Villa Cyprians Pesa: Stunning 6-Bedroom Country Estate with Private Pool and Vineyard Views in Chianti Countryside

This luxury villa rental in Tuscany offers an exceptional retreat in the heart of Chianti wine country, where rolling vineyard views and authentic Italian charm create the perfect setting for an unforgettable holiday. Set within a sprawling 10,000-square-meter estate just outside San Casciano Val di Pesa, this magnificent 19th-century property combines historic character with modern comfort across 370 square meters of thoughtfully designed living space.

The Villa

The main villa and charming outbuilding accommodate up to 16 guests across six beautifully appointed bedrooms and three well-equipped bathrooms. The property’s three levels flow seamlessly from elegant reception rooms to cozy family spaces, each thoughtfully furnished to capture the essence of Tuscan living. Natural stone floors throughout enhance the authentic atmosphere, while panoramic windows frame spectacular countryside views that stretch across meadows, vineyards, and olive groves.

The heart of the home centers around multiple living areas, each with its own character and purpose. The main living room opens directly to the gardens, while the spacious dining room with panoramic windows provides the perfect setting for memorable meals. The fully equipped kitchen features modern appliances including a dishwasher, gas stove, and electric coffee machine, making self-catering a pleasure. Decorative fireplaces add warmth and charm to several rooms, while satellite television and WiFi ensure modern convenience.

Outdoor Living

The crown jewel of the outdoor space is undoubtedly the private 13 x 5-meter swimming pool, available from May through October and maintained by the dedicated gardener. Surrounded by terraced gardens and equipped with an outdoor shower, the pool area creates a perfect oasis for relaxation and entertainment. Multiple terraces and patios provide varied outdoor dining and lounging options, all furnished for comfort and equipped with barbecue facilities.

The extensive grounds include beautifully maintained lawns, mature trees, and fenced areas perfect for children and pets to explore safely. Garden furniture and deck chairs are positioned to take full advantage of the property’s sunny exposure and breathtaking panoramic views. The terraced garden design maximizes both privacy and scenic beauty, creating intimate spaces within the larger landscape.

Exploring San Casciano Val di Pesa and the Local Area

The villa’s location in San Casciano Val di Pesa places guests at the heart of one of Tuscany’s most celebrated wine regions. The historic town center, just four kilometers away, offers authentic Tuscan charm with local shops, restaurants, and weekly markets. The surrounding countryside provides endless opportunities for wine tasting, with numerous renowned estates offering tours and tastings within easy driving distance.

Florence, the Renaissance capital, lies just 27 kilometers away, making day trips to see world-famous art and architecture entirely feasible. Other iconic destinations including San Gimignano (41km), Volterra (67km), and Siena (68km) are all within comfortable reach for exploring Tuscany’s medieval treasures. The official Tuscany tourism website provides comprehensive information about regional attractions and events.

Families and Groups

This property excels as a family-friendly destination, with extensive grounds providing safe play areas for children and the private pool offering hours of entertainment. Baby equipment including high chairs is provided, and the fenced property ensures peace of mind for parents. The flexible accommodation arrangement with both the main house and outbuilding allows larger groups to enjoy both togetherness and privacy.

Multiple living areas mean different age groups can pursue various activities simultaneously, while the fully equipped kitchen and outdoor dining areas accommodate family meal preparation and group dining with ease. The property welcomes up to two pets, making it perfect for families traveling with their four-legged members.

Property Details

Located in Italy’s renowned Chianti region, the villa provides excellent accessibility with Florence Airport just 27 kilometers away and Pisa Airport 74 kilometers distant. Public transport links are convenient with a bus stop just 350 meters away, though a rental car is recommended to fully explore the region’s attractions and vineyards.

The property includes essential amenities such as washing machine, iron, hairdryer, and WiFi throughout. Parking accommodates up to four cars with an additional garage space. All linens, towels, and final cleaning are included, with only local tourist taxes payable on arrival. The property operates on a non-smoking policy and maintains eco-friendly features including LED lighting, water-efficient toilets, and recycling facilities.

Best For

This exceptional villa suits discerning travelers seeking an authentic Tuscan experience with luxury amenities. Perfect for milestone celebrations, family reunions, or groups of friends exploring Italy’s wine country, the property combines privacy with accessibility to major attractions. The combination of historic character, modern comfort, and spectacular location makes it ideal for those wanting to experience the real Tuscany while enjoying resort-style amenities.

Frequently Asked Questions

What are the check-in and check-out times?

Check-in is from 16:00 and check-out is by 10:00, allowing adequate time for property preparation between guests.

What is the minimum stay requirement?

Weekly rentals are typical, with pricing from £1,830 per week, though specific minimum stay requirements should be confirmed when booking.

Are pets allowed at the property?

Yes, up to two pets or dogs are welcome, making this an excellent choice for families traveling with their animals.

Which is the nearest airport and how far?

Florence Airport (FLR) is the closest at 27 kilometers, with Pisa Airport (PSA) 74 kilometers away, both providing excellent international connections.

How far is the nearest town?

San Casciano Val di Pesa center is 4 kilometers away, offering shops, restaurants, and local services for daily needs.

What is included in the rental price?

All bed linens, towels, final cleaning, energy costs, and WiFi are included, with only local tourist taxes and heating (if used) as additional charges.