Il Casolese, Vacation Rental in Chianti hills, Tuscany

 

Il Casolese is a luxury villa rental in Tuscany, surrounded by vineyards, olive groves and the wooded hills of the countryside. Part of a remarkable private estate spanning more than 400 hectares between Greve and Panzano in Chianti, the property offers much more than a beautiful place to stay. The surrounding land forms part of a working organic farm, where vineyards, olive groves, forests and agricultural landscapes have shaped life for centuries. At the heart of the wider estate is a historic wine cellar whose story reaches back to 1404, creating an authentic connection to the agricultural and winemaking traditions of Tuscany.

Il Casolese itself occupies a wonderfully peaceful position among woodland, vines and olive trees. Both Greve and Panzano in Chianti are approximately 10 minutes away by car, giving guests the freedom to explore two of the region's best-known villages while returning each day to the privacy and quiet of the countryside. A panoramic terrace shaded by olive trees and an ancient mulberry tree looks across the valley, providing an idyllic setting.

The property accommodates up to 21 guests across nine bedrooms divided between the main farmhouse and a beautifully converted former barn. This arrangement works particularly well for larger families and groups of friends, combining generous spaces for spending time together with more private areas where guests can retreat throughout the day. At the heart of the main house is a spacious open-plan kitchen designed for cooking and gathering together, accompanied by a generous lounge where guests can read, relax or simply enjoy each other's company. The property's indoor spaces flow naturally toward two outdoor verandas, including a large covered terrace and a barbecue area close to the pool.

Outside Rosemary hedges and olive trees surround the 15 x 6-metre swimming pool, while woodland, vineyards and cultivated hillsides extend beyond the gardens. The panoramic terraces and shaded outdoor living spaces encourage guests to spend much of the day outside—swimming, reading beneath the trees, enjoying an al fresco barbecue or simply watching the changing light across the valley.

Staying at Il Casolese also places guests within a landscape devoted to food, wine and agriculture. The wider private estate's organic farming traditions, historic wine production, vineyards and olive groves give the experience a genuine connection to rural Tuscany rather than simply a view of it. Beyond the estate, the location between Florence and Siena makes this an excellent base for discovering Chianti's villages, countryside and culinary traditions, while exploratory, culinary and sporting experiences can also be arranged through trusted local specialists. Comfort is equally well considered, with air conditioning, Wi-Fi and satellite television, alongside daily cleaning.

Every stay at Il Casolese is further supported by Dream Exotic Rentals' dedicated concierge service. Our team can assist with private transfers, restaurant reservations, local discoveries, culinary experiences and additional personalized services, helping guests experience both the privacy of their Tuscan villa and the extraordinary food, wine and countryside traditions that surround it.

Check-in: 3:00 – 7:00 PM

Check-out: 10:00 AM

Ask about late or early check-in/out

Children welcomed (ask about age restrictions when applicable)

Events (inquire)

Pets (inquire)

No Smoking (penalty for smoking, damages applicable)

Rates vary depending on time of year

High season and holiday rates are higher

7 nights minimum stay

Taxes shall apply to final bill

Refundable damage deposit to vary by capacity/length of stay

30% required to book your dates (ask if you need an exception)

Balance due 45 days prior to arrival (ask if you need more time)

Bring identification for verification upon check-in

Ask about trip cancellation & medical trip insurance

Please follow guidelines for travel, ask your travel advisor for updates

Concierge is included for planning & booking excursions

Unless otherwise noted, ask about cancellation policies which change rapidly

Bring a mask for your own protection in case of mandate