Chat with us, powered by LiveChat
Financial Protection Included
Secure online payments
No credit card fees
0161 787 8587 Email us
Financial Protection Included
Secure online payments
No credit card fees
Back to Results
Private Pool
9 bedrooms
13 bathrooms
18 guests

Villa Alessandra

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


Ideally situated on the edge of the village of Ossaia, only 4.5 Km from the ancient city of Cortona and close to 'Bramasole' where the film 'Under the Tuscan sun' was set. Whether you are looking for a holiday villa or the perfect wedding venue - Villa Alessandra cannot fail to enchant you. This beautiful Italian villa originally dates back to the 17th century and has recently undergone a 2 year restoration project. Surrounded by acres of landscaped gardens filled with centuries old trees and a large pool this prestigious property boasts stunning views of the surrounding countryside. Interiors are tastefully furnished in a traditional style with vaulted beamed ceilings, antique cotto flooring, original frescoes, four poster beds, marble bathrooms, chandeliers and a majestic sandstone staircase. Grocery shops within a couple of Km, restaurant within 700 metres, tennis 6 Km and golf 22 Km. Lake Trasimeno is less than half an hour by car, Montepulciano aprox 40 minutes and Siena 1 hour.

The private chapel makes Alessandra ideal for your destination wedding in Italy. The completely fenced-in park that surrounds the villa encompases over 5000 Square Meters, most of which is lawned and dotted with pots of lemon trees a lush row of oleander bushes that border the paved drive leading to the main entrance. The large gazebo with its stone columns, located only a few steps from the big swimming pool and from the many entrances to the villa, is furnished with marble tables and chairs for relaxing and dining al fresco surrouneded by the Tuscan hills. At the entrance to the property, just after the main gate and the tree-lined access drive, is a large parking area

There are many places of artistic and cultural interest within easy reach: Siena, Arezzo and Perugia and picturesque little towns (Pienza, Montalcino, Montepulciano, Castiglione del Lago, Radda and Gaiole in the Chianti area) as well as health spas.


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

Bedroom 2
King size beds: 1
Private bathroom with showerhydromassage 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

Garden (6000 m2): 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

Availability & Booking

Unfortunately this property cannot be booked online at present. Please contact us using the enquiry form below or call us on 0161 787 8587 for latest availability.
We look forward to speaking with you.

Nicola and Lucy Pearson - Your Bridgewater Team

Enquire here

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)

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 (1 0mins drive)


You may also like

Located in a hillside position, in the heart of the charming city of Cortona.
2 Beds
2 Bathrooms
4 Guests
If location is your main priority then it doesn't get much better than Casa Fiesole; located in the picturesque town of Fiesole, at only 800 metres from the main square with shops, restaurants, cafes and (not to be missed) the delicious Pasticceria Alcedo.
3 Beds
3 Bathrooms
6 Guests
Situated in an enviable position, only 10 minutes from the centre of Lucca.
5 Beds
5 Bathrooms
10 Guests
A charming residence ideally situated on the edge of Buseto Palizzolo, a small hillside village in northern Sicily, 15 kilometres from Trapani.
3 Beds
2 Bathrooms
6 Guests

Allow us to inspire you

Speak to our Italian travel specialists –
Let us find your perfect Italian villa

Our friendly team of Italian travel specialists are on hand with advice, inspiration and ideas for your next villa holiday. We use our wealth of experience, knowledge and contacts in Italy to find your Idyllic Italian rental. Over the past 45 years we have curated a portfolio of luxury villas in Italy which we know will provide you with the best experience of this wonderful country

Complete this quick enquiry form or call us on +44 (0) 161 787 8587 and your personal villa specialist will be in touch with a bespoke selection of available properties within 24 hours – chosen especially for you.

Let us do the hard work for you

Contact our Italian villa specialists with your requirements and within 24 hours we will send you available villas to suit.

A name you can trust

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

Safe, secure & financially protected

Book securely online & supplier failure insurance included with every rental.

Sign Up For Our Newsletter
This site uses cookies.

You can read more about our privacy policy here.

Read our privacy policy