Updated March 2026 | By TrustedVillas Tuscany Specialist Team
Tuscany remains one of the most beloved villa holiday destinations for UK travellers, and it's easy to see why. From the golden rolling hills of the Val d'Orcia to the Renaissance splendour of Florence, this iconic Italian region offers an unrivalled blend of culture, cuisine, and countryside beauty. Whether you're planning a family escape, a romantic retreat, or a group celebration, a private villa in Tuscany gives you the freedom to experience la dolce vita at your own pace — complete with your own pool, garden, and often a vineyard on the doorstep.
What Makes Tuscany Special
- Unmatched cultural heritage — Tuscany is home to Florence, Siena, Pisa, and San Gimignano, offering world-class art, architecture, and history within easy reach of your villa. From Michelangelo's David to medieval hilltop towns, every day trip is a highlight.
- Legendary food and wine — This is the heartland of Chianti, Brunello di Montalcino, and Super Tuscans. Pair outstanding local wines with farm-to-table cuisine, truffle hunts, and cooking classes — many available right at your villa.
- Stunning landscapes for every season — The cypress-lined roads, sunflower fields in summer, olive groves turning silver in autumn, and the misty hills of spring make Tuscany a year-round photographic masterpiece. Villa terraces here offer some of the finest views in Europe.
- Family-friendly villa culture — Tuscan villas are renowned for their generous space, private pools, and child-safe gardens. Many properties include games rooms, table tennis, and even on-site farms where children can meet animals.
- Excellent accessibility from the UK — With direct flights to Florence and Pisa from most major UK airports, and a drive time of under an hour to many villa locations, Tuscany is one of the easiest luxury destinations to reach.
Top Towns & Resorts in Tuscany
Florence & the Chianti Hills
The Tuscan capital needs little introduction — the Uffizi, Ponte Vecchio, and the Duomo draw millions each year. But the real magic for villa guests lies in the Chianti hills just south of the city, where you can stay in a converted farmhouse surrounded by vineyards, yet be in central Florence within 30 minutes. The Chianti Classico wine trail, weekly village markets, and Michelin-starred trattorias make this the perfect base for culture and gastronomy lovers.
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Val d'Orcia
A UNESCO World Heritage Site, the Val d'Orcia is Tuscany at its most iconic — think rolling wheat fields, lone cypress trees, and medieval hamlets perched on hillsides. Towns like Pienza (famous for pecorino cheese), Montalcino (home of Brunello), and Montepulciano offer authentic Tuscan life without the tourist crowds. Villas here tend to be beautifully restored farmhouses with panoramic infinity pools and total seclusion.
Lucca & the Garfagnana
The walled city of Lucca is a gem — perfect for cycling atop its Renaissance walls and exploring intimate piazzas. North of Lucca, the Garfagnana valley offers dramatic mountain scenery, river gorges, and a quieter side of Tuscany that families adore. Villas in this area often feature large estates with olive groves, and you're just 30 minutes from the Versilia coast beaches.
Maremma & the Southern Coast
Tuscany's wild south is a revelation — the Maremma offers pristine beaches, natural hot springs at Saturnia, and the dramatic hilltop town of Pitigliano carved from volcanic rock. This is cowboy country too, with the famous Butteri horsemen still working the land. Villas here offer outstanding value compared to more famous Tuscan areas, with equally stunning scenery and far fewer crowds.
San Gimignano & Volterra
The medieval towers of San Gimignano are one of Tuscany's most recognisable sights, and the surrounding countryside is dotted with boutique villas offering vineyard views. Nearby Volterra, an ancient Etruscan town famous for alabaster craftsmanship, provides a less touristy alternative with equally compelling history. Both towns sit at the crossroads of major wine regions, making them ideal for touring.
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Cortona & Eastern Tuscany
Made famous by Frances Mayes' "Under the Tuscan Sun," Cortona sits high above the Valdichiana with sweeping views towards Lake Trasimeno. Eastern Tuscany offers a more tranquil pace, with Arezzo's antique markets, the Casentino forests, and proximity to Umbria for day trips. Villas here are often grand country houses with extensive grounds, perfect for larger groups and multi-generational holidays.