San Prospero, Siena holiday accommodation: short-term house rentals & properties

Discover a selection of 15 apartments and other holiday rentals in San Prospero that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - San Prospero

Calise House - Elegant 1920s Villa w/ Garage

Sleeps 5 · 3 bedrooms · 2 bathrooms

Top rated rentals - San Prospero

Premier Host

Apartment in Siena

Stunning and very large apartment. Very close to all major attractions. Federica was very helpful. Check in was very easy. Highly recommend this apartment.

John M.

Stayed May 2025

Premier Host

Perfect apartment for a Tuscany base

This apartment has 2 bedrooms and 2 bathrooms and everything you could possibly need for a wonderful base in Tuscany. Close to great restaurants and conveniences and with a superb view of the Basilica of San Domenico from one of the bedrooms with a Juliet balcony. Highly recommended.

Bronwyn J.

Stayed Oct 2023

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value