Cortona Villas, Holiday rentals and apartments

Close

View larger map

Also consider

Europe Holidays
417803 properties
Italy Holidays
98417 properties
Tuscany Holidays
21744 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Pietraia
21 properties
Montecchio
21 properties
Montalla
16 properties
Mercatale di Cortona
14 properties
Mercatale
10 properties
Montanare
10 properties
Creti
9 properties
Fratta Santa Caterina
8 properties
Centoia
5 properties
Farinaio
5 properties

Cortona

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

694 Holiday homes

22

Holiday villa rental

Province of Arezzo / Cortona

2 5 Min stay varies

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

from £163 / night

£709 - £1246 / week

Book View

from £163 / night

(2) Excellent 

25

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £416 / night

£2417 - £3950 / week

Book View

from £416 / night

(1) Excellent 

14

Cortona / Montanare

3 7 7 nights min

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

from £83 / night

£575 - £1292 / week

Book View

from £83 / night

19

Mercatale di Cortona holiday farmhouse rental

Cortona / Mercatale di Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £127 / night

£715 / week

Book View

from £127 / night

(2) Very Good 

14

Cortona / Montanare

6 16 2 nights min

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

from £64 / night

£379 - £2026 / week

Book View

from £64 / night

(2) Excellent 

20

Holiday cottage rental

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

from £177 / night

£884 - £1508 / week

Book View

from £177 / night

(3) Excellent 

34

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 £315 / night

£2202 - £3278 / week

Book View

from £315 / night

(4) Excellent 

24

Cortona / Cegliolo

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £96 / night

£584 / week

Book View

from £96 / 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

from £190 / night

£1324 / week

Book View

from £190 / night

11

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

4 8 7 nights min

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

from £235 / night

£1642 - £2488 / week

Book View

from £235 / 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

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

from £150 / night

£792 - £1025 / week

Book View

from £150 / night

28

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

4 7 7 nights min

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

from £154 / night

£1076 - £1664 / week

Book View

from £154 / night

29

Cottage rental in Pietraia with swimming pool

Cortona / Pietraia

2 4 7 nights min

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

from £103 / night

£715 - £1681 / week

Book View

from £103 / night

28

Holiday farmhouse with swimming pool in Creti

Cortona / Creti

6 14 7 nights min

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

from £298 / night

£2084 - £3167 / week

Book View

from £298 / 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

£380 - £495 / week

Book View

from £55 / night

4

Province of Arezzo / Cortona

2 4 1 night min

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

from £61 / night

£424 / week

Book View

from £61 / night

(11) Very Good 

28

Province of Arezzo / Cortona

11 24 Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

from £43 / night

£295 - £5076 / week

Book View

from £43 / night

14

Province of Arezzo / Cortona

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £102 / night

£382 / week

Book View

from £102 / night

19

Cortona holiday apartment let

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £75 / night

£417 - £1667 / week

Book View

from £75 / night

(2) Excellent 

30

Province of Arezzo / Cortona

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £177 / night

£1236 / week

Book View

from £177 / night

16

Holiday villa with swimming pool 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

from £98 / night

£685 - £1114 / week

Enquire View

from £98 / night

18

Holiday villa rental

Province of Arezzo / Cortona

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £143 / night

£999 - £1975 / week

Enquire View

from £143 / 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

from £55 / night

£375 - £492 / week

Book View

from £55 / night

(1) Average 

37

Cortona holiday apartment rental

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £75 / night

£525 - £834 / week

Book View

from £75 / 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

£361 - £466 / week

Book View

from £52 / night

(2) Very Good 

12

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

(1) Very Good 

36

Holiday villa in Cortona

Province of Arezzo / Cortona

3 6 Min stay varies

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

from £137 / night

£950 - £1614 / week

Book View

from £137 / night

15

Province of Arezzo / Cortona

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £160 / night

£1118 / week

Book View

from £160 / night

16

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+

from £72 / night

£500 / week

Book View

from £72 / 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 £93 / night

£589 - £849 / week

Book View

from £93 / night

(5) Excellent 

34

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 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 £231 / night

£1613 - £2158 / week

Enquire View

from £231 / night

23

Cortona / Fratta Santa Caterina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £167 / night

£1250 / week

Book View

from £167 / night

19

Holiday apartment 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

£361 - £466 / week

Book View

from £52 / night

17

Mercatale di Cortona holiday villa rental

Cortona / Mercatale di Cortona

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets

from £482 / night

£1926 - £2659 / week

Enquire View

from £482 / 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 

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 £292 / night

£2043 - £3484 / week

Book View

from £292 / night

16

Holiday apartment in Cortona

Province of Arezzo / Cortona

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £382 / night

£2670 / week

Book View

from £382 / night

35

Holiday home in Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 9 km
  • Child friendly
  • Pet friendly

from £78 / night

£547 - £715 / week

Book View

from £78 / night

26

Apartment rental in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £91 / night

£706 - £883 / week

Book View

from £91 / night

1