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Castellina in Chianti Hotel Alternatives

We selected the 3700 homes worth renting in this location

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Home spotlights in Castellina in Chianti

The Tuscan Moon

The Tuscan Moon

  • 10 guests

  • 5 bedrooms

Castellina in Chianti, Tuscany

Nestled between the pretty hilltop towns of Chianti, this home offers a traditional Italian sanctuary. Enjoy breathtaking views across vineyards while relaxing on the terrace.

Eternal Etruscan

Eternal Etruscan

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Sit back, relax and soak up the sunshine at this characterful villa in Chianti. It may be a little dated inside, but the twin apartment layout is perfect for families and groups that want their own space.

The Ode to Beauty

The Ode to Beauty

  • 14 guests

  • 7 bedrooms

Radda in Chianti, Tuscany

This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool.

Tuscan Hues

Tuscan Hues

  • 39 guests

  • 15 bedrooms

Greve in Chianti, Florence

Sitting atop the Chianti hills overlooking the Vignamaggio Valley, this stone estate blends traditional Tuscan charm with modern comforts. It’s perfect for a large group, with a main villa and a renovated barn offering three apartments.

We selected the top 3% holiday homes in Castellina in Chianti Hotel Alternatives

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Most popular homes in Castellina in Chianti

Tuscan Delight

Tuscan Delight

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Terracotta & Vine

Terracotta & Vine

  • 6 guests

  • 3 bedrooms

San Sano, Gaiole in Chianti

The Tuscan Muse

The Tuscan Muse

  • 14 guests

  • 7 bedrooms

Tregole, Tuscany

Being of Beauty

Being of Beauty

  • 18 guests

  • 9 bedrooms

Lilliano, Castellina in Chianti

Chianti Hillside

Chianti Hillside

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Vino Classico

Vino Classico

  • 8 guests

  • 3 bedrooms

Villa, Radda in Chianti

Cypress Reflections

Cypress Reflections

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

The Chianti Hills

The Chianti Hills

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

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Looking for alternatives to overpriced, cramped hotels in Castellina in Chianti, Siena, Tuscany, Italy? You've come to the right place: we’ve cherry-picked a selection of hotel alternatives which offer better value, more space, more privacy and more flexibility. Our vetted homes are located in central, vibrant neighbourhoods. 100% ready for living and available for short or extended stays.

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