Luxury Villa Holiday in Tuscany’s Val di Chiana

Self Drive to Cortona, Italy

Best time to travel

May – Oct

Ideal length

7 nights

Perfect for

Families

From (incl flights)

€899 pp (2 adults, 3 children)

At a glance

International return flights from Dublin to Pisa.
7 days’ pre-arranged car rental in a Toyota Aygo, or similar.
7 nights’ accommodation in a luxury villa in Cortona.
Enjoy peaceful days spent in the garden and by the outdoor pool of your villa.
Discover the historic towns and cities of Val di Chiana.

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Surrounded by a five-hectare park of olive trees, this rustic farmhouse blends seamlessly with the tranquil Tuscan countryside.

The large garden features a gorgeous pool that overlooks the valley.

Lavanda retains its original charm, mixing the classic Tuscan style with innovative modern elements.

Two bedrooms offer stunning views of the garden, with the master featuring doors that open directly to the outside.

Introduction

Escape to the gently rolling hills of Tuscany’s Val di Chiana, the perfect location for a secluded getaway. Slip away to a private villa outside the charming town of Cortona. Surrounded by olive groves and stunning countryside, immerse yourself in authentic Tuscan rusticity. With a rental car at your disposal, you can curate your own experience, visiting medieval towns and cities, hiking through panoramic trails in the valley and unwinding with your loved ones in the comfort of your luxurious Italian villa.

View all of our luxury holidays to Italy.

Trip Overview

Depart from Dublin to Pisa.

On arrival, pick up your pre-arranged rental car and drive to your luxury villa in the outskirts of Cortona. Your home for the next seven nights, settle into your rustic Tuscan farmhouse.

Unwind in the Tuscan sun.

Spend days soaking up the summer sun in the garden and cooling down in the outdoor pool of your villa. Admire views of rolling hills across the picturesque Val di Chiana surrounded by the fresh scent of olive groves.

Visit charming Cortona.

A key cultural hub of the valley, Cortona is a town of medieval architecture and steep narrow streets. Visit Piazza Garibaldi for stunning views of Lake Trasimeno, and the Palazzo Casali for displays of Etruscan, Roman and Egyptian artefacts.

Watch the sunset over Val di Chiana.

Enjoy dining in the garden of your villa. Surrounded by beautiful plants and flowers, watch the setting sun cast a golden glow over the valley as you sit down for a homemade meal with your loved ones.

Discover historic Arezzo.

Arezzo is known for its beautiful churches, museums and the fabulously sloping Piazza Grande which famously featured in the classic film La Vita è Bella. The city also hosts many events, from antique fairs to medieval jousting festivals.

Drive to the international airport for your flight home.

Drop off your rental car and board your flight. Arrive in Dublin.

Tailoring your holiday

OROKO Itineraries are created with you in mind and no two are the same. These can be used to help plan your trip - or we can design a completely different itinerary to suit you.

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Accommodation

Where to rest your head

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Villa Lavanda

On the outskirts of Cortona, high in the Val di Chiana, you will find the charming Villa Lavanda. Surrounded by a five-hectare park of olive trees, this farmhouse blends seamlessly with the Tuscan countryside.

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What people are saying

“The OROKO experience was genuinely special. Hotels and experiences were very carefully chosen to match our expectations and tastes. Ten out of ten to all concerned.”

Aidan and Eileen – Puglia, May 2018