Luxury Villas in Tuscany, Italy, with Private Pools Among Rolling Vineyards
Why Rent a Private Villa in Tuscany, Italy?
Renowned for its charming villages and rolling hills, Tuscany offers an exceptional setting for a relaxing getaway. Our collection of villas in Tuscany includes historic homes with private pools, elegant estates with breathtaking views, and exceptional villas that blend rustic charm with modern luxury. From private Tuscany villas surrounded by lush vineyards in the Chianti region to opulent properties in the Val d’Orcia, each one provides a serene retreat. These luxury villas in Tuscany offer expansive living spaces, impeccable service, and an authentic Italian atmosphere. Ideal for family vacations, romantic escapes, or group getaways, our villa rentals in Tuscany offer a perfect way to enjoy the region’s natural beauty and rich culture.
These are the 104 most popular villa rentals in Tuscany, Italy. Narrow your search above.
About Tuscany, Italy
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's Special About a Villa Holiday in Tuscany, Italy?
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.
Tuscany, Italy Villa Rental FAQ
- Q: Why is Tuscany such a popular choice for villa holidays?
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A: Tuscany blends rolling vineyards, Renaissance towns, and golden countryside into one postcard-perfect region, ideal for relaxing in a villa with views and vineyard breezes.
- Q: Why do villa rentals in Tuscany offer a more immersive experience?
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A: Unlike hotels, Tuscan villas often sit among olive groves or medieval hamlets, giving you privacy, space, and a real taste of Italian life, with time to enjoy long, alfresco meals.
- Q: What’s the best time of year to book a villa in Tuscany?
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A: Late spring to early autumn is ideal for weather and scenery, but the quieter months (April, October) offer better rates and fewer tourists while still being beautiful.
- Q: How close are your villas to local attractions and towns?
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A: Many of our villas are just a short drive from historic towns like Siena, Lucca, and San Gimignano, so you can explore the region’s art, food, and culture at your leisure.
- Q: Is Tuscany a good destination for food and wine lovers?
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A: Tuscany is a paradise for culinary travellers, with farm-to-table dining, truffle hunting, local markets, and world-renowned wines like Brunello and Chianti Classico.
- Q: What part of Tuscany should I stay in for the best villa experience?
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A: Depending on whether you prefer the cultural buzz of Florence, the hilltop charm of Chianti, or coastal vibes in Maremma, Tuscany offers villa options to match every pace and preference.
- Q: Are your villas in Tuscany suitable for multi-generational families or groups?
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A: Yes, many of our properties are spacious with multiple bedrooms, large gardens, and private pools, perfect for family reunions, milestone celebrations, or relaxed group getaways.
- Q: Do your Tuscan villas come with special extras?
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A: Yes - think wine cellars, pizza ovens, infinity pools, or even vineyard access. Some of our properties also include concierge services for wine tours, private chefs, and bike rentals.
