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Location

  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona

Location

  • All locations
  • Capezzine (3)
  • Cegliolo (3)
  • Centoia (5)
  • Farinaio (2)
  • Fratta Santa Caterina (8)
  • Fratticciola (9)
  • Localita Mucchia (2)
  • Mercatale di Cortona (3)
  • Montanare (8)
  • Montecchio, San Lorenzo (2)
  • Poggioni (2)

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170 Holiday homes

Filters applied: Shared garden (170)

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

1 / 11

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £227 / night

£1589 - £1925 / week

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from £227 / night

1 / 44

Tuscany / Province of Arezzo / Cortona

7 bedroomsSleeps 137 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £179 / night

£1250 - £2655 / week

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from £179 / night

(5) Very Good 

1 / 44

La Mimosa at La Lombarda - Centoia apartment sleeps 3

Tuscany / Province of Arezzo / Cortona / Centoia

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 118 km; Swimming pool;
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes i  …see more

from £64 / night

£421 - £547 / week

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from £64 / night

(17) Excellent 

1 / 24

Tuscany / Province of Arezzo / Cortona / Montecchio, San Lorenzo

2 bedroomsSleeps 71 night min stay

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

from £38 / night

£0 / week

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from £38 / night

1 / 34

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £108 / night

£755 - £1641 / week

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from £108 / night

(31) Excellent 

1 / 21

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Tuscany / Province of Arezzo / Cortona / Montanare

4 bedroomsSleeps 105 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £198 / night

£1387 - £2479 / week

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from £198 / night

(8) Excellent 

1 / 55

Il Bocciolo at La Lombarda - Centoia apartment sleeps 3

Tuscany / Province of Arezzo / Cortona / Centoia

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 118 km; Swimming pool;
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes i  …see more

from £68 / night

£442 - £568 / week

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from £68 / night

1 / 44

Tuscany / Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £178 / night

£1245 - £1860 / week

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from £178 / night

1 / 10

Grecale - PI2012_226 - Cortona apartment sleeps 3

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Grecale is a part of the beautiful apartment complex, Poggio al Vento. The apartments are located in the same farmstead, which has been tastefully renovated to retain much of the original character and features. Ideal for a couple or a family, the apartments retain a wa  …see more

from £55 / night

£379 - £665 / week

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from £55 / night

1 / 25

Tuscany / Province of Arezzo / Cortona

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £226 / night

£2042 - £2917 / week

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from £226 / night

1 / 17

Tuscany / Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £304 / night

£2127 - £2723 / week

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from £304 / night

1 / 13

Tuscany / Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

  • 6 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 £124 / night

£863 - £1773 / week

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from £124 / night

1 / 19

Wonderful traditional Tuscan a - Cortona apartment sleeps 6

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
'Vecchio Frantoio' is a bright and spacious air-conditioned two-bedroom apartment reconstructed from an ancient olive mill. Chestnut beams, terracotta tiles and antique stone all in the Tuscan manner add to the character of this comfortable and beautiful apart  …see more

from £118 / night

£757 - £1000 / week

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from £118 / night

(2) Excellent 

1 / 20

Casa Anna, cosy holiday apartment Cortona

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome; Private garden;
Casa Anna is just a few km from the Etruscan-Medieval town of Cortona and offers a genuine and healthy holiday. It is situated in the hills area around Cortona (only 5 km from SR71 and 10 km from Cortona), in the heart of a small rural hamlet, and ensures guests real qu  …see more

from £50 / night

£334 - £375 / week

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from £50 / night

1 / 78

Tuscany / Province of Arezzo / Cortona / Centoia

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 16 km; Swimming pool;
 …see more

from £92 / night

£584 - £667 / week

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from £92 / night

(1) Excellent 

1 / 7

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £68 / night

£471 - £698 / week

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from £68 / night

1 / 64

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £120 / night

£834 - £1725 / week

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from £120 / night

(4) Very Good 

1 / 23

Renovated Tuscan villa rental with wonderful views and pool

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £85 / night

£925 - £1093 / week

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from £85 / night

(2) Very Good 

1 / 59

Charming 2 bedroom apartment in restored Tuscan farmhouse with pool located in historic Cortona

Tuscany / Province of Arezzo / Cortona / Centoia

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 118 km; Swimming pool;
La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse. La Stufa is a charming two bedroom apartment with wood-beamed ceilings and terracotta floors. There is a comfortable sofa and two armchairs in the lounge, TV, DVD, books, games and videos  …see more

from £93 / night

£635 - £967 / week

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from £93 / night

(4) Excellent 

1 / 14

Borgo di Vagli - Mercatale di Cortona house sleeps 6

Tuscany / Province of Arezzo / Cortona / Mercatale di Cortona

2 bedroomsSleeps 6Min 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 £110 / night

£631 - £757 / week

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from £110 / night

(2) Excellent 

1 / 23

Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 4

Tuscany / 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 ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £101 / night

£673 - £757 / week

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from £101 / night

1 / 27

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £135 / night

£718 - £1196 / week

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from £135 / night

(2) Excellent 

1 / 24

Fattoria Borgonuovo - Ortensia - Cortona lodge sleeps 4

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
The "Fattoria Borgonuovo" is located in an agricultural and hilly area of the Val di Chiana, very close to the beautiful and old town of Cortona, and a short distance from the most important historical and wine centers of the southern part of Tuscany, as, Mont  …see more

from £55 / night

£379 - £580 / week

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from £55 / night

1 / 17

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Great for children of all ages ;
 …see more

from £64 / night

£429 - £517 / week

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from £64 / night

1 / 11

Tuscany / Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £349 / night

£2437 - £3572 / week

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from £349 / night

(1) Excellent 

1 / 20

Le Casine - Lavanda Apartment - Fratta Santa Caterina apartment sleeps 3

Tuscany / Province of Arezzo / Cortona / Fratta Santa Caterina

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • 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 £50 / night

£390 - £523 / week

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from £50 / night

(2) Excellent 

1 / 10

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Great for children of all ages ; No pets allowed; Private garden;
 …see more

from £84 / night

£584 - £1021 / week

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from £84 / night

(1) Excellent 

1 / 37

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 127 nights min stay

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

from £167 / night

£959 - £2542 / week

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from £167 / night

(1) Excellent 

1 / 82

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
 …see more

from £84 / night

£500 - £584 / week

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from £84 / night

(1) Excellent 

1 / 19

Le Casine - Olivo Apartment - Fratta Santa Caterina apartment sleeps 2

Tuscany / Province of Arezzo / Cortona / Fratta Santa Caterina

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • 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 / 7

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £110 / night

£761 - £866 / week

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from £110 / night

(1) Good 

1 / 43

Tuscany / Province of Arezzo / Cortona

6 bedroomsSleeps 67 nights min stay

  • 6 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Car essential;
 …see more

from £137 / night

£955 - £1788 / week

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from £137 / night

1 / 22

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Car essential;
 …see more

from £126 / night

£882 - £1545 / week

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from £126 / night

1 / 31

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £157 / night

£1093 - £1555 / week

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from £157 / night

1 / 16

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

Tuscany / Province of Arezzo / 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

(5) Very Good 

1 / 13

Tuscany / 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 £129 / night

£900 - £930 / week

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from £129 / night

(1) Excellent 

1 / 14

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £101 / night

£370 - £547 / week

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from £101 / night

(1) Excellent 

1 / 87

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
 …see more

from £92 / night

£584 - £650 / week

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from £92 / night

1 / 34

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 127 nights min stay

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

from £111 / night

£709 - £1542 / week

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from £111 / night

(1) Excellent 

1 / 88

Tuscany / 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 £100 / night

£600 - £834 / week

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from £100 / night

Top Destination reviews

Rustic Tuscan farmhouse in the town of Cortona with gorgeous views, swimming pool, private garden and barbecue
Perfect!

This place is special. Its almost like a time machine. You can easy picture life way back in the old days, but at the same time you have a modern kitchen, pool, nice bathrooms The house was clean and in good condition. We (family of 5 ) stayed i … 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
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 Sonia, Cortona Tuscany
Good large home and easy for Cortona and other Tuscany places

For our extended family vacation -,this was more than perfect! The main villa with its three bedrooms and then the private annex which our parents enjoyed - gave us complete flexibility as well as the large gardens, pool and large eating terrace. … 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
Six bedroom traditional Tuscan villa in Cortona, a
Wonderful, true Italian experience"

Have stayed in many hotels and apartments all over the world and this was truly a 'stand-out.' From the moment our group of 8 arrived we were made to feel welcome by Manuela. Little, extra touches such as bruschetta served to us on the night of arriv … see more

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