Cortona apartment or villa with a private pool area | Holiday Lettings

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260 Holiday homes

Filters applied: Private pool

(3) Excellent 

Certificate of Excellence

43

Holiday home 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

Certificate of Excellence

from £245 / night

£1645 - £2023 / week

Book View

from £245 / night

(1) Excellent 

44

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 7 nights min

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

from £140 / night

£974 - £1914 / week

Book View

from £140 / night

(4) Excellent 

30

Holiday villa with swimming pool, golf nearby in Cortona

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 £183 / night

£1279 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from £183 / night

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 £311 / night

£2174 - £4957 / week

Book View

from £311 / night

(3) Excellent 

4

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 26 km
  • Swimming pool
  • Child friendly
“Amazing view and the place to recover from the hustle n bustle of life” House that has been lovingly restored by the owners. Great outdoor space for entertainment and just to chill out with one's family. The caretaker family was very helpful. The main
…see more

from £237 / night

£1653 - £3214 / week

Enquire View

from £237 / 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 £431 / night

£2500 - £4087 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £431 / night

23

Holiday villa with swimming pool in Poggioni

Cortona / Poggioni

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £141 / night

£983 - £2174 / week

Book View

from £141 / night

42

Holiday cottage rental

Province of Arezzo / Cortona

3 6 3 nights min

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

from £113 / night

£786 / week

Book View

from £113 / 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

from £67 / night

£392 - £686 / week

Enquire View

from £67 / 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 £196 / night

£1370 / week

Book View

from £196 / 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 £336 / night

£2348 / week

Book View

from £336 / 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

from £315 / night

£2200 - £3200 / week

Book View

from £315 / night

(5) Very Good 

33

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

from £497 / night

£3479 - £4392 / week

Book View

from £497 / night

(1) Excellent 

19

Holiday villa rental

Cortona / Poggioni

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £112 / night

£780 / week

Book View

from £112 / night

(1) Very Good 

22

Holiday villa rental

Cortona / Montecchio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly

from £136 / night

£792 - £1131 / week

Enquire View

from £136 / night

29

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 £102 / night

£709 - £1153 / week

Enquire View

from £102 / night

23

Hotel apartment rental in Fratta Santa Caterina with swimming pool, golf nearby

Cortona / Fratta Santa Caterina

2 6 1 night min

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

from £174 / night

£1305 / week

Book View

from £174 / night

(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+

from £122 / night

£827 - £957 / week

Book View

from £122 / night

30

Holiday villa in Cortona

Province of Arezzo / Cortona

6 14 7 nights min

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

from £342 / night

£2392 - £3348 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £342 / night

(3) Excellent 

25

Cortona holiday home rental

Province of Arezzo / Cortona

4 8 7 nights min

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

from £187 / night

£1305 - £1740 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £187 / night

(2) Excellent 

13

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £57 / night

£388 - £561 / week

Book View

from £57 / night

32

Holiday villa with swimming pool in Cignano

Cortona / Cignano

7 17 7 nights min

  • 7 bedrooms
  • Sleeps 17
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly

from £429 / night

£1522 - £3000 / week

Enquire View

from £429 / night

30

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 £311 / night

£2174 - £3305 / week

Book View

from £311 / night

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 £170 / night

£740 - £1300 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £170 / night

(8) Excellent 

30

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 16 2 nights min

  • 5 bedrooms
  • Sleeps 16
  • 2 nights min
  • 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 £348 / night

£2435 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £348 / night

(2) Excellent 

27

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
“Wonderful, true Italian experience"” Have stayed in many hotels and apartments all over the world and this was truly a 'stand-out.' From the moment our group of 8 arrived we were made to feel welcome by Manuela. Little, extra touches such as bruschett
…see more

from £393 / night

£2748 - £3548 / week

Enquire View

from £393 / 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 £311 / night

£2174 - £3305 / week

Book View

from £311 / night

20

Cortona holiday villa rental

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

from £174 / night

£1131 - £2487 / week

Book View

from £174 / night

22

Holiday farmhouse rental

Cortona / Mercatale di Cortona

12 24 Min stay varies

  • 12 bedrooms
  • Sleeps 24
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

from £487 / night

£3174 - £5604 / week

Book View

from £487 / night

(1) Very Good 

48

Holiday home in Cortona

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

from £52 / night

£302 - £518 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £52 / night

18

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £173 / night

£1207 - £2270 / week

Enquire View

from £173 / night

(16) Excellent 

46

Home rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 10 3 nights min

  • 6 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“heaven on hearth” I stayed with a group of friends in this beautiful Tuscan farmhouse. We had such a great time. The house is full of charm and character and soo cool during hot summer afternoons, just heaven. The sourrounding areas are just stunni
…see more

from £157 / night

£957 - £1305 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £157 / night

18

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £214 / night

£1495 - £1950 / week

Book View

from £214 / night

52

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £272 / night

£1900 - £3143 / week

Book View

from £272 / night

37

Villa accommodation in Cortona with swimming pool

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children

from £374 / night

£2609 - £3418 / week

Book View

Responds fast!
avg. 2 hours 12 minutes

from £374 / 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

Responds fast!
avg. 2 hours 51 minutes

from £177 / night

42

Villa accommodation in Cortona with swimming pool

Province of Arezzo / Cortona

3 6 7 nights min

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

from £191 / night

£1337 - £2414 / week

Book View

from £191 / night

14

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £94 / night

£653 - £1095 / week

Enquire View

from £94 / night

21

Holiday villa with swimming pool in Teverina

Cortona / Teverina

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £249 / night

£1740 - £2708 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £249 / night

26

Holiday villa rental

Cortona / Montecchio

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £247 / night

£1725 - £3018 / week

Book View

from £247 / night

1