Rent Luxury Self-Catering Apartments in Siena

We selected the best homes worth renting in this location

Home spotlights

A Glass of Brunello

A Glass of Brunello

  • 10 guests

  • 5 bedrooms

San Miniato, Pisa

This rural, pet-friendly villa offers equal amounts of elegance and tradition. Accessed through an electric gate and up an avenue of olive trees, you'll enjoy privacy and tranquillity on the outskirts of Siena.

The Tuscan Farm

The Tuscan Farm

  • 14 guests

  • 7 bedrooms

Sovicille, Tuscany

Whether you’re here for the famous landscapes, rich history, culture or cuisine, one thing’s for sure, if you want to experience Tuscany at its finest, this charming villa is the place to be. In an idyllic countryside location, this home is surrounded by luscious greenery, rolling hills and landscapes, making it the ideal spot for sunset views and stargazing.

The Olive Tint

The Olive Tint

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request.

Tuscan Idyll

Tuscan Idyll

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here isn't the best drive, this home promises a paradisal outdoor living space.


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

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Most popular homes

A Guide to the Hills

A Guide to the Hills

  • 9 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Vine & Blossom

Vine & Blossom

  • 8 guests

  • 4 bedrooms

Barberino Tavarnelle, Florence

Duchy Affair

Duchy Affair

  • 8 guests

  • 4 bedrooms

Capannori, Lucca

Artistic Grapes

Artistic Grapes

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

Paolo's Vine

Paolo's Vine

  • 6 guests

  • 3 bedrooms

Galenda, Gaiole in Chianti

Hillside Sunset

Hillside Sunset

  • 10 guests

  • 5 bedrooms

Lucca, Tuscany

The Magnolia Oak

The Magnolia Oak

  • 20 guests

  • 11 bedrooms

Castellina Marittima, Tuscany

Tuscan Winery

Tuscan Winery

  • 6 guests

  • 3 bedrooms

Montecarlo, Tuscany

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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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