Beautiful Italian holiday rentals with swimming pool

Villa Iano 6 Star

Villa Iano 6

Iano, Montaione Map

  • People 6
  • Beds 3
  • Showers 4

Luxury villa with private swimming pool and fitness room, situated in a panoramic position near Montaione, a Medieval village in the province of Florence. Surrounded by a garden with a furnished porch, it can accommodate up to 6 people, has 3 bedrooms and 4 bathrooms.

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Villa la Colonna Star

Villa la Colonna

Colonna del Grillo, Siena Map

  • People 20
  • Beds 9
  • Showers 9

Amazing stone farmhouse with dependance and private swimming pool, perfectly located between Siena, Arezzo and Florence, near the Chianti Classico area. Surrounded by a garden with lounge and dining area, the property can host up to 20 people with 9 bedrooms and 9 bathrooms.

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Villa Agello Star

Villa Agello

Magione, Lake Trasimeno, Perugia Map

  • People 14
  • Beds 6
  • Showers 6

Rustic villa with private swimming pool, located just 4 km from Lake Trasimeno, in Umbria region, on the border with Tuscany. Surrounded by a garden with an outdoor dining area, it can accommodate up to 12+2 people, has 6 bedrooms and 6 bathrooms.

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Villa Cerreta Star

Villa Cerreta

Londa, Mugello Map

  • People 6
  • Beds 3
  • Showers 2

Luxurious villa with infinity pool, located near Londa, in the Mugello area. Surrounded by a garden with lawn and large equipped terrace, the villa can accommodate up to 6 people, has 3 bedrooms and 2 bathrooms.

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Villa Donati Star

Villa Donati

Rufina, Florence Map

  • People 12
  • Beds 6
  • Showers 6

Wonderful manor house with private garden, located in the Val di Sieve area, in the province of Florence. Historic residence of the noble Cerchi family, the property boasts a swimming pool and a billiard room. It can accommodate up to 12 people, has 6 bedrooms and 6 bathrooms.

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Villa della Torre 15 Star

Villa della Torre 15

Reggello, Florence Map

  • People 15
  • Beds 8
  • Showers 8

Splendid villa with cottage, nestled in a beautiful park and located in Figline Valdarno, a few km from Florence. It boasts a lovely swimming pool and can accommodate up to 15 people, has 8 bedrooms and 8 bathrooms.

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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
Open Monday to Friday 9:00 to 13:00; 14:30 to 18:30