Book Luxury Vacation Rentals with a Private Chef in Castellina in Chianti

We selected the 3180 homes worth renting in this location

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Home spotlights in Castellina in Chianti

Buona Giornata

Buona Giornata

  • 6 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

This apartment is part of a beautiful agriturismo in San Donato, in the heart of Tuscany. Views of the Chianti Hills can be enjoyed from almost every angle, and there are vast grounds so you can spend much of your time outside.

Tuscan Delight

Tuscan Delight

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Nestled on a hillside in Chianti with far-reaching views, this ground-floor apartment is part of a small resort. While it does lack natural light in some areas due to its history as a farm building, it’s comfortable and well-equipped for a restful retreat.

The Olive Stone

The Olive Stone

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shady stroll, and vineyards tumble down the hillside around you.

A Touch of Chianti

A Touch of Chianti

  • 8 guests

  • 4 bedrooms

Castellina in Chianti, Tuscany

Stylishly rustic, this country home sets the tone for a restorative retreat in the heart of Chianti. Dating back to the 10th century, the house has a wonderful sense of character with plenty of space for groups to relax and enjoy the garden views.


We selected the top 3% holiday homes in Castellina in Chianti Vacation Rentals with a Private Chef

Explore the 3180 most perfect homes in our collection

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Most popular homes in Castellina in Chianti

A Taste of the Hills

A Taste of the Hills

  • 2 guests

  • 1 bedrooms

Castellina in Chianti, Tuscany

The Stuff of Dreams

The Stuff of Dreams

  • 10 guests

  • 5 bedrooms

Castellina in Chianti, Tuscany

Mulberry & Olive

Mulberry & Olive

  • 6 guests

  • 3 bedrooms

Casanuova di Ama, Gaiole in Chianti

Stonehill Vines

Stonehill Vines

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

Wild Onion

Wild Onion

  • 4 guests

  • 2 bedrooms

Fonterutoli, Castellina in Chianti

Being of Beauty

Being of Beauty

  • 18 guests

  • 9 bedrooms

Lilliano, Castellina in Chianti

Chianti Chic

Chianti Chic

  • 6 guests

  • 3 bedrooms

Castelnuovo Berardenga, Siena

Over the Chianti Hills

Over the Chianti Hills

  • 4 guests

  • 1 bedrooms

Barberino Tavarnelle, Florence

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Frequently asked questions

Explore our unbeatable collection of luxury Vacation Rentals with a Personal Chef in Castellina in Chianti, Siena, Tuscany, Italy. Each and every home in our range comes fully furnished with excellently-equipped kitchens, essential bathroom toiletries, and all necessary linens included. Tested aspects of any home range from Wifi speed and shower pressure to a space's feel and design, so there really is nothing left to chance on our mission to discover the greatest properties on offer. Enjoy a stay in one of the Holiday Rentals in Castellina in Chianti with a Private Chef today, and remember your trip for all the right reasons. And don't hesitate to contact our team of experts if you require any assistance, as it is their pleasure to help make the process easy.

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