Beautiful Italian holiday rentals with swimming pool

Villa Elisabeth Star

Villa Elisabeth

Como Lake area, Bellagio Map

  • People 10
  • Beds 5
  • Showers 5

Villa Elisabeth is an elegant mansion located in Aureggio, a small and quiet area close to the well known hamlet of Bellagio, in the enchanting setting of Lake Como.It offers 5 bedrooms and 5 bathrooms and can host up to 10 people.

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Villa Oneiric Star

Villa Oneiric

Como Lake area, Bellagio Map

  • People 8
  • Beds 4
  • Showers 6

Villa Oneiric is a beautiful mansion located in Bellagio, one of the most internationally well known hamlets seated at the point of division of the two branches of Lake Como. It offers 4 bedrooms, 5 bathrooms and 1 half bath and can host up to 8 people.

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Villa LaPierre Star

Villa LaPierre

Malcesine, Garda Map

  • People 9
  • Beds 3
  • Showers 2

Lovely villa with swimming pool, located in Malcesine, along the eastern shore of Lake Garda. Surrounded by a well-kept garden, the villa offers a breathtaking view of the lake thanks to its large windows. It can accommodate up to 9 people, has 3 bedrooms and 2 bathrooms.

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Villa San Lorenzo Star

Villa San Lorenzo

Grezzano, Mugello Map

  • People 14
  • Beds 7
  • Showers 7

Charming farmhouse with swimming pool, sauna and Whirlpool bath, situated in the Mugello area. Surrounded by a private garden with outdoor dining table, the villa can accommodate up to 14 people, has 7 bedrooms and 7 bathrooms.

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Villa Bornato Star

Villa Bornato

Franciacorta area, Bornato Map

  • People 14
  • Beds 9
  • Showers 7

Eighteenth-century country house with dependance and swimming pool, located in the village of Bornato in the heart of the lush wine making area called Franciacorta (the region of Lombardy). It boasts a large garden with furnished porches (dining table and chairs, barbecue and table tennis). It can sleep up to 14 people (with the possibility of extending the number up to 23) and has 10 bedrooms and 7 bathrooms.

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Villa La Rotonda Star

Villa La Rotonda

Castelnuovo Berardenga, Siena Map

  • People 14
  • Beds 8
  • Showers 7

Wonderful villa with medieval tower and swimming pool, located near Siena, amidst the vineyards and hills of Chianti area, with breathtaking views over the city of the Palio. Surrounded by a large garden with loggia and outdoor dining area, the villa can accommodate up to 14 people, has 8 bedrooms and 7 bathrooms.

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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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