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Casale San Regolo,

"A villa nestled within a majestic estate surrounded by olive groves, while the vineyards stretch infinitely beyond. A place beckoning guests to indulge in the epitome of Tuscan beauty"






580 m²


from €3,495 per night
Minimum stay applies

The villa Overview

An essential element of a splendid 4.200 acre historic estate dating back to 998, this modern villa for rent in Tuscany stands as a testament to timeless elegance, with a private infinity pool and manicured lawns inviting guests to experience the ultimate relaxation while unwinding and basking in the warm Tuscan sun. Casale San Regolo is the perfect fusion of comfort and traditional charm. With its spacious layout and breathtaking views, this villa offers a serene retreat with ample space for relaxation and entertainment, ensuring unforgettable memories with family and friends.

Not so far from the cities of Florence and Siena, Casale San Regolo enjoys a great position to embark on memorable journeys of discovery. Explore the enchanting streets of Florence, adorned with world class art, or immerse yourself in the Renaissance charm of Siena, with its iconic Piazza del Campo and awe inspiring Duomo. From the rolling vineyards of Chianti to the medieval wonders of San Gimignano and the picturesque landscapes of the Val d'Orcia, the villa's excellent location opens up a wealth of opportunities to delve into the rich history, artistic heritage, and gastronomic delights that Tuscany has to offer. At the end of the day, savour a glass of local wine on the lovely terrace of the villa, basking in the gentle breeze and taking in the breathtaking panoramic views stretching out before you.

This modern villa rental near Siena encompasses a main residence and two main houses and can accommodate up to 10 guests in five spacious double ensuite bedrooms, one of which has two queen beds, so it can accommodate up to 4 people, if needed. All the rooms at Casale San Regolo are thoughtfully designed with a rustic style exuding timeless charm and authenticity. The interior decor pays homage to Tuscan traditions, showcasing elements such as exposed wooden beams, stone walls, and traditional furnishings. Despite the rustic ambiance, every modern comfort you need is seamlessly integrated into the space, ensuring a luxurious and enjoyable stay.

The Details


Casole d’Elsa, Tuscany

Close to San Gimignano, Siena, Volterra


5 bedrooms, 5 bathrooms

Sleeps 10+2


Warm living room

Fully equipped kitchen

Traditional Tuscan fireplace

Bedrooms with countryside view


Heated glass-tiled pool

Outdoor dining and lounge areas

Wood-burning oven

Charcoal and gas barbecues

other amenities

Air conditioning in every room

Wi-Fi Internet access

Custom-based experiences on request

Dedicated bilingual concierges

Casale San Regolo is the perfect choice for those seeking a truly unforgettable experience steeped in history and tradition and immersed in the rich heritage 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+2 POA POA POA

Property availability

Casale San Regolo,Tuscany

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The Location

In addition to Florence, situated within an hour’s driving distance, in a 35-minute drive guests can reach Siena, also attracting tourists for an exhilarating horse race held in Piazza del Campo. Montalcino, known for its scenic beauty and world-class wines, is almost one hour away.

Visit beautiful Volterra
Taste the best Extra Virgin Olive Oil
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.