The best family villas in Tuscany

Discover our exceptional selection of family villas in Tuscany, perfect for an unforgettable holiday altogether. With modern conveniences and authentic Tuscan charm, our family villas provide the ideal setting for creating lasting memories. Whether you are looking for the perfect place to stay with the kids or eager to bring every generation together for a celebration, we have the perfect villa for you. Our villas offer plenty of space for the whole family to enjoy, featuring spacious gardens for children, private terraces for alfresco dining, and large pools for everyone to relax in the sun. 

Not only does Tuscany make an ideal base for your family holiday, but across the region, you will find plenty to see and do for all the family. From adventure parks to water parks, museums to nature spots, cooking classes to beach days on the coast, there is something for everyone to enjoy. Explore all the best things to see and do in our family activities guide, and start planning your Tuscan family holiday today. Or discover the best local towns and villages across Tuscany and find the perfect day trips away from the villa.

11 bedrooms, 9 bathrooms | Private pool

Cresta del Chianti, an exclusive country retreat, offers open hilltop views, extensive private gardens, and luxurious comforts for family gatherings in the Chianti region. Located between Valdelsa and Chianti valleys, the villa boasts views of the Tuscan countryside, reaching as far as Siena and San Gimignano, dotted with Chianti's castles. This restored farmhouse features luxurious bedrooms, spacious common areas, a volleyball court, marked walking and biking trails, a fire pit, and a large swimming pool. Perfect for large multi-generational family celebrations, Cresta del Chianti is the ideal base to explore local villages whilst providing the perfect oasis to relax in the hills.

https://www.to-tuscany.com/crestadelchianti/

5 bedrooms, 6 bathrooms | Private pool

Villa Pianvecchio, located in the Chianti region, offers a perfect blend of rustic charm and modern luxury with stunning 360-degree countryside views. This impressive villa caters to all ages with amenities such as a gym, steam room, wine cellar, kids' playground, and multiple terraces for guests to relax. The villa has spacious, cool interiors with plenty of places to gather and spend time together. Outside, guests can dine alfresco under the loggia or relax poolside, perfect for soaking up the Tuscan sun. The on-site housekeeper provides a complimentary welcome dinner, daily housekeeping, and laundry service, with additional catering and cooking classes available upon request. Villa Pianvecchio makes for the perfect family getaway in the Tuscan hills.

https://www.to-tuscany.com/villapianvecchio/

2 bedrooms, 2 bathrooms | Private pool

Relax and unwind together in the heart of Tuscany's renowned Chianti Classico region at Villa Vinsantaia. Once used for drying grapes for Vin Santo, the villa features bright interiors with large windows and an infinity pool. The villa is within walking distance of the local village of San Sano, perfect for an evening spent enjoying local cuisine and, for the adults, a glass of  Chianti wine at the village's restaurant and bar. Guests also have easy access to Siena and San Gimignano, great for family day trips in the Chianti. Villa Vinsantaia provides the perfect blend of relaxation and exploration for families with older children to enjoy and make lasting memories.

https://www.to-tuscany.com/villavinsantaia/

5 bedrooms, 5 bathrooms | In-resort pool

Casa Padronale at La Rimessa is a large, stand-alone Tuscan villa offering a furnished pergola for outdoor dining and a well-maintained garden. The villa is set on a 50-acre resort owned by renowned football manager Luciano Spalletti, boasting stunning views of the Valdera countryside, stretching from Pisa to the Apennines. The resort is perfect for families with children of all ages, with plenty of activities to enjoy, including a tennis court, rental bikes, a professional gym, and open exercise spaces. The resort is also conveniently located near Pisa, Siena, Florence, and the thermal baths of Gambassi, perfect for days out. This villa offers the perfect blend of relaxation and adventure, making it the ideal choice for a family holiday in Tuscany.

https://www.to-tuscany.com/larimessa/casapadronale/

3 bedrooms, 3 bathrooms | Private pool

La Fontanella is a charming villa with extensive vineyard views located on the edge of the medieval village of San Sano. Ideal for families, the villa comprises two connected apartments and offers amenities for all ages, including a private plunge pool, children's play area, brick-built barbecue, and pizza oven. The garden is perfect for alfresco dining, with three outdoor furnished spaces and two kitchens for meal preparation. The villa is well-positioned for easy day trips to Siena, Florence, San Gimignano, and the Chianti hills, plus local paths perfect for walks and bicycle rides with the whole family. The villa provides a relaxed and convenient base for exploring the renowned Chianti vineyards and surrounding countryside.

https://www.to-tuscany.com/lafontanella/

Need further inspiration? Our family villa collection promises to have something for everyone. Whether you seek luxury, tranquillity, or family fun, there's a villa waiting for you.

Or speak to one of our Villa Specialists, available every day, who can provide personal recommendations and answer any of your questions, ensuring you find your perfect Tuscan villa.