Vacation Rentals with a Play Area in Italy

Casa Eterna

• 8 guests

• 4 bedrooms

Peccioli, Pisa

The typically Tuscan gardens at this villa are home to a private swimming pool, patios and a gazebo shading the outdoor dining and lounge area. Inside, it's all traditional decor, like a lofty living room set around an ancient hearth.

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.

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.