Villas in Cortona and Holiday rentals - Holiday Lettings - Holiday Rentals Cortona

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3,813 Holiday homes

30

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning

from £176 / night

£1,228 / week

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from £176 / night

79

Centoia holiday apartment rental

Cortona / Centoia

2 6 1 night min

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

from £167 / night

£1,167 / week

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from £167 / night

18

Apartment rental in Pietraia

Cortona / Pietraia

1 2 2 nights min

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

from £79 / night

£553 / week

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Responds fast!
avg. 59 minutes

from £79 / night

15

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £55 / night

£410 - £540 / week

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from £55 / night

24

Holiday apartment rental

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £169 / night

£1,177 - £1,284 / week

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Responds fast!
avg. 3 hours 25 minutes

from £169 / night

20

Holiday villa rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £157 / night

£878 - £2,448 / week

Enquire View

from £157 / night

(1) Excellent 

36

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £308 / night

£2,151 - £3,669 / week

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from £308 / night

20

Montalla holiday villa accommodation

Cortona / Montalla

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £233 / night

£1,623 - £2,457 / week

Enquire View

from £233 / night

(1) Excellent 

19

Holiday villa in Montalla

Cortona / Montalla

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £236 / night

£1,646 - £2,965 / week

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from £236 / night

6

Cortona holiday home rental

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

Pricing unknown

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Pricing unknown

7

Holiday farmhouse in Centoia

Cortona / Centoia

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden

Pricing unknown

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Pricing unknown

(1) Excellent 

6

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Genuine Hospitality in a Great Location” We travelled to Italy for our 25th wedding anniversary with our three teenage daughters. Our stay at Il Cipresso was a perfect mix of great location and true hospitality. The location is perfect-- quiet wi
…see more

Pricing unknown

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Pricing unknown

24

Cortona holiday home rental

Province of Arezzo / Cortona

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £715 / night

£5,000 / week

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from £715 / night

31

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £627 / night

£4,386 / week

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from £627 / night

30

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning

from £177 / night

£1,239 / week

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from £177 / 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
  • Pet friendly

from £151 / night

£1,053 - £1,711 / week

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from £151 / night

(3) Excellent 

30

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“PEACEFUL” Everything you could want from a holiday home in Tuscany. Very clean accommodation. Plenty of kitchen accessories. Air conditioning. Clean pool. Great food prepared by the owner upon request. Pizzas from heaven!
…see more

Pricing unknown

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Pricing unknown

15

Holiday cottage with swimming pool in Montecchio, San Lorenzo

Cortona / Montecchio, San Lorenzo

1 2 Min stay varies

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

Pricing unknown

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Pricing unknown

24

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £443 / night

£2,036 / week

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from £443 / night

14

Holiday apartment in Mercatale di Cortona

Cortona / Mercatale di Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly

Pricing unknown

Book View

Pricing unknown

(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

Pricing unknown

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Pricing unknown

20

Montalla holiday villa rental

Cortona / Montalla

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £274 / night

£1,913 - £2,878 / week

Enquire View

from £274 / night

(2) Very Good 

12

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Pricing unknown

Book View

Pricing unknown

20

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly

from £71 / night

£492 - £614 / week

Enquire View

from £71 / night

(2) Very Good 

14

Montanare holiday farmhouse rental

Cortona / Montanare

6 16 2 nights min

  • 6 bedrooms
  • Sleeps 16
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £67 / night

£399 - £2,133 / week

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from £67 / night

(1) Excellent 

42

Holiday studio rental

Province of Arezzo / Cortona

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Child friendly

from £75 / night

£439 - £562 / week

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from £75 / night

11

Holiday apartment in Montanare

Cortona / Montanare

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Pricing unknown

Book View

Pricing unknown

20

Holiday villa rental

Province of Arezzo / Cortona

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

Pricing unknown

Book View

Pricing unknown

26

Holiday farmhouse with golf nearby in Fratticciola

Cortona / Fratticciola

13 29 Min stay varies

  • 13 bedrooms
  • Sleeps 29
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

Pricing unknown

Book View

Pricing unknown

7

Holiday farmhouse in Cortona

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

Pricing unknown

Book View

Pricing unknown

20

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £203 / night

£1,416 - £2,465 / week

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from £203 / night

14

Holiday b&b in Cortona

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly

from £150 / night

£1,044 / week

Enquire View

from £150 / 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

from £110 / night

£676 - £860 / week

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from £110 / night

14

Home rental in Cortona

Province of Arezzo / Cortona

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Pet friendly
  • Private garden

from £245 / night

£1,710 - £2,100 / week

Enquire View

from £245 / night

13

Holiday villa rental

Province of Arezzo / Cortona

2 2 3 nights min

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

from £79 / night

£553 - £614 / week

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Responds fast!
avg. 3 hours 25 minutes

from £79 / night

16

Holiday apartment with swimming pool in Mercatale di Cortona

Cortona / Mercatale di Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly

Pricing unknown

Book View

Pricing unknown

18

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

Pricing unknown

Book View

Pricing unknown

(3) Very Good 

11

Mercatale di Cortona holiday apartment rental

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children age 5+

Pricing unknown

Book View

Pricing unknown

47

Holiday villa rental

Province of Arezzo / Cortona

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 145 km
  • Swimming pool
  • Child friendly

from £104 / night

£728 - £1,220 / week

Enquire View

from £104 / night

14

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £52 / night

£390 - £500 / week

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from £52 / night