Luxury Villas in Siena, Italy, with Private Pools and Tuscan Soul
Why Rent a Private Villa in Siena, 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 2 most popular villa rentals in Siena, Italy. Narrow your search above.
About Siena, Italy
Siena, the enchanting Tuscan city, is a paradise for travelers who wish to explore and experience the storied history and culture of Italy. Located in the heart of the region, Siena offers a unique blend of art, architecture, cuisine and history. The city’s iconic skyline is dominated by the towering Torre del Mangia, the bell tower of the Duomo di Siena, one of the most famous churches in Italy. Stroll the cobblestone streets of the historic city center, lined with picturesque cafes, restaurants and boutique shops, or take a romantic horse-drawn carriage ride around the city’s main sights. After exploring the city center, visit the surrounding hills and vineyards for stunning views, or explore the city’s museums and galleries. From the stunning frescos in the Siena Cathedral to the breathtaking terraces of San Gimignano, Siena is a destination that will take your breath away. For the adventurous traveler, Siena is the perfect base for exploring the region’s stunning countryside, with its rolling hills and vineyards, and for taking part in the area’s renowned festivals. Whether it’s an idyllic Tuscan getaway or an adventure in the Italian countryside, Siena offers something for everyone.
What's Special About a Villa Holiday in Siena, 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.
