Beautiful Italian holiday rentals with swimming pool

Villa Cavalieri 14 Star

Villa Cavalieri 14

Chianti area, Greve in Chianti Map

  • People 14
  • Beds 7
  • Showers 7

Wonderful period property situated in a dominating position in the heart of the Chianti Classico region, halfway between Florence and Siena. It boasts a beautiful Italian garden and a private swimming pool with sunbeds. It can accommodate up to 14 people, has 7 bedrooms and 7 bathrooms.

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Villa Bionda Star

Villa Bionda

Castiglione della Pescaia, Grosseto Map

  • People 11
  • Beds 6
  • Showers 4

Amazing villa with a small wooden dependence, located a few km from the sea and the village of Castiglione della Pescaia, in the Maremma coast. Surrounded by a large private garden, it boasts a wellness area, a swimming pool and an outdoor gym. It can sleep up to 11 people, has 6 bedrooms and 4 bathrooms (including one outdoor).

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Villa Sunshine Star

Villa Sunshine

Como Lake area, Bellagio Map

  • People 7
  • Beds 3
  • Showers 4

Villa Sunshine in an elegant mansion located in Aureggio, a small district close to Bellagio, one of the most internationally famous hamlets of Lake Como. It boasts with 3 bedrooms, 4 bathrooms and can host up to 6+1 people.

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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 dell'Olmo Star

Villa dell'Olmo

Lari, Pisa Map

  • People 14
  • Beds 8
  • Showers 8

Stunning villa nestled in the countryside area near Pisa, a few steps away from the enchanting medieval hamlet of Lari and its famous castle. The villa has been recently renovated maintaining the original liberty style of the early '900. The property is spread over 2 floors and can accommodate up to 14 people.

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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