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Cortona

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  • Bagnolo (3)
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from £93 / night

£648 - £1080 / week

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(2) Excellent 5/5 

1 / 21

Fratticciola holiday villa rental

Cortona / Fratticciola

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £93 / night

£648 - £1080 / week

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La Fenice is part of a beautiful restored farmhouse, contained in private walled and hedged, landscaped gardens. Romantic, family and site seeing, all are catered for, plus use of the magnificent 20mX 8m swimming pool. makes an ideal holiday location for everyone. Part of the privately owned I Casali di Montecchio, there are wonderful views of Cortona from the garden.  …see more

from £67 / night

£468 - £788 / week

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(2) Very Good 4.5/5 

1 / 59

Apartment accommodation in Centoia with shared pool

Cortona / Centoia

Apartment / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

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from £67 / night

£468 - £788 / week

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Charming, comfortable self catering apartment in our charmingly restored 18th century Tuscan farmhouse with pool Rural, quiet and relaxing, yet close to the delightful Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

from £158 / night

£1103 - £2206 / week

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(4) Excellent 5/5 

1 / 24

Holiday villa in Farinaio

Cortona / Farinaio

Villa / 6 Bedrooms / sleeps 14

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

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from £158 / night

£1103 - £2206 / week

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Le Celle del Farinaio is a villa for about 12/14 people. The property, completely fenced, is' situated on a hill (350 meters),  …see more

Featured properties

from £98 / night

£684 - £828 / week

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(1) Excellent 5/5 

1 / 24

Capezzine holiday apartment let

Cortona / Capezzine

Apartment / 2 Bedrooms / sleeps 7

  • Nearest beach 129 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £98 / night

£684 - £828 / week

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Breathtaking view from a unique Apartment between Cortona and Montepulciano. Luxury furnished, very well situated and ideal to relax and also to start daily drives into the best places of Tuscany and Umbria.  …see more

from £24 / night

£164 - £304 / week

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(3) Excellent 5/5 

1 / 21

Cortona holiday condo rental

Province of Arezzo / Cortona

Condo / 1 Bedroom / sleeps 4

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

Excellent 5/5 

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from £24 / night

£164 - £304 / week

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* air conditioning and heating included in price * washer located in bathroom * fully equipped kitchen * wireless internet * outdoor dining on private terrace * private parking space in front of condo * within walking distance to train station and bus stop provided: * towels & linens * bath, dish & laundry soap * paper towels & toilet tissue * hair dryer  …see more

from £42 / night

£288 - £468 / week

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(1) Excellent 5/5 

1 / 13

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

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

Excellent 5/5 

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from £42 / night

£288 - £468 / week

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From the town of Cortona and 'possible in the day, to reach the most beautiful art cities of central Italy from Florence to Rome and 18 km Lake Trasimeno.Included you will find a set that includes: basic necessities (coffee, tea, seasoning, salt, sugar, detergents...... Ideally located, very quiet. Discount depending on length of stay.completely renovated, nice furnishings.  …see more

from £74 / night

£515 - £8302 / week

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(1) Excellent 5/5 

1 / 39

Villa rental in Localita Mucchia with shared pool

Cortona / Localita Mucchia

Villa / 13 Bedrooms / sleeps 30

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

Excellent 5/5 

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from £74 / night

£515 - £8302 / week

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Medieval stone farmhouse renovated and divided to 9 charming luxurious suites that can accommodate one double bedroom and 2 double bedrooms suites, in full comfort in authentic Tuscan farmhouse furnished and kept with the old world style. Ideal for day trips. Hometuscany Tours & accommodation has an objective to provide the highest quality of accommodation  …see more

from £148 / night

£1030 - £1250 / week

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(2) Excellent 5/5 

1 / 17

Holiday farmhouse with shared pool in Cortona

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 5

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

Excellent 5/5 

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from £148 / night

£1030 - £1250 / week

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Chosen by hundreds of guests on Tripadvisor as number one Medieval Farmhouses in Cortona, we were awarded since 2010 every year with certificate of excellency. The area also provides various facilities for outdoor activities, quad,bikes,horses,golf,tennis and more  …see more

from £47 / night

£324 - £468 / week

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(4) Excellent 5/5 

1 / 55

Holiday apartment in Centoia

Cortona / Centoia

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £47 / night

£324 - £468 / week

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Spacious, comfortable self-catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet and relaxing yet close to the charming Etruscan town of Cortona and within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

from £44 / night

£306 - £450 / week

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(1) Excellent 5/5 

1 / 44

Holiday apartment rental

Cortona / Centoia

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £44 / night

£306 - £450 / week

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Delightful spacious self catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet & relaxing yet close to the charming Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

from £299 / night

£2087 - £3022 / week

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(1) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

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from £299 / night

£2087 - £3022 / week

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Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

from £79 / night

£551 - £648 / week

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(17) Excellent 5/5 

1 / 58

Holiday home in Cortona

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

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from £79 / night

£551 - £648 / week

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Charming small villa near Cortona, large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. The perfect base to explore Tuscany and Umbria. Very comfortable, fully equipped. Stunning countryside. Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

from £42 / night

£288 - £447 / week

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(18) Excellent 5/5 

1 / 24

Apartment rental in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

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

Excellent 5/5 

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from £42 / night

£288 - £447 / week

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Stunning breath taking view of the Val di Chiana Valley from the living room and kitchen windows!! It'll be printed in your memory for ever! Walking distance from the main square and all the fabulous restaurants and shops.  …see more

from £32 / night

£221 - £442 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £32 / night

£221 - £442 / week

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Holiday apartment 2 km from Cortona in the country, equipped with every comfort ,silent An excellent base for excursions nearby (Lake Trasimeno, Montepulciano, Pienza, Siena, Gubbio, etc..), from the house you can also put your shoes on and go for a walk in the woods  …see more

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 

Add to shortlist

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 £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 

Add to shortlist

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 £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 £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

Add to shortlist

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 £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 

Add to shortlist

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 £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 £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 £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 £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

Add to shortlist

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 £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 £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 £162 / night

£1133 - £1214 / week

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1 / 22

Holiday farmhouse with shared pool in Localita Mucchia

Cortona / Localita Mucchia

Farmhouse / 2 Bedrooms / sleeps 6

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

Add to shortlist

from £162 / night

£1133 - £1214 / week

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Ground floor 157 sqm suite with private terrace view to Cortona hill town, excellent point for day tours, near many cities in Tuscany and Umbria, such as Montepulciano, Arezzo, Assisi,Siena, Florence. great events during summer time, and many activities for the family. Stay in Tuscany with Activities at the Apartment Hotel La Mucchia  …see more

from £93 / night

£648 - £1080 / week

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1 / 14

Holiday villa accommodation

Cortona / Mercatale di Cortona

Villa / 5 Bedrooms / sleeps 10

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

Add to shortlist

from £93 / night

£648 - £1080 / week

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IL CASALE DI CARMINA is the place for those who love nature and tranquility of the Tuscan hills.  …see more

from £293 / night

£2051 - £3238 / week

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1 / 31

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 14

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

Add to shortlist

from £293 / night

£2051 - £3238 / week

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The guests of the Villa are kindly invited to have a tour of the vineyards, the cellar and to experience a unique wine tasting held by the owner of the villa. The Villa is indeed part of a famous wine estate that produces one of the best rated syrah of the Cortona area.  …see more

from £155 / night

£1080 - £2267 / week

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1 / 19

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 8

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Add to shortlist

from £155 / night

£1080 - £2267 / week

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Villa La Pergola is an authentic private villa in Tuscany, very close to the Etruscan town of Cortona. La Pergola is situated in a cosy village consisting of two other villas each with private swimming pool.  …see more

from £100 / night

£695 - £1622 / week

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1 / 15

Holiday villa rental

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

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

Add to shortlist

from £100 / night

£695 - £1622 / week

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The villa is located in close proximity to an ancient romanesque church (12th century), the Abbey of Sant'Angelo from which it takes its name. The villa is spread over three floors and immersed in the greenery of olive groves amongst the terraced fields  …see more

from £72 / night

£500 - £650 / week

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1 / 15

Bagnolo holiday apartment rental

Cortona / Bagnolo

Apartment / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children over 5
  • Car not necessary

Add to shortlist

from £72 / night

£500 - £650 / week

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historic and cultural holiday for couples or individuals. minutes walk to Cortona centre, traditional restored property; great location for touring other parts of Tuscany, sleeps up to 6, organised tour  …see more
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