The Best Family-Friendly Hotels and Resorts in Tuscany
Rolling hills, cypress-lined roads, and sun-washed stone villages—Tuscany is a dream for families looking to slow down, soak in Italian culture, and enjoy incredible food and wine (yes, even with the kids in tow).
One of our favorite trips with small kids (2 years and 3 years old at the time!) was our trip to tuscany - we truly embraced "Il Dolce Far Niente" life… aka "the sweetness of doing nothing”!
While Tuscany is dotted with boutique hotels and farm stays, not all are equally family-friendly. here are our favorite hotels and resorts in Tuscany for families, including options with kids’ clubs, spacious villas, and engaging activities for little travelers, so parents can relax with a glass of Chianti while the kids are happily occupied.
PS…WE ALSO HAVE INCREDIBLE VILLA PARTNERS IN ITALY — SEND US A SIMPLE REQUEST WITH WHERE YOU’D LIKE TO GO, WHEN, HOW MANY PEOPLE AND YOUR BUDGET — WE CAN DO THE REST.
1. Borgo Pignano (Volterra)
A restored 18th-century villa on a 750-acre organic estate, Borgo Pignano is an elegant yet family-welcoming retreat. your Kids will love the infinity pool overlooking the hills, horseback riding on the estate, cooking classes, and art workshops.
Family perks: Kids club activities in summer, spacious family suites, babysitting on request.
Why we love it: Its central location makes day trips to Volterra, San Gimignano, and Florence easy.
2. Rosewood Castiglion del Bosco (Montalcino)
One of Tuscany’s most luxurious stays, Rosewood Castiglion del Bosco is set within a UNESCO World Heritage Site and offers private villas with pools, as well as suites in the main borgo.
Family perks: A complimentary kids’ club (Rosebud) with cooking classes, arts, treasure hunts, and nature walks.
Why we love it: Parents can indulge in wine tasting at the estate’s Brunello di Montalcino winery while the kids are cared for.
3. Il Borro (A Ferragamo Estate, near Arezzo)
Owned by the Ferragamo family, Il Borro is a medieval village turned sustainable luxury estate with vineyards, a farm, and artisan workshops.
Family perks: Horseback riding, biking, cooking classes, and farm visits for children.
Why we love it: The estate feels like a real Tuscan village, perfect for slow, immersive family travel.
4. Castello di Casole, A Belmond Hotel (Siena)
Set on a 4,200-acre estate, Castello di Casole combines Tuscan history with warm family hospitality. Families can book spacious suites or private villas with pools.
Family perks: Activities like gelato-making classes, movie nights, and treasure hunts. Babysitting available on request.
why we love it: The infinity pool overlooks vineyards and olive groves, with Siena and San Gimignano nearby.
5. Adler Spa Resort Thermae (Bagno Vignoni)
For families who love wellness, Adler Spa Resort Thermae offers thermal pools, spa treatments, and a serene environment that is also family-friendly.
Family perks: Dedicated kids’ pool, family rooms, a kids’ club with supervised activities, and family spa treatments.
Why we love it: Parents can soak in thermal baths while kids enjoy guided activities in the beautiful Val d’Orcia.
Tips for Visiting Tuscany with Kids
Rent a car: Many family-friendly resorts are in the countryside and having a car to explore and travel at your family’s pace is crucial! The driving is very similar to driving the countryside of most countries - not too daunting. Make sure you get an idp!
Plan downtime: Long lunches and pool afternoons balance sightseeing days - remember the sweetness of doing nothing!
Introduce Tuscany’s flavors: Many properties offer family-friendly cooking classes or pizza nights.
Make It Seamless…
When you book your Tuscany family stay through us, you can enjoy:
Daily breakfast
Potential upgrades and flexible check-in/out
Local recommendations for family-friendly wineries and restaurants
Planning assistance for kid-friendly activities like horseback riding or hot-air ballooning
