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Villa Gaiole,
Tuscany

"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"

Location

Tuscany

Sleeps

10

Size

560 m²

Price

from €2,450 per night
Minimum stay applies

Villa Gaiole Overview

This charming 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 country villa is a true gem that perfectly blends comfort, style and stunning surroundings, offering guests a truly unforgettable Italian experience.

The Details

Location

Gaiole in Chianti, Tuscany

Close to Siena, Florence and Cortona

Sleeping

5 bedrooms, 6 bathrooms

Sleeps 10

inside

Living room with fireplace

Fully equipped kitchen

Spacious bedrooms

Wine tasting room

outside

Private swimming pool

Al fresco dining

Wood-fired pizza oven

BBQ

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 Essential package as a self-catering option with no travel planning included. Our Classic and Premium packages include travel planning and local support in addition to other upgrade features.


Our prices vary depending on the season, occupancy level and service. Packages are based on stays of 7 nights or more. An Accidental Damage Cover (ADC) mandatory fee of EUR 150 is added to each booking to protect guests in case of accidental damages at the villa, for amounts up to EUR 2,500.

Essential

Pre-inspected properties

Guest welcome & show around on arrival

Daily housekeeping for stays of 7 days or more (excluding Sundays)

Essenza Award Winning Travel App

Booking assistance for transfers and in-villa services

All government & regional taxes excluding local tourist tax

Classic

As Essential plus...

Expert Travel Planner to create bespoke itineraries

One Zoom session with Travel Planner for personalised recommendations and advice

Mid-week linen and towel change

Welcome drinks and snacks

Grocery pre-stocking service (cost of provisions extra)

Local support throughout your stay

Premium

As Classic plus...

On-site local Essenza Host

Two Zoom sessions with Travel Planner

Airport Fast Track on arrival

Daily American Breakfast

Dinner on arrival

6 Bottles of local wine

1-hr Photographic session in villa

  Weekly Price (€) Upgrade to:
Seasonality Date Range Occupancy Essential Classic Premium
Low Season May & October 2025 10 €17,050 €17,900 €30,500
High Season June to September 2025 10 €19,050 €19,900 €32,500

Property availability

Villa Gaiole, Tuscany

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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.