Aerial view of villa Astra 4 BDR and pool

Tuscany Villas

From its picturesque landscapes to medieval villages and renowned cuisine, Tuscany is sure to capture your heart. Experience it all from your private villa.

Discover Authentic Experiences at Our Tuscany Villas

Experience Italy's premier destination like a local at our portfolio of Tuscany villas, surrounded by rolling hills, medieval villages, and endless adventure. Whether you are looking for a romantic retreat, a family vacation, or a friend’s getaway, our villa rentals in Tuscany are the perfect choice. Each villa is unique and carefully selected to provide you with a luxurious and authentic experience of Tuscan life. From traditional farmhouse-style villas to historic estates, our exclusive portfolio has something for every style and taste. You’ll enjoy modern amenities like gourmet kitchens and air conditioning, plus private swimming pools, saunas, and more. Admire stunning views of rolling Tuscan hills, olive groves, and vineyards from your private villa rental.

Tuscany attracts visitors year-round. But the most scenic times to visit are spring (April-early June) and fall (September-October). In the spring, the temperatures are pleasant and you’ll avoid the lines and prices of the peak summer season. The summer months are hotter, more crowded, and more expensive. The fall is harvest season; many villages celebrate local festivals and the weather can still be warm enough to enjoy swimming.

Explore Villas

Featured Villas

Our Tuscan villa rentals are located in sought-after locations throughout the region, including Chianti, Florence, Luca, Pisa, and Siena. Whether you’re looking for a secluded hideaway in the countryside or proximity to Tuscany’s iconic cities, we’ll find the right villa for you.

Aerial view of Machiavelli and surrounding vineyards


7 Min Nights | 10 Bedrooms
Aerial view of Leila and surrounding foliage


7 Min Nights | 8 Bedrooms
View of villa Poderosa


7 Min Nights | 7 Bedrooms

Our Top Experiences at Our Tuscany Villas

Your Tuscan villa vacation is about more than your home-away-from-home; it is about the memories you'll create. Our local team of Italy experts is passionate about providing curated experiences for your getaway. Enjoy private tours of the region's most renowned wineries, discover the best local restaurants and markets, or let us bring Tuscany to you with private cooking classes and more. Explore just a few of the possibilities:

  • Learn from the best: Enjoy a private cooking class from the comfort of your villa. You'll learn how to roll your own pasta by hand and create traditional dishes like tagliatelle al ragù with recipes that have been handed down for generations.
  • Experience the day in the life of a vintner: Some of our villas are located in producing vineyards. Not only can you sample your estate’s wine, but in September, you may be able to assist in the wine harvest.
  • Dine on a chef-prepared meal: Let us arrange private chef service for a relaxing, unforgettable night - no matter the occasion. 
  • Explore the Chianti wine region: A visit to Tuscany is not complete without a wine experience. Let us arrange a guided (or private) tour of one of Chianti’s many wineries, like Barone Ricasoli, where you can sip and sample exactly what makes the Chianti wine region so famous.
  • Day trip to nearby attractions: Visit the historic center of Siena, the Leaning Tower of Pisa, the idyllic village of San Gimignano, or the beaches of Versilia. Let us arrange a rental car, private driver, or reservations to make your planning effortless.
  • Get active: Hike or bike through the breathtaking countryside. Our team will share the area’s best trails for an adventure you’ll never forget.
  • Enjoy local produce: Walk to your village center to shop at a local market for the freshest produce and products.