Rent Luxury Self-Catering Apartments in Siena

We selected the best homes worth renting in this location

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Age 1 to 12

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Home spotlights

Aqua Olive

Aqua Olive

  • 8 guests

  • 4 bedrooms

Manciano, Grosseto

This sun-drenched villa is perfect for a family getaway to the gorgeous region of Tuscany, with plenty of space for everyone to gather together under the sun or indoors. Cosy up in front of the TV on the comfy sofas with a lovely view of the verdant surroundings or enjoy a light bite at the circular dining table by the patio door.

A Sweet Symphony

A Sweet Symphony

  • 4 guests

  • 2 bedrooms

La Dogana, Cortona

Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. And from the moment of arrival, the atmospheric presence of the villa feels inspiring.

Chianti Dream

Chianti Dream

  • 4 guests

  • 2 bedrooms

San Sano, Gaiole in Chianti

Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here.

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

It may be less than a thirty-minute drive from the spectacular Renaissance city of Florence, but this home feels like another world. Located up in the hills, you'll discover a spectacular villa – complete with a clock tower – just outside the small village of Cellai, where time seems to stand still.


We selected the top 3% holiday homes in Siena Self-Catering Apartments

Explore the 1 most perfect homes in our collection

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Most popular homes

Mediterranean Flowers

Mediterranean Flowers

  • 10 guests

  • 5 bedrooms

Bibbona, Tuscany

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

Hillside Harvest

Hillside Harvest

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Vanilla-Bean Gelato

Vanilla-Bean Gelato

  • 4 guests

  • 2 bedrooms

Walled City, Lucca

Grande Amore

Grande Amore

  • 2 guests

  • 1 bedrooms

Pescia, Pistoia

La Vita a Colori

La Vita a Colori

  • 4 guests

  • 2 bedrooms

Walled City, Lucca

The Hillside Stone

The Hillside Stone

  • 6 guests

  • 3 bedrooms

Ruota, Capannori

The Lavender Harvest

The Lavender Harvest

  • 11 guests

  • 5 bedrooms

Manciano, Grosseto

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Frequently asked questions

Book luxury Self-Catering Apartments in Siena, Tuscany, Italy, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Siena Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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