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Casale San Damiano,

"A sanctuary of serenity and beauty amidst the rolling hills of Tuscany, a picturesque villa perfectly embodying the timeless charm of classic local architecture"






440 m²


from €3,195 per night
Minimum stay applies

The villa Overview

Part of a 4.200-acre historic estate, this modern villa for rent in Tuscany located on a secluded hillside offers breathtaking views of a verdant valley, inviting guests to immerse in the beauty of the surrounding nature. The villa itself is a testament to the classic Tuscan style, exuding an authentic and rustic ambiance instantly making you feel at home. A comfortable hot tub awaits visitors next to the infinity pool, providing the perfect spot to soak up the tranquillity of the surroundings. Additionally, the dining room with its ceiling-to-floor windows and amazing views harmoniously merges nature and architecture, letting you savour the beauty of Tuscany while enjoying exquisite meals in a setting truly feeling like a piece of paradise.

Perfectly located in the heart of Tuscany and of the broader estate as well, Casale San Damiano offers a plethora of activities to fully experience the region's treasures. Explore the private hiking, biking, and horseback riding trails weaving through the estate. Along the way, keep an eye out for deer and colourful pheasants often making appearances. Take time for a trip to the charming town of Montepulciano, also renowned for world-class wines, or to the enchanting city of Siena, whose Cathedral is a stunning example of Italian Gothic architecture. Once back at the villa, set up a table with the sweeping views of the Tuscan landscape as your backdrop and enjoy a meal with family and friends in the open air or in the inside dining room.

This modern villa rental near Siena encompasses a main building, developing into two levels, and an annex with separate access to the pool area. A total of 8 guests can be accommodated in four bedrooms, all with en suite bathrooms. One of the bedrooms has two queen beds so can accommodate up to 4 guests, if needed. Each room boasts dramatic valley views while the floor-to-ceiling windows of the open kitchen and dining room not only fill the room with natural light, but they also create a seamless connection between the interior and the stunning outdoor scenery. The living room, both providing a traditional Tuscan fireplace and a desk with a Mac, is the perfect combination of tradition and modernity, comfort and functionality.

The Details


Casole d’Elsa, Tuscany

Close to San Gimignano, Siena, Volterra


4 bedrooms, 4 bathrooms

Sleeps 8+2


Generous living room with view

Open and bright kitchen

Traditional Tuscan fireplace

Multimedia desk equipped with a Mac and printer


Heated infinity pool

Hot tub and fire pit

Panoramic terrace

Wood-burning oven

other amenities

Air conditioning in every room

Wi-Fi Internet access

Dedicated bilingual concierges

Personal chef on request

The ideal retreat for anyone seeking a harmonious blend of tranquillity, natural beauty, and luxurious comfort in a truly idyllic setting in the heart of Tuscany.

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.


Maid service 5 days a week

Welcome bag full of essentials

Drinks and snacks on arrival

Essenza Travel App

Essential Concierge Service


as Essential with the addition of...

Zoom consultation for itinerary planning

Mid-week linen and towel change

Dinner provisions on arrival

Classic Concierge Service


as Classic with the addition of...

Daily attendance from your dedicated Essenza Host

Airport fast track

Daily American breakfast

A case of 6 bottles of local wine

1-hour photographic session at the property

Premium Concierge Service

  Weekly Price (€) Upgrade to:
Seasonality Date Range Occupancy Essential Classic Premium
Year Round Year Round 10 POA POA POA

Property availability

Casale San Damiano,Tuscany

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The Location

Guests of Casale San Damiano can reach medieval gems such as San Gimignano, a UNESCO World Heritage site, and Volterra, with well-preserved medieval architecture, in almost 40 minutes by car. The enchanting cradle of the Renaissance, Florence, is just an hour away.

Visit beautiful Volterra
Visit Uffizi galleries in a private visit
Visit Siena and its unique treasures

Let’s start the adventure...

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