Siena family rentals

We found 2,053 family rentals — enter your dates for availability

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August 2025

September 2025

Find the best place to stay - Siena

Traditional Tuscan farmhouse with stunning views

Sleeps 8 · 3 bedrooms · 3+ bathrooms

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Sleeps 10 · 5 bedrooms · 5 bathrooms

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Sleeps 16 · 7 bedrooms · 5 bathrooms

Family apartment with magical view on the old city, balcony, wifi & parking

Sleeps 4 · 2 bedrooms · 2 bathrooms

Top rated rentals - Siena

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

Beautiful Tuscan Villa

We had the most beautiful stay, check in was very easy and communication was wonderful. We also booked Elisa who is a private chef that Simone recommended and she was so wonderful, food and hospitality was amazing and highly recommended. Villa is an easy drive to Siena and also a local supermarket. Highly recommended, the views and villa are just spectacular.

laura b.

Stayed June 2024

Premier Host

Wonderful accommodation, welcoming hosts. Views and surroundings were beautiful!!

The property was immaculate, gardens and surrounding property beautiful and the hosts were extremely helpful and friendly

Deborah H.

Stayed Oct 2017

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