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Cortona

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476 Holiday homes

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

(3) Excellent 

23

Holiday villa in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic cottage with beautiful view and surround” Good location and beautiful villages around the cottage. We also loved the view and the pool. The surround of the cottage was very tidy.  …see more

from £102 / night

£763 / week

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from £102 / night

(1) Excellent 

26

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £191 / night

£1526 - £2373 / week

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from £191 / night

(2) Excellent 

19

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining ro  …see more

from £91 / night

£636 - £933 / week

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from £91 / night

(2) Excellent 

20

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Piero's organic vegetable garden delights guests' palate with seasonal produce: fruit, tomatoes, courgettes, green beans, lettuce, aromatic herbs. On request a skilled mountain-bike guide can accompany guests to discover stunning paths and trails, but even on  …see more

from £60 / night

£339 / week

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from £60 / night

(1) Excellent 

6

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £85 / night

£467 / week

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from £85 / night

7

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Apartment / Condo in Cortona with 1 bedrooms sleeps 3  …see more

from £75 / night

£439 - £574 / week

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from £75 / night

11

Holiday farmhouse with swimming pool in Bagnolo

Cortona / Bagnolo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Family friendly villa Budget Villas in Tuscany Villas in Tuscany for groups  …see more

from £191 / night

£1335 / week

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from £191 / night

(5) Excellent 

4

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“We have been visiting this delightful villa for the last 20 years.” We have been visiting this house for the last 20 years. We came here on honeymoon and have been returning, now with children, eversince. One of the best things about here is the delig  …see more

from £233 / night

£1627 - £2176 / week

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from £233 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 136 km
  • Swimming pool
  • Child friendly
Villa Lucente is the perfect villa for those wanting an idyllic holiday in Tuscany. The villa is located in the heart of the Val di Chiana in Tuscany, near the enchanting town of Cortona, you'll enjoy breathtaking views of the surrounding countrysid  …see more

from £654 / night

£4577 - £5594 / week

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from £654 / night

20

Province of Arezzo / Cortona

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £170 / night

£1102 - £2424 / week

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from £170 / night

14

Holiday villa with swimming pool in Teverina

Cortona / Teverina

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Family friendly villa Villas in Tuscany for groups  …see more

from £339 / night

£2373 - £3873 / week

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from £339 / night

(2) Very Good 

12

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The sitting room has an old open fireplace and impressive, ancient wooden beams. Two comfy sofas are a nice modern addition! The dining room is authentic Italian 1950s decor under more seriously ancient ceiling beams. The atmosphere at San Silvestro is one of homely cou  …see more

from £93 / night

£650 - £1090 / week

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from £93 / night

(15) Excellent 

22

Cortona holiday home rental

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Private garden
“We could have lived here fulltime” Pictures do not show overall comfort, quiet,location and fully equipped. Kate and Andrew are best hosts showing us the property and then tour of town. They had everything well organized with instructions on how to o  …see more

from £157 / night

£1068 - £1856 / week

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from £157 / night

37

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This magnificent villa is located at 400 m from the lovely town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. This elegant vill  …see more

from £364 / night

£2543 - £3950 / week

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from £364 / night

(1) Excellent 

27

Cortona / Farinaio

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £111 / night

£890 - £1060 / week

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from £111 / night

18

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Acero is a cosy apartment that belongs to a beautiful hillside property, Col di Leccio, an authentic farmhouse where nature and silence dominate. Acero is made up of a double bedroom, a bedroom with twin beds, a bathroom with a shower, a kitchen and a living room. There  …see more

from £67 / night

£467 - £721 / week

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from £67 / night

28

Cortona / Poggioni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £115 / night

£594 - £1000 / week

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from £115 / night

59

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £297 / night

£2077 / week

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from £297 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
This small yet charming villa is situated in Cortona and it is ideal for small families.  …see more

from £166 / night

£721 - £1060 / week

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from £166 / night

24

Cortona holiday apartment rental

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Apartment / Condo in Cortona with 4 bedrooms sleeps 8  …see more

from £259 / night

£1510 - £1971 / week

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from £259 / night

(2) Excellent 

13

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
From the town of Cortona and 'possible in the day, to reach the most beautiful art cities of central Italy from Florence to Rome and 18 km Lake Trasimeno.Included you will find a set that includes: basic necessities (coffee, tea, seasoning, salt, sugar, detergents.  …see more

from £56 / night

£382 / week

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from £56 / night

(4) Excellent 

30

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Spectacular villa in idyllic setting.” Excellent, well-equipped villa in great location with breathtaking views. Structure matches the medieval look of Cortona, but interior has been updated with all the modern conveniences. Very relaxing, convenient  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

24

Cortona holiday lodge rental

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Fattoria Borgonuovo - La RosaCharming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m).<br />The owners speak and understand fluent English.  …see more

from £56 / night

£382 - £551 / week

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from £56 / night

(1) Excellent 

80

Province of Arezzo / Cortona

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool

 …see more

from £102 / night

£678 - £1009 / week

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from £102 / night

25

Province of Arezzo / Cortona

20 30 2 nights min

  • 20 bedrooms
  • Sleeps 30
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £131 / night

£823 / week

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from £131 / night

(5) Excellent 

13

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £64 / night

£416 / week

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from £64 / night

27

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £111 / night

£772 / week

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from £111 / night

(3) Very Good 

24

Holiday farmhouse with shared pool in Cortona

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
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 £153 / night

£1060 / week

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from £153 / night

30

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Walking distance to the town Family friendly villa Villas in Tuscany for groups  …see more

from £146 / night

£1017 - £1653 / week

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from £146 / night

23

Villa rental in Montanare

Cortona / Montanare

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
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  …see more

from £153 / night

£806 - £1043 / week

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from £153 / night

(1) Excellent 

4

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
“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  …see more

from £190 / night

£1329 - £2744 / week

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from £190 / night

(1) Excellent 

17

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Only 15 minutes from the villa you can easily access the Etruscan town of Cortona.  …see more

from £315 / night

£2200 - £3200 / week

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from £315 / night

26

Villa rental in Cortona

Province of Arezzo / Cortona

6 15 2 nights min

  • 6 bedrooms
  • Sleeps 15
  • 2 nights min
  • 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 d  …see more

from £111 / night

£772 / week

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from £111 / night

(20) Excellent 

58

Holiday home in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“A Gem in Tuscany” The information provided by Cesare at the time of booking was the best we've ever had! On arrival, we were greeted with a very helpful introduction to "our home for the week". It was great having a welcome gift of wine, some deliciou  …see more

from £119 / night

£594 - £856 / week

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from £119 / night

(1) Excellent 

10

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
The house takes its name from the bridge which gives access to the premises(il ponticello means, in fact,little bridge).The house is located in village Torreone, in the town of Cortona, which is only 2 km far, that can also be walked on foot. It's in the green,  …see more

from £43 / night

£255 - £373 / week

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from £43 / night

(2) Excellent 

43

Holiday villa in Cortona

Province of Arezzo / Cortona

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Suitable for children age 5+
  • Private garden
Tuscany Cortona Ossaia Villa  …see more

from £51 / night

£339 - £695 / week

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from £51 / night

(8) Excellent 

30

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful house, with beautiful views and flexible set up.” The house can in fact be viewed as three separate apartments each with it's own amenities. This gives great flexibility for people to have some quiet time, whether you're travelling with frie  …see more

from £339 / night

£2543 - £3390 / week

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from £339 / night

(1) Excellent 

10

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
L'Etrusca e' un alloggio perfetto per chi vuole trascorrere le sue vacanze nel cuore della citta' e vivere direttamente la nostra tradizione<br />Near of the most important Tuscany and umbria Town like: Firenze, Arezzo, Montepulciano, Pienza, Monta  …see more

from £56 / night

£382 - £551 / week

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from £56 / night

41

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

from £295 / night

£2060 - £3513 / week

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from £295 / night

(1) Excellent 

13

Province of Arezzo / Cortona

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £85 / night

£594 / week

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from £85 / night