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Private Pool
9 bedrooms
13 bathrooms
18 guests

Villa Alessandra

Availability & Booking


Changeover day
Arrival Date
Short breaks
Price per week from: £11050

Star Rating


Ossaia, Cortona, Tuscany countryside


Mosquito nets
Jacuzzi tub
Air-con in bedrooms
Washing machine
Wireless internet connection
Satellite TV
Billiard table
Golf nearby - distances below
Horseriding nearby
Cook service
Bicycle hire
Cooking classes / wine tasting
Concierge service


Villa Alessandra is a magnificent 17 th century villa which sits in a countryside setting at the foothill of the picturesque Etruscan town of Cortona (only 4.5 Km away). This opulent villa benefits from spacious interiors which are well appointed in a traditional, elegant style, a billiards room to keep guests entertained and extensive gardens of over 5000 square metres. Perfect for a large family gathering, corporate retreat or an idyllic destination wedding in Italy. There is even a chapel on site! Fracis Myers famous book and film 'Under the Tuscan Sun' was set in and around this area close to 'Bramasole'.

Surrounded by acres of lawned gardens which are filled with centuries old plants & oleander bushes and dotted with pots of lemon and olive trees . Villa Alessandra provides the perfect backdrop for a summer wedding or drinks party.

The property has recently undergone a 2 year restoration project by its current owners who have been careful to maintain many of the original features. The vaulted beamed ceilings, antique cotto flooring, original wall tapestries, frescoes, four poster beds, marble bathrooms, chandeliers and majestic sandstone staircase all add to the feeling of granduer.

8 of the 9 bedrooms are with double bed (4 of those are four poster beds), the ninth bedroom is a small twin located on a mezzanine level

The modern kitchen is well equipped and perfect for cooking up an Italian feast using the finest ingredients which are readily available locally - if you prefer not to cook we can arrange an excellent cook / chef service.

Externally, there is a large gazebo with stone built columns, located only and furnished with marble tables and chairs for relaxing and dining 'al fresco' surrounded by the Tuscan hills and fields of sunflowers.
Swimming pool ( 5m x 15m, Depth: 1.1m, min. depth: 2m ) shower, WIFI internet, barbecue, al fresco dining, dining table, gazebo, garden furniture, 18 sunbeds

At the entrance to the property, just after the main gate and the tree-lined access drive, is a large private parking area


Bedroom 1
King size beds: 1
Private bathroom with hydromassage bathtub, hydromassage shower

Bedroom 2
King size beds: 1
Private bathroom with shower hydromassage bathtub,

Bedroom 3
Double or matrimonial beds: 1
Private bathroom with bathtub

Bedroom 4
Single beds: 2
Private bathroom with shower

Bedroom 5
Double or matrimonial beds: 1

Bedroom 6
Double or matrimonial beds: 1
Private bathroom with shower

Bedroom 7
Double or matrimonial beds: 1
Private bathroom with shower

Bedroom 8
Double or matrimonial beds: 1

Bedroom 9
Double or matrimonial beds: 1

Availability & Booking


Changeover day
Arrival Date
Short breaks
Price per week from: £11050



Prices for 7 nights from

Short break Prices

5 Jul - 3 Sep 2021


Options / Extra

The price includes:
Electricity  * water • weekly linen • gas for cooking purposes • initial and final cleaning • park and pool maintenance • internet wireless connection

The price does not include:
Extra cleaning in case of animals (€ 30.00/week/animal) • tourism tax (€ 2.00 per person per day for the first 4 days.  Please note that children under 12 years old will not pay)

Security deposit (€2000.00 to be paid on site by cash or credit card and refundable at departure)

On Request • extra cleaning (€ 20,00/hour/cleaner) • extra linen change (€ 20,00 per person) • events (extra charge required depending on the number of guests attending the event)

Location Information


Cortona: 4.5 Km (7 mins drive)
Village / nearest shops: 2.5 Km (4 mins drive)
Nearest restaurant: 700 Meters (Pizzeria-Hostaria) (1 min drive)
Golf: 22 Km (20 mins drive)
Tennis courts 6 Km (10 mins drive)

The ideal base from which to explore the delights of Tuscany and the Val di Chiana. There is a good local restaurant within 700 metres walking distance, grocery shops within 2.5 Km and tennis courts are 10 minutes by car. Lake Trasimeno is reachable within 30 minutes, Montepulciano aprox 40 minutes and Siena 1 hour. There are many more places of artistic and cultural interest within easy reach such as Arezzo and Perugia and picturesque little towns (Pienza, Montalcino, Castiglione del Lago, Radda and Gaiole in the Chianti area) as well as health spas

Cortona which is only 4.5 Km away is a quaint hilltop town with a pretty piazza and an array of excellent restaurants, pavement cafes, art galleries, delis and boutiques.


On Wednesday, 05 Sep 2018
“Wow! Dream vacation in Tuscany” The entire family spent the entire week in this Villa and enjoyed every minute of it. We were total of 15 people of all ages and everyone just loved it. The villa is very clean and fit well with the surronding. the pool is big and fun and the area around the villa was great for a walk or a jog. Definitely recommend this place!
Marjorie, USA
On Friday, 27 Jul 2018
Extraordinary, Gorgeous, Mystical Villa tucked in the valley of Cortona, Tuscany!
Colin, UK
On Friday, 27 Jul 2018
I would recommend this venue to everyone. Such a beautiful, magical venue. Fantastic Hosts. A young family run villa that bend over backwards to assist and make your stay special. So lucky and privileged to have stayed at this Fantastic Villa.

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Family run Italian villa specialist with over 46 years experience
Local knowledge & personal insight.

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