Chianti Villas
Set in the rolling hills of Chianti, our elegant villas offer peaceful countryside escapes, authentic Tuscan charm, and warm, comfortable interiors. Perfect for unwinding among vineyards or exploring the region’s rich food, wine, and cultural heritage.
About our Chianti villas
Our Chianti villas are nestled in the heart of Tuscany’s iconic wine region, offering a serene setting surrounded by vineyards, olive groves, and rolling hills. Whether you're looking for a rustic farmhouse or a restored stone villa with a pool, each property is handpicked for its charm, comfort, and connection to the land. These homes offer a true sense of place, perfect for travelers seeking slow, scenic living in one of Italy’s most beloved regions.
Ideal for couples, families, or small groups, our villas in Chianti provide space to relax and enjoy the best of Tuscan life. Spend your days exploring nearby medieval towns, visiting local wineries, or simply unwinding on the terrace with a glass of Chianti Classico. With fully equipped kitchens, outdoor dining areas, and sweeping views, our villas make it easy to feel at home, while surrounded by the beauty and tradition of the Tuscan countryside.
Popular Chianti villas
Chianti is a region in central Tuscany, Italy, known for its rolling hills, vineyards, olive groves, and charming medieval towns. It sits between Florence and Siena, making it an ideal base for exploring the wider Tuscan countryside.
The best months are April to October, with peak season in summer and a quieter, more relaxed vibe in spring and fall. September is especially popular for the grape harvest.
Yes, a car is highly recommended in Chianti. Public transportation is limited, and having a car allows you to explore nearby villages, wineries, and countryside at your own pace.
Florence Airport (FLR) is the closest, about 1–1.5 hours away by car. Pisa International Airport (PSA) is another option, roughly 2 hours from most parts of Chianti.
Yes, many of our villas are located near working vineyards and wineries. You’ll often find tasting rooms and wine tours within a short drive, or even walking distance.
Visit Local WineriesChianti is one of Italy’s most famous wine regions. Tour family-run vineyards, learn about traditional winemaking, and taste world-renowned Chianti Classico wines straight from the source.
Explore Hilltop TownsWander through charming towns like Greve, Radda, and Castellina in Chianti. Discover cobbled streets, artisan shops, and breathtaking views, each village has its own unique personality and pace.
Take a Cooking ClassLearn to prepare traditional Tuscan dishes with local chefs. From handmade pasta to rustic desserts, it’s a fun and hands-on way to connect with the region’s culinary traditions.
Hike or Bike the CountrysideChianti’s rolling hills and scenic backroads are perfect for outdoor adventures. Enjoy quiet trails through vineyards, forests, and olive groves, ideal for both casual walkers and serious cyclists.
Day Trip to Florence or SienaChianti sits between two of Tuscany’s most iconic cities. Spend a day exploring Florence’s Renaissance treasures or Siena’s medieval charm, then return to the peace and quiet of the countryside
Concierge services
Make the most of your time in Tuscany with our dedicated concierge services, designed to help you experience Chianti like a local, without the stress of planning. Whether you’re dreaming of a private wine tasting at a local vineyard, an in-villa cooking class, or guided tours of nearby towns, we’re here to arrange it all with ease and care. From the moment you book, our team is available to tailor your stay to your interests.
Need help with airport transfers, grocery delivery, or hiring a private chef? Looking for bike rentals, wellness treatments, or restaurant recommendations? Just let us know. Our goal is to make your Chianti villa stay as seamless, relaxing, and memorable as possible, so you can focus on enjoying Tuscany’s beauty, flavors, and slow rhythms.
Chianti villas with private pool
Enjoy the peaceful rhythm of the Tuscan countryside with a Chianti villa that features its own private pool. Surrounded by vineyards, olive groves, and rolling hills, these villas offer a serene escape with the added luxury of swimming in complete privacy. Whether you're cooling off in the afternoon sun or watching the sunset with a glass of local wine, a private pool makes your Chianti stay even more special.
Our villas with private pools are ideal for couples, families, or small groups looking to unwind in comfort and style. Many feature traditional stone exteriors, shaded outdoor dining areas, and sweeping views of the surrounding landscape. With plenty of space to relax both indoors and out, these villas offer the perfect balance of rustic charm and modern amenities—all in one of Tuscany’s most iconic regions.
Pet friendly villas in Chianti
Bring your four-legged companion along to the heart of Tuscany with our handpicked collection of pet-friendly villas in Chianti. Surrounded by open landscapes, walking trails, and peaceful countryside, these villas offer a welcoming space where both you and your pet can relax and enjoy the fresh air. With spacious gardens, secure outdoor areas, and nearby nature paths, they’re perfect for exploring the region at a slower, more comfortable pace.
Our pet-friendly villas combine rustic Tuscan charm with modern convenience, so you don’t have to compromise on comfort. Whether you're enjoying a long lunch on the terrace, visiting local vineyards, or taking scenic drives through Chianti’s hilltop towns, your pet can be right there with you. Just let us know you’re bringing a pet, and we’ll help match you with the perfect villa for your stay.
Chianti villas with hot tubs
Unwind in the Tuscan countryside with our Chianti villas featuring private hot tubs, perfect for relaxing after a day of wine tasting, sightseeing, or exploring hilltop towns. Whether you’re soaking under the stars or enjoying a quiet morning with panoramic views, a hot tub adds an extra layer of comfort and indulgence to your Chianti getaway.
Set among vineyards and olive groves, these villas blend rustic charm with modern amenities. Ideal for couples, friends, or families, our villas with hot tubs offer peaceful outdoor spaces, scenic terraces, and cozy interiors, so you can enjoy the beauty of Tuscany in every season, all from the comfort of your own private retreat.
