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Holiday Villas in Cortona

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Photo of Villa Roseto

Villa Roseto

Sleeps: 10 Rooms: 5 From €984 weekly
In a beautiful panoramic position, this large holiday property maintains typical Tuscan style interiors, with terracotta floors and ceilings with exposed wooden beams. The décor is enriched by antiqu...
From €984 weekly
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Photo of La Cantina

La Cantina

Sleeps: 5 Rooms: 2 From €354 weekly
This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and is in the perfect location for admiring the charming landscapes, wandering through the picturesque...
From €354 weekly
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Photo of Coldolmo

Coldolmo

Sleeps: 9 Rooms: 4 From €486 weekly
The beautifully restored farmhouse is set in the hills on the border between Tuscany and Umbria. This property comes with a small, private, above-ground swimming pool and beautiful views over the cou...
From €486 weekly
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Photo of Villa Della Valle

Villa Della Valle

Sleeps: 12 Rooms: 5 From €947 weekly
This charming, stone-built villa with an outdoor swimming pool in typical Tuscan style, is situated in an elevated position on the high hills of Cortona, on the border between Tuscany and Umbria. The...
From €947 weekly
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Photo of Casa Anna

Casa Anna

Sleeps: 3 Rooms: 1 From €354 weekly
These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retain their own privacy. Not only do a...
From €354 weekly
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Photo of Casa Il Colle

Casa Il Colle

Sleeps: 4 Rooms: 2 From €378 weekly
Enjoy the unique scenery from the garden at Casa Il Colle, with panoramic views, watching the sun sink over the horizon. The villa is located in the fortified town of Cortona, nestled on a mountain r...
From €378 weekly
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Photo of Villa Mimosa

Villa Mimosa

Sleeps: 10 Rooms: 5 From €1374 weekly
This lovely holiday villa sits on the outskirts of the beautiful town of Cortona, an ancient Etruscan village, in the heart of the countryside but close to all amenities. The villa is perfect for a c...
From €1374 weekly
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Photo of Villa Fiordalio

Villa Fiordalio

Sleeps: 7 Rooms: 4 From €1078 weekly
This holiday home is nestled in the Tuscan hills near San Pietro a Damen on the border between Tuscany and Umbria, and in a very peaceful location full of meadows, farmland and forests. This villa wa...
From €1078 weekly
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Photo of Casa Grande

Casa Grande

Sleeps: 6 Rooms: 2 From €532 weekly
These three beautiful Tuscan properties, with views over the countryside, provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retai...
From €532 weekly
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Photo of Villa Il Borgo

Villa Il Borgo

Sleeps: 14 Rooms: 6 From €1742 weekly
Just 5km from Cortona, this lovely house consists of a large main house and an annexe outbuilding, ideal for families and large groups. The owner lives on site and is on hand if you should need any a...
From €1742 weekly
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Photo of La Colonica

La Colonica

Sleeps: 4 Rooms: 2 From €403 weekly
This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and enjoys traditional rustic charm, with no separate living room. It is in the perfect location for a...
From €403 weekly
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Photo of Villa Imola

Villa Imola

Sleeps: 12 Rooms: 4 From €1114 weekly
Set in an elevated position, 9km from Cortona, this large air-conditioned holiday villa has been restored in a Tuscan style and now offers a cosy and contemporary atmosphere. The house is split into...
From €1114 weekly
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Photo of Casa Sabrina

Casa Sabrina

Sleeps: 3 Rooms: 1 From €354 weekly
These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retain their own privacy. Not only do a...
From €354 weekly
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Photo of Casa Anna

Casa Anna

Sleeps: 12 Rooms: 4 From €1114 weekly
This bright semi-detached house with an outdoor swimming pool is set on a hillside position, only 2km below Cortona. On the first floor are a spacious combined kitchen/living room with fireplace, the...
From €1114 weekly
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Photo of La Casa Torre

La Casa Torre

Sleeps: 6 Rooms: 3
These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA63...
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Photo of Orchidee

Orchidee

Sleeps: 6 Rooms: 3 From €650 weekly
This traditional style, air-conditioned, detatched house is divided into three apartments, 2 of which are featured here. Located in Tuscany, they are set at the foot of the hill of the town Cortona....
From €650 weekly
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Photo of Villa Eleonora

Villa Eleonora

Sleeps: 12 Rooms: 4 From €1303 weekly
This brick and stone house has spacious rooms and a fantastic garden, terrace with garden furniture and wonderful swimming pool. It is the perfect location for relaxing and enjoying the sun and maybe...
From €1303 weekly
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Photo of La Loggetta

La Loggetta

Sleeps: 4 Rooms: 1
These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA63...
Request to book
Photo of Il Seccatoio

Il Seccatoio

Sleeps: 4 Rooms: 2
These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA63...
Request to book
Photo of Ciclamini

Ciclamini

Sleeps: 6 Rooms: 2 From €533 weekly
This traditional style, air-conditioned, detatched house is divided into three apartments, 2 of which are featured here. Located in Tuscany, they are set at the foot of the hill of the town Cortona....
From €533 weekly
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Photo of Villa Fiorenza

Villa Fiorenza

Sleeps: 20 Rooms: 10 From €3142 weekly
This magnificent, tastefully furnished house is located in the hills above Cortona, one of the most beautiful Etruscan towns of Italy. From its location you will have a breathtaking view of the Val d...
From €3142 weekly
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Photo of Villa Santa Maria

Villa Santa Maria

Sleeps: 14 Rooms: 6 From €2916 weekly
This wonderful property, located in Cortona, is tastefully furnished and has 3 large living rooms for you to enjoy. The discreet owner lives on site (within the property) and is on hand if you need a...
From €2916 weekly
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Photo of Villa Anita

Villa Anita

Sleeps: 13 Rooms: 5 From €1588 weekly
This air-conditioned stone-built villa is set in a large garden full of flowers and plants. Its location makes it the ideal place to discover the most beautiful towns of Tuscany and Umbria such as Co...
From €1588 weekly
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Photo of Villa Ferranti 2

Villa Ferranti 2

Sleeps: 5 Rooms: 2 From €342 weekly
Picturesque town of Cortona nearby The huge 18th century ’Villa Ferranti’ is situated in a beautiful valley just below the picturesque town of Cortona. There are just three apartments available in the...
From €342 weekly
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Photo of Casa Paolo

Casa Paolo

Sleeps: 6 Rooms: 3 From €674 weekly
In a peaceful location in the heart of vineyards and olive groves, this lovely detached villa is situated between Cortona, 13km, and Lake Trasimeno, 9km. The villa is ideally placed to discover both...
From €674 weekly
Request to book
Photo of Alba

Alba

Sleeps: 6 Rooms: 3 From €1923 weekly
Villa Alba is situated close to the Umbrian border among vineyards and fruit trees and is just 20 minutes’ drive away from the main town of Cortona or 15 minutes from Castiglione del Lago in Umbria. T...
From €1923 weekly
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Photo of Il Bel Laghetto

Il Bel Laghetto

Sleeps: 12 Rooms: 6 From €2951 weekly
This highly recommended villa is beautifully furnished in a traditional Tuscan style, and offers spacious accommodation throughout. The property is set within beautiful gardens including large lawns,...
From €2951 weekly
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Photo of Villa Sapphire

Villa Sapphire

Sleeps: 9 Rooms: 5 From €848 weekly
This impressive, independent villa stands in beautiful, landscaped gardens on the edge of the village, just a short stroll from a small selection of restaurants and a pizzeria. As well as the large sw...
From €848 weekly
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Photo of Perla farmhouse

Perla farmhouse

Sleeps: 6 Rooms: 3 From €730 weekly
Old, comfortable, luxurious farmhouse "Perla farmhouse", built in 1 from the 18th century, renovated in 2010, surrounded by meadows. House Equipment: fitness room, whirlpool, playroom, wood firing, c...
From €730 weekly
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Photo of tipico casale toscano

tipico casale toscano

Sleeps: 2 Rooms: 1 From €328 weekly
Old, large, comfortable farmhouse "tipico casale toscano" from the 18th century in 2009, surrounded by fields. House Equipment: fitness room, whirlpool, playroom, air conditioning, solarium, child mi...
From €328 weekly
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Photo of casale toscano

casale toscano

Sleeps: 6 Rooms: 3 From €440 weekly
Old, large, luxurious farmhouse "casale toscano" from the 18th century, renovated in 2010, surrounded by meadows. House Equipment: fitness room, whirlpool, playroom, wood firing, central heating syst...
From €440 weekly
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Photo of San Benedetto

San Benedetto

Sleeps: 3 Rooms: 1 From €186 weekly
Cortona: The San Benedetto apartment is situated in the Old Town of Cortona, 180 metres from the main square, the Piazza della Repubblica. Magnificent views of the Valdichiana and the lake Lago Trasim...
From €186 weekly
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Photo of Villa Osteria

Villa Osteria

Sleeps: 11 Rooms: 6 From €949 weekly
Experience a real Tuscan charm with all the comforts at this independent Villa surrounded by a private outdoor pool, a beautiful gazebo and surrounding views of the Val di Chiana hills. Large, rustic...
From €949 weekly
Request to book
Photo of Colle degli Ulivi

Colle degli Ulivi

Sleeps: 16 Rooms: 8 From €1629 weekly
This antique, medieval stone farmhouse is situated in the hills surrounding Cortona (7 km). Its elevated location offers a fantastic panoramic view across the Chiana valley and, on days with beautiful...
From €1629 weekly
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Photo of Holiday home Cortona 4

Holiday home Cortona 4

Sleeps: 8 Rooms: 4 From €920 weekly
Independent holiday house (145 m2) in the Tuscan country-side at the foot of a hill where, on its top, you can see the antique, Etruscan town of Cortona. Ideal for excursions to the most beautiful tou...
From €920 weekly
Request to book
Photo of Casa Grande

Casa Grande

Sleeps: 6 Rooms: 3 From €599 weekly
This stone-built holiday house with terrace and pool is situated next to a small hamlet in the mountains (780 m.a.s.l.), 12 km above Cortona. The large, central kitchen/dining-room has an open firepla...
From €599 weekly
Request to book
Photo of Villa Fiordaliso

Villa Fiordaliso

Sleeps: 7 Rooms: 4 From €1240 weekly
Holiday home nestled in Tuscan hills near San Pietro a Damen on the border between Tuscany and Umbria, in a very peaceful location full of meadows, farmland and forests. This villa was an old farmhous...
From €1240 weekly
Request to book
Photo of Casa Noce

Casa Noce

Sleeps: 4 Rooms: 2 From €319 weekly
Apartment on the ground of a private house in the mountains above Cortona (18 km). Simple, functional furnishings; large living area, divided into kitchen with dining area and living room with open fi...
From €319 weekly
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Photo of Casa Sabrina

Casa Sabrina

Sleeps: 3 Rooms: 2 From €440 weekly
This stone-built holiday house with terrace and pool is situated next to a small hamlet in the mountains (780 m.a.s.l.), 12 km above Cortona. The apartment is on the 2. floor. Access from the dining r...
From €440 weekly
Request to book
Photo of Tornasole

Tornasole

Sleeps: 4 Rooms: 2 From €470 weekly
Apartment with beautiful terrace overlooking the roofs of the city centre in Cortona, ancient centre of Etruscan origins which still maintains its past charm and which will allow you to spend a holida...
From €470 weekly
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Photo of La Casa Torre

La Casa Torre

Sleeps: 6 Rooms: 3 From €740 weekly
Holiday house in small hamlet consisting of 4 stonebuilt houses on a hill overlooking the valley. Three houses are offered for holiday rentals and the fourth one is the owner's house. At guests'dispos...
From €740 weekly
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Photo of Villa Sonia

Villa Sonia

Sleeps: 11 Rooms: 6 From €1780 weekly
Beautiful and typical stone farmhouse, tastefully restored, situated in quiet and panoramic position with beautiful views of the surrounding countryside and of the small town Cortona. The careful rest...
From €1780 weekly
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Photo of San Sebastiano

San Sebastiano

Sleeps: 4 Rooms: 2 From €470 weekly
Enjoy your holiday in this semi-detached house in the old and picturesque Etruscan town of Cortona. The apartment has a large private terrace with panoramic views over the valley. The location in the...
From €470 weekly
Request to book
Photo of Agriturismo le Macine

Agriturismo le Macine

Sleeps: 10 Rooms: 5 From €770 weekly
In this medieval tower there are 4 apartments offered as an unique house, to welcome families and groups of friends who want to spend their holiday together. Each unit has its own entrance and is not...
From €770 weekly
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Photo of Il Seccatoio

Il Seccatoio

Sleeps: 4 Rooms: 2 From €520 weekly
Holiday house in small hamlet consisting of 4 stonebuilt houses on a hill overlooking the valley. Three houses are offered for holiday rentals and the fourth one is the owner's house. At guests'dispos...
From €520 weekly
Request to book
Photo of Casa Anna

Casa Anna

Sleeps: 3 Rooms: 2 From €440 weekly
This stone-built holiday house with terrace and pool is situated next to a small hamlet in the mountains (780 m.a.s.l.), 12 km above Cortona. The apartment is on the first floor. The ground floor is c...
From €440 weekly
Request to book
Photo of Le stalle a cinque stelle 3

Le stalle a cinque stelle 3

Sleeps: 4 Rooms: 2 From €430 weekly
About 12 km below Cortona, on a small hill in the picturesque Valdichiana, lies this cosy apartment located in a former farm building. The apartment has a covered terrace, a private entrance and garde...
From €430 weekly
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Photo of Cegliolo 9

Cegliolo 9

Sleeps: 2 Rooms: 1 From €490 weekly
From almost all of the apartments (this is only 1 of 11) you can enjoy views over Cortona and the hills that set the boundaries of the Chiana valley with its interesting touristic itineraries.
From €490 weekly
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Photo of La Torretta

La Torretta

Sleeps: 2 Rooms: 1 From €619 weekly
This small cottage with a private pool is located about 4km from Cortona. Formerly a barn, which has been decorated in rustic style: From the living room with fireplace, a staircase leads up to two sm...
From €619 weekly
Request to book
Photo of Le stalle a cinque stelle 2

Le stalle a cinque stelle 2

Sleeps: 2 Rooms: 1 From €349 weekly
About 12 km below Cortona, on a small hill in the picturesque Valdichiana, lies this cosy apartment located in a former farm building. The apartment has a covered terrace, a private entrance and garde...
From €349 weekly
Request to book
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