Holiday houses for rent in Cortona

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187 Holiday homes

Filters applied: House (187)

(22) Excellent 

1 / 16

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £61 / night

£363 - £690 / week

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from £61 / night

1 / 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £87 / night

£604 / week

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from £87 / night

1 / 13

Province of Arezzo / Cortona

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Car essential; Pet friendly;
 …see more

from £44 / night

£259 - £345 / week

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from £44 / night

(1) Excellent 

1 / 14

Luxury Tuscan Holiday Home , Stalla Rustica

Province of Arezzo / Cortona

3 8 4 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce markets,  …see more

from £250 / night

£1495 / week

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from £250 / night

(1) Excellent 

1 / 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £124 / night

£863 / week

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from £124 / night

1 / 30

1 bedroom sleeps 4, beautiful view - Cortona house sleeps 4

Province of Arezzo / Cortona

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 15 km; Suitable for children age 5+; Car advised;
A beautiful and comfortable typical Cortona country farmhouse. This nice accommodation is situated 5 minutes by car far from the historic hill town of Cortona. The house is over a hundred years old and constructed of local river rock, the walls are up to a meter thick.  …see more

from £65 / night

£345 / week

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from £65 / night

1 / 5

Cortona / Mercatale di Cortona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £31 / night

£518 - £535 / week

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from £31 / night

1 / 84

Fienile/luxury. Private village. Sleeps 5

Cortona / Montecchio

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £117 / night

£819 - £949 / week

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from £117 / night

1 / 89

Querce/luxury. Private village. Sleeps 5

Cortona / Montecchio

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£136 - £949 / week

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from £20 / night

(16) Excellent 

1 / 46

Set in the majestic Tuscan hills, six bedroom farmhouse with outdoor pool, private garden and gorgeous views

Province of Arezzo / Cortona

6 10 3 nights min stay

  • 6 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in fr  …see more

from £216 / night

£1294 / week

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from £216 / night

(3) Excellent 

1 / 24

Cortona / Cegliolo

3 8 1 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £100 / night

£604 / week

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from £100 / night

(4) Excellent 

1 / 14

Borgo di Vagli - Mercatale di Cortona house sleeps 6

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tusca  …see more

from £113 / night

£647 - £819 / week

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from £113 / night

(9) Excellent 

1 / 32

Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa w  …see more

from £135 / night

£1645 - £2023 / week

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from £135 / night

1 / 22

Province of Arezzo / Cortona

20 30 2 nights min stay

  • 20 bedrooms
  • Sleeps 30
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £133 / night

£837 / week

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from £133 / night

1 / 42

Casa Fiordaliso - Cortona house sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 9 km; Child friendly ; Car advised;
Casa indipendente, con uno stupefacente panorama. Potrete mangiare all'aperto gustando la bellezza della Valdichiana e di Cortona, sfondo su cui si staglia la figura del Palazzone, villa principesca del 1500 con la sua torre ed il suo muro merlato.In assoluta privacy,  …see more

from £80 / night

£561 - £733 / week

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from £80 / night

(4) Excellent 

1 / 30

Tuscany, Cortona - Villa Under The Sun - Gorgeous

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vib  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 27

Province of Arezzo / Cortona

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £51 / night

£357 / week

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from £51 / night

(15) Excellent 

1 / 23

Idyllic Tuscan house in heart of ancient Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
An perfect setting for a sight seeing holiday, with all home comforts , our medieval 3-storey home lies at the historic heart of walled Cortona, with its gourmet restaurants and pavement cafes. An Etruscan hill town, profiled against rolling oak and olive clad hills, an  …see more

from £160 / night

£1087 - £1944 / week

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from £160 / night

(1) Very Good 

1 / 12

Province of Arezzo / Cortona

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £124 / night

£863 / week

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from £124 / night

(2) Excellent 

1 / 25

Province of Arezzo / Cortona

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £185 / night

£1294 - £1940 / week

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from £185 / night

(2) Excellent 

1 / 25

Casa Gorgacce - Mercatale di Cortona house sleeps 6

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 22 km; Swimming pool; Child friendly ;
Casa Gorgacce is an old stone farmhouse with lots of character beautifully converted with all modern comforts. It has a private garden and pool, complete privacy yet with great access and only a few kilometres from 2 lively villages; Meratale di Cortona and Lisciano Nic  …see more

from £130 / night

£822 - £1488 / week

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from £130 / night

(19) Excellent 

1 / 58

Charming Cottage Near Cortona, Garden, AC,WiFI

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Air conditioning;
Charming small villa in pretty medieval village about 25 minutes from Cortona. The house is set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. Very comfortable and really fully equipped. Mint condition. Lovely Garde  …see more

from £95 / night

£604 - £794 / week

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from £95 / night

1 / 34

Cortona / Montanare

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £61 / night

£388 - £518 / week

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from £61 / night

1 / 30

Province of Arezzo / Cortona

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 13 km; Swimming pool; Child friendly ;
 …see more

from £63 / night

£371 - £388 / week

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from £63 / night

1 / 24

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £108 / night

£733 - £776 / week

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from £108 / night

1 / 15

Dardano - Montalla house sleeps 8

Cortona / Montalla

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
It's a characteristic middle age tower, it's origins can be leaded up around the year 1000 A.C. (The building is rises nearby the Etruscan town of Cortona). We wanted to give it the name of Dardano by the way the legend tells that this mythological character w  …see more

from £234 / night

£1638 / week

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from £234 / night

1 / 14

Nido Cortona - Cortona house sleeps 2

Province of Arezzo / Cortona

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; Air conditioning; Pet friendly;
Small Tuscany villa for two - Tucked away in the blissful, rolling countryside on the edge of a small hamlet near Cortona, this romantic stone cottage with private pool is a delightful hideaway for a couple seeking to experience the best of Tuscany and Umbria. Surrounde  …see more

from £225 / night

£1570 - £1930 / week

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from £225 / night

1 / 43

Tuscany Private Home In Cortona, WiFi, Pool, Views

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. A few minutes drive or a leisurely stroll into the City of Cortona, with expansive views over the valley to the distance shores of Lake Trasimeno Villa Rosa is  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 78

Stalla/luxury, private village, sleeps 2

Cortona / Montecchio

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Stalla Cottage is an incredibly romantic, detached cottage with one bedroom + 1 bathroom. It opens onto a private garden with ecstatically beautiful views across the valleys that undulate into a depthless abyss of olive groves, orchards, honey fields of yellows, reds an  …see more

from £13 / night

£87 - £604 / week

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from £13 / night

1 / 95

Cerro-Castagna/luxury. Private village. Sleeps 6

Cortona / Montecchio

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a firep  …see more

from £111 / night

£776 - £949 / week

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from £111 / night

1 / 18

Cortona - 95387001 - Cortona house sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
This house is an ideal place to get away from the stress of everyday life and enjoy a moment of relax immersed in the green and quiet of the Tuscan hills. The house is a lovely rustic, beautifully decorated and extremely well cared for inside and outside, surrounded by  …see more

from £116 / night

£810 - £996 / week

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from £116 / night

1 / 20

Pietraia - 94718001 - Pietraia house sleeps 6

Cortona / Pietraia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
This modern villa has just recently been refurbished and is found in a peaceful and panoramic location with views of the city of Cortona. The rental also has a hectare of fenced garden space with a private swimming pool. Inside is nicely furnished and bright, thanks t  …see more

from £101 / night

£688 - £1394 / week

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from £101 / night

1 / 26

Agriturismo Villa Giarradea - Cortona house sleeps 15

Province of Arezzo / Cortona

6 15 2 nights min stay

  • 6 bedrooms
  • Sleeps 15
  • 2 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
L'Agriturismo Villa Giarradea è una magnifica residenza signorile della fine del 600. Completamente ristrutturata mantenendo l'aspetto esterno originale (la villa è protetta dalle "belle arti"), la struttura è immersa nel verde della campagna Cortonese. Villa Giarrad  …see more

from £53 / night

£366 / week

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from £53 / night

1 / 44

Casa di Pietra - Cortona house sleeps 5

Province of Arezzo / Cortona

2 5 4 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
Charming and characteristic 2 bedrooms stone-house with view of the valley, sleeps 6. Master bedroom with queen size bed, studio-bedroom with queen size sofa bed, living room area with a queen size sofa bed, kitchen and bathroom with shower, bidet, sink and toilette. Pa  …see more

from £125 / night

£746 - £837 / week

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from £125 / night

1 / 8

Holiday House Cortona - Montanare house sleeps 5

Cortona / Montanare

2 5 4 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
Argella is situeted in a hill immersed in the nature of the typical tuscany landscape,surrounded by olive-trees,vites and chestnuts woods. The sourrondings are very quite and relaxing offer the opportonity of walks in the green woods and of admiring beautiful views.Ar  …see more

from £113 / night

£638 / week

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from £113 / night

1 / 24

Casale Girifalco - Cortona house sleeps 12

Province of Arezzo / Cortona

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
Villa Casale Girifalco, 16th century, is a charming country house, located on an extensive ground (nearly 5 hectares) with a stunning view of the Valdichiana valley. Perched on the terraced slopes of olive groves, it guarantees you complete privacy and tranquility, whil  …see more

from £390 / night

£2725 - £3518 / week

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from £390 / night

1 / 14

Province of Arezzo / Cortona

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Ask owner if suitable for children; No pets allowed;
 …see more

from £156 / night

£1035 - £1897 / week

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from £156 / night

1 / 18

Casa S. Egidio - Cortona house sleeps 9

Province of Arezzo / Cortona

4 9 7 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
This 2 storey villa is located 600m above sea level, is surrounded by woods and has panoramic views of the Val Di Chiana. Casa Santí Egidio is only 7 km from the ancient Etruscan city of Cortona, making excursions to surrounding towns easy. The private garden has a ga  …see more

from £302 / night

£2113 - £3018 / week

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from £302 / night

1 / 24

San Silvestro - Cortona house sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
The building, nowadays destined to comfortably welcome Italian and foreigner guests, was for a long time a small church engaged with the Cortonese countryside: the S. Silvestro church, named in several historical evidences, the last one dated 1577 when his manage passed  …see more

from £154 / night

£1078 / week

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from £154 / night

1 / 18

Cortona / Mercatale

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £155 / night

£656 - £1078 / week

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from £155 / night

Top Destination reviews

Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The garden … see more
villa ai cedri
A marvellous house with a beautiful panorama view

A beautiful house in a peaceful area with a wonderful view to the valley. There are lovely rooms with tasteful furniture. Although the owners live next door, they do not disturb at all, they are really friendly and helpful any time you need somethin … see more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her ho … see more

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