Castello di Casole – Tuscany
Past. Present. Perfection.
Castello di Casole – Tuscany
1,000 years in the Making
Castello di Casole – Tuscany
Untouched except by history

Castello di Casole

Castello di Casole

tuscany, italy

If there is a single word more alluring than Italy then it must be its own heart and soul…Tuscany. Always so much more than a place, Tuscany is first a way of life, each present moment infused with two centuries of the world’s favorite art, culture, food and wine. In the rolling Tuscan hills not far from the mythic cities of Florence, Siena and San Gimignano is one of the largest private landholdings in all of Italy. Vineyards and orchards of olive trees pattern the landscape. At the heart of it all is Castello di Casole – A Timbers Resort.

Two majestic cypress-lined lanes ascend to a 41-suite boutique hotel voted #1 Resort in Europe by Travel + Leisure for three consecutive years. The hotel includes impeccable suites, casual dining rooms that open to terraces, a pool, and a spa and fitness center inspired by the region’s fragrances and natural approach to diet and exercise.

Dotting the hillsides are restored and reconstructed Casali farmhouses, each with its own mesmerizing glass-tiled infinity edge pool available for whole ownership or deeded residential interests through our Private Residence Club program. The Casali are furnished in traditional Tuscan fashion with luxurious modern updates, including sumptuous baths and fine Italian furnishings.

Castello di Casole Tuscany estate
Castello di Casole
Castello di Casole photo gallery
  • A Timbers Resort
  • 4,200-acre estate in the heart of Tuscany near Siena and Florence
  • 41-suite boutique hotel at the heart of the estate
  • Whole ownership and deeded residential interests in the Private Residence Club program
  • Available through the Timbers Reciprocity Program
  •  #1 Resort in Europe for three consecutive years – Travel + Leisure
  • Estate grown and produced wine and olive oil
  • Truffle hunting, cooking classes, spa and fitness center, infinity edge pools


The Hotel Castello di Casole effortlessly combines Old World Tuscan charm with modern boutique luxury, elegance and sophistication.


This is the very best Luxury Real Estate in Tuscany, and we invite you to join us either as a whole owner or through our private residence club program.

Stay In Touch

Please contact us Hotel Reservations at 844.294.1091 or Real Estate Sales at 866.619.2777 or complete this form to learn more about Castello di Casole and a representative will contact you shortly.

Showing up with family is a big deal for me since our grown kids live in different countries.   Convening in Castello di Casole helps me make memories more memorable! 
Hsieh Family
This ancient gem is truly something to write home about…magical.
California Home + Design
The food and wine everywhere was fabulous.
Sally Daly
...enjoy old world Tuscan charm and modern luxury all in one.
National Geographic Traveler
We cannot wait to get another taste of Chianti and Castello di Casole.
Mike Quinn
Travel + Leisure’s #1 Resort in Europe and #2 in the World for three consecutive years
Travel + Leisure

hotel castello di casole

past. present. perfect.

Exquisitely appointed, each and every accommodation at the hotel is a full suite that effortlessly combines Old World Tuscan charm with modern luxuries, and sublime comfort with elegance and sophistication.

one thousand years

in the making

At the heart of this vast, vibrant and vital estate is a storied castle that dates back to the year 998. Your arrival is through a cypress-lined lane that leads to the elegant courtyard. Here you will be welcomed to a five-star boutique hotel in the grand European tradition.