Luxury Villa Rentals in Tuscany

Villa Le Cantine di Cerreto Star

Villa Le Cantine di Cerreto

Pianella - Castelnuovo Berardenga, Siena Map

  • People 14
  • Beds 7
  • Showers 7

Villa Le Cantine di Cerreto is one of our best villas in Italy for rent. Immersed in the heart of the countryside with beautiful swimming pool, this villa for rent in Italy can comfortably sleep up to 14 people and is ideal for your vacation rental in Italy.

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Villa La Contessa Star

Villa La Contessa

Buonconvento, Siena Map

  • People 18
  • Beds 9
  • Showers 10

Villa La Contessa is a stunning villa near Siena, in the heart of the Val d'Orcia countryside in Chianti. Renovated in 2013, it has 9 bedrooms, 10 bathrooms, sauna, jacuzzi and outdoor pool.

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Casale il Colle Star

Casale il Colle

San Miniato, Pisa Map

  • People 8
  • Beds 4
  • Showers 6

Casale il Colle is a magnificent villa, completely restructured and private, just few kilometres away from San Miniato Pisano. It has 4 bedrooms, 6 bathrooms and a splendid 7x13 swimming pool. The panorama from the villa is astonishing.

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Villa Talamone 12 Star

Villa Talamone 12

Talamone, Grosseto Map

  • People 12
  • Beds 6
  • Showers 6

Villa Talamone is a spectacular 6 bedroom villa overlooking the sea near Grosseto. Originally built to protect the coast against invasions, this villa after undergoing a complete restoration, has become the ideal rental for a unique vacation in Tuscany.

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Villa Emma Star

Villa Emma

Chianni, Volterra Map

  • People 14
  • Beds 7
  • Showers 7

Villa Emma is a wondeful country house with private garden and swimming pool, located nearby Volterra, just a few minutes from the Theatre of the Silence. Fully restored with original 19th century materials, the property is spread over 2 floors and can accommodate up to 14 people

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Beach Front Bibbona Star

Beach Front Bibbona

Marina di Bibbona Centro, Marina di Bibbona Map

  • People 14
  • Beds 6
  • Showers 8

Beach Front Bibbona is a beautiful, fully restored 7 bedroom Tuscan seaside villa located only 200 meters away from the beach in the town of Bibbona. High garden walls and surveillance cameras maintain the privacy of the large park surrounding the property.

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Villa Il Gelsomino 14 Star

Villa Il Gelsomino 14

Figline Valdarno, Arezzo Map

  • People 14
  • Beds 7
  • Showers 7

Beautiful villa for rent located near the town of Figline Valdarno and is part of the Figline Estate. This fully serviced villa has a private pool and panoramic views making it the ideal villa in Italy for a truly perfect family vacation. The villa can also be rented in it's small version that sleeps 10 guests for a reduced price.

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Villa Barberino 12 Star

Villa Barberino 12

Barberino Val d'Elsa, Tavarnelle Val di Pesa Map

  • People 12
  • Beds 6
  • Showers 7

Splendid villa located in the heart of Chianti only 200 meters from the town of Barberino Val'Elsa. The villa has 6 bedrooms and 7 bathrooms and accommodate up to 12 guests. This property has an amazing swimming-pool with view. This villa is the small version of Villa Barberino 20, which sleeps 20. The villa can also be rented for 14, 16 or 18 people with a different price for each version.

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Villa Borghese Star

Villa Borghese

Roccamare, Castiglione della Pescaia, Grosseto Map

  • People 10
  • Beds 9
  • Showers 9

Villa Borghese is a splendid independent villa located in the wonderful and private pine forest of Roccamare, just 200 meters from the sea and only a few kilometers from Castiglione della Pescaia. Surrounded by a beautiful garden with lawn and private swimming pool, it can accommodate up to 10 people and has 9 bedrooms and 9 bathrooms.

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Villa del Vigneto Star

Villa del Vigneto

San Giustino Valdarno, Arezzo Map

  • People 6
  • Beds 3
  • Showers 3

Villa del Vigneto is a splendid villa really close to Il Borro estate, owned by Ferragamo family. It has 3 bedrooms and 3 bathrooms. The property has an infinity pool and it is completely surrounded by vineyards.

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Castello di Panzano 10 Star

Castello di Panzano 10

Panzano in Chianti, Greve in Chianti Map

  • People 10
  • Beds 5
  • Showers 4

Wonderful historical castle located in Panzano in Chianti, in the heart of the Chianti region, with amazing views of the surrounding countryside. It can sleep up to 10 people, has 5 bedrooms and 4 bathrooms. Set in a large enclosed park, the property boasts many comforts: heated swimming pool, tennis court, billiard room and fitness room.

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Villa Rossellina Star

Villa Rossellina

Settignano, Fiesole Map

  • People 18
  • Beds 9
  • Showers 7

This is one of the most famous villa in the Florence area, with amazing views over the city. Villa Rossellina is a fully staffed, elegant and historic property with 9 bedrooms and 7 bathrooms, private swimming-pool and all the modern amenities you will need.

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Villa Il Borro Star

Villa Il Borro

San Giustino, Arezzo Map

  • People 20
  • Beds 10
  • Showers 6

Villa Il Borro is a wonderful luxury Tuscany villa immersed in the countryside, near the small village of San Giustino Valdarno. This magnificent villa, owned by the Ferragamo family and not far from Florence, sleeps up to 20 people.

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Rent a luxury villa or castle in Tuscany

Windows on Italy has personally handpicked a wonderful collection of luxury villas and exclusive castles for rent, all of which have been fully renovated and boast beautiful swimming pools and some even tennis courts. Whether you prefer staying near the beach or in the countryside, a cottage-style Tuscan villa, a modern house or luxury castle, we have the right solution for you. Let our team guide you in finding the perfect villa for your dream holiday in Tuscany.

You will find our luxury villas and castles are set in the most desirable locations, either right by the seaside or in more secluded locations in the countryside for greater privacy. Enjoy Tuscany's astonishing natural beauty from your luxury villas’ sun kissed terraces and well maintained gardens and relax in total peace and tranquillity with a glass of red wine.

Staying in a villa with pool for your short stay in Tuscany means treating yourself to the luxury of an authentic experience. Windows on Italy offers its guests the best of everything, combining comfort, privacy, and quality with a distinctive blend and for a truly unforgettable stay. Wait no more. Choose from our 250 + villas.

Booking with us means:
- Villas that are fully furnished to the highest standards with the latest amenities,
- An efficient and multilingual customer service team just a phone call away,
- Locations in the most stunning corners of Tuscany: immersed amongst the rolling hills, next to the crystal blue sea or close to sandy white beaches,
- The possibility to book tours and other activities to make your holiday even more memorable like: exploring the Chianti, wine tasting, hiring a private chef and horse riding etc ...

We look forward to welcoming you in one of our beautiful villas in Tuscany! Book now for a fabulous holiday. Call us at +39 055 268510, send us a request or if you're in the area come and visit us at our office in Florence:

Via dei Serragli 6 / R - Zone Oltrarno - San Frediano
Open Monday-Friday: 9:00 to 13:00; 14:30 to 18:30

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