Villa and Holiday Home Rentals in Casole d’Elsa

9 Holiday Homes

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Show 9 holiday homes

Apartment Ciliegio - Monti 1824

8.2
Nightly rate from Per week (7 nights): € 665,- Nightly rate from € 95,-

Apartment Mandorlo - Podere Monti

8.6
Nightly rate from Per week (7 nights): € 1,042,- Nightly rate from € 149,-

Casole d’Elsa: a beautiful medieval hilltop town in the heart of Tuscany

Casole d’Elsa is a picturesque Tuscan hilltown known for its panoramic views, stone houses, quiet alleys and welcoming atmosphere. Set between Siena and Volterra, it offers classic Tuscan scenery with vineyards, olive groves and cypress-lined roads all around. Explore all Casole d’Elsa villa rentals available directly from the host.

Perfect base for exploring Siena, Chianti and Volterra

Thanks to its central location, Casole d’Elsa is ideal for travellers who want to discover Tuscany’s most iconic destinations. Enjoy wine tasting in the Chianti region, explore Etruscan heritage in Volterra or visit Siena’s historic centre. Find even more inspiration on the Tuscany holiday rentals overview page.

Things to do in and around Casole d’Elsa

  • Stroll through the medieval town centre and artisan shops
  • Visit Volterra and its Etruscan sites
  • Explore the vineyards and wineries of Chianti
  • Enjoy panoramic walks along rural Tuscan trails
  • Take day trips to Siena, San Gimignano and Monteriggioni

Holiday homes in Casole d’Elsa: views, character and privacy

Casole d’Elsa offers beautiful self-catering villas, stone farmhouses and countryside retreats with panoramic terraces and peaceful settings. Many properties provide spacious outdoor areas that are perfect for relaxation. For travellers seeking a private swimming pool, visit: private pool holiday homes.

If you’re looking for attractive pricing or flexible dates, browse the latest offers via: Italy last-minute holiday rentals.

Explore nearby Tuscan towns

Casole d’Elsa is perfectly situated for exploring beautiful destinations such as Castelfranco Piandiscò, Cortona and the countryside around Arezzo.

Why book a villa in Casole d’Elsa via Micazu?

  • Direct contact with the host
  • No platform fees
  • Authentic Tuscan homes with breathtaking views
  • Ideal for wine lovers, walkers and culture seekers

Experience the charm of Tuscany’s hilltop villages and browse all holiday homes in Casole d’Elsa. A wonderful setting for relaxation, nature and Tuscan culture.