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.

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

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Villa PodernovoAdd to
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  • Apartments: 5
  • Rooms: 9
  • Sleeps: 18
  • Location: Monticiano (Countryside)
  • Weekly price: From € 8200 to € 8550

This villa right outside the small town of Monticiano near the Abbey of San Galgano is ideal for weddings & special events. The villa with pool can host up to 18 guests and is just 25 minutes from Siena.

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Agriturismo San FabianoAdd to
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  • Rooms: 9
  • Sleeps: 18
  • Location: Monteroni d'Arbia (Countryside)
  • Weekly price: From € 5000 to € 6300

Cozy & comfortable, the large vacation villa at San Fabiano can host up to 18 guests and features the best of Tuscany all in one place! The villa is just 20 minutes south of Siena and staffed.

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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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Agriturismo ColognoleAdd to
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  • Apartments: 6
  • Rooms: 4
  • Sleeps: 53
  • Location: Pontassieve (Countryside)
  • Daily price: From € 48 to € 680
  • Weekly price: From € 290 to € 3400

Marvellous setting for this rural countryhouse in the heart of Chianti, with easy access to Florence. Clean, tiny and lovely accommodation in rooms, apartments or independent villas.

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Villa VignacceAdd to
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  • Apartments: 3
  • Sleeps: 10
  • Location: Sinalunga (Countryside)
  • Daily price: From € 60 to € 200

Set in the countryside of Siena, between the Crete Senesi and the Val d'Orcia, the villa offers 3 cozy and romantic self-catering apartments and a beautiful outdoor pool. It's a great base to explore central and southern Tuscany and Umbria.

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Villa Rossi MatteiAdd to
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  • Apartments: 7
  • Rooms: 13
  • Sleeps: 32
  • Location: Arezzo (City,Countryside)
  • Weekly price: From € 590

Perfectly organized to accommodate families, large groups & events, this vacation rental Villa is ideally located between the major cities of art in Tuscany. Versatile & comfortable: Seven fully equipped apartments, private pool & common room.

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Villa LysisAdd to
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  • Sleeps: 5
  • Location: Florence (Countryside)
  • Daily price: From € 130 to € 150
  • Weekly price: From € 700 to € 1000

Cosy vacation villa rental on the outskirts of Florence boasts excellent position for holiday travels and lush Tuscan decors with family antiques and a country style motif. The best place to be, close to public transport.

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Villa StolliAdd to
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  • Rooms: 4
  • Sleeps: 10
  • Location: Figline Valdarno (Countryside)
  • Weekly price: From € 1400 to € 3200

Spacious & luminous Villa for 10 persons with a private panoramic pool and luxury decor, is in a prime position between Florence & Chianti. Easy access to Siena, Pisa and relaxing spa services.

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Casa Vacanze i CipressiAdd to
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  • Apartments: 2
  • Sleeps: 9
  • Location: Lucca (Countryside)
  • Daily price: From € 100 to € 280
  • Weekly price: From € 500 to € 2090

Comprised of two independent vacation apartments, I Cipressi can be rented individually or together for a group of up to 9 persons. Close to Lucca, beaches, royal villas, shops & restaurants, this is a great family friendly location.

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I CipressiniAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Pienza (Countryside)
  • Weekly price: From € 4000 to € 7000

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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Villa Il LotoAdd to
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  • Rooms: 6
  • Sleeps: 12
  • Location: Cortona (Countryside)
  • Daily price: From € 390
  • Weekly price: From € 2500

The vacation villa near Cortona is perfect for up to 12 guests who will enjoy the private property during their stay in southern Tuscany. With pool and panoramic views, you can enjoy relaxing at the villa or day trips to nearby Valdorcia, a UNESCO site.

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Il CorbezzoloAdd to
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  • Sleeps: 4
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 750 to € 980

A one bedroom private villa rental for vacation near San Gimignano and Chianti, promises tranquility, comfort & romantic Tuscan landscapes for your holiday. Perfect base also for a honeymoon.

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Villa La Roveta ApartmentAdd to
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  • Apartments: 1
  • Sleeps: 6
  • Location: Scandicci (Countryside)

Positioned in the Tuscan countryside, only 8 km from Florence, Italy, this vacation rental apartment is the ideal setting for up to 6 persons looking for a luxurious setting that speaks of Tuscany & its tradition.

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La CertaldinaAdd to
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  • Apartments: 8
  • Sleeps: 36
  • Location: Certaldo (Countryside)
  • Daily price: From € 55 to € 135

The family & pet-friendly vacation apartments La Certaldina provide the perfect relaxing atmosphere for a holiday in Tuscany. Enjoy the views, the pool, the food & wine while staying close to Certaldo, Florence & Chianti.

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Villa La FonteAdd to
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  • Apartments: 2
  • Rooms: 7
  • Sleeps: 14
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 2900 to € 6700

The vacation home and adjoining depandance Villa La Fonte near Gambassi Terme promises tranquility and the beauty of Tuscany. The 7 bedroom accommodation features a lovely pool, green garden & stunning outdoor terrace for meals & relaxation

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