Sustainable Collection
This property has been handpicked for its low environmental impact.
Our destination experts have reviewed over 100,000 holiday homes; only the top 2% earn a place in our collection
Voted one of the Best Villa Rental Companies in the World by Condé Nast Traveller readers for nine years running.
4.7/5 Rated Excellent
Sign up to our newsletter for beautiful villas, destinations and things to do.
Villa Gaiole boasts an enviable position overlooking the rolling hills of Chianti, immersing guests in one of Tuscany’s most iconic landscapes. Scenic walking trails, medieval hamlets, vineyards, and olive groves lie on the doorstep, perfect for countryside exploration at your own pace.
Wine enthusiasts can enjoy tastings at local farms or tours at nearby wineries, while food lovers will relish dining in rustic trattorias dotted throughout picturesque villages. Just 5km away, Gaiole in Chianti is a charming spot often ranked among Europe’s best places to live. Its rich history includes a number of castles—some now wineries, others open to the public—and a long tradition of ceramics. Lecchi in Chianti, 6km away, offers shops, cafés, and traditional eateries for an authentic experience.
Radda in Chianti, 12km away, provides a wider array of restaurants and shops. Once the headquarters of the Chianti League in the 15th century, this town enchants with winding medieval streets and historic landmarks such as the Palazzo dei Podestà and the Church of San Niccolò.
For a longer excursion, Siena lies just 28km from the villa. A medieval jewel, the city is packed with art galleries, museums, and iconic sights, including the Duomo di Siena and the Palazzo Pubblico. Its lively piazzas and rich café culture make it a must-see for visitors seeking Tuscany’s history and charm.
Nestled in the heart of Tuscany, the Chianti region is a captivating destination that effortlessly combines the rustic charm of the Italian countryside with rich historical heritage. This enchanting area is renowned for its rolling vineyards, picturesque landscapes, and quaint villages, making it a haven for travellers seeking an authentic taste of Italy.
With its rolling fields, historical heritage and a cuisine that’s a delight for all the senses, it’s no wonder Tuscany is one of the most popular regions in Italy for holidaymakers. Yet even with its popularity, you can still kick back in one of our luxury villas in Tuscany and feel peace, tranquillity and the joy of seclusion. This is one destination that really does have a little bit of everything for everyone, whether you’re travelling with family, friends or are just looking for a romantic getaway with that special someone.
