Rent Luxury Self-Catering Apartments in Gaiole in Chianti

We selected the 2704 homes worth renting in this location

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Children

Age 1 to 12

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Infants

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Home spotlights in Gaiole in Chianti

Mulberry & Olive

Mulberry & Olive

  • 6 guests

  • 3 bedrooms

Casanuova di Ama, Gaiole in Chianti

Full of charm, we love this home’s history. It’s hard to imagine its olive press past, save for the very obvious reminder in the living area.

The Olive Dawn

The Olive Dawn

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Set in a hamlet among vine-covered hills, this home is one of eleven houses, with origins dating back to 1400. There’s a flower and plant-filled private garden and shaded terrace perfect for alfresco meals, while the beautiful large pool is shared – it’s located a short stroll from the home and has incredible views.

The Rosso

The Rosso

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is a perfect spot for a group seeking a retreat amongst sprawling gardens.

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.


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

Explore the 2704 most perfect homes in our collection

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Most popular homes in Gaiole in Chianti

Whispering Cypresses

Whispering Cypresses

  • 6 guests

  • 3 bedrooms

Montevarchi, Arezzo

Sweet Vine

Sweet Vine

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Chianti Sangria

Chianti Sangria

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Sangiovese Sunset

Sangiovese Sunset

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

The Olive Tint

The Olive Tint

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Chianti Blush

Chianti Blush

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

The Chianti Way

The Chianti Way

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

The Tuscan Vine

The Tuscan Vine

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

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Frequently asked questions

Book luxury Self-Catering Apartments in Gaiole in Chianti, 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 Gaiole in Chianti 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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