Tuscany


Below is a full list of our rental properties (villas, holiday homes and apartments). To refine your search to suit your needs, enter the min and max number of persons in your party, select your preference from the two drop down boxes and click on 'Send'.

A list of matching properties will appear. Simply click on 'Details' to see a full description of each property and ‘Check availability’ if you wish to see if a property is available on your chosen dates.

Swimming pools are normally open from mid May to mid September. Should you wish to visit before or after these dates select 'All' from the 'Pool' category to view a complete list of options.

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Cortona


Selection of superb villas and apartments with pool in beautiful countryside.


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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La Chianina

Holiday Villas accomodations with pool Tuscany,Travel and Holidays in Italy

Holiday Homes

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 2 (+1)
Pool

Min. € 475
Max. € 995
 

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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Focolare

Accommodation in apartments rental self catering with pool Tuscany

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 2 (+1)
Pool

Min. € 430
Max. € 620
 

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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Brezza

Holidays farmhouse accomodations with pool Toscana

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 2 (+1)
Pool

Min. € 400
Max. € 580
 

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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Portovecchio C

Villas and apartments with pool

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 3
Pool

Min. € 450
Max. € 720
 

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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Acquarello

Accomodations with pool near Cortona Arezzo

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 4 (+1)
Pool

Min. € 580
Max. € 840
 

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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Terracotta

Accommodations apartments rental with pool Cortona Arezzo Tuscany Umbria

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 4 (+1)
Pool

Min. € 540
Max. € 780
 

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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Portovecchio T

Villas and apartments with pool

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 4 (+1)
Pool

Min. € 540
Max. € 900
 

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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Bacchus

Rental apartments Travel Italy

Apartments - L'Etrusca

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 4 (+2)
Pool

Min. € 435
Max. € 900
 

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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Poseidon

Holiday apartments Arezzo

Apartments - L'Etrusca

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 4 (+2)
Pool

Min. € 495
Max. € 950
 

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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Cervantes 1

Vacation rental Arezzo Tuscany Italy

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 4 (+2)
Pool

Min. € 500
Max. € 900
 

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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Cervantes 2

Holiday house Arezzo Tuscany Italy

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 4 (+2)
Pool

Min. € 500
Max. € 900
 

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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Portovecchio S

Villas and apartments with pool

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 1
Persons: 5
Pool

Min. € 540
Max. € 900
 

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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Portovecchio V

Villas and apartments with pool

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 5 (+1)
Pool

Min. € 630
Max. € 960
 

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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Cervantes 3

Accommodation in apartments rental self catering with pool Tuscany

Apartments

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 5 (+2)
Pool

Min. € 500
Max. € 1000
 

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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Villa Casper

Villas with pool

Villas

Cortona - Arezzo - Tuscany

Bathrooms: 3
Persons: 6
Pool

Min. € 1290
Max. € 2450
 

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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Iuno

Rental apartments

Apartments - L'Etrusca

Cortona - Arezzo - Tuscany

Bathrooms: 2
Persons: 7 (+1)
Pool

Min. € 580
Max. € 1150
 

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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Villa Selene

Tuscany Holiday Villa Arezzo

Villas

Cortona - Arezzo - Tuscany

Bathrooms: 5
Persons: 10
Pool

Min. € 3170
Max. € 4150
 

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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Villa Simon

Accommodation in private villa with pool Cortona Arezzo Tuscany

Villas

Cortona - Arezzo - Tuscany

Bathrooms: 5
Persons: 12
Pool

Min. € 1150
Max. € 2500
 

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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Villa Vasari

Private villa with pool Cortona Arezzo Tuscany

Villas

Cortona - Arezzo - Tuscany

Bathrooms: 6
Persons: 12
Pool

Min. € 2900
Max. € 3900
 

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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Villa Musa

Private villa with pool Tuscany Italy

Villas

Cortona - Arezzo - Tuscany

Bathrooms: 4
Persons: 12 (+4)
Pool

Min. € 1026
Max. € 2109
 

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.

 
 

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Our properties

- Tuscany

75 La Chianina 2 (+1)
160 Focolare 2 (+1)
163 Brezza 2 (+1)
289 Portovecchio C 3
161 Acquarello 4 (+1)
162 Terracotta 4 (+1)
287 Portovecchio T 4 (+1)
89 Bacchus 4 (+2)
91 Poseidon 4 (+2)
166 Cervantes 1 4 (+2)
167 Cervantes 2 4 (+2)
290 Portovecchio S 5
288 Portovecchio V 5 (+1)
165 Cervantes 3 5 (+2)
320 Villa Casper 6
90 Iuno 7 (+1)
120 Villa Selene 10
180 Villa Simon 12
181 Villa Vasari 12
256 Villa Musa 12 (+4)

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