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Villa Cortona,
Tuscany

“Surrounded by the Tuscan charm of the quintessential village Cortona, you spend the days living the ethos of Italian living, la Dolce Vita”

Location

Tuscany

Sleeps

20

Price

from €2,750 per night
Minimum stay applies

Villa Cortona Overview

Immersed in the countryside surrounding Cortona, this Hollywood-scene villa is the ideal location for large families or group of friends looking to indulge in the Italian dolce vita. Once the setting of the Diane Lane’s famous movie Under The Tuscan Sun, Villa Cortona is now a luxury rental villa in Tuscany, painstakingly restored to offer a spacious retreats that can accommodate up to 20 guests.

Gardens and olive groves embrace the villa’s private swimming pool and jetted jacuzzi from where to enjoy the views of sun-dappled hills. Al fresco dining areas, gas grill and authentic stone pizza oven are the ingredients for memorable evenings spent enjoying the local delicacies, whether cooked by the guests or by one of our professional chefs. The game room is the perfect place for entertaining children and adults alike, with billiards, board games and ping pong – the ideal large villa rental for a multi-generational holiday!

The ten en suite bedrooms are spread over three buildings: the Villa, the Farmhouse and the Limonaia. Every room has a beautiful view over the gardens up to Cortona or over the olive groves and across the valley. All bedrooms are fitted with air conditioning, hair dryers, a selection of luxurious natural Italian products, fully bathrobes, slippers and sheets of the highest quality Egyptian cotton for the most comfortable experience.

The Details

Location

Cortona, Tuscany

Close to Montepulciano, Pienza and Lake Trasimeno

Sleeping

10 bedrooms, 10 bathrooms

Sleeps 20

inside

Two fully equipped kitchen

Game room and full-size pool table

Private wine cellar

Bathrobes and slippers

High quality Egyptian cotton linens

outside

Swimming pool with Jacuzzi

Cocktail terrace and al fresco dining area

Wood burning pizza oven and BBQ

Large hammock

Organic vegetable garden

other amenities

Air conditioning in all 3 buildings

WiFi throughout

Laundry room with washer and dryer

Cook & Chef services available

Concierge services

Daily Breakfast Included

Two weeks at Villa Cortona surrounded by spectacular scenery in a beautiful villa, creating everlasting memories with loved ones. Life doesn’t get any better.

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 Jan - May; Nov - Dec 2025 20 €19,350 €21,250 €41,850
Mid Season May; 05 - 31 Oct 2025 20 €25,500 €27,350 €47,950
High Season Jun - 04 Oct 2025 20 €30,600 €32,450 €53,050

Property availability

Villa Cortona, Tuscany

The Location

Set just outside the walls of the vibrant village of Cortona and within a few minutes’ walk of its charming centre, the location couldn’t be more perfect to explore both Tuscany and Umbria. The many charming towns of the Val d’Orcia such as Montepulciano, Pienza and Montalcino, are all within a short drive away allowing for easy day trips. From wine and cheese tasting, to horse riding and farm activities; from music festival and open-air concerts to splendid churches and museums, there is something to satisfy every taste.

Let’s start the adventure...

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