Walking holiday villas and apartments Cortona

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Cortona

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196 Holiday homes

Filters applied: Walking holidays (196)

Travellers going to Cortona are booking June dates now. Secure your holiday home today and have the perfect trip.

16

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
We can arrange special days or tours such as;Wine TastingCookingCyclingPaintingWalkingWeddings  …see more

from £60 / night

£419 - £552 / week

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from £60 / night

(4) 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
“Excellent villa” I have stayed at Villa Rosa on many occasions at different times of the year and have enjoyed it each time. The house is immaculately presented and in wonderful gardens with both kept in top condition by a good support team. The fa  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / 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
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavend  …see more

from £52 / night

£361 - £466 / week

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from £52 / night

(4) Very Good 

23

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“The perfect base camp to travel around Tuscany” We stayed there for two weeks during the summer with our kids (6 and 2). The property is beautiful and very quiet, the view is amazing. The house was very old (about 400 years) but has just been renova  …see more

from £106 / night

£1141 / week

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from £106 / night

(1) Very Good 

30

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

 …see more

from £62 / night

£360 - £544 / week

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from £62 / night

19

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
This generous and luxurious apartment is settled on the ground floor and each bedroom has it's own outside space. The different levels of a few steps gives it a charming feeling of a house without the weight of it. It is comfortable and tastefully furnished with al  …see more

from £176 / night

£1185 / week

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from £176 / night

(12) 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
“Our stay in this beautiful, fully equipped villa was amazing and the hospitality of the owners far exceeded expectations” The villa is beautifully decorated and the surrounding property and views are breathtaking. The owners live in the villa next do  …see more

from £226 / night

£1579 - £2544 / week

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from £226 / night

(2) Excellent 

10

Province of Arezzo / Cortona

2 5 4 nights min

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

 …see more

from £88 / night

£615 - £1075 / week

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from £88 / 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
Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens. The nearest town is Cortona, famous for its ancient backgrounds, home town of famous painter Luca Sig  …see more

from £149 / night

£1043 - £2062 / week

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from £149 / 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
We can arrange special days or tours such as;Wine TastingCookingCyclingPaintingWalkingWeddings  …see more

from £55 / night

£380 - £495 / week

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from £55 / 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
We can also arrange special days or tours such as;Wine TastingCookingCyclingPaintingWalkWeddings  …see more

from £52 / night

£361 - £466 / week

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from £52 / 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
The apartment Sant'Angelo is located just below the Etruscan City of Cortona in a beautiful residential complex which has been tastefully restored, maintaining the traditional characteristics of the antique oil mill that it once was. <br />Video footage of ap  …see more

from £123 / night

£790 - £1044 / week

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from £123 / night

(2) Very Good 

19

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
We can arrange special days or tours such as;Wine TastingCookingCyclingPaintingWalkingWeddings  …see more

from £64 / night

£447 - £600 / week

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from £64 / night

(2) 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
Piero's organic vegetable garden delights guests' palate with seasonal produce: fruit, tomatoes, courgettes, green beans, lettuce, aromatic herbs. On request a skilled mountain-bike guide can accompany guests to discover stunning paths and trails, but even on  …see more

from £62 / night

£351 / week

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from £62 / night

41

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
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

from £305 / night

£2132 - £3636 / week

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from £305 / 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
Azienda Fontelunga has some of the most appealing villas of the Cortona area available for rental.  …see more

from £135 / night

£725 - £1208 / week

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from £135 / 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
Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The  …see more

from £113 / night

£790 - £1650 / week

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from £113 / night

18

Apartment rental in Cortona

Province of Arezzo / Cortona

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Ask owner if suitable for children
Central apartment in the heart of Cortona, Tuscany, ideal for two person, cosy and quiet, near the best restaurant and grocery, shops and free parking. A perfect place to visiting Cortona and Tuscany tow like Arezzo, Siena, Firenze, Pienza, valdorcia, San Gimignano.<  …see more

from £71 / night

£439 / week

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from £71 / night

42

Province of Arezzo / Cortona

3 6 3 nights min

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

 …see more

from £70 / night

£483 / week

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from £70 / night

(2) Very Good 

18

Holiday villa in Cortona

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
“Delivered the experience as promised” Both the accomodation and the rental experience were excellent - a lovely property, exactly as promoted, combined with superb, prompt and effective customer service. A great experience overall. Only proviso; the w  …see more

from £188 / night

£1316 - £2009 / week

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from £188 / night

(1) Excellent 

24

Holiday studio in Cortona

Province of Arezzo / Cortona

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Welcome to Casale Il Granaio, a magic place in the heart of Valdichiana.In the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Sien  …see more

from £65 / night

£359 - £447 / week

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from £65 / 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
An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce marke  …see more

from £220 / night

£1312 - £1663 / week

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from £220 / night

17

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

 …see more

from £66 / night

£448 - £509 / week

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from £66 / night

(4) Excellent 

24

Holiday apartment in Cortona

Province of Arezzo / Cortona

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Welcome to “Casale il Granaio”, a magic place in the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano an  …see more

from £72 / night

£439 - £558 / week

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from £72 / night

35

Cortona / Bagnolo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £189 / night

£1321 / week

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from £189 / night

(1) Excellent 

12

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
Flat for 4 people with outdoor patio in a villa with swimming pool, large garden, bbq, garden furniture and baby playground area. It is perfect for wheel-chairs users. The kitchen is fully equipped and there is a dishwasher and a fireplace.<br />La Stalla has als  …see more

from £88 / night

£527 - £790 / week

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from £88 / night

(5) Excellent 

24

Holiday villa in Cortona

Province of Arezzo / Cortona

6 16 3 nights min

  • 6 bedrooms
  • Sleeps 16
  • 3 nights min
  • Nearest beach 119 km
  • Child friendly
  • Pet friendly
Villa Giarradea is the perfect choice for all the people want to spend a beautiful vacancy completely immersed in the peace of the Tuscan nature, without give up to the comfort. The Villa is really near to beautiful trekking, but at just 10 minutes by car from Cortona  …see more

from £358 / night

£2506 / week

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from £358 / night

12

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Private garden

 …see more

from £62 / night

£395 / week

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from £62 / 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
Fonte al Vento is a detached villa wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely respect the privacy of  …see more

from £438 / night

£2544 - £4158 / week

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from £438 / 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
Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.  …see more

from £142 / night

£992 - £2193 / week

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from £142 / night

39

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

from £427 / night

£2983 - £4474 / week

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from £427 / night

(1) Excellent 

10

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
L'Etrusca e' un alloggio perfetto per chi vuole trascorrere le sue vacanze nel cuore della citta' e vivere direttamente la nostra tradizione<br />Near of the most important Tuscany and umbria Town like: Firenze, Arezzo, Montepulciano, Pienza, Monta  …see more

from £58 / night

£395 - £571 / week

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from £58 / night

(1) Excellent 

89

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool

 …see more

from £106 / night

£632 - £1044 / week

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from £106 / 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
Baby-sitters or cooks on request for an additional cost. We run wine tastings to which you will be invited.  …see more

from £177 / night

£884 - £1508 / week

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from £177 / night

(12) Excellent 

42

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“IDYLLIC VILLA IN AN IDYLLIC SETTING” Our stay commenced with prosecco and snacks served by the lovely pool after our late afternoon swim after arrival, which set the standard for the rest of our visit. The accommodation is of even better quality than  …see more

from £217 / night

£1518 - £3334 / week

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from £217 / 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+
Fantastic apartament with 3 bedrooms and 2 bathroom in a villa with swimming pool and baby playground area.Fantastic balcony to dine and relax outdoor with a breathtaking view. Living room with fireplace that gives a warm and relaxing atmosphere for a fall in Tuscany.&l  …see more

from £110 / night

£658 - £965 / week

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from £110 / night

(8) Excellent 

30

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • 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 £351 / night

£2632 - £3509 / week

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from £351 / night

(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
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.  …see more

from £305 / night

£2132 - £3636 / week

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from £305 / 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

 …see more

from £176 / night

£1316 / week

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from £176 / 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
Only 15 minutes from the villa you can easily access the Etruscan town of Cortona.  …see more

from £315 / night

£2200 - £3200 / week

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from £315 / night