Beautiful Italian holiday rentals with swimming pool

Villa del Marchese Star

Villa del Marchese

Malmantile, Florence Map

  • People 18
  • Beds 8
  • Showers 6

Magnificent historic villa with private swimming pool, located in the countryside of Malmantile, in the Florentine Chianti area, and just 18 km from Florence. Surrounded by a large private park with barbecue, lounge area and gazebo, it can accommodate up to 18 people, and has 8 bedrooms and 6 bathrooms.

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Casale Toscano Star

Casale Toscano

Lajatico, Volterra Map

  • People 7
  • Beds 4
  • Showers 2

Beautiful Tuscan farmhouse with private swimming pool, located in the countryside of Lajatico, near Volterra. Surrounded by a garden with a panoramic terrace and gazebo, it can accommodate up to 7 people, has 4 bedrooms and 2 bathrooms.

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Villa Vallina Star

Villa Vallina

Versilia area, Camaiore (Versilia) Map

  • People 9
  • Beds 5
  • Showers 2

Elegant family villa with swimming pool, sauna and outdoor Jacuzzi, located in Camaiore, a few km from the sea and the Versilia coast. Surrounded by a large private garden with outdoor dining area and barbecue, it can accommodate up to 9 people, has 5 bedrooms and 2 bathrooms.

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Villa La Panoramica Star

Villa La Panoramica

Massarosa, Camaiore (Versilia) Map

  • People 8
  • Beds 4
  • Showers 3

Gorgeous villa with private garden and swimming pool, located in the municipality of Massarosa, a few km from Viareggio and the Versilia coast. It boasts a panoramic terrace with beautiful views of the surrounding countryside. It can accommodate up to 8 people, has 4 bedrooms and 3 bathrooms.

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Villa Devereux 12 Star

Villa Devereux 12

Baveno Maggiore Lake area, Stresa Map

  • People 12
  • Beds 6
  • Showers 4

Beautiful mansion with historic park and panoramic views on Lake Maggiore, few kilometers away from Stresa. Villa Deveraux 12 has 6 bedrooms, 4 bathrooms and sleeps up to 12 people.

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Villa Raisi Star

Villa Raisi

Palermo area, Palermo Map

  • People 10
  • Beds 5
  • Showers 3

Villa Raisi is an enchanting mansion located on the hill that dominate the Gulf of Punta Raisi close to Palermo, the beautiful Baroque city. It offers 5 bedrooms and 3 bathrooms and can host up to 10 people.

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Most popular properties


If your idea of a holiday is relaxing by the poolside, sunbathing, tanning, completely letting go to the stesses of daily life, all of which surrounded by a wonderful landscape, then Windows on Italy has the perfect solution for you. Our team has carefully selected a wonderful portfolio of the best handpicked villas and apartment holiday rentals with swimming pool throughout Italy to ensure you the most wonderful stay. Our properties range from beautifully restored cottages and farmhouses, rustic or modern countryside apatments to top deluxe villas all with magnificent private pools and terraced gardens providing utmost privacy for a truly relaxing holiday and total customer satisfaction.

What could be better than spending a day in a quiet oasis , surrounded by natural beauty, sipping a glass of wine by the pool, in a home equipped with every comfort. Choosing a property with Windows on Italy means being able to select spectacular pools, immersed in the most exclusive Italian locations : among the gentle Tuscan hills, on the shores of lakes, overlooking the bay of Amalfi, watching the sunset in Sardinia, or Sicily and much more. Contact our expert team to guide you in choosing the most suitable property to you!

What are you waiting for? Book your apartment or villa with swimming pool! Call us on +39 055 268510, write us an email or visit our offices in Florence.

Via dei Serragli 6 / R – Oltrarno area - San Frediano
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