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Villa Cortona, Tuscany
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Enquire now and our team will craft the perfect Italian travel experience for you. Please note that some villas operate on a Saturday–Saturday basis — pricing and availability confirmed with our advisors before booking.
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Nov - Dec 2025
€19,350
€21,250
€41,850
05 - 31 Oct 2025
€25,500
€27,350
€47,950
€30,600
€32,450
€53,050
Cortona
20
10
10
Surrounded by the Tuscan charm of the quintessential village Cortona, you spend the days living the ethos of Italian living, la Dolce Vita.
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.
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!
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.
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.
BEDROOMS CONFIGURATION
Main Villa
Ground Floor:
Queen bedroom with ensuite bathroom with bathtub and shower over tub
First Floor:
King bedroom with ensuite bathroom with walk-in shower
Queen bedroom with ensuite bathroom with bathtub and shower over tub
King bedroom with ensuite bathroom with bathtub and shower over tub
King bedroom with ensuite bathroom with bathtub and shower over tub
Farmhouse
Queen bedroom with ensuite bathroom with walk-in shower
Queen bedroom with ensuite bathroom with bathtub and shower over tub
Twin bedroom with ensuite bathroom with walk-in shower
King bedroom with ensuite bathroom with bathtub and shower over tub
Limonaia
Queen bedroom with ensuite bathroom with walk-in shower
The Details
AC In Bedrooms
Washer
Pool Table
Wine Cellar
Hair Dryers
Swimming Pool
Hot Tub
BBQ
Brick Pizza Oven
Private Parking
Vegetable Garden
Private Garden
Cortona - 20min walking
Nearest Restaurants & Shops - 5min drive
Siena - 55min drive
Montepulciano - 35min drive
Nearest larger supermarket - 5min drive
Guest Welcome & Show Around On Arrival
Housekeeping 5-day/week
Final Cleaning
Utilities
Daily American Breakfast
Garden & Pool Maintenance
Extra Housekeeping
Linen & Towels Change
Chef Service
Tourist Tax
Reviews
Villa Cortona, Tuscany
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Choose your dates, occupancy and package for a rate guide. Our team will craft the perfect Italian travel experience for you. Pricing and availability confirmed on enquiry.
No commitment, no payment required. Enquire now. Some villas operate on a Saturday–Saturday basis — pricing and availability confirmed with our advisors before booking.
Why choose Essenza Escapes?
Italy Specialists
We don’t cover the world - only the one country we’ve devoted ourselves to. Italy is all we do.
Personally vetted
We know every villa, chalet and home we offer - and the families who own them. Years of trust, built in person, mean you stay only where we would.
Expert local team
Our specialists live and work in Italy - knowledgeable, multilingual, and chosen for their judgment as much as their expertise.
Everything arranged
We plan and arrange everything - villa, drivers, dining and private experiences - handling every detail so your whole trip is taken care of, start to finish.