscan villas that dot the landscape across Tuscany have ancient origins: many were built during the Middle Ages as fortified summer residences for noble families of the time. Particularly around and near Florence, you’ll be surprised by the large number of beautiful, imposing Medicean villas built during the Italian Renaissance by the powerful Medici family precisely to get away from the city.

Tuscan villas today offer charming accommodations, mixing a taste of the luxury of the past with the comforts of today's modern lifestyle. They are the ideal for spending some time enjoying a very relaxing holiday or hosting a very special event such as a wedding ceremony or banquet, an anniversary or a company meeting. There is a perfect villa in Tuscany for you!


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