Chianciano Terme family rentals

We found 1,448 family rentals — enter your dates for availability

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August 2025

September 2025

Find the best place to stay - Chianciano Terme

Villa with private pool, air conditioning near wineries at 3km from village

Sleeps 10 · 4 bedrooms · 3 bathrooms

Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!

Sleeps 8 · 2 bedrooms · 2+ bathrooms

Villa Bambina: A pleasant and spacious two-story villa surrounded by the greenery, with Free WI-FI.

Sleeps 10 · 4 bedrooms · 3 bathrooms

Farmhouse in the Tuscan countryside, swimming pool. Hot springs, art cities, Etruscan archaeology

Sleeps 4 · 2 bedrooms · 2 bathrooms

Top rated rentals - Chianciano Terme

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

view from terrace/piazza a few steps from the front door - photo in late autumn

Premier Host

Brilliant Stay in Montepulciano

An excellent apartment, very cosy and comfortable, extremely well located within the old town. Royce is an outstanding host, very welcoming and willing to assist with suggestions and advice.

Howard P.

Stayed May 2024

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