Gaiole in Chianti Romantic Accommodation

We selected the 3820 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Gaiole in Chianti

Hillside Harvest

Hillside Harvest

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Nestled on a hilltop estate surrounded by vineyards, this home is one of six on the site of a former medieval castle. You'll share access to the grounds and swimming pool with other guests, but there's a private patio where you can enjoy an alfresco glass of wine.

Chianti Sangria

Chianti Sangria

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar.

Tuscan Gaze

Tuscan Gaze

  • 10 guests

  • 5 bedrooms

Gaiole in Chianti, Siena

Nestled in the heart of the Chianti Classico region, this restored Tuscan farmhouse promises an idyllic escape. Sure, the traditional interiors may not be to everyone’s taste, but this home has all the key ingredients for a relaxing stay.

Rose Garden

Rose Garden

  • 2 guests

  • 2 bedrooms

Radda in Chianti, Tuscany

This charming stone house is nestled in the Chianti countryside, perfect for wine lovers and those who enjoy a slower pace of life. Long, alfresco meals will be routine here, with a dining table and barbecue under the shaded pergola.

We selected the top 3% holiday homes in Gaiole in Chianti Romantic Accommodation

Explore the 3820 most perfect homes in our collection

View on map

Most popular homes in Gaiole in Chianti

The Tuscan Hills

The Tuscan Hills

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Chianti Dream

Chianti Dream

  • 4 guests

  • 2 bedrooms

San Sano, Gaiole in Chianti

Sunflowers & Sangiovese

Sunflowers & Sangiovese

  • 10 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Sunlight Embrace

Sunlight Embrace

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

The Olive Vine

The Olive Vine

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Chianti Classico

Chianti Classico

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Tuscany

Chianti Sunrise

Chianti Sunrise

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Tuscany Finca

Tuscany Finca

  • 6 guests

  • 3 bedrooms

Villa, Radda in Chianti

View all

Check upcoming rates & availability for Gaiole in Chianti Romantic Accommodation

Frequently asked questions

Discover the most romantic accommodation in Gaiole in Chianti, Siena, Tuscany, Italy. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Gaiole in Chianti, Siena, Tuscany, Italy has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

Search Our Collection

  1. Plum Guide

  2. Italy

  3. Tuscany

  4. Siena

  5. Gaiole in Chianti

  6. Romantic Accommodation