What do you look for in a family villa in Italy? Depending on your own family and their interests, it might be one of our luxury villas in Italy with a private gated pool. Or a choice from among our villa rentals with chefs. Or one of our villas near Florence or Montepulciano villas. It could be a Tuscan villa near a village, near a beach, or one with a super-short transfer from Pisa Airport, if you have travel sickness-prone little ones.
Below are just a few of our favourites from the portfolio of villas in Italy to rent. Each is perfect for a family somewhere. We know, because families who stay there tell us.
Luxury Family Vacations in Tuscany
The villa with a really short transfer from Pisa Airport: Villa Prosperina
Sleeps: up to 10
Villa Prosperina is a beautiful period villa, once the manor house of the charming village of Filettole.
Why? Not just a 10-mile transfer from your flight, also a heated pool and hot tub, air-conditioning, and the Leaning Tower and beaches within 20-minutes, plus it’s easy to walk to the village of Filettole, where there are bars, restaurants, a supermarket and a bakery.
The villa with a fenced pool and activity room: Querciatello
Sleeps: up to 14
Querciatello is a beautiful stone farmhouse, more than 250 years old.
Why? Perfect for family holidays — the pool is fenced and child friendly and the activities room will provide plenty of entertainment for your kids. There is even a boules court in the villa garden. Outdoor lovers are just 1-mile from Nature Reserve Berignone, with horseback riding and plenty of walking on the doorstep.
The villa with loads of rooms for a very big family: Estate of Petroio
Sleeps: up to 30
The Estate Of Petroio, Rufina is 7km/4 miles away, near Florence. Tuscany.
Why? Accommodation options are very flexible! This huge property is suited to large or multiple families, Petroio has 2 private pools, billiards, private tennis court and table tennis table, and acres (literally) of room to spread out on the estate. We can arrange pizza-making and family cooking classes.
The villa with the dream family garden: Borgo Personatina
Sleeps: up to 16
Borgo Personatina, Positioned in one of the most exclusive regions near Siena
Why? Just 12km from historic Siena, this fully-staffed noble estate has been transformed into a peaceful family escape. The upper garden is made for outdoor games, the chapel has been converted into a games room and the expansive villa terrace is where you’ll enjoy chef cooked dinners each night. When you and your kids aren’t storming the Campo in Siena unwind by your private gated pool.
The villa a short walk from the village centre: Santi Terzi
Sleeps: up to 20
This stunning period palazzo, once home to Canova, the neoclassical sculptor, is set in San Gemini.
Why? The Sunday Times called it “an Italian Hogwarts”: sculptor Canova’s old home has a partly covered private pool terrace and a tower you can climb for a unique panorama. The main square of San Gemini is seconds away on foot.
The villa with a large pool and its own spa: Il Chiesino
Sleeps: up to 10
Il Chiesino, charming hilltop retreat near the Maremma coast. Tuscany.
Why? There’s a large heated pool and hot tub with plenty of shaded seating under a veranda, plus an outdoor BBQ, an outdoor spa pool and a steam room/sauna. Teen-friendly shopping in Grosseto is close by.
The villa with a swimming pool, tennis court and a pool table: Casalta
Sleeps: up to 7
Casalta the farmhouse has been in the same family as the rest of the estate for generations, in all five hundred years
Why? As well as those facilities and a garden planted with olive trees, Casalta is miles away from passing traffic. Sunset views stretch for miles over the Chianti winelands.
