Beautiful Italian holiday rentals with swimming pool

Casa Terrazza Vicchio Star

Casa Terrazza Vicchio

Dicomano, Mugello Map

  • People 8
  • Beds 4
  • Showers 5

Casa Terrazza Vicchio is a medieval house that dates back to the 13th century. Now a fully restored Tuscan countryside farmhouse for rent, immersed in the hills of the Mugello, with 4 bedrooms in a dominating position has splendid views over the valley.

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Villa Delle Capanne Star

Villa Delle Capanne

Loc. Capanne, Camaiore (Versilia) Map

  • People 6
  • Beds 4
  • Showers 3

Great villa located only 5 km from the sandy beaches of the Versilia. The villa which has been renovated in 2013 has 4 bedrooms, 3,5 bathrooms, swimming-pool, plenty of indoor and outdoor spaces and can accommodate up to 6 adults.

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Villa Como Star

Villa Como

Cernobbio, Como Map

  • People 25
  • Beds 9
  • Showers 13

Villa Como is one of the most beautiful villas on Lake Como and indeed in Italy and comfortably sleeps up to 25 people in 9 luxury suites. This fantastic property with wonderful gardens and breathtaking views is located 3 km north of Cernobbio.

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Villa Astro 27 Star

Villa Astro 27

Monticiano, Siena Map

  • People 27
  • Beds 14
  • Showers 14

Huge villa located 26 km from the city of Siena with 14 bedrooms (all with en suite bathroom) able to host up to 27 guests. The villa is equipped with swimming-pool, sauna, astronomical observatory and provides several activities to the guests.

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Castello di Renai Star

Castello di Renai

Castelfiorentino, Montaione Map

  • People 12
  • Beds 6
  • Showers 10

Castello di Renai is a wonderful historical castle in Tuscany for rent. This graceful country residence is near the ancient town of Castelfiorentino on the Francigen Route. This Tuscan castle for rent dates back to the early years of the 13th century.

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White Retreat 8 Star

White Retreat 8

Magliano in Toscana, Grosseto Map

  • People 8
  • Beds 4
  • Showers 4

Stunning villa located in a 12 acres estate with olive groves that offers the beauty of the Tuscany panoramic hills and a short distance to the sandy beaches of the Maremma. This version of the villa sleeps up to 8 guests in 4 bedrooms with 4 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