Find ski-in/ski-out rentals near Il Cassero

We found 3 ski-in/ski-out rentals — enter your dates for availability

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September 2025

October 2025

Find the best place to stay - Il Cassero

Premier Host

Lovely apartment in Monte San Savino AR

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Il Cassero

Premier Host

Secret Val D’Orcia

We have stayed in the Val D’Orcia before - it’s an area we love, but this was really next level.Privacy, huge beautiful grounds and amazing views from every window!Wonderful hosts who went out of their way to make this the most special stay - thank you, it was amazing!

Vernon H.

Stayed May 2025

Premier Host

Fabulous Experience

This is a modern apartment in a peaceful authentic walled city in the heart of Tuscany- Monticchiello! It has great restaurants- Daria and La Porta to name just two. It is located close to Pienza, Montipulicano, Montalcino and the Brunello wine country. Francesco is the host and owner. He provides a wonderful breakfast and free laundry service. He is very responsive and takes great care of his guests. The four of us had a wonderful time there and highly recommend this town and property. You will not be disappointed.

John M.

Stayed Sept 2022

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