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from £79 / night

£550 - £800 / week

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(3) Excellent 5/5 

1 / 14

Holiday home in Mercatale di Cortona

Cortona / Mercatale di Cortona

House / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £79 / night

£550 - £800 / week

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Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks.  …see more

from £106 / night

£736 / week

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(1) Very Good 4/5 

1 / 12

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

House / 6 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Very Good 4/5 

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from £106 / night

£736 / week

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-  …see more

from £58 / night

£406 - £711 / week

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(1) Excellent 5/5 

1 / 12

Holiday farmhouse rental

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £58 / night

£406 - £711 / week

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2 bedrooms, full kitchen, living room with sofa bed, bathroom with shower.  …see more

Featured properties

from £47 / night

£324 - £447 / week

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(4) Excellent 5/5 

1 / 16

Cortona holiday home rental

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

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from £47 / night

£324 - £447 / week

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Accogliente, caratteristica abitazione in pietra, situata nel centro storico della città etrusca di Cortona, celebre per il suo passato che ancora vive tra i suoi vicoli. Base ideale per visitare Arezzo, Montepulciano, Pienza e le suggestive campagne toscane e umbre.  …see more

from £83 / night

£581 - £1474 / week

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(1) Excellent 5/5 

1 / 25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

House / 3 Bedrooms / sleeps 6

  • Nearest beach 22 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £83 / night

£581 - £1474 / week

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Charming stone farmhouse with original features. Perfect for family holidays. Private fenced pool, table tennis and Wifi Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £133 / night

£929 - £1547 / week

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1 / 16

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

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from £133 / night

£929 - £1547 / week

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3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

from £223 / night

£1560 - £1880 / week

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(8) Excellent 5/5 

1 / 19

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £223 / night

£1560 - £1880 / week

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Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

from £226 / night

£1577 - £1911 / week

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1 / 24

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £226 / night

£1577 - £1911 / week

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Villa in Cortona with 3 bedrooms sleeps 6  …see more

from £465 / night

£3250 - £5000 / week

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1 / 24

Holiday villa accommodation

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 161 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

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from £465 / night

£3250 - £5000 / week

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Beautifully restored large luxurious villa in Tuscany. 5 double bedrooms. 6 bathrooms. Large private swimming pool. Perfectly located to visit all the famous attractions throughout Tuscany. Conveniently located for outlet shopping visits such as The Mall. Breakage deposit of €500 in cash payable on arrival. Local tax of €8 each person 12+ to be paid on arrival.  …see more

from £179 / night

£1250 - £1495 / week

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1 / 14

Home rental in Cortona with shared pool

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £179 / night

£1250 - £1495 / week

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Suitability: children welcome non smoking only pets not allowed suitable for elderly or infirm  …see more

from £137 / night

£956 / week

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(13) Excellent 5/5 

1 / 24

Home rental in Cortona with swimming pool

Province of Arezzo / Cortona

House / 6 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Excellent 5/5 

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from £137 / night

£956 / week

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Nestled in the foothills of Cortona, overlooking the Val di Chiana and Mount Amiata. The perfect base for exploring the beautiful regions of Tuscany and Umbria or simply relaxing, surrounded by nature.  …see more

from £95 / night

£662 - £1137 / week

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(3) Excellent 5/5 

1 / 30

Holiday cottage in Cortona

Province of Arezzo / Cortona

Cottage / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Excellent 5/5 

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from £95 / night

£662 - £1137 / week

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A former outbuilding of an old Tuscan villa, Poggiobello is a masterpiece of traditional rural architecture with high quality accommodation, extremely welcoming, tastefully furnished in the typically Tuscan style.  …see more

from £223 / night

£1560 - £1880 / week

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(7) Excellent 5/5 

1 / 21

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

Cottage / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £223 / night

£1560 - £1880 / week

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Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

from £223 / night

£1560 - £1880 / week

View

(7) Excellent 5/5 

1 / 21

Holiday home in Cortona

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

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Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more

from £209 / night

£1460 - £2710 / week

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1 / 22

Holiday villa with swimming pool in Teverina

Cortona / Teverina

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden

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from £209 / night

£1460 - £2710 / week

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Large house for up to 12 with private pool on tuscany-Umbria border. Complete peace and privacy, not over-looked. 5 minutes to a quiet village, 10 minutes drive to shops and restaurants. Pizza oven, wifi, satellite TV.  …see more

from £340 / night

£2375 - £3742 / week

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1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

from £340 / night

£2375 - £3742 / week

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An unforgettable vacation in Cortona, in a splendid luxury villa with all comforts and facilieties. Luxury villa with swimming pool and air conditioned in Corton  …see more

from £315 / night

£2200 - £3200 / week

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1 / 17

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £315 / night

£2200 - £3200 / week

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Villa San Martino offers not just another holiday in Tuscany or Umbria; this is a really special place. The villa is beautifully presented and has an exquisite pool with spectacular views across the famous Niccone Valley towards Mercatale di Cortona. Only 15 minutes from the villa you can easily access the Etruscan town of Cortona.  …see more

from £243 / night

£1700 / week

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1 / 7

Holiday farmhouse in Cortona

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden

Add to shortlist

from £243 / night

£1700 / week

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A family home with outstanding views of Cortona, set on the Tuscan/Umbrian border.  …see more

from £247 / night

£1727 - £2267 / week

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1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome

Add to shortlist

from £247 / night

£1727 - £2267 / week

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Recently restored Tuscan Villa with traditional Terracotta tiled floors, plunged in the greenery of southern Tuscany.  …see more

from £414 / night

£2893 - £4031 / week

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1 / 27

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 15

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £414 / night

£2893 - £4031 / week

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This incredible structure offers to its guests two different accommodations completely independent : the Villa and the cottage.  …see more

from £337 / night

£2353 - £3750 / week

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1 / 22

Holiday farmhouse rental

Cortona / Mercatale di Cortona

Farmhouse / 12 Bedrooms / sleeps 22

  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £337 / night

£2353 - £3750 / week

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Villa Cuiano is a sprawling farmhouse with marvelous panoramic views of the Niccone Valley and the mountains of Umbria. The farmhouse has been divided in self-cointained apartments, that possible to rent separated too. Four fireplaces in flats and pizza oven outdoor. Villa with Pool, Terrace, Cook service, Playground, BBQ: sleeps 2 to 24 in 6 flat renting separated too.  …see more

from £700 / night

£4900 - £5880 / week

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1 / 7

Holiday villa with swimming pool in Centoia

Cortona / Centoia

Villa / 9 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

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from £700 / night

£4900 - £5880 / week

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Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

from £124 / night

£864 - £1367 / week

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1 / 20

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £124 / night

£864 - £1367 / week

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Villa San Martino is named after the 800 olive trees that surround the property and from which the owners obtain great olive oil. The Villa is the result of an accurate renovation of the family estate aiming to reconcile the preservation of the original structure and the innovative techniques for sustainable constructions intended to protect the environment.  …see more

from £85 / night

£590 - £1353 / week

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1 / 19

Holiday cottage rental

Province of Arezzo / Cortona

Cottage / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome

Add to shortlist

from £85 / night

£590 - £1353 / week

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Restored carefully to its old splendour this small country cottage is composed of the manor house and two dependences one of which is about 70 m. far from the main house.  …see more

from £86 / night

£596 - £935 / week

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1 / 7

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £86 / night

£596 - £935 / week

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Free Wi fi, Netflix Luxury in Historical Centre of Cortona. Famous Tuscan hilltop town from Under the Tuscan Sun Perfect home base to explore all of Tuscany Brand new designer apartments. Fully stocked kitchen. Waiting for you, as if standing still in time...sites Casa di Amici (a friendly house) in Historic Cortona.  …see more

from £43 / night

£295 - £331 / week

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1 / 20

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £43 / night

£295 - £331 / week

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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 foot or r  …see more

from £87 / night

£609 - £1433 / week

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1 / 22

Holiday cottage rental

Cortona / Mercatale di Cortona

Cottage / 2 Bedrooms / sleeps 6

  • Nearest beach 20 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Add to shortlist

from £87 / night

£609 - £1433 / week

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Beautiful 2 bedroom cottage with the most stunning views Pool and Wifi. Close to villages. Niccone Valley, ideally situated for a relaxing family holiday and for seeing Umbria and Tuscany. Great value private house with private pool. Baby-sitters or cooks on request for an additional cost. We run wine tastings to which you will be invited.  …see more

from £52 / night

£360 - £598 / week

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1 / 18

Cortona holiday apartment rental

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £52 / night

£360 - £598 / week

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Freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the valley. It sleeps 6 people We also have 4 more apartments right next door, if you see that this one won't be available on the calendar.  …see more

from £111 / night

£777 - £1403 / week

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1 / 24

Holiday farmhouse with swimming pool in Mercatale di Cortona

Cortona / Mercatale di Cortona

Farmhouse / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £111 / night

£777 - £1403 / week

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cortona farmhouse agriturismo  …see more

from £38 / night

£265 - £490 / week

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1 / 35

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

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from £38 / night

£265 - £490 / week

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2-room apartment 70 m2 on 1st floor: entrance hall with dining table and kitchen corner. Exit to the terrace. 1 double bedroom with 1 sofabed, 1 double bed, open-hearth fireplace and satellite TV. Kitchen (4 hot plates, oven, freezer). Bath/bidet/WC. Terrace furniture.  …see more

from £155 / night

£1080 - £2267 / week

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1 / 20

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 15 km
  • Swimming pool
  • Not suitable for children
  • Air conditioning

Add to shortlist

from £155 / night

£1080 - £2267 / week

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Villa Teresa, Distinguished Panoramic Villa Overlooking a Breathtaking Landscape  …see more

from £155 / night

£1080 - £1799 / week

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1 / 12

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

Cottage / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning

Add to shortlist

from £155 / night

£1080 - £1799 / week

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Stone cottage in a wonderful hilly position, just a few minutes from the medieval town of Cortona. Gorgeous panoramic view from the private pool, and beautiful walks to explore including the ancient Roman road. Dip into the magical peace of the Tuscan countryside.  …see more

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