By: Donald Strachan Writer & Journalist | Specialist in Italy & European travel

What do you look for in a family villa? Depending on your own family and their interests, it might be one of our luxury villas in Tuscany with a private pool. Or a choice from among our villa rentals with chef. 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.

The villa with a really short transfer from Pisa Airport: Villa Prosperina

Sleeps: up to 10

Villa Prosperina

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 near a great beach: Ciclopica

Sleeps: up to 12


The villa at night overlooking the coast

Why? Facilities are superb — heated, illuminated pool, panoramic terrace, playroom, sat TV, gym, sauna, billiards, ping-pong and table football tables. Tuscany’s best beach, the Tombolo di Feniglia near Porto Ercole, is a few minutes away by car.

The villa with loads of rooms for a very big family: Estate of Petroio

Sleeps: up to 30

The estate of Petroio

The Estate Of Petroio, Rufina is 7km/4 miles away, near Florence. Tuscany.

Why? A huge property 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 a tree house: Poggio al Mare

Sleeps: up to 8Poggio al Mare

Poggio al Mare sits perched on a hill top with stunning views over the Val di Chiana countryside to the south Montepulciano.

Why? In the huge grounds of a 12th-century estate, this villa is easy to divide into private apartment-style areas for multiple families or generations travelling together. We can arrange on-site lessons in swimming (private pool) or tennis (private court).

The villa a short walk from the village centre: Santi Terzi

Sleeps: up to 20
Santi terzi

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

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.

Book your luxury villa holiday

All experiences are exclusively available to you when you book a luxury villa in Italy with Tuscany Now & More. Too add on any enriching extras, contact our local Villa Specialists to share your villa shortlist and secure your stay.

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