Vacation Rentals with a Play Area in Italy

Curated seaside homes and cottages in Italy

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Home spotlights in Italy

Tuscan Country

Tuscan Country

  • 14 guests

  • 7 bedrooms

San Casciano dei Bagni, Tuscany

This charming villa stands amid the rolling hills of Tuscany’s countryside, just a five-minute drive from the centre of San Casciano dei Bagni. When you’re not lounging beside the private pool or soaking up the sun in the lovely garden, you might visit the thermal baths of Borgo of San Casciano dei Bagni – this is an ideal base for a relaxing escape to rural Italy.

A Breath of Nature

A Breath of Nature

  • 6 guests

  • 3 bedrooms

Tremezzo, Tremezzina

Set within the grounds of the owner’s home, this charming villa brings you the best of Italy. Comfortable for a family or group of friends, you’ll find everything needed for a relaxing stay here, but the icing on the cake for us is the outdoor space.

Wine in Your Water Glass

Wine in Your Water Glass

  • 21 guests

  • 9 bedrooms

Montespertoli, Florence

With a spacious interior, plenty of period features and an inviting outdoor area – there's a lot to love about this recently renovated apartment, which is set within a traditional Tuscan farmhouse and purposely tucked out of the way in the gently rolling hills. Thick stone walls, cool tiled floors, and exposed wooden ceilings lend this ground-floor residence a traditional vibe, while the gorgeous pool entices you to spend most of your days outside under the summer sun.

Traditions of Toscana

Traditions of Toscana

  • 18 guests

  • 9 bedrooms

Croce, Tuscany

From traditional interiors to the typical Tuscan landscape, there's a lot to love about this villa. It dates back to the 18th century and was once home to an aristocratic family – and boy, does it show.


We selected the top 3% holiday homes in Italy Vacation Rentals with a Play Area

Explore the 251 most perfect homes in our collection

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Most popular homes in Italy

Tranquillity is Here

Tranquillity is Here

  • 12 guests

  • 6 bedrooms

Cisternino, Apulia

Mountain & Forest

Mountain & Forest

  • 12 guests

  • 6 bedrooms

Aulla, Massa and Carrara

Sensory Overload

Sensory Overload

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

Tuscan Rose

Tuscan Rose

  • 10 guests

  • 3 bedrooms

Terranuova Bracciolini, Arezzo

The Green Jewel

The Green Jewel

  • 8 guests

  • 4 bedrooms

Marsciano, Perugia

Miraggio

Miraggio

  • 12 guests

  • 9 bedrooms

Pigra, Lombardy

Gregorian Chant

Gregorian Chant

  • 10 guests

  • 5 bedrooms

Capannori, Lucca

Dream of Light

Dream of Light

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

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Frequently asked questions

Explore our collection of Vacation Rentals with a Play Area, perfect for a family tip to Italy. Each home in our selection comes fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Enjoy your trip away and book a home with a playground in Italy that will keep the children entertained. Our friendly team of experts are also on hand to help you secure the perfect stay.

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