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Cortona

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  • Bagnolo (2)
  • Capezzine (3)
  • Cegliolo (2)
  • Fratta Santa Caterina (1)
  • Localita Mucchia (2)
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To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

Filters applied: City breaks (80)

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from £74 / night

£515 - £8302 / week

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(1) Excellent 5/5 

1 / 39

Villa rental in Localita Mucchia with shared pool

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 £211 / night

£1471 - £2280 / week

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(7) Excellent 5/5 

1 / 24

Cortona holiday farmhouse rental

Farmhouse / 5 Bedrooms / sleeps 16

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

Excellent 5/5 

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from £211 / night

£1471 - £2280 / week

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Cortona farmhouse,Swimming pool, balcony/terrace, private garden, pets allowed, beach or lakeside relaxation, air conditioning, car essential. Montepulciano, Perugia, Siena, Tuoro, Pienza, Passignano, Firenze, Florence, Relax, piscina, pizza even, garden, pisa, roma  …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

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

Featured properties

from £69 / night

£478 / week

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(1) Excellent 5/5 

1 / 22

Holiday apartment in 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 £64 / night

£442 - £846 / week

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(1) Very Good 4/5 

1 / 23

Holiday villa with shared pool in 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 £64 / night

£442 - £846 / 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 £64 / night

£442 - £589 / week

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(1) Excellent 5/5 

1 / 23

Holiday villa in 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 £64 / night

£442 - £589 / week

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

from £38 / night

£264 - £441 / week

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(1) Excellent 5/5 

1 / 24

Apartment rental in Montalla with shared pool

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

£264 - £441 / 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

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 £43 / night

£295 - £478 / week

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(1) Excellent 5/5 

1 / 13

Holiday apartment with swimming pool in 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 £43 / night

£295 - £478 / 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

£699 - £846 / week

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(1) Excellent 5/5 

1 / 24

Capezzine holiday apartment let

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

£699 - £846 / 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 £86 / night

£596 - £993 / week

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(3) Very Good 4/5 

1 / 21

Apartment accommodation in Montalla with shared pool

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 £86 / night

£596 - £993 / 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 £32 / night

£221 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment in 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 £43 / night

£301 - £375 / week

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(1) Excellent 5/5 

1 / 24

Holiday studio in 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

£301 - £375 / 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 £69 / night

£478 - £883 / week

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(1) Excellent 5/5 

1 / 23

Holiday farmhouse with shared pool in 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 £69 / night

£478 - £883 / week

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

Farmhouse / 3 Bedrooms / sleeps 7

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

Excellent 5/5 

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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 £59 / night

£412 - £721 / week

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(1) Excellent 5/5 

1 / 12

Holiday farmhouse rental

Farmhouse / 4 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £59 / night

£412 - £721 / week

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

from £45 / night

£309 - £442 / week

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(1) Very Good 4/5 

1 / 10

Holiday farmhouse accommodation

Farmhouse / 1 Bedroom / sleeps 4

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

Very Good 4/5 

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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 £46 / night

£317 - £846 / week

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(7) Very Good 4.5/5 

1 / 24

Holiday b&b with shared pool in Montecchio, San Lorenzo

B&B / 2 Bedrooms / sleeps 7

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

Very Good 4.5/5 

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from £46 / night

£317 - £846 / week

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Casa in campagna; Vacanze; Toscana; Cortona; Relax; Piscina; Agriturismo; Firenze; Siena; Umbria; Lago Trasimeno; Montepulciano; Pienza; Assisi; Valdichiana; Valdorcia; bed and breakfast; La struttura è situata a poche centinaia di metri dall'uscita della superstrada e 8 km da Cortona.  …see more

from £106 / night

£736 / week

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(1) Excellent 5/5 

1 / 6

Holiday home with shared pool in 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

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(1) Very Good 4/5 

1 / 12

Holiday home with shared pool in 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

£331 - £353 / week

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(4) Excellent 5/5 

1 / 18

Holiday apartment in Cortona

Apartment / 1 Bedroom / sleeps 3

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Excellent 5/5 

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from £48 / night

£331 - £353 / week

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Appartamento rustico con travi e cotto nel centro città etrusca di Cortona con complementi d'arredo e rifiniture in ceramica dipinta a mano. A due passi dalla struttura si ammira il panorama sulla Valdichiana e il lago Trasimeno raggiungibile in 15 minuti. Presente nell'appartamento la tv, il wifi, la lavatrice, lettino bebè a richiesta, ampia doccia.  …see more

from £49 / night

£339 - £464 / week

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(1) Excellent 5/5 

1 / 23

Holiday apartment letting

Apartment / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £49 / night

£339 - £464 / 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

Apartment / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

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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

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 £95 / night

£662 / week

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(1) Excellent 5/5 

1 / 24

Holiday b&b in Cortona

B&B / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £95 / night

£662 / week

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Casa Bellavista è nel cuore della campagna in poco tempo si possono raggiungere importanti centri come Cortona, Arezzo, Pienza, Montepulciano, Siena, Montalcino, Chianti, Assisi. Simonetta è a vostra disposizione per suggerirvi i migliori percorsi per una toscana slow. I corsi di cucina vengono svolti nella cucina di Casa Bellavista, assaporando i veri sapori di cibi semplici  …see more

from £137 / night

£956 / week

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(13) Excellent 5/5 

1 / 24

Home rental in Cortona with swimming pool

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

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 £505 / night

£3530 - £4727 / week

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1 / 23

Cortona holiday villa rental

Villa / 10 Bedrooms / sleeps 20

  • Nearest beach 15 km
  • Swimming pool
  • Not suitable for children
  • Car advised

Add to shortlist

from £505 / night

£3530 - £4727 / week

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Villa Under the Tuscan Sun walk to Town of Cortona. Amaziong view, beautiful swimming pool and tennis Court for exclusive use.  …see more

from £86 / night

£596 - £935 / week

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1 / 7

Holiday apartment in 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 £136 / night

£950 - £1200 / week

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1 / 13

Villa rental in Montanare

Villa / 4 Bedrooms / sleeps 8

  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £136 / night

£950 - £1200 / week

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Peaceful villa in Tuscany, between olives and cypress . Close to many famous destinations in Tuscany and Umbria but you need a car. Relax, private garden, ideal if you like to live close to nature Villa in Tuscany, between olives and cypress , ideal if you like to be close to nature. Peaceful and relax  …see more

from £179 / night

£1250 - £1500 / week

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1 / 24

Home rental in Cortona with shared pool

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 - £1500 / week

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

from £13 / night

£89 - £773 / week

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1 / 16

Capezzine holiday apartment rental

Apartment / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £13 / night

£89 - £773 / week

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The Villa is very well situated: in the middle of the most beautiful countryside of Tuscany and Umbria (scenic road), overlooking some of the most famous wineries of the “Vino Nobile of Montepulciano” (Avignonesi) and just minutes away from the most important places.  …see more
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