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

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4,434 Holiday homes

21

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

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

from £96 / night

£670 - £849 / week

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from £96 / night

42

Farinaio holiday apartment rental

Cortona / Farinaio

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £103 / night

£720 / week

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from £103 / night

57

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 £319 / night

£2,234 - £3,395 / week

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from £319 / night

(3) Excellent 

39

Cottage rental in Cortona

Province of Arezzo / Cortona

1 6 5 nights min

  • 1 bedroom
  • sleeps 6
  • 5 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £54 / night

£376 / week

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Responds fast!
avg. 3 hours 14 minutes

from £54 / night

25

Holiday home with swimming pool in Creti

Cortona / Creti

3 6 7 nights min

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

from £141 / night

£983 - £1,698 / week

Book View

from £141 / night

(39) Excellent 

Certificate of Excellence

16

Cortona holiday home rental

Province of Arezzo / Cortona

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 150 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £67 / night

£385 - £724 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £67 / night

26

Holiday home with swimming pool in Creti

Cortona / Creti

3 6 7 nights min

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

from £141 / night

£983 - £1,698 / week

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from £141 / night

43

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £71 / night

£492 / week

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from £71 / night

(5) Excellent 

24

Holiday home with shared pool in Cegliolo

Cortona / Cegliolo

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £108 / night

£672 / week

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from £108 / night

22

Holiday apartment in Montecchio

Cortona / Montecchio

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Nearest beach 15 km
  • Child friendly
  • Pet friendly

from £45 / night

£268 / week

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from £45 / 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 £404 / night

£2,240 - £2,509 / week

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from £404 / night

(2) Excellent 

27

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 £58 / night

£402 - £581 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £58 / night

(1) Excellent 

15

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 5 5 nights min

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

from £197 / night

£1,376 / week

Book View

from £197 / night

(3) 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 £139 / night

£822 - £1,072 / week

Book View

from £139 / night

(3) Excellent 

10

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Child friendly
  • Private garden

from £90 / night

£628 - £1,098 / week

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from £90 / 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 £178 / night

£1,246 - £1,873 / week

Book View

from £178 / night

(26) Excellent 

35

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 £230 / night

£1,608 - £2,591 / week

Book View

from £230 / night

(9) Excellent 

13

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

from £63 / night

£402 - £527 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £63 / night

(6) Very Good 

51

Apartment accommodation in Montalla with shared pool

Cortona / Montalla

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly

from £137 / night

£738 - £1,231 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £137 / night

35

Bagnolo holiday villa rental

Cortona / Bagnolo

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £429 / night

£3,002 / week

Book View

from £429 / night

(50) Excellent 

23

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £81 / night

£536 - £849 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £81 / night

(34) Excellent 

31

Townhouse rental in Cortona

Province of Arezzo / Cortona

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Car not necessary

from £65 / night

£376 - £532 / week

Book View

Responds fast!
avg. 1 hour 56 minutes

from £65 / night

(1) Excellent 

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 £105 / night

£735 - £1,165 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £105 / night

(2) Excellent 

19

Holiday apartment with shared 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 £96 / night

£670 - £983 / week

Book View

from £96 / night

(1) Excellent 

20

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £58 / night

£430 - £570 / week

Book View

from £58 / 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 £192 / night

£1,340 - £2,234 / week

Book View

from £192 / 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 £192 / night

£1,340 - £2,234 / week

Book View

from £192 / night

(4) Excellent 

34

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 15 3 nights min

  • 6 bedrooms
  • sleeps 15
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £447 / night

£4,467 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £447 / night

15

Holiday villa in Cortona

Province of Arezzo / Cortona

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £102 / night

£626 / week

Book View

from £102 / night

35

Cortona holiday villa rental

Province of Arezzo / Cortona

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £207 / night

£1,215 - £2,030 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £207 / night

(8) Excellent 

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 £256 / night

£1,787 - £3,127 / week

Book View

from £256 / night

(12) Excellent 

19

Apartment rental in Ruffignano

Cortona / Ruffignano

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 0 km
  • Child friendly
  • Ask about pets

from £134 / night

£889 - £1,527 / week

Book View

from £134 / night

26

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

from £108 / night

£760 - £894 / week

Book View

from £108 / night

(2) Excellent 

27

Holiday farmhouse with swimming pool in Farinaio

Cortona / Farinaio

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £108 / night

£626 - £1,162 / week

Book View

Responds fast!
avg. 1 hour 6 minutes

from £108 / 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

from £192 / night

£1,340 - £2,949 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £192 / night

(5) Excellent 

20

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £63 / night

£358 / week

Book View

Responds fast!
avg. 3 hours 45 minutes

from £63 / night

27

Cortona holiday lodge rental

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 £58 / night

£402 - £581 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £58 / night

(1) Excellent 

30

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 4 2 nights min

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

from £54 / night

£322 - £474 / week

Book View

from £54 / night

27

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden

from £48 / night

£332 / week

Book View

from £48 / night

(42) Excellent 

Certificate of Excellence

35

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

Certificate of Excellence

from £170 / night

£1,340 - £2,636 / week

Book View

Responds fast!
avg. 58 minutes

from £170 / night

Top Destination reviews

LE MURA ETRUSCHE
Excellent

Wonderful way to relax. Beautiful home with everything you need for a relaxing holiday . House is situated high in the old town, the views are amazing. The hosts were very helpful and kind. … see more
Quiet spacious apartment

Wonderful base for a stay in Cortona. Two-floor one-bed apartment with lots of space, two bathrooms and a kitchen. Really well appointed with everything you need. It's a short stroll downhill into the centre of Cortona (steep walk back but only 5 mins). Just far enough away to be quiet despite festivities and celebrations in the centre. Host was so welcoming, collecting us from nearby carmucia train station and a delicious home made fruit tart. Would highly recommend.see more
Agriturismo Henni pool sauna jacuzzi panoramicview
Wonderful Villa with amazing views

A spacious comfortable villa equipped to a high standard that can easily accommodate 3 families with children. Garden/pool/pool house makes good use of the spacious garden with an outdoor dining/lounge area in the centre. Good service with the pool and hot tub cleaned on a regular basis throughout the week. Valentina helped to organise an evening with Christina who cooked wonderful authentic Toscany cuisine for both kids and grown ups, amazing! Wonderful views with Montepulciano in the horizon.see more
Holiday Villa in Cortona
Stunning villa, gracious owner

A group of 10 of us arrived for a week's stay in late July. The villa with 5 double en-suite bedrooms (all air conditioned) is immaculate. The lounge area and dining room are lovely but unused during our stay. The terrace is well situated and ideal for shade with transparent curtains for protection from occasional rain. Kitchen is small but adequate with plenty of crockery/cutlery for 10+ plus a dishwasher and coffee machine. There is a utility room with washing machine, tumble dryer plus games for outside The pool is lovely with enough sun beds for everyone and 6/8 parasols There is also a one bedroom annexe - again with aircon. This was ideal for a young couple in our party with a young baby. Therefore 6 doubles in total. On arrival a magnificent buffet was laid on the dining table which was really thoughtful - the following day was a Sunday and the villa is remote - many of our party were arriving late evening In all I would recommend the villa to anyone; you need a car as it is some distance from Cortona and the supermarket is downhill from there but the views are amazing and it's very peaceful. Grazia is a gracious host - she was so helpful - a very lovely lady. Please do not hesitate to book this villa - you won't be disappointedsee more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her home in Cortona is as pleasant as possible for her guests. The apartment was fully equipped with everything we needed and Ester even made sure we had juice, milk, coffee and croissants for our first morning there due to our late evening arrival. What a totally unexpected treat. The location is perfect with amazing views of the area around Cortona and with everything you need to see in Cortona within easy walking distance. Parking is about 200 meters away and we never had a problem getting a spot. If you are looking for a true home away from home in Italy, this is for you.see more
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 plums and their home produced olive oil. La Colonica is set in lovely gardens/grounds. There are so many places to sit and relax. We especially loved the covered outside dining area. When it comes to the house, the two double bedrooms both with en-suites were perfect for us. The beds were very comfortable with really good quality sheets. Though the kitchen was not large, it had everything we needed for the week including good, sharp knives! We enjoyed evenings in the lounge with a good selection of DVDs. Despite temperatures well in the 30s, we had no need to use the airco. The whole house has high ceilings and is pleasantly cool at night. The parking at La Colonica, outside the house, is very convenient. Although close to the local village, the "cottage" was very quiet. Our week at La Colonica was delightful from start to finish. We loved it and look forward to returning.see more