Tuscany is a wonderful choice for taking the whole family on holiday. You’ll find a great variety of landscapes, activities, sun, food, and wine for well-deserving parents. To make the very most of having your little ones in tow, there is nothing like a luxury villa to keep everyone happy. You can make the space feel like your own, and all good family villas in Tuscany have a whole host of handy extras and services that make holidaying with kids a breeze.

Here at Oliver’s Travels, we’ve decided to put together a handy list of what is, in our opinion, the top 10 luxury villas for a Tuscan family holiday – as suitable for kids as gelato is for a hot Tuscan day.

1. Bosco Ai Frati

Bosco Ai Frati

Sleeps: 8-12

Price from: £149pppn

Set in a 1,500-acre organic farm estate, this stunning home – once owned by the famous Medicis – will delight the whole family. There are huge gardens peppered with oak and chestnut trees and a fabulous pool where you’ll all while away sunny days. Inside, the plush décor, exposed beams and terracotta tiles give a real home-from-home vibe and there’s something exciting for everyone to indulge in, from the pool table to the fully equipped kitchen that comes with a private chef who even leads cooking classes!

2. Villa Dania

family villas in Tuscany

Sleeps: 13

Price from: £47pppn

At Villa Dania, the whole family can lounge and play together by the pool or under the arbour, and have al fresco dinners under the spectacular Tuscan night sky. You’ll only be a short walk or bicycle ride (bicycles are provided) from the town of Fabbrica where you’ll find cafes, restaurants and groceries. For the little ones you have a garden playground only 200 metres away, and on-site you can get the whole family involved in a table tennis tournament. Lifelong memories are guaranteed. 

3. Casa Marlena

Sleeps: 12-16

Price from: £25pppn

On a 700-acre estate among rolling hills of vineyards and olive groves, you’ll find the perfectly Italian Casa Marlena. A thriving forest lies to one side of the home, while the garden surrounds it on the other, and a winding country lane passes by. The property has private pools both in- and outdoors, as well as a gorgeous covered terrace with a couple of tables, perfect for relaxing on warm evenings. You will find bars, shops and restaurants within a short distance, and the city of Florence is only a 30-minute drive away.

4. Villa Poggio

family villas in Tuscany

Sleeps: 18

Price from: £31pppn

At Villa Poggio, children can play freely by the pool, garden, or natural forest. In the evenings they can join the adults to dine together on the beautiful terrace. If the family would like to rent a car, Villa Poggio has access to the town of Lucignano, an old medieval hamlet with fascinating elliptical ring roads. Walking the maze of streets is lots of fun – every corner is worth a visit and a photo.

5. Casale Eleganza

Casale Eleganza

Sleeps: 10

Price from: £126pppn

Isn’t the image above idyllic? This traditional Tuscan hideaway is ideal for those wishing to totally disconnect from the real world. It is set on a 35-acre estate, surrounded by working vineyards, olive groves and scenery dotted with Cypress trees, and dreamy vistas which can be enjoyed from the tranquil swimming pool. It’s beautiful in the day and even more beautiful at night beneath an orangey sunset as the house dramatically lights up – the perfect setting for alfresco dinners.

6. Villa Bello

family villas in Tuscany

Sleeps: 20

Price from: £33pppn

Situated on a 180-hectare farm, looking out over sunflower fields, hills and valleys, Villa Bello is a haven away from the hustle and bustle of ordinary life. A private swimming pool looks out over the pristine farmland, and kids and adults alike tend to like going fishing or horseback riding nearby. Only 10 kilometres away is San Casciano ei Bagni, a spa and hot spring destination you shouldn’t miss, and nearby Trasimeno Lake offers a variety of water sports.

7. Villa Anna

family villas in Tuscany

Sleeps: 16-20

Price from: £62pppn

Villa Anna, a biological farm where the owners produce wine and olive oil, will make you feel one with nature the minute you arrive. Of course, it has got the obligatory swimming pool, spa, hot tub and sauna, but while you’re here, you can also potter away in the vegetable garden if you’d like. Family activities like table tennis and pool are right on site, and the concierge can arrange anything you’d want to do in the area. The beautiful Siena is also easily accessible by car.

8. Villa Il Gufo

family villas in Tuscany

Sleeps: 8 – 20

Price from: £49pppn

At Villa Il Gufo, your family can relax in the sun by the large outdoor swimming pool, hide away in a small wooden snug secluded among the olive trees, enjoy the children’s playground with hammocks and games, and dine al-fresco on a veranda surrounded by roses. Just a five-minute drive will take you to the town of Anghiari, world-famous for its art and culture. During the summer months, you’re bound to encounter one of the many music festivals held there.

9. Villa Le Fauci

family villas in Tuscany

Sleeps: 11

Price from: £60pppn

At Villa Le Fauci you are surrounded by nothing but olive groves, vineyards and golden fields of wheat where wild boar, foxes and deer roam freely. Take the family to experience this timeless area of peace and relaxation, steeped in ancient history. The property has a private cinema, a games room, and bicycles for ultimate amounts of fun. There is a restaurant just 800 metres away which you could walk to and savour traditional Tuscan cuisine. On most nights though, we’re sure you’ll favour a barbecue and take a late-night dip in the infinity pool. 

10. Pape Touna

Sleeps: 20

Price from: £37pppn

Way back in the 11th century, Pape Touna used to be a Ciceran monastery. Today, it is a six-apartment luxury holiday home in restored in traditional Tuscan style. The grounds feature a beautiful stone courtyard with BBQ facilities, and a large private swimming pool offering stunning views of the surrounding countryside. The property is the perfect centre for an unforgettable holiday experience exploring the rich cultural history of Tuscany. 


If you’re planning a family holiday in Tuscany, check out the rest of our brilliant range of villas, and ask our concierge team about the family-friendly extras we can help you plan! To get you extra excited for your trip, here are the best family activities in Tuscany, the yummiest food and wine in the region and a run-down of the most gorgeous towns and villages to visit.


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