Cortona is an ancient and beautiful hill town overlooking the lovely Val di Chiana valley. Founded by the Etruscans the town remained important during Roman times. It houses a wonderful museum displaying items from Etruscan, Roman, and Egyptian civilizations, as well as art and artefacts from the Medieval and Renaissance periods. The most famous piece exhibited is probably the Etruscan bronze ‘lampadario’ or hanging lamp which was found locally. We have a superb selection of villas and apartments most with pool in the beautiful countryside surrounding Cortona. A wonderful town, and a real joy to explore with its many Medieval streets and architecture. Cortona comes alive in the summer thanks to the ‘Tuscan Sun festival’ a blend of art exhibitions, culinary sessions, workshops and musical events. Amongst the festival founders was Frances Mayes, leading author whose best selling books such as ‘Under the Tuscan Sun’ have made Cortona even more well known and a popular destination for tourists. Around Cortona there are various Etruscan chamber tombs to visit including the renowned 'Tanella di Pitagora' near Camucia, and two at the foot of the hillside at Il Sodo. See below our selection of superb villas and apartments with pool in the beautiful countryside around Cortona.
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n.75  La Chianina Holiday Villas accomodations with pool Tuscany,Travel and Holidays in ItalyHoliday Homes Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 2 (+1)
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Min. € 475 Max. € 995 |
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One Bedroom Ground Floor Cottage Southern Tuscany La Chianina is a beautiful detached cottage in a fantastic position with wonderful views of the Chiana valley beyond. It has a lovely garden and a large swimming pool that both also enjoy the pretty panorama. The cottage is furnished to a very high standard and the location is perfect for visiting the famous region of Southern Tuscany....More details |
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n.160 Focolare Accommodation in apartments rental self catering with pool TuscanyApartments Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 2 (+1)
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Min. € 430 Max. € 620 |
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One Bedroom Ground Floor Apartment Cortona Focolare is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower filled grounds is a beautiful swimming pool surrounded by lawns and enjoying a fine view of the countryside....More details |
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n.163 Brezza Holidays farmhouse accomodations with pool Toscana Apartments Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 2 (+1)
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Min. € 400 Max. € 580 |
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One Bedroom Ground Floor Apartment Cortona Brezza is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower filled grounds is a beautiful swimming pool surrounded by lawns and enjoying a fine view of the countryside....More details |
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n.289  Portovecchio C Villas and apartments with poolApartments Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 3
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Min. € 450 Max. € 720 |
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Two Bedroom Ground Floor Apartment Cortona Portovecchio C is a lovely apartment on the ground floor of a characteristic farmhouse on a pretty estate situated in the valley below the famous town of Cortona. In a sunny position in the grounds is a lovely swimming pool, the ideal spot for soaking up the sun and taking a cooling dip. There is a barbeque for guests use and covered outside area with table and chairs for relaxing and dining al fresco....More details |
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n.161 Acquarello Accomodations with pool near Cortona ArezzoApartments Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 4 (+1)
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Min. € 580 Max. € 840 |
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Two Bedroom Ground Floor Apartment Cortona Acquarello is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower filled grounds is a beautiful swimming pool surrounded by lawns and enjoying a fine view of the countryside....More details |
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n.162 Terracotta Accommodations apartments rental with pool Cortona Arezzo Tuscany UmbriaApartments Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 4 (+1)
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Min. € 540 Max. € 780 |
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Two Bedroom Ground Floor Apartment Cortona Terracotta is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower filled grounds is a beautiful swimming pool surrounded by lawns and enjoying a fine view of the countryside....More details |
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n.287  Portovecchio T Villas and apartments with poolApartments Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 4 (+1)
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Min. € 540 Max. € 900 |
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Two Bedroom Ground Floor Apartment Cortona Portovecchio T is a lovely apartment on the ground floor of a characteristic farmhouse on a pretty estate situated in the valley below the famous town of Cortona. The apartment opens onto its’ own patio area with sunshade and table and chairs and in a sunny position in the grounds is a lovely swimming pool, the ideal spot for soaking up the sun and taking a cooling dip. There is a barbeque for guests use and covered outside area with table and chairs for relaxing and dining al fresco....More details |
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n.89  Bacchus Rental apartments Travel ItalyApartments - L'Etrusca Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 4 (+2)
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Min. € 435 Max. € 900 |
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Two Bedroom Ground Floor Apartment Cortona Bacchus is a pretty apartment on the ground floor of a beautiful stone house on the L’Etrusca estate, situated in the valley below the famous town of Cortona. The house is surrounded by immaculately kept gardens where there are tables and chairs for dining al fresco and there is a lovely swimming pool. Surrounded by olive groves, the pool is the ideal spot for relaxing whilst soaking up the atmosphere....More details |
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n.91  Poseidon Holiday apartments Arezzo Apartments - L'Etrusca Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 4 (+2)
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Min. € 495 Max. € 950 |
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Two Bedroom Split Level Apartment Cortona Poseidon is a characteristic split level apartment in a beautiful stone house on the L’Etrusca estate, ideally situated in the valley below the famous town of Cortona. The house is surrounded by immaculately kept gardens where there are tables and chairs for dining al fresco and there is a lovely swimming pool with a paved sun terrace bordered by lawns and olive groves....More details |
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n.166  Cervantes 1 Vacation rental Arezzo Tuscany ItalyApartments Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 4 (+2)
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Min. € 500 Max. € 900 |
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Two Bedroom Ground Floor Apartment Cortona Cervantes 1 is a characteristic apartment with a little covered patio in a beautiful stone house on an estate ideally situated in the valley below the famous town of Cortona. The house is surrounded by its own grounds where there is a lovely swimming pool with a paved sun terrace bordered by lawns, and enjoying a fine view of the countryside....More details |
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n.167  Cervantes 2 Holiday house Arezzo Tuscany ItalyApartments Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 4 (+2)
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Min. € 500 Max. € 900 |
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Two Bedroom Split Level Apartment Cortona Cervantes 2 is a lovely apartment on two floors in a beautiful stone house on an estate ideally situated in the valley below the famous town of Cortona. The house is surrounded by its own grounds where there is a pretty swimming pool with a paved sun terrace bordered by lawns, and enjoying a fine view of the countryside....More details |
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n.290  Portovecchio S Villas and apartments with poolApartments Cortona - Arezzo - Tuscany |
Bathrooms: 1 Persons: 5
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Min. € 540 Max. € 900 |
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Three Bedroom First Floor Apartment Cortona Portovecchio S is a lovely apartment on the first floor of a characteristic farmhouse on a pretty estate situated in the valley below the famous town of Cortona. In a sunny position in the grounds is a lovely swimming pool, the ideal spot for soaking up the sun and taking a cooling dip. There is a barbeque for guests use and covered outside area with table and chairs for relaxing and dining al fresco....More details |
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n.288  Portovecchio V Villas and apartments with pool Apartments Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 5 (+1)
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Min. € 630 Max. € 960 |
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Three Bedroom First Floor Apartment Cortona Portovecchio V is a lovely apartment on the first floor of a characteristic farmhouse on a pretty estate situated in the valley below the famous town of Cortona. In a sunny position in the grounds is a lovely swimming pool, the ideal spot for soaking up the sun and taking a cooling dip. There is a barbeque for guests use and covered outside area with table and chairs for relaxing and dining al fresco....More details |
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n.165  Cervantes 3 Accommodation in apartments rental self catering with pool TuscanyApartments Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 5 (+2)
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Min. € 500 Max. € 1000 |
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Three Bedroom First Floor Apartment Cortona Cervantes 3 is a characteristic apartment with a pretty loggia terrace in a beautiful stone house on an estate ideally situated in the valley below the famous town of Cortona. The house is surrounded by its own grounds where there is a lovely swimming pool with a paved sun terrace bordered by lawns, and enjoying a fine view of the countryside....More details |
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n.320 Villa Casper Villas with poolVillas Cortona - Arezzo - Tuscany |
Bathrooms: 3 Persons: 6
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Min. € 1290 Max. € 2450 |
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Three Bedroom Private Villa Cortona Villa Casper is a lovely example of a traditional stone farmhouse, completely detached and surrounded by its own grounds with a pretty private swimming pool and plenty of space for relaxing or dining al fresco. Immersed in the countryside there are fine views all around yet the beautiful Etruscan town of Cortona is only a short drive away....More details |
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n.90  Iuno Rental apartments Apartments - L'Etrusca Cortona - Arezzo - Tuscany |
Bathrooms: 2 Persons: 7 (+1)
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Min. € 580 Max. € 1150 |
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Three Bedroom Split Level First Floor Apartment Cortona Iuno is a lovely split level apartment in a beautiful stone house on the L’Etrusca estate, ideally situated in the valley below the famous town of Cortona. The house is surrounded by immaculately kept gardens where there are tables and chairs for dining al fresco and there is a large swimming pool with a paved sun terrace bordered by lawns and olive groves....More details |
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n.120  Villa Selene Tuscany Holiday Villa Arezzo Villas Cortona - Arezzo - Tuscany |
Bathrooms: 5 Persons: 10
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Min. € 3170 Max. € 4150 |
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Five Bedroom Villa Cortona Set in a beautiful and tranquil position close to the beautiful medieval town of Cortona, Villa Selene is composed of a 19th Century villa and two separate cottages, all beautifully restored and surrounded by extensive grounds with gorgeous gardens and secluded areas ideal for relaxing and dining al fresco. In a panoramic position below the villas is the large private swimming pool....More details |
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n.180  Villa Simon Accommodation in private villa with pool Cortona Arezzo TuscanyVillas Cortona - Arezzo - Tuscany |
Bathrooms: 5 Persons: 12
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Min. € 1150 Max. € 2500 |
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Six Bedroom Villa Cortona Villa Simon is a pretty detached villa surrounded by its own grounds and with a lovely large private swimming pool set in a sunny position enjoying fine views of the countryside. Its covered loggia terrace is perfect for dining al fresco and there is plenty of space for relaxing in the garden....More details |
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n.181  Villa Vasari Private villa with pool Cortona Arezzo TuscanyVillas Cortona - Arezzo - Tuscany |
Bathrooms: 6 Persons: 12
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Min. € 2900 Max. € 3900 |
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Six Bedroom Villa Cortona Villa Vasari is set in a superb tranquil position just 500m from the gorgeous medieval town of Cortona. The main villa and its adjoining annex date back to the 16th Century, and are surrounded by extensive grounds with secluded areas for relaxing and dining al fresco. In a panoramic position below the villa is a large private swimming pool overlooking the beautiful countryside....More details |
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n.256  Villa Musa Private villa with pool Tuscany ItalyVillas Cortona - Arezzo - Tuscany |
Bathrooms: 4 Persons: 12 (+4)
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Min. € 1026 Max. € 2109 |
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Six Bedroom Detached Villa Cortona Villa Musa is a pretty detached villa in a convenient position just off a local road and within easy reach of the famous town of Cortona. The villa has its own large garden with lawns, and plenty of space for relaxing or dining al fresco, and there is a private kidney shaped swimming pool....More details |
We know the houses we rent very well, so if you have any special
requirements please advise us. We are very happy to help you
choose the house which would be most suitable for you, so do
tell us:
- if you wish to stay in the countryside without a car
- if you have a car but prefer not to travel on a gravel road in order to reach your house (gravel roads are very common in Tuscany)
- if you have a disability and need easy access to your house
- if you have small children and if you need a cot for a baby
- if you wish to bring an animal with you
...or if you simply want to know more about any of the houses
described here on our web site.