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from £158 / night

£1103 - £2206 / week

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(1) Excellent 5/5 

1 / 10

Holiday villa in Fratticciola

Cortona / Fratticciola

Villa / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £158 / night

£1103 - £2206 / week

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Villa il Pino is an old farmhouse carefully restored while maintaining the aesthetic standards of the old Tuscan farmhouses using the original materials, such as roofing tiles, the handmade terracotta tiles for the floors, doors and windows all handcrafted in solid che  …see more

from £79 / night

£548 - £803 / week

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(2) Very Good 4.5/5 

1 / 11

Mercatale di Cortona holiday apartment rental

Cortona / Mercatale di Cortona

Apartment / 3 Bedrooms / sleeps 6

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

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from £79 / night

£548 - £803 / week

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Fantastic apartament with 3 bedrooms and 2 bathroom in a villa with swimming pool and baby playground area. La Loggia has also a tipical tuscany stone fireplace fantastic to there during the winter.  …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 £69 / night

£478 / week

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(1) Excellent 5/5 

1 / 22

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

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

Excellent 5/5 

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from £69 / night

£478 / week

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Casina via Iannelli offers you the opportunity to stay in the historic center of Cortona in a house of historical and artistic interest created and preserved until the beginning of 1300.  …see more

from £63 / night

£438 - £840 / week

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(1) Very Good 4/5 

1 / 23

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning

Very Good 4/5 

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from £63 / night

£438 - £840 / week

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Swimming pool, beach or lakeside relaxation, air conditioning, car essential, may take pets - please enquire, Cortona, panoramic  …see more

from £63 / night

£438 - £584 / week

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(1) Excellent 5/5 

1 / 23

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 1 Bedroom / sleeps 4

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

Excellent 5/5 

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from £63 / night

£438 - £584 / week

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Swimming pool, beach or lakeside relaxation, air conditioning, car necessary, may take pets - please enquire, Cortona,  …see more

from £73 / night

£511 - £1095 / 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 £73 / night

£511 - £1095 / 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 £38 / night

£263 - £438 / week

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(1) Excellent 5/5 

1 / 24

Apartment rental in Montalla with shared pool

Cortona / Montalla

Apartment / 1 Bedroom / sleeps 3

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

Excellent 5/5 

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from £38 / night

£263 - £438 / week

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Seni detached apartment of an ancient tuscan country house, private garden in a small country village near by Corotna, the famous meieval town. Swimming pool and traditional tuscan food lessons available  …see more

from £305 / night

£2133 - £3089 / 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 £305 / night

£2133 - £3089 / 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 £42 / night

£292 - £336 / week

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(6) Excellent 5/5 

1 / 24

Townhouse rental in Cortona

Province of Arezzo / Cortona

Townhouse / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £42 / night

£292 - £336 / week

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Vista unica sulla valle walking distance to the historic center, sulle mura etrusche arredamento raffinato e con materiali pregiati legati alla toscana. Silenzio e relax, cultura, divertimento, buona cucina, wine & food, eventi, musei arte natura green, lago trasimeno Apri la porta ed entra in un sogno romantico: Casa Mia a Cortona ti aspetta per le tue vacanze da ricordare  …see more

from £42 / night

£292 - £475 / 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

£292 - £475 / 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 £100 / night

£694 - £840 / 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 £100 / night

£694 - £840 / 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 £32 / night

£221 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

  • Great for children of all ages
  • Pets welcome

Excellent 5/5 

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from £32 / night

£221 / week

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L'Etrusca e' un alloggio perfetto per chi vuole trascorrere le sue vacanze nel cuore della citta' e vivere direttamente la nostra tradizione Near of the most important Tuscany and umbria Town like: Firenze, Arezzo, Montepulciano, Pienza, Montalcino,  …see more

from £85 / night

£592 - £986 / week

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(3) Very Good 4/5 

1 / 21

Apartment accommodation in Montalla with shared pool

Cortona / Montalla

Apartment / 3 Bedrooms / sleeps 6

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4/5 

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from £85 / night

£592 - £986 / week

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Il Bozzino, a lovely ancient Tuscan farmhouse, with swimming pool, just minutes from Cortona, beautiful medieval Tuscan town. Join the peace and traquillity of the tuscan country with the convenience of the close main roads and railroads to visit Tuscany end Umbria Azienda Fontelunga has some of the most appealing villas of the Cortona area available for rental.  …see more

from £43 / night

£299 - £372 / week

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(1) Excellent 5/5 

1 / 24

Holiday studio in Cortona

Province of Arezzo / Cortona

Studio / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £43 / night

£299 - £372 / week

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Casale Il Granaio is in a evocative hamlet in the countryside, in the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno Lake. The former Tavern of the property is nowadays a studio-flat offering exposed-beam ceilings and wooden furnishings, suitable for  …see more

from £93 / night

£650 - £1590 / week

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(2) Excellent 5/5 

1 / 12

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £93 / night

£650 - £1590 / week

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This unpretentious, large house has the authentic flavour of times past and glorious views up to Cortona. The pool was built in 2008 with safety in mind: it's 3 ft 9 ins deep and completely fenced for total peace of mind.  …see more

from £42 / night

£292 - £453 / 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

£292 - £453 / 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 £68 / night

£475 - £876 / week

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(1) Excellent 5/5 

1 / 23

Holiday farmhouse with shared pool in Cortona

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £68 / night

£475 - £876 / week

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Swimming pool, beach or lakeside relaxation, air conditioning, car essential, internet wifi  …see more

from £85 / night

£590 - £990 / week

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(2) Very Good 4.5/5 

1 / 12

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 5

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

Very Good 4.5/5 

Add to shortlist

from £85 / night

£590 - £990 / week

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700 years ago, San Silvestro was a little church - now it's a charming rental villa and excellent value too!  …see more

from £127 / night

£883 - £1434 / week

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(1) Excellent 5/5 

1 / 21

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

Farmhouse / 3 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £127 / night

£883 - £1434 / week

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Charming country house with private pool to rent at 1 mile from Cortona – sleeps 6+1 From 1200€ to 1950€ a week  …see more

from £45 / night

£309 - £442 / week

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(1) Very Good 4/5 

1 / 10

Holiday farmhouse accommodation

Province of Arezzo / Cortona

Farmhouse / 1 Bedroom / sleeps 4

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

Very Good 4/5 

Add to shortlist

from £45 / night

£309 - £442 / week

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The apartments is independent, and has beautiful piece of ancient furniture own heating system, some of them have a fire-place.  …see more

from £106 / night

£736 / week

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(1) Excellent 5/5 

1 / 6

Holiday home with shared pool in Cortona

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £106 / night

£736 / week

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-  …see more

from £106 / night

£736 / week

View

(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 

Add to shortlist

from £106 / night

£736 / week

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-  …see more

from £48 / night

£336 - £460 / week

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(1) Excellent 5/5 

1 / 23

Holiday apartment letting

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £48 / night

£336 - £460 / week

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La Mansarda del Sodo, a top floor apartment in a typical two storey old stone house one kilometer from the ancient Etruscan village of Cortona. We'll be happy to provide any information needed. FREE SPACIOUS PARKING LOT AVAILABLE 200 MT. FROM THE HOUSE  …see more

from £47 / night

£324 - £478 / week

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(1) Excellent 5/5 

1 / 24

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

Add to shortlist

from £47 / night

£324 - £478 / week

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L'edificio è circondato da un parco attrezzato con panchine, sdraio, dondolo, amaca ed illuminazione esterna. Tra abeti, cipressi ed altri alberi d'alto fusto nidificano varie specie d'uccelli che col loro cinguettio animano la quiete circostante.  …see more

from £30 / night

£210 - £324 / week

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(1) Excellent 5/5 

1 / 22

Holiday apartment with shared pool in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £30 / night

£210 - £324 / week

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La villa di campagna “I Nidi di Cortona” è situata in campagna, presso il piccolo borgo rurale di San Marco in Villa (sec. XIV), ai piedi della collina su cui si distende la cittadina etrusca di Cortona.  …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 pool, table tennis and Wifi Internet. Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £223 / night

£1560 - £1880 / week

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(2) Excellent 5/5 

1 / 14

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 4

  • 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 £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 

Add to shortlist

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 £79 / night

£548 - £709 / week

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(17) Excellent 5/5 

1 / 69

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 

Add to shortlist

from £79 / night

£548 - £709 / 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 £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 £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 

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
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