Villas in Tuscany

From rolling vine-laced hills cloaked in early morning mist, to the art-rich cities that birthed the Renaissance, Tuscany’s tranquil landscapes offer an unforgettable taste of quintessential Italy. Whether you come for a city-break or countryside escape, you’re sure to be seduced by the romantic romanesque heritage this enchanting region is famed for. Marvel at masterpieces in Florence, from Michelangelo to Botticelli and the gold-tipped peak of Brunelleschi's Dome. Wander nearby Pisa’s pretty piazzas, or stop off in stunning Siena for a glass of Brunello di Montalcino made with the local Sangiovese grapes. To the southwest, you'll find Tuscany’s little-known coast, Elba among seven island gems shining in the azure waters.

Stroll the charming streets of medieval Tuscan villages, red roofs and fortified walls clinging to the hilltops, from charismatic Cortona to the towering spires of San Gimignano. Survey your surrounds from your 14th-century hilltop estate, vine-striped hills and olive groves below, dotted with clusters of cypress trees. As the evening draws in, have your chef prepare a menu of regional specialities, handmade truffle pasta and locally sourced beef. Savour a glass of the ubiquitous Chianti from the vineyards below, bathed in the golden Tuscan light as the setting sun disappears behind the distant Apennine mountains.

What Makes a Villa Holiday in Tuscany Special?

Rolling vineyards, sun-warmed stone villages, and endless cypress-lined roads create the unmistakable backdrop of Tuscany. Choosing a Tuscany vacation rental places you within this iconic landscape, offering not just space and privacy but the freedom to savour life at your own pace. More intimate than a hotel stay, a Tuscany holiday home invites you to slow down with leisurely breakfasts on the terrace, unhurried afternoons exploring historic towns, and home-cooked dinners shared together. For families and groups, a private villa in Tuscany offers a cost-effective, comfortable way to experience this timeless part of Italy with authenticity and ease.

Set across the region’s most scenic corners, our collection of Tuscany villas with private pools includes traditional farmhouses in the Val d’Orcia, hillside estates in Chianti, and stylish retreats near Florence and Siena. Many of these Tuscany holiday villas feature shaded pergolas, panoramic terraces, and gardens filled with olive trees and lavender. Family-friendly villas in Tuscany are thoughtfully designed with spacious interiors, multiple living areas, and outdoor spaces perfect for shared moments. From rustic-luxe Tuscany private villas to sophisticated properties with sweeping countryside views, each of our villas and vacation rentals captures the essence of Italian country life with understated elegance and true comfort.