Siena Guest Houses

We selected the 3582 homes worth renting in this location

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Age 13+

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Children

Age 1 to 12

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Infants

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Pets

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Home spotlights in Siena

Sunset on the Landscape

Sunset on the Landscape

  • 8 guests

  • 4 bedrooms

Siena, Tuscany

Take a look at the amazing views of the Tuscan hills and Siena from this traditional home – they really do stop you in your tracks. The gardens are a dream as well – perfect for alfresco dining and drinks as the sun sets on the stunning landscape beyond.

Chianti Views

Chianti Views

  • 6 guests

  • 3 bedrooms

Castelnuovo Berardenga, Siena

Set on a Chianti hillside, this home promises a serene retreat away from the hustle and bustle of everyday life. Sun worshipers will adore the private terrace, and there’s also a communal infinity pool here, perfect for when you need to cool off in the heat of the day.

Breathe The Green

Breathe The Green

  • 8 guests

  • 4 bedrooms

Sovicille, Tuscany

Ah, Tuscany. There’s no better way to explore the verdant Italian countryside than from a rustic farmhouse, and this home has tradition (and charm) in spades.

Tuscany on My Mind

Tuscany on My Mind

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

In the heart of Tuscany, surrounded by vineyards and olive groves, this home is a true haven. Contemporary and calming, you can’t help but relax here, while the flexible bedroom setup makes it an ideal choice for larger groups.


We selected the top 3% holiday homes in Siena Guest Houses

Explore the 3582 most perfect homes in our collection

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Most popular homes in Siena

Tuscan Whisper

Tuscan Whisper

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

Beneath The Autumnal Sun

Beneath The Autumnal Sun

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

Tuscan Haven

Tuscan Haven

  • 2 guests

  • 2 bedrooms

Sovicille, Tuscany

Chianti Breeze

Chianti Breeze

  • 10 guests

  • 5 bedrooms

Gaiole in Chianti, Siena

Like Sweetness

Like Sweetness

  • 8 guests

  • 4 bedrooms

Castellina in Chianti, Tuscany

Gioia Pura

Gioia Pura

  • 6 guests

  • 3 bedrooms

Vitignano, Castelnuovo Berardenga

Sun of Splendour

Sun of Splendour

  • 15 guests

  • 7 bedrooms

Fonterutoli, Castellina in Chianti

Land of Beauty

Land of Beauty

  • 12 guests

  • 6 bedrooms

Castelnuovo Berardenga, Siena

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Frequently asked questions

Looking for guesthouse style accommodation in Siena, Tuscany, Italy? You've come to the right place: Our homes come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. Book today and enjoy a short or extended stay in the best guesthouse style accommodation that Siena, Tuscany, Italy has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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