Cortona Villas, Holiday rentals and apartments

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Cortona

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816 Holiday homes

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
This villa mixes the unique Tuscan style with elegant and modern comforts, and it is the perfect getaway for a family. It affords its own kitchen, 2 bedrooms and 2 bathrooms and a garden with swimming pool, BBQ area and spectacular views.  …see more

from £174 / night

£1212 / week

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from £174 / night

8

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£382 / week

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from £60 / night

22

Province of Arezzo / Cortona

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £346 / night

£2416 - £3632 / week

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from £346 / night

16

Holiday apartment with shared pool in Fratticciola

Cortona / Fratticciola

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

from £146 / night

£1017 / week

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from £146 / night

25

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £71 / night

£492 - £916 / week

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from £71 / night

23

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£382 - £509 / week

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from £60 / night

10

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £68 / night

£475 / week

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from £68 / night

7

Cortona / Pietraia

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £84 / night

£588 / week

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from £84 / night

35

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Charming 175 sq.m villa for holidays in Tuscany, in the beautiful countryside surrounding the medieval city of Cortona, center of many important national and international cultural events. The villa is located in the Val d'Esse , between Tuscany and Umbria, in a very q  …see more

from £182 / night

£1272 - £2034 / week

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from £182 / night

17

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

from £128 / night

£721 / week

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from £128 / night

29

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to d  …see more

from £42 / night

£289 - £534 / week

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from £42 / night

5

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £67 / night

£463 / week

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from £67 / night

16

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Family friendly villa Villas in Tuscany for groups  …see more

from £297 / night

£2077 - £2967 / week

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from £297 / night

6

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £60 / night

£382 / week

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from £60 / night

4

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £67 / night

£463 / week

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from £67 / night

19

Apartment rental in Cortona

Province of Arezzo / Cortona

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
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 Giarradea è dotata d  …see more

from £111 / night

£772 / week

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from £111 / night

(2) Excellent 

22

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets
Casina via Iannelli offers you the opportunity to stay in the historic center of Cortona in a house of historical and artistic interest created and preserved until the beginning of 1300.  …see more

from £68 / night

£475 / week

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from £68 / night

31

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to d  …see more

from £39 / night

£263 - £416 / week

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from £39 / night

12

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

from £66 / night

£382 - £668 / week

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from £66 / night

28

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £81 / night

£517 - £729 / week

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from £81 / night

100

Holiday apartment in Cignano

Cortona / Cignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This agriturismo features a large outdoor pool and has seven apartments that can accommodate between 2 and 8 people.  …see more

from £64 / night

£356 - £564 / week

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from £64 / night

22

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This suite is on the first floor benefits from the best views of Chiana Valley and Cortona, and opens into a spacious living area with a large authentic wood burning fire place, and spectacular views over the countryside. There is a fully equipped kitchen and 2 double b  …see more

from £125 / night

£873 / week

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from £125 / night

78

Holiday home with shared pool in Montecchio

Cortona / Montecchio

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • 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

£85 - £594 / week

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from £13 / night

8

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The apartment Grano is a structure independent of the primary, comprises: porch, a kitchen, a bedroom, a bathroom with shower and independent heating.  …see more

from £34 / night

£492 - £729 / week

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from £34 / night

38

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 15 km
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £170 / night

£1102 / week

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from £170 / night

(1) Excellent 

67

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £60 / night

£416 / week

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from £60 / night

100

Cortona holiday villa rental

Province of Arezzo / Cortona

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 170 km
  • Swimming pool
  • Child friendly
Villa Corona is the best place for families and friends looking to spend their holidays relaxing in the stunning Val di Chiana.  …see more

from £260 / night

£1818 - £2712 / week

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from £260 / night

4

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£382 / week

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from £60 / night

8

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.  …see more

from £85 / night

£594 / week

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from £85 / night

24

Cortona / Montanare

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

 …see more

from £77 / night

£509 / week

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from £77 / night

100

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
The spacious bedrooms and common areas in this villa make it perfect for families or large groups of friends. It boasts its own garden with outdoor furniture and swimming pool, a full kitchen and all modern comforts.  …see more

from £209 / night

£1458 / week

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from £209 / night

100

Holiday apartment in Cignano

Cortona / Cignano

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This agriturismo features a large outdoor pool and has seven apartments that can accommodate between 2 and 8 people.  …see more

from £68 / night

£386 - £594 / week

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from £68 / night

100

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

Pricing unknown

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Pricing unknown

31

Cortona / Montanare

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£467 / week

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from £68 / night

44

Holiday home in Cortona

Province of Arezzo / Cortona

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Air conditioning
Cortona is famous as the inspiration and setting for the book Under the Tuscan Sun, (that later became a movie) written by USA writer-novelist Francis Mayes. It also homes a branch of the Georgia University - USA, for artistic matters, since 1970.  …see more

from £123 / night

£734 - £823 / week

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from £123 / night

100

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

Pricing unknown

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Pricing unknown

6

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Ask about pets
Apartment / Condo in Cortona with 1 bedrooms sleeps 2  …see more

from £75 / night

£439 - £574 / week

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from £75 / night

100

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 180 km
  • Child friendly
These two apartments can accommodate a total of 12 guests if rented together but can also be rented individually for groups of 2-4 and up to 8 respectively. Casa Medicea is conveniently located right in the heart of Cortona near to all amenities.  …see more

Pricing unknown

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Pricing unknown

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 della campagna Cortonese. Villa Giarrad  …see more

from £111 / night

£772 / week

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from £111 / night

34

Province of Arezzo / Cortona

1 4 2 nights min

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

 …see more

from £43 / night

£255 - £373 / week

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from £43 / night