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Filters applied: Private pool (184)

32 of 184 Results

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from £121 / night

£842 - £2619 / week

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(3) Very Good 4.5/5 

1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

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

Very Good 4.5/5 

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from £121 / night

£842 - £2619 / week

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Characteristic farmhouse near Cortona in Tuscany immersed in large private gardens, situated at the foot of the ancient town of Cortona.  …see more

from £182 / night

£1269 - £2138 / week

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(3) Very Good 4.5/5 

1 / 20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 7

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

Very Good 4.5/5 

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from £182 / night

£1269 - £2138 / week

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For those who enjoy privacy, this beautifully restored traditional Tuscan farm house offers the opportunity experience real Tuscan living. Family home for 6- 8 guests private pool,  …see more

from £77 / night

£533 - £1131 / week

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(19) Excellent 5/5 

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Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

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from £77 / night

£533 - £1131 / week

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"Perfect for half terms holidays - without any increase in the general rate" . Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation.  …see more

Featured properties

from £176 / night

£1232 - £2500 / week

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(11) Excellent 5/5 

1 / 21

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

Farmhouse / 5 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £176 / night

£1232 - £2500 / week

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This charming Tuscan Farmhouse with a new salt water pool is ideal for family holidays as it is tucked away in a large garden in lovely, unspoilt Southern Tuscany near the Etruscan hill town of Cortona, amongst olive groves and sunflower fields.  …see more

from £191 / night

£1337 - £1783 / week

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(5) Excellent 5/5 

1 / 21

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £191 / night

£1337 - £1783 / week

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This is a place to enjoy an authentic Tuscan experience. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill House with private pool has been painstakingly restored.  …see more

from £370 / night

£2590 - £3508 / week

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(3) Excellent 5/5 

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Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 26 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £370 / night

£2590 - £3508 / week

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The Villa is set along a sun soaked hill where the garden extends into pretty olive groves. The property is in a quiet location and yet so easy to explore the Tuscan and Umbria treasures  …see more

from £182 / night

£1269 - £2029 / week

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(15) Excellent 5/5 

1 / 20

Holiday home rental

Cortona / Montanare

House / 4 Bedrooms / sleeps 10

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £182 / night

£1269 - £2029 / week

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Tuscany property in a old village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome. 30 minutes from the highway and 10 from the train station.  …see more

from £57 / night

£399 - £558 / week

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(7) Excellent 5/5 

1 / 24

Home rental in Montecchio, San Lorenzo with swimming pool

Cortona / Montecchio, San Lorenzo

House / 2 Bedrooms / sleeps 4

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £57 / night

£399 - £558 / week

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"Il Villino di Cortona", is a cozy house nestled in the heart of val di chiana: in an area rich in history and cultural attractions. Tuscany holiday house. (exclusive use property, house, pool, garden). The veranda is ideal to enjoy a rich and tasty breakfast, or to immerse yourself in the reading a good book.  …see more

from £119 / night

£830 - £1555 / week

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(1) Good 3/5 

1 / 20

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
  • Some pets are welcome - please contact the owner

Good 3/5 

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from £119 / night

£830 - £1555 / week

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Villa Gloria is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Immersed in the lush mountains of Cortona, near the border between Tuscany and Umbria  …see more

from £249 / night

£1740 - £2682 / week

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1 / 22

Holiday villa in Cegliolo

Cortona / Cegliolo

Villa / 5 Bedrooms / sleeps 10

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

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from £249 / night

£1740 - £2682 / week

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This stunning villa is located 2,5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet  …see more

from £97 / night

£674 - £1812 / week

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1 / 14

Holiday villa with swimming pool in Poggioni

Cortona / Poggioni

Villa / 6 Bedrooms / sleeps 12

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

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from £97 / night

£674 - £1812 / week

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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 £415 / night

£2899 - £3624 / week

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1 / 20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 8 Bedrooms / sleeps 17

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

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from £415 / night

£2899 - £3624 / week

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The property Villa il Trebbio is an antique palace close to Cortona which dates back to the 16th century. The farmhouse in stone has been personally furnished by the owner with antique family pieces and reflects a simple and at the same time elegant atmosphere  …see more

from £94 / night

£653 - £1450 / week

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1 / 18

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 12

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

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from £94 / night

£653 - £1450 / week

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Villa Neri is situated in San Lorenzo in close driving proximity to Cortona. Cortona is an antique Etruscan town which lies in the heart of the Chiana valley. You can even see the town perched on the hill in front of you  …see more

from £120 / night

£834 - £1863 / week

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1 / 16

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

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

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from £120 / night

£834 - £1863 / week

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Villa Maria Laura rises in panoramic position, dipped in the green and tranquility of the cortonesian hills, ideal for all of those who wish to enjoy the beauty and tranquility which this place can offer.  …see more

from £97 / night

£674 - £1193 / week

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1 / 16

Bagnolo holiday villa rental

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 4

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

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from £97 / night

£674 - £1193 / week

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This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

from £164 / night

£1142 - £2591 / week

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1 / 20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 9

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

Add to shortlist

from £164 / night

£1142 - £2591 / week

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Villa le Corchie is a charming villa located in a quiet and panoramic position in one of the most scenic areas of the hills surrounding Cortona.  …see more

from £137 / night

£953 - £1500 / week

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1 / 18

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 14

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

Add to shortlist

from £137 / night

£953 - £1500 / week

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Casa Delia is an antique villa which lies at the bottom of a green hill of Cortona in a quiet and panoramic position. The villa is surrounded by a big park, partly shaded by trees, and with its beautiful swimming pool looks onto the Chiana valley and Cortona  …see more

from £104 / night

£725 - £1450 / 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 advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £104 / night

£725 - £1450 / week

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The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …see more

from £90 / night

£624 - £1269 / week

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1 / 16

Bagnolo holiday villa rental

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 6

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

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from £90 / night

£624 - £1269 / week

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Nice property comprising several stone buildings situated in panoramic location on the hills around Cortona, at 750 m above-sea-level. This property is surrounded by beautiful woods and valleys and offers extensive views.  …see more

from £239 / night

£1667 - £3004 / week

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1 / 18

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

Add to shortlist

from £239 / night

£1667 - £3004 / week

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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 £160 / night

£1120 - £1600 / week

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1 / 14

Home rental in Cortona

Province of Arezzo / Cortona

House / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome

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from £160 / night

£1120 - £1600 / week

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Tucked away in the blissful rolling countryside on the edge of Cortona, this stone cottage with its private pool is a delightful hideaway for a coupleseeking to experience the best of Tuscany and Umbria.

 …see more

from £420 / night

£2940 / week

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1 / 17

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 £420 / night

£2940 / week

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This charming old villa inserted in the enchanting setting of the typical chiana valley Tuscan landscape, Villa Salcotto lies at the foot of the hill of Cortona, a delightful town whose Etruscan origins left it with a still very conspicuous archaeological heritage  …see more

from £246 / night

£1718 - £2957 / week

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1 / 24

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

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from £246 / night

£1718 - £2957 / week

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With a history dating back to the 17th century, this recently renovated villa distinguishes itself not only by its traditional architectural features and elegant antique furnishings, but above all by its unequalled setting.  …see more

from £145 / night

£1015 - £2138 / week

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1 / 18

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

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

Add to shortlist

from £145 / night

£1015 - £2138 / week

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The property is situated on the hills which surround Cortona. It's a characteristic villa in rustic style which develops on two independent levels, each equipped with kitchen and comforts.  …see more

from £79 / night

£549 - £958 / week

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1 / 24

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

Farmhouse / 3 Bedrooms / sleeps 6

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

Add to shortlist

from £79 / night

£549 - £958 / week

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Villa / Farmhouse / Home in Cortona with 3 bedrooms sleeps 6  …see more

from £125 / night

£872 - £1526 / week

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1 / 12

Holiday farmhouse with swimming pool in Montalla

Cortona / Montalla

Farmhouse / 4 Bedrooms / sleeps 8

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

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from £125 / night

£872 - £1526 / week

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Villa in Il Castagno with 4 bedrooms sleeps 8  …see more

from £522 / night

£3648 - £6177 / week

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1 / 20

Holiday farmhouse with swimming pool, tennis court in Cortona

Province of Arezzo / Cortona

Farmhouse / 8 Bedrooms / sleeps 16

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

Add to shortlist

from £522 / night

£3648 - £6177 / week

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Restored to high standard. Accommodation split in two private buildings. Ideal location between South Tuscany and Umbria. Private tennis court.  …see more

from £326 / night

£2281 - £3015 / week

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1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

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

Add to shortlist

from £326 / night

£2281 - £3015 / week

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Villa Panorama is a 17th century farmhouse immersed in an oasis of peace and silence, yet near important and lively cultural centres such as Cortona, Arezzo, Siena and Perugia. The main villa can host up to 6 guests, while two annexes increase the c  …see more

from £306 / night

£2138 - £3109 / week

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1 / 19

Holiday villa with swimming pool in Fratticciola

Cortona / Fratticciola

Villa / 9 Bedrooms / sleeps 18

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

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from £306 / night

£2138 - £3109 / week

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A holiday farm for a different holiday experience in untouched nature and relaxation. The Palazzo is an enchanting late 19th century country building recently fully renovated and restored, returning to its ancient splendour through accurate work, divided in 6 apartments  …see more

from £166 / night

£1160 - £1957 / week

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1 / 13

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

Farmhouse / 6 Bedrooms / sleeps 12

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

Add to shortlist

from £166 / night

£1160 - £1957 / week

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The holiday farmhouse ?Il Cipresso? sits on the foothills of Cortona, a world-famous ancient Etruscan town, in the small hamlet of Fossa del Lupo. The farmhouse was converted form two old stone annexes that were renovated in typical local rustic style  …see more

from £252 / night

£1761 - £3004 / week

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1 / 20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

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

Add to shortlist

from £252 / night

£1761 - £3004 / week

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

from £104 / night

£725 - £1432 / week

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1 / 13

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

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

Add to shortlist

from £104 / night

£725 - £1432 / week

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La Farnetina is a charming independent Villa, part of a big property dating back to the first years of the 20th century, located in a beautiful position in the countryside around Cortona, at only 14 Km from the historical centre.  …see more

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