Rent Luxury Accommodation in Siena

We selected the 3594 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Siena

Terracotta & Vine

Terracotta & Vine

  • 6 guests

  • 3 bedrooms

San Sano, Gaiole in Chianti

Tucked away in the Tuscan countryside, this villa is just the spot to switch off and relax. We love the seamless blend of traditional and modern and the opportunity to find space for socialising or solitude.

The Summer Harvest

The Summer Harvest

  • 14 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

Nestled among hills dotted with olive groves and vineyards, this villa makes a comfortable base for large groups and family gatherings. Inside, you'll find two sitting rooms, two kitchens, and an array of cosy bedrooms.

Being of Beauty

Being of Beauty

  • 18 guests

  • 9 bedrooms

Lilliano, Castellina in Chianti

Experience the beauty of Chianti with a stay in this luxurious Tuscan retreat. Owned by a family for more than a hundred years, now you’re invited to step inside and make your own special memories.

Sunlight in Tuscany

Sunlight in Tuscany

  • 5 guests

  • 2 bedrooms

Siena, Tuscany

This charming home was renovated from the owner’s ancient stable. It’s now a delightful holiday home perfect for a family or a group of friends.


We selected the top 3% holiday homes in Siena Accommodation

Explore the 3594 most perfect homes in our collection

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Most popular homes in Siena

Sunset on the Landscape

Sunset on the Landscape

  • 8 guests

  • 4 bedrooms

Siena, Tuscany

Super Tuscan

Super Tuscan

  • 14 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

Chianti Chic

Chianti Chic

  • 6 guests

  • 3 bedrooms

Castelnuovo Berardenga, Siena

Chianti Breeze

Chianti Breeze

  • 10 guests

  • 5 bedrooms

Gaiole in Chianti, Siena

Siena Ceremony

Siena Ceremony

  • 8 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

Landscape Artist

Landscape Artist

  • 6 guests

  • 2 bedrooms

Monteroni d'Arbia, 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

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Frequently asked questions

Take a look at our exclusive collection of luxury Accommodation in Siena, Tuscany, Italy, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest Siena Accommodation for Rent.

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