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Villa Il Casolare,

“Surrounded by blooming flowers, a traditional Tuscan farmhouse in the heart of Val d’Orcia, minutes away from the picturesque Pienza”






from €994 per night
Minimum stay applies

The villa Overview

Immersed in a green valley with the spectacular backdrop of Pienza, Il Casolare is a charming villa rental in Tuscany perfect to accommodate large groups in a home-away-from-home setting.

This traditional country villa combines original architectural features with innovative and modern facilities, including an indoor-outdoor style swimming pool, perfect to relax at the end of a long day exploring the region and its many treasures. As evening draws, admire the whimsical sunset views from the garden and al fresco dining area while sipping a glass of Brunello wine from the area.

Divided into two distinct parts, each with its own kitchen and living area, this large villa for rent in Pienza can accommodate a total of 14 guests. The property offers five double bedrooms, one double/twin bedroom and two single rooms. Each bedroom has its own private bathroom.

The Details


Pienza, Tuscany

Close to Monticchiello, Montepulciano and Montalcino


8 bedrooms, 8 bathrooms

Sleeps 14


Two spacious Tuscan-style kitchens

Double living room with fireplace

Individually decorated bedrooms


Private swimming pool a part of which is indoor

Outdoor dining area


Table tennis table

other amenities

Air conditioning throughout

Wi-Fi internet access

Cook & Chef service available on request

The perfect rental villa for a large family or a group of friends wishing to explore Tuscany and indulge in long balmy evening with Pienza as a backdrop.

The Location

Perfectly positioned within a 5 minutes’ drive of the charming town of Pienza in the heart of Val d’Orcia, the area is a paradise for wine and food lovers that can indulge in endless cheeses and wine tasting as well as explore organic farms and state-of-the-art wineries scattered throughout the region. The many picturesque villages add to the extensive list of daytrips available, making it the ideal base for sightseeing.

Wander along the cobbled streets of Siena
Enjoy a wine tasting in one of the many local wineries
Explore the region on a bike tour

The Experiences

During your stay we can provide an extensive selection of experiences. From the once-in-a-lifetime to the enhancing your villa experience with a few touches. Below is a selection of the experiences we offer, just to give you a flavour. Once you’ve booked, our experience team will delve deeper into your needs and help you craft the perfect holiday.

Our service packages and prices

We offer the Essenza Essential package as standard with the option to upgrade to Classic and Premium if desired. Our prices vary depending on the season, occupancy level and service. Packages are based on stays of 7 nights or more.


Meet & Greet with an Essenza Representative that will remain on call 24/7 for assistance

Day-by-day itinerary

Maid service 6 days a week

Welcome bag full of essential items

Drinks and snacks on arrival

Car rental and private transfer booking service


as Essential with the addition of...

Mid-week linen and towel change

Buffet dinner on arrival

Buffet breakfast the first morning

Sommelier consultation by phone

Essenza Concierge Zoom consultation

Our Essenza Local guide


as Classic with the addition of...

Daily breakfast

Sommelier consultation via Zoom with possibility to request wine samples (shipping extra)

1-hour photographic session at the property

Airport meet & greet and assistance

  Weekly Price (€) Upgrade to:
Season Date Range Occupancy Essential Classic Premium
Low Season Jan 01 - Apr 01 2022; Oct 29 - Dec 17 2022 14 €6,961 €7,573 €9,413
Mid Season Apr 02 - May 06 2022; Sep 24 - Oct 28 2022; Dec 18-25 2022 14 €8,397 €9,009 €10,849
High Season May 07 - Jun 10 2022; Aug 27 - Sep 23 2022 14 €9,320 €9,932 €11,772
Peak Season Jun 11 - Aug 26 2022; Dec 26 - Jan 06 2023 14 €10,961 €11,573 €13,413

Villa Il Casolare, Tuscany

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Let’s start the adventure...

Enquire now and our team will craft the perfect Italian travel experience for you.