Casale San Giovanni, Vacation Villa in Tuscany, Italy

Casale San Giovanni is an elegant Tuscan vacation rental surrounded by vineyards and rolling hills, within an exclusive private estate in Italy. Perfectly suited for large families and groups of friends, this magnificent six-bedroom residence combines authentic Tuscan heritage with elegant modern living. Nestled within a private estate whose origins date back to the year 998, Casale San Giovanni allows guests to experience over a thousand years of Tuscan history in one extraordinary destination.

Beautifully positioned among vineyards and olive groves, Casale San Giovanni enjoys spectacular countryside views from nearly every room. The villa has been meticulously restored, blending centuries-old architectural details with refined Italian furnishings, spacious open living areas, and modern amenities. Designed to comfortably accommodate up to twelve guests, the property consists of six bedrooms in total - a spacious four-bedroom main residence complemented by a separate two-bedroom guest house, making it an ideal choice for multi-generational families or groups seeking additional privacy.

The villa features heated glass-tiled infinity pool as well as outdoor hot tub which provides the perfect place to unwind with panoramic vineyard views. Multiple outdoor lounge and dining areas invite leisurely afternoons beneath the Italian sun, while the traditional wood-fired forno, barbecue, fire pit, and private bocce court create memorable spaces for gathering with family and friends over exceptional local food and wine. Every corner of the property has been designed to embrace Tuscany's celebrated outdoor lifestyle.

Guests of Casale San Giovanni enjoy access to an exceptional collection of estate amenities that celebrate the region's rich culinary and cultural traditions. Authentic cooking classes offer the opportunity to master traditional Italian recipes, while nearby Siena, San Gimignano, charming medieval villages, artisan markets, and picturesque countryside drives provide endless opportunities to experience the very best of Tuscany.

To further elevate your stay, a wide range of personalized in-house services can be arranged at an additional cost. Guests may enjoy private chef experience, in-villa spa and massage services, private transportation and more. Whether you're planning an intimate family gathering or a memorable holiday with friends, every service can be tailored to create a seamless and personalized Tuscan experience.

Check-in: 4:00 – 5:00 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

4 to 7 night minimum (based on season and arrival date)

Taxes shall apply to final bill

Refundable damage deposit to vary by capacity/length of stay

50% required to book your dates (ask if you need an exception)

Balance due 60 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