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

Close

View larger map

Also consider

Europe Holidays
429187 properties
Italy Holidays
100351 properties
Tuscany Holidays
22745 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
Montecchio
24 properties
Pietraia
22 properties
Montalla
19 properties
Mercatale di Cortona
14 properties
Mercatale
10 properties
Montanare
10 properties
Creti
9 properties
Fratta Santa Caterina
8 properties
Cignano
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

758 Holiday homes

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly

from £255 / night

£1653 - £2500 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from £255 / night

(6) Excellent 

20

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £43 / night

£255 - £407 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £43 / night

6

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

Book View

Pricing unknown

(7) Very Good 

44

Holiday apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool

from £60 / night

£382 - £670 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £60 / night

12

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

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

from £183 / night

£1272 - £2119 / week

Book View

from £183 / night

16

Cortona holiday villa accommodation

Province of Arezzo / Cortona

2 5 7 nights min

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

from £97 / night

£673 - £1009 / week

Book View

from £97 / night

(9) Excellent 

18

Province of Arezzo / Cortona

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
  • Car not necessary

from £60 / night

£407 - £424 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £60 / night

(28) Excellent 

31

Province of Arezzo / Cortona

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

from £60 / night

£280 - £505 / week

Book View

from £60 / 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 £84 / night

£585 - £1314 / week

Book View

from £84 / night

(7) Excellent 

30

Holiday villa in Farinaio

Cortona / Farinaio

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“great week” The owner is trying to do everything has a good time. We felt comfortable and had a lovely week. The house has three bedrooms on each side above, below are other beds in the living area at disposal. The land is terraced and therefore diffi
…see more

from £182 / night

£1272 - £2543 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £182 / night

(2) Excellent 

25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly

from £150 / night

£884 - £1550 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £150 / night

22

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £284 / night

£1984 - £3085 / week

Book View

from £284 / night

(27) Excellent 

16

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £77 / night

£390 - £678 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £77 / night

(38) Excellent 

23

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
“Fabulous stay” Not sure where to start. Michele is one of the most passionate and fantastic villa owners who keeps his focus on customer satisfaction. Right from the moment we landed at the villa until we left, everything was perfectly arranged by
…see more

from £81 / night

£517 - £729 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £81 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

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

from £84 / night

£547 / week

Book View

from £84 / 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

from £67 / night

£467 - £721 / week

Book View

from £67 / night

(2) Excellent 

88

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

from £102 / night

£594 - £1009 / week

Book View

from £102 / night

(1) Excellent 

53

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

from £102 / night

£526 - £1017 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £102 / night

(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

Book View

Responds fast!
avg. 3 hours 1 minutes

from £102 / night

(1) Excellent 

24

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £43 / night

£297 - £382 / week

Book View

from £43 / night

(11) Excellent 

20

Apartment rental in Ruffignano with swimming pool

Cortona / Ruffignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“An Unforgettable Vacation” We stayed at the Tuscan Idyll in Cortona from mid-May to mid-June of 2014. Kate and Andrew’s home is truly an escape to days gone by. The home is located in the center of Cortona only steps away from all the action. It is be
…see more

from £111 / night

£742 - £1725 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £111 / night

18

Province of Arezzo / Cortona

11 20 1 night min

  • 11 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

from £509 / night

£3390 / week

Book View

from £509 / night

(1) Excellent 

14

Home rental in Cortona with shared pool

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £212 / night

£1267 - £1606 / week

Book View

from £212 / night

30

Province of Arezzo / Cortona

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £331 / night

£2311 - £3236 / week

Book View

Responds fast!
avg. 3 hours 19 minutes

from £331 / night

16

Bagnolo holiday villa rental

Cortona / Bagnolo

2 4 7 nights min

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

from £148 / night

£1030 - £1395 / week

Book View

from £148 / night

14

Holiday apartment in Cortona

Province of Arezzo / Cortona

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning

from £339 / night

£2373 / week

Book View

from £339 / night

(1) Excellent 

83

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

from £85 / night

£509 - £831 / week

Book View

from £85 / night

(2) Excellent 

11

Holiday villa in Cortona

Province of Arezzo / Cortona

4 6 7 nights min

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

from £113 / night

£790 - £1650 / week

Book View

from £113 / night

30

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £182 / night

£1272 - £2119 / week

Book View

from £182 / night

(1) Excellent 

31

Villa rental in Cortona with swimming pool, golf nearby

Province of Arezzo / Cortona

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £255 / night

£1695 / week

Book View

from £255 / night

(1) Excellent 

24

Capezzine holiday apartment let

Cortona / Capezzine

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 129 km
  • Swimming pool
  • Child friendly

from £115 / night

£806 / week

Book View

from £115 / night

36

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
  • Air conditioning

from £327 / night

£2289 / week

Book View

from £327 / night

35

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 Min stay varies

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

from £196 / night

£1145 - £1907 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £196 / night

26

Montalla holiday farmhouse rental

Cortona / Montalla

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly

from £272 / night

£1437 - £2373 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £272 / night

(1) Excellent 

14

Province of Arezzo / Cortona

2 4 Min stay varies

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

from £111 / night

£386 - £564 / week

Book View

from £111 / night

(1) Excellent 

4

Holiday farmhouse with swimming pool in Mercatale

Cortona / Mercatale

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Private garden

from £678 / night

£3390 / week

Book View

from £678 / night

(6) Excellent 

14

Holiday home in Mercatale di Cortona

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“One of those experiences your memory plays over and over again, every time putting a smile on your face.” We spent the second week of a two week vacation in Tuscany at Borgo di Vagli. This was our 'down time' week, having done a lot of sightseeing fro
…see more

from £111 / night

£636 - £806 / week

Book View

from £111 / night

(2) Excellent 

24

Holiday lodge in Cortona

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £56 / night

£382 - £551 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £56 / night

(1) Excellent 

27

Cortona / Farinaio

4 9 Min stay varies

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

from £119 / night

£848 - £1017 / week

Book View

Responds fast!
avg. 2 hours 13 minutes

from £119 / night

49

Holiday villa in Cegliolo

Cortona / Cegliolo

5 10 7 nights min

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

from £291 / night

£2034 - £3475 / week

Book View

from £291 / night

Top Destination reviews

CHARMING COTTAGE NEAR CORTONA, GARDEN, DINING PATIO, OLIVE GROVE, AC,WiFI
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 delicious home grown plum … see more
1