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

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Cortona

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4,346 Holiday homes

(1) Excellent 

36

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly

from £237 / night

£1,655 / week

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from £237 / night

(13) Excellent 

33

Holiday villa 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
“This is what an Italian holiday should be like!!” My husband and I stayed in Villa Rosa with our 10 month old daughter. It was truly the most wonderful holiday we have had. Relaxing by the pool most days and wandering into town if needed. Cortona is a magical town, and close enough to other historical cities. If you wish to take in the likes of Siena,Perugia or Florence you can easily do this as a day trip. A must for all, that wish to live the 'under the Tuscon sun' dream!!!!

from £255 / night

£1,785 - £2,023 / week

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Responds fast!
avg. 3 hours 7 minutes

from £255 / 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 £107 / night

£745 - £1,752 / week

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from £107 / night

(1) Excellent 

19

Holiday villa 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
  • Air conditioning

from £188 / night

£1,311 - £2,754 / week

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from £188 / 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

£2,200 / week

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from £315 / night

(14) Excellent 

38

Holiday cottage with swimming pool 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
“A little bit of paradise” A beautiful house in a wonderful location! This is our 5th visit to Villa Rosa and we certainly aim to keep returning! Everything about the property is superb - the lavender in the gardens, the inviting crystal clear swimming pool, meals al freso, the well stocked bookcases and the trips to Lucca's bar on the corner for a nightcap!

from £255 / night

£1,785 - £2,023 / week

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Responds fast!
avg. 3 hours 7 minutes

from £255 / 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 £136 / night

£806 - £1,051 / week

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from £136 / night

(1) Excellent 

80

Holiday townhouse with shared pool in Cortona

Province of Arezzo / Cortona

2 6 1 night min

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

from £166 / night

£1,163 / week

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from £166 / night

(2) Excellent 

88

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

from £166 / night

£1,163 / week

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from £166 / 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 £94 / night

£656 - £962 / week

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from £94 / 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 £174 / night

£1,217 - £1,830 / week

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from £174 / night

10

Cortona holiday apartment rental

Province of Arezzo / Cortona

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £59 / night

£411 - £691 / week

Enquire View

from £59 / night

(11) Excellent 

38

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

9 24 3 nights min

  • 9 bedrooms
  • Sleeps 24
  • 3 nights min
  • Nearest beach 250 km
  • Swimming pool
  • Child friendly

from £569 / night

£3,977 / week

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from £569 / night

30

Holiday apartment rental

Cortona / Farinaio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £91 / night

£638 / week

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from £91 / 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 £201 / night

£1,180 - £1,971 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £201 / night

(2) Very Good 

54

Holiday apartment accommodation

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £79 / night

£551 / week

Book View

from £79 / night

(3) Very Good 

60

Apartment accommodation in Centoia with shared pool

Cortona / Centoia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool

from £110 / night

£743 - £1,049 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £110 / 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 £88 / night

£612 - £1,071 / week

Book View

from £88 / night

(9) Excellent 

16

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £35 / night

£246 / week

Book View

Responds fast!
avg. 39 minutes

from £35 / night

(1) Excellent 

27

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly

from £144 / night

£1,007 - £2,233 / week

Enquire View

from £144 / 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 £103 / night

£717 - £1,137 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £103 / night

22

Farinaio holiday apartment rental

Cortona / Farinaio

2 4 2 nights min

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

from £100 / night

£701 / week

Book View

from £100 / night

(22) 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
“Great Base and Caring Hosts” We wanted a Tuscan retreat situated in a central spot in the region to maximize our traveling and La Colonica was a perfect choice. We arrived late but David had already offered to buy us groceries and made us feel welcome immediately we arrived. Never short of suggestions, our hosts were discrete but available. The dogs were a joy for the kids as well. Overall the atmosphere made this lodging a home away from home and complemented the wonderful Tuscan experience. We would highly recommend it to anyone who wants a central location in the region. Thanks David and Cesare and we look forward to revisiting.

from £110 / night

£612 - £927 / week

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Responds fast!
avg. 1 hour 47 minutes

from £110 / night

(1) Excellent 

31

Villa rental in Cortona with swimming pool, golf nearby

Province of Arezzo / Cortona

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £263 / night

£1,748 / week

Book View

from £263 / night

(1) Excellent 

24

Holiday villa rental

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £419 / night

£2,928 - £4,545 / week

Enquire View

from £419 / night

13

Apartment rental in Cortona

Province of Arezzo / Cortona

1 2 3 nights min

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

from £97 / night

£570 - £613 / week

Book View

from £97 / night

(3) Very Good 

6

Cortona holiday guest house rental

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £88 / night

£481 / week

Book View

from £88 / night

29

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £43 / night

£325 - £533 / week

Book View

from £43 / night

(8) Very Good 

20

Holiday villa in Mercatale di Cortona

Cortona / Mercatale di Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly

from £122 / night

£849 - £2,199 / week

Book View

from £122 / 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 £132 / night

£870 - £1,494 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £132 / night

(7) Excellent 

30

Holiday home with swimming pool 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
“Spectacular villa in idyllic setting.” Excellent, well-equipped villa in great location with breathtaking views. Structure matches the medieval look of Cortona, but interior has been updated with all the modern conveniences. Very relaxing, convenient to town, yet quiet and secluded. We could have stayed there for a month! We highly recommend

from £255 / night

£1,785 - £2,023 / week

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Responds fast!
avg. 3 hours 7 minutes

from £255 / night

(2) Excellent 

25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly

from £133 / night

£930 - £1,560 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £133 / night

(14) Excellent 

32

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
“Jaw droppingly beautiful location and lovingly converted and modernised old building, with swimming pool.” The scenary defies description and the villa is immaculately presented. With Cortona a short walk away (several attractive routes down to the medieval old hill town) the property is fantastically located. Thoroughly recommended.

from £255 / night

£1,785 - £2,023 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £255 / night

(2) Average 

37

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 £88 / night

£656 - £874 / week

Book View

from £88 / night

(41) 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 £219 / night

£1,705 - £2,579 / week

Book View

Responds fast!
avg. 54 minutes

from £219 / 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 £57 / night

£394 - £569 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £57 / night

(36) 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 £66 / night

£377 - £710 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £66 / night

(2) Excellent 

34

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 £87 / night

£607 - £871 / week

Book View

from £87 / night

(1) Excellent 

12

Holiday apartment with swimming pool in Mercatale di Cortona

Cortona / Mercatale di Cortona

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly

from £105 / night

£735 / week

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from £105 / 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 £66 / night

£394 - £2,111 / week

Book View

from £66 / 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
villa ai cedri
A marvellous house with a beautiful panorama view

A beautiful house in a peaceful area with a wonderful view to the valley. There are lovely rooms with tasteful furniture. Although the owners live next door, they do not disturb at all, they are really friendly and helpful any time you need something. They offer special Tuscan meals they prepare themselves. Some ingredients - like chicken, tomatoes, herbs - even come from the garden. A small wine cellar is at your disposal with a large selection of the owners wine - what a treat! The swimming pool is perfect; big and deep enough. You cannot only barbecue but bake your own pizza in the authentic stone oven. Cortona is a couple of kilometres away, a lovely place to visit. Other great sights like Arezzo, Assissi, Gubbio, etc. can be reached easily. All in all a great place to enjoy Italian friendliness and hospitality.see more
Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The gardens have a park like feeling, amazing trees, great pool and perfect views. We had barbecues and made bread and pizza in the wood oven in the back terrace almost every night during the stay. We were welcomed by the owners who also left a cake and a bottle of house wine for us in the kitchen. The INTUSCANY team that handled the booking was incredibly professional and we highly recommend them. All in all it comes to this > if you are looking for THE true tuscan experience, than this is surely the place to stay.see 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