Beautiful Italian holiday rentals with swimming pool

Villa Devereux 16 Star

Villa Devereux 16

Baveno Maggiore Lake area, Stresa Map

  • People 16
  • Beds 8
  • Showers 6

Enchanting mansion overlooking the delightful lake village of Baveno. The villa is at few kilometers from Stresa and its fairy islands on Lake Maggiore. Villa Devereux 16 has 8 bedrooms, 6 bathrooms and can sleep up to 16 people.

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Villa Scilla Star

Villa Scilla

Messina area, Taormina Map

  • People 16
  • Beds 8
  • Showers 12

Villa Scilla is a wonderful mansion situated in Itala, a small town close to Messina, less than 20 miles from the enchanting Taormina, one of the most internationally well known touristic centers. It offers 8 bedrooms, 12 bathrooms and can host up to 16 people.

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Villa Sette Passi Star

Villa Sette Passi

Roccamare, Castiglione della Pescaia, Grosseto Map

  • People 14
  • Beds 7
  • Showers 7

Enchanting villa nestled in the pinewood of Roccamare, 100mt from the golden sands of Maremma's beaches. It sleeps up to 14 people in 7 bedrooms and 7 bathrooms.

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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 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 9 bedrooms and 7 bathrooms.

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Villa Maiolica Star

Villa Maiolica

Marina di Caronia, Messina Map

  • People 6
  • Beds 3
  • Showers 3

Beautiful villa with swimming pool, located in Marina di Caronia, on the Tyrrhenian coast of Sicily. Surrounded by a lush garden with outdoor dining area, the villa is located a few steps from the pebble beach and blue waters. It can accommodate up to 6 people, has 3 bedrooms and 3 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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