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.

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

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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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Villa Medicea di LillianoAdd to
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  • Apartments: 5
  • Rooms: 5
  • Sleeps: 32
  • Location: Bagno a Ripoli (Countryside)
  • Daily price: From € 175 to € 575

The elegant and luxurious apartments at this wine estate offer comfort in style, as well as stunning panoramic views of Florence and the countryside. Pool for relaxing, wine tastings and great base for exploring Chianti & Tuscany.

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Villa ArnilùAdd to
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  • Rooms: 7
  • Sleeps: 14
  • Location: San Gimignano (Countryside)
  • Weekly price: From € 5800 to € 6490

This romantic Villa promise tranquility & spectacular views of San Gimignano & the Tuscan landscape. The villa can accommodate up to 14 guests and offers all best modern facilities; it has also a beautiful panoramic pool.

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Tenuta San VitoAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Montelupo Fiorentino (Countryside)
  • Daily price: From € 95 to € 800
  • Weekly price: From € 410 to € 4900

This family run organic farmhouse Tenuta San Vito offers quality wine & olive oil, typical Tuscan scenery, country decor holiday apartments & vacation villa. Enjoy the private pool, restaurant & position near Florence for your vacation or wedding.

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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Tavarnelle Val di Pesa (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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Casa Podere MontiAdd to
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  • Apartments: 6
  • Sleeps: 26
  • Location: Casole d'Elsa (Countryside)
  • Daily price: From € 60 to € 215

A beautiful family run estate with self catering apartments & independent vacation villas. Located in the heart of the Siena landscape, it promises panoramic views & tranquility while within walking distance of shops & restaurants.

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MontecastelloAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Licciana Nardi (Countryside)

This beautifully decorated villa promises a quiet and tranquil setting for your Tuscan holidays near the enchanting villages of Cinque Terre. A four bedroom private holiday villa with pool and stunning views of the Apuane mountains.

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La CanigianaAdd to
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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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La Villa con gli ArchiAdd to
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  • Rooms: 5
  • Sleeps: 12
  • Location: Scarlino (Countryside,Seaside)
  • Weekly price: From € 2600 to € 7590

This lovely Villa rental is located in Maremma, at a short distance from sandy beaches, shops & restaurants. The accommodations include spacious living quarters, private pool & garden, wifi, & AC for up to 12 persons.

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Borgo della MelianaAdd to
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  • Apartments: 22
  • Sleeps: 100
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 86
  • Weekly price: From € 590

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

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Agriturismo Le SelvoleAdd to
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  • Apartments: 4
  • Rooms: 12
  • Sleeps: 20
  • Location: Pomarance (Countryside)
  • Daily price: From € 80 to € 130
  • Weekly price: From € 525 to € 910

The farmhouse offers 4 family-sized rental apartments between San Gimignano & Tuscany's beaches. Surrounded by a beautiful green landscape of silence & fruit trees, the property offers a private pool, shared common areas & comfort.

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Fattoria PogniAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Certaldo (Countryside)
  • Daily price: From € 106 to € 533
  • Weekly price: From € 650 to € 3200

The eco-sustainable vacation accommodations of this Wine Resort combine the beauty of the Tuscan landscape near Certaldo with delicious wine, modern luxuries, comfortable holiday apartments & a vacation villa rental for up to 10 persons.

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Agriturismo Il MolinelloAdd to
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  • Apartments: 7
  • Sleeps: 33
  • Location: Asciano (Countryside)
  • Daily price: From € 90 to € 160
  • Weekly price: From € 490 to € 3000

This family run farmhouse near Asciano invites you to explore Tuscan and the territory of Siena, its history, its beauty and its natural goodness at their farmhouse with comfortable accommodations and many activities for your holidays in Tuscany.

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Il Borgo di Villa CellaiaAdd to
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  • Apartments: 8
  • Sleeps: 22
  • Location: Dicomano (Countryside)
  • Daily price: From € 80 to € 200

Borgo di Villa Cellaia stands over Dicomano, offering views in a natural country Tuscan setting. The newly renovated modern apartments in their rustic setting also offer guests a pool, jacuzzi, sauna, Wi-Fi and breakfast upon request.

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Villa Le TortoreAdd to
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  • Rooms: 3
  • Sleeps: 5
  • Location: Siena (City,Countryside)
  • Weekly price: From € 1500 to € 3000

Perfect base for exploring Siena and the Tuscan countryside, the villa for 5 guests offers exclusive pool, tennis court, spacious gardens and olive tree orchard just outside Porta Romana and a 15 min walk to Piazza del Campo, heart of Siena.

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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!


Our Network

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