You can search for anything in the site or simply book a call

Villa Gaiole,

"A classic 16th Century villa in Tuscany set amidst the rolling hills and vineyards of Chianti. An idyllic location for the perfect Italian countryside retreat"






560 m²


from €2,700 per night
Minimum stay applies

The villa Overview

This luxurious villa rental in Tuscany is nestled in a picturesque spot just outside the quaint hamlet of Vertine, near Gaiole in Chianti. With its beautifully restored interiors and carefully thought-out design, this villa is the perfect rental for a larger family or group of friends seeking a comfortable stay.

The private pool is the perfect place to relax and bask in the warm Italian sun while taking in the stunning panoramic views of the surrounding countryside. For those with a taste for wine, the villa features a wine-tasting room where guests can indulge in some of the finest local wines. Venturing out to the nearby village, guests can experience the charm of a traditional small restaurant that serves coffee, wine and small plates. On weekends, guests can explore the local farmers’ market and sample some of the freshest local produce.

This family villa for rent in Tuscany has five spacious suites designed to offer guests the ultimate comfort and relaxation, with each suite featuring a king-sized bed and en-suite bathroom. The Master Suite is particularly special, boasting vineyard views from every window and a private patio for guests to enjoy. Overall, this luxury villa is a true gem that perfectly blends comfort, style and stunning surroundings, offering guests a truly unforgettable Italian experience.

The Details


Gaiole in Chianti, Tuscany

Close to Siena, Florence and Cortona


5 bedrooms, 6 bathrooms

Sleeps 10


Living room with fireplace

Fully equipped kitchen

Spacious bedrooms

Wine tasting room


Private swimming pool

Al fresco dining

Wood-fired pizza oven


other amenities

Air conditioning and underfloor heating throughout

WiFi Internet access

Cook & Chef services available

Concierge services

Sitting in the heart of the Chianti region, this authentic Tuscan Villa is in prime position for exploring this famous wine region and its picturesque villages.

Our service packages and prices

We offer the Essenza Essential package as standard with the option to upgrade to Classic and Premium if desired. Our prices vary depending on the season, occupancy level and service. Packages are based on stays of 7 nights or more.


Maid service 5 days a week

Welcome bag full of essentials

Drinks and snacks on arrival

Essenza Travel App

Essential Concierge Service


as Essential with the addition of...

Zoom consultation for itinerary planning

Mid-week linen and towel change

Dinner provisions on arrival

Classic Concierge Service


as Classic with the addition of...

Daily attendance from your dedicated Essenza Host

Airport fast track

Daily American breakfast

A case of 6 bottles of local wine

1-hour photographic session at the property

Premium Concierge Service

  Weekly Price (€) Upgrade to:
Seasonality Date Range Occupancy Essential Classic Premium
Low Season May & October 10 €17,050 €17,850 POA
High Season June to September 10 €19,050 €19,850 POA

Property availability

Villa Gaiole, Tuscany

Loading map...

The Location

The small historic town of Gaiole in Chianti is just a few minutes away by car. The region is famous for wine and olive oil and there is certainly no shortage of wine and gastronomy-based activities to enjoy. The villa is just 30 minutes from culturally rich Siena and approximately one hour from fascinating Florence.

Visit Volpaia, a walled hamlet dripping with Florentine history and exceptional wines
Enjoy a pizza making class in villa
Explore Gaiole in Chianti and the many local villages by bike

Let’s start the adventure...

Enquire now and our team will craft the perfect Italian travel experience for you.