Cortona Villas, Holiday rentals and apartments

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Location

  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona

Location

  • All locations
  • Bagnolo (3)
  • Cantalena (1)
  • Capezzine (3)
  • Cegliolo (5)
  • Centoia (8)
  • Farinaio (5)
  • Fratta Santa Caterina (10)
  • Fratticciola (12)
  • Localita Mucchia (2)
  • Mercatale (7)
  • Mercatale di Cortona (17)
  • Montalla (11)
  • Montanare (10)
  • Montecchio (12)
  • Montecchio, San Lorenzo (2)
  • Pietraia (8)
  • Poggioni (4)
  • Ruffignano (1)
  • Teverina (6)

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685 Holiday homes

Travellers going to Cortona are booking August dates now. Secure your holiday home today and have the perfect trip.

1 / 24

Province of Arezzo / Cortona

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £145 / night

£1009 - £1807 / week

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from £145 / night

(6) Excellent 

1 / 13

Province of Arezzo / Cortona

11 bedroomsSleeps 24Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
Key info: Nearest beach 8 km; Swimming pool; Great for children of all ages ;
 …see more

from £43 / night

£295 - £5076 / week

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from £43 / night

1 / 30

Province of Arezzo / Cortona

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £209 / night

£1462 - £2962 / week

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from £209 / night

Featured properties

(2) Very Good 

1 / 39

Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £371 / night

£2597 - £4430 / week

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from £371 / night

(3) Excellent 

1 / 20

Casale Ruffignano - Cortona villa sleeps 16

Province of Arezzo / Cortona

6 bedroomsSleeps 167 nights min stay

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.Villa Ruffigano dates back to the 16th century and was the centre of an antique farm on which 30 people worked.Guests ca  …see more

from £565 / night

£3950 - £5799 / week

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from £565 / night

1 / 16

Le Casine - Girasole Apartment - Fratta Santa Caterina apartment sleeps 4

Cortona / Fratta Santa Caterina

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £59 / night

£409 - £552 / week

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from £59 / night

1 / 75

Province of Arezzo / Cortona

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £109 / night

£757 - £925 / week

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from £109 / night

1 / 19

Province of Arezzo / Cortona

9 bedroomsSleeps 187 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £500 / night

£3500 - £5800 / week

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from £500 / night

(1) Excellent 

1 / 24

Newly restored two bedroom apartment in beautiful

Cortona / Capezzine

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Nearest beach 129 km; Swimming pool; Great for children of all ages ;
Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: h  …see more

from £114 / night

£799 / week

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from £114 / night

(2) Excellent 

1 / 25

Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £181 / night

£1261 - £1891 / week

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from £181 / night

(1) Excellent 

1 / 28

Cortona / Centoia

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £118 / night

£841 - £929 / week

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from £118 / night

1 / 65

Garden of Eden : Mulino - nr Cortona & Trasimeno

Province of Arezzo / Cortona

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 7 km; Swimming pool; Great for children of all ages ;
Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with ever  …see more

from £91 / night

£631 - £925 / week

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from £91 / night

1 / 14

Province of Arezzo / Cortona

3 bedroomsSleeps 52 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £101 / night

£379 / week

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from £101 / night

1 / 12

appartment in old court yard in Cortona, Arezzo

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
nice apartment made of hall with sofa bed, kitchen with dishwasher micro wave and electric oven, washing machine, one bed-room and bathroom with shower and air conditioning system. The apartment is part of an ancient court yard among Tuscany's hills. The property i  …see more

from £51 / night

£337 / week

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from £51 / night

1 / 15

Casa Le Celle - Cortona farmhouse sleeps 8

Province of Arezzo / Cortona

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Nearest beach 15 km; Swimming pool; Great for children of all ages ;
Old 13th century farmhouse furnished in style and surrounded by the Tuscan hills at just Km from Cortona and Lake Trasimeno. The property is divided in 4 bedrooms, 2 bathrooms, 2 living rooms, kitchen, and pantry. There is a swimming pool with panoramic terrace, riding  …see more

from £253 / night

£1513 / week

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from £253 / night

1 / 14

Nido Cortona - Cortona house sleeps 2

Province of Arezzo / Cortona

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; Air conditioning; Pets welcome;
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 / 15

Province of Arezzo / Cortona

2 bedroomsSleeps 55 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £160 / night

£0 / week

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from £160 / night

1 / 4

Province of Arezzo / Cortona

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £59 / night

£379 / week

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from £59 / night

(1) Excellent 

1 / 88

Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 18 km; Swimming pool;
 …see more

from £101 / night

£606 - £841 / week

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from £101 / night

1 / 7

Appartamento in Sant' Angelo di Cortona - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Apartment Sant' Angelo in Cortona is a bright and spacious one bedroom apartment reconstructed from an ancient olive mill. Chestnut beams, terracotta tiles and antique stone all in typical Tuscan style, full of character, offering guests a warm vacation home.The ap  …see more

from £85 / night

£589 / week

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from £85 / night

1 / 22

Province of Arezzo / Cortona

4 bedroomsSleeps 127 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Car essential;
 …see more

from £144 / night

£1009 - £5059 / week

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from £144 / night

1 / 16

Palazzo Cinotti Suite Giulio - Cantalena apartment sleeps 2

Cortona / Cantalena

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; No pets allowed;
Suite Giulio is a beautiful apartment right in the city centre of Siena, between the Cathedral and Piazza Il Campo. Renewed in 2013 offer all the modern comfort, tv sat, wi fi, air conditioned, new bed etc. The aparment is full of light, has frescoes, a big living room  …see more

from £160 / night

£958 / week

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from £160 / night

(3) Excellent 

1 / 21

Tuscan Family Villa Castiglioni, Pool easy access

Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 26 km; Swimming pool; Great for children of all ages ;
This exceptional, luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of both the famed Montechio Castle and, the Eternal Tuscan hill town of Castiglion Fiorentino can be easily  …see more

from £450 / night

£3147 - £4261 / week

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from £450 / night

1 / 11

Beautiful four bedroom Tuscan villa with private pool and garden

Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Fonte Vecchia is a beautifully restored, spacious luxury Tuscany villa for rent with a dramatic watch tower, lying among gentle hills enjoying views unchanged for centuries. Centuries ago, when the church was the significant power in this area, most of the local nobili  …see more

from £600 / night

£4195 / week

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from £600 / night

(3) Excellent 

1 / 21

La Fenice - Fratticciola villa sleeps 6

Cortona / Fratticciola

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 20 km; Swimming pool; Great for children of all ages ;
La Fenice is part of an award winning restoration of a substantial farmhouse. The accommodation is over 140sq m restored with terracotta floors and wooden beamed ceilings. Downstairs consists of a large lounge/dining room seating 6 at the table and with comfortable sea  …see more

from £97 / night

£673 - £1261 / week

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from £97 / night

(1) Excellent 

1 / 26

Province of Arezzo / Cortona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 25 km; Swimming pool; Ask owner if suitable for children;
 …see more

from £190 / night

£1324 - £1933 / week

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from £190 / night

1 / 23

Ville Alto: peaceful Tuscan villa in the Cortona countryside

Cortona / Montanare

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Suitable for children age 5+; Car advised; Some pets are welcome - please contact the owner;
We restored this house 25 years ago. Is a lovely and peaceful house to stay in contact with the nature. You also have at close distance so many places to visit, the Trasimeno lake, Florence, Perugia, Pienza, Montefiascone, Città della Pieve, Gubbio, Assisi, Siena (one  …see more

from £152 / night

£799 - £1160 / week

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from £152 / night

(10) Very Good 

1 / 16

One bedrrom apartment in historic, stone-built Tuscan house with private garden and breathtaking views

Province of Arezzo / Cortona

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 7 km; Not suitable for children; Car essential;
The 500 years old stone built house, listed by the Italian Fine Arts Ministry, is situated at the end of a private road. It enjoys a 360 degree panorama of unspoiled hills,and dominates a valley of olive-groves. The guest apartment offers everything you need for your c  …see more

from £45 / night

£315 / week

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from £45 / night

1 / 22

Province of Arezzo / Cortona

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £80 / night

£505 - £723 / week

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from £80 / night

1 / 22

cortona holiday villa with swimming pool and wi fi

Province of Arezzo / Cortona

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse, dating back to the 18th cen  …see more

from £112 / night

£782 - £1421 / week

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from £112 / night

1 / 11

Province of Arezzo / Cortona

2 bedroomsSleeps 9Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £110 / night

£475 - £648 / week

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from £110 / night

1 / 28

Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £328 / night

£2293 - £3420 / week

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from £328 / night

(7) Excellent 

1 / 51

Province of Arezzo / Cortona

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £497 / night

£3474 - £4676 / week

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from £497 / night

(1) Excellent 

1 / 4

Villa Sonia, Cortona Tuscany - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 15 km; Swimming pool; Great for children of all ages ;
Villa Sonia is for sure, a really special property tucked away on the sleepy hillside of Cortona and, just a short distance form the enchanting franciscan monastery of Le Celle. Villa Sonia is perfect for four to 12 guests.This ancient stone farmhouse dates back to the  …see more

from £152 / night

£1059 - £1810 / week

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from £152 / night

1 / 11

Province of Arezzo / Cortona

13 bedroomsSleeps 23Min stay varies

  • 13 bedrooms
  • Sleeps 23
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £421 / night

£2942 - £5673 / week

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from £421 / night

(1) Excellent 

1 / 4

Ca di Gosto - Mercatale farmhouse sleeps 12

Cortona / Mercatale

5 bedroomsSleeps 121 night min stay

  • 5 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
Ca' Di Gosto is a large farmhouse situated in the very rural Niccone valley between Cortona in Tuscany and Umbertide just inside the border with Umbria. The house is home to Jenny Nichols, her daughter Daisy and several dogs, cats, chickens and ducks. The house is ava  …see more

from £673 / night

£3362 / week

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from £673 / night

1 / 16

YPR LOFT 21 - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
This apartment is stylish and extremely comfortable and it is located in the heart of Cortona. Maintaining the Tuscan features of the town's buildings, it's been newly restored with great elegance and equipped with all modern conveniences. Its central, but, still, qui  …see more

from £589 / night

£4118 / week

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from £589 / night

1 / 101

Province of Arezzo / Cortona

10 bedroomsSleeps 207 nights min stay

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 17 km; Swimming pool;
 …see more

from £475 / night

£3320 - £4202 / week

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from £475 / night

1 / 30

Cortona / Teverina

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £218 / night

£1524 - £3519 / week

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from £218 / night

1 / 8

Province of Arezzo / Cortona

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £43 / night

£253 - £347 / week

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from £43 / night

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