7 Favorite Family-Friendly Accommodations in Tuscany
· Updated · BootsnAll
Traveling to Italy with kids isn’t just about finding fun stuff to interest them in the places you’ll visit - it’s also key to find an accommodation option that fits the unique needs of a traveling family. My friend Amie O’Shaughnessy, the editor of Ciao Bambino - an excellent source for family-friendly accommodation all over the world - happens to have a particular affinity for Italy, so she’s here to offer her tips on the best places in Tuscany for families to stay.
One of the reasons Tuscany is so popular with families is that there are many accommodations ideally configured for children of all ages. It’s easy to find apartment-type guest units with kitchens and plenty of private indoor and outdoor living space.
What makes these accommodations unique in Italy is that there are so many truly wonderful properties where function meets beauty and authenticity. It’s common for these rural estates to be an agriturismo - a working farm producing wine, olive oil, and other agricultural goods. These “farm” experiences are lovely, although they are typically missing farm animals of any consequence - for kids, it’s more about experiencing life in the Italian countryside complete with amazing food and plenty of open space to run around.
Sometimes an old borgo - a village - has been converted into guest accommodations. Either way, my favorite options are surrounded by spectacular scenery and families have a special opportunity to live in a historic place for a week or more. See Jessica’s Accommodation in Italy article for a complete description of accommodation categories.
The majority of these rural estate properties have a swimming pool (typically unheated). Accommodation options are differentiated by quality and the number of onsite amenities. Some options are resort-like with a restaurant, tennis, gym, spa, and structured programs, while others are more like staying in an independent apartment (with neighbors) and have no additional amenities or services other than the swimming pool.
There are a handful of traditional hotels in the countryside I like for families as well, but only for short stays. It’s hard to choose given the number of great options, but here’s a list of 7 favorite family-friendly accommodations in Tuscany. Book direct or through a site that shows the property’s national ID code (CIN), which every legal holiday rental in Italy has had to display since 2025, and check current rates, since prices here change every season.
Northern Tuscany (between Florence and Siena)
Casa Cornacchi Country House
Upscale, meticulously renovated 1-4 bedroom apartments in a gorgeous, intimate setting.
>> Ciao Bambino Age Rating: Baby Ready, Toddler Fun
Monsignor Della Casa Country Resort
Family-oriented resort with an exceptional number of onsite activities and services in a spectacular setting. 1-6 bedroom apartments and villas.
>> Ciao Bambino Age Rating: Baby Ready, Toddler Fun, School Age Action, Cool For Teens
Montestigliano
Comfortable 1-6 bedroom apartments and villas in an excellent location for regional sightseeing outside of Siena. Creative classes and activities for children offered in high season.
>> Ciao Bambino Age Rating: Baby Ready, Toddler Fun, School Age Action, Cool For Teens
Borgo Santo Pietro
Incredible hotel experience with exquisite décor, phenomenal food, and highly personalized service. Extensive outdoor resources for children of all ages.
>> Ciao Bambino Age Rating: Baby Ready, Toddler Fun, School Age Action, Cool For Teens

Aerial view of a country estate with a pool, olive groves and cypresses in northern Tuscany (photo courtesy of Ciao Bambino, 2009)

A pool on the lawn below an old estate house, midway between Pisa and Florence (photo courtesy of Ciao Bambino, 2009)

A restored stone farmhouse with a shaded patio in the Tuscan countryside (photo courtesy of Ciao Bambino, 2009)
Southern Tuscany (between Siena and Umbria)
ADLER Spa Resort Thermae
Tuscan spa hotel with a phenomenal pool area for kids. Extensive structured activities for adults and kids alike.
>> Ciao Bambino Age Rating: Baby Ready, Toddler Fun, School Age Action, Cool For Teens
La Foce
Historic family-owned estate in an idyllic rural setting. Authentic 1-7 bedroom apartments and villas with extensive grounds and gardens.
>> Ciao Bambino Age Rating: Baby Ready, School Age Action, Cool For Teens
Borgo Finocchieto
This restored 800-year-old borgo near Montalcino is now rented only as a whole village, for your exclusive use, so it suits a big family reunion or a group trip rather than a single family’s week.
>> Ciao Bambino Age Rating: Baby Ready, Toddler Fun, School Age Action, Cool For Teens
Amie O’Shaughnessy wrote this list as editor of Ciao Bambino, which plans family trips and recommends family-friendly hotels and resorts around the world.
photo at top by Sleeping Sun (on holiday til 18), the rest were provided by Amie of Ciao Bambino and may not be used without permission


