Holiday rentals in Province of Arezzo: Villas, Cottages and Apartments

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  • Tuscany
  • Province of Arezzo

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2,966 Holiday homes

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(2) Excellent 

1 / 28

Casa Toppole - Anghiari house sleeps 6

Province of Arezzo / Anghiari

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car essential;
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village.The capacity of the house is 6 to 7 people. It was built on the ru  …see more

from £136 / night

£950 - £1409 / week

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from £136 / night

(2) Excellent 

1 / 11

Province of Arezzo / Arezzo

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £48 / night

£267 / week

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from £48 / night

(1) Excellent 

1 / 9

Arezzo / Capolona

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £105 / night

£0 / week

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from £105 / night

(2) Very Good 

1 / 24

Amazing Family Villa with Pool - Castiglion Fibocchi villa sleeps 9

Province of Arezzo / Castiglion Fibocchi

5 bedroomsSleeps 97 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
The perfect Tuscan Home! This is an exceptional family home - offering something for everyone ! The villa offers a great base for families and friends to enjoy this beautiful part of Tuscany - with just about everything you will need for a memorable holiday. The villa  …see more

from £172 / night

£1198 - £2163 / week

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from £172 / night

1 / 31

Il Castagno, splendid tuscan villa among vineyards

Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Villa Il Castagno is the heart of the wine estate of the same name, which is located in enchanting hilly position among vineyards and olive groves and from which one can catch sights of the evoking shape of the near town of Cortona. Guests will have the chance to stay i  …see more

from £342 / night

£2375 - £3750 / week

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from £342 / night

1 / 29

Province of Arezzo / Monte San Savino

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £93 / night

£832 - £925 / week

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from £93 / night

1 / 20

via Tarconte Cortona - San Pietro a Cegliolo apartment sleeps 2

Province of Arezzo / San Pietro a Cegliolo

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Your under the Tuscan dream apartment. A newly renovated apartment in the heart of the old city of Cortona. The renovation was done with the highest standards in keeping with the original Tuscan standards. This is a unusual apartment it offer street access and a terrace  …see more

from £84 / night

£500 / week

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from £84 / night

(1) Excellent 

1 / 19

La Pergola, Romantic Villa with Very Nice Loggia

Province of Arezzo / Cortona

5 bedroomsSleeps 87 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
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. The patio, decorated with elegant garden furniture, has a scen  …see more

from £179 / night

£1250 - £2625 / week

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from £179 / night

1 / 100

Loro Ciuffena - Glicine - Castelfranco di Sopra apartment sleeps 5

Province of Arezzo / Castelfranco di Sopra

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Glicine is 85 m²: accommodation. The apartment can comfortably host up to 5 people with two double bedrooms and one single extra bed. The apartment has two bathrooms, Living room with kitchen area and fireplace.This accommodation in Loro Ciuffena is the perfect solutio  …see more

from £150 / night

£792 - £1542 / week

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from £150 / night

(1) Excellent 

1 / 25

Fattoria di Marena Estate - Fornace cottage (pool)

Bibbiena / Casentino

3 bedroomsSleeps 51 night min stay

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
The farm holidays complex Fattoria di Marena stands 400 m. above sea level and offers self-catering holidays for a max of 10 families. The Fornace detached house is 80 sqm, 3 bedrooms (1 baby bed can be added) loggia and garden. The swimming-pool, reserved to farm gu  …see more

from £101 / night

£673 / week

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from £101 / night

1 / 13

FarmHouse near CHIANTI and SIENA - Montebenichi apartment sleeps 3

Bucine / Montebenichi

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
Farmhouse "I Moraioli" is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the  …see more

from £80 / night

£525 - £975 / week

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from £80 / night

1 / 12

Province of Arezzo / Arezzo

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed; Private garden;
 …see more

from £96 / night

£667 - £2042 / week

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from £96 / night

1 / 100

Le Cascine - trilocale - Terranuova Bracciolini apartment sleeps 6

Province of Arezzo / Terranuova Bracciolini

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
This lovely apartment sleeping up to 6 people is an ideal jumping point to discover Tuscan beauties. This ground floor apartment is about 72 sq-m. It features 2 bedrooms of which 1 is with a double bed and the other can be twin bedded. A baby cot can be reques  …see more

from £171 / night

£1196 - £1575 / week

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from £171 / night

(1) Very Good 

1 / 18

Vepri - Ambra villa sleeps 8

Province of Arezzo / Ambra

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Bright and modern villa offering all comforts. Three large double bedrooms all with bath/ shower rooms en suite. Extra double sofa bed in a second living area. The main living area ha a wood burning fireplace and leads on to a large sun terrace with spectacular views. A  …see more

from £125 / night

£580 - £1000 / week

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from £125 / night

(2) Very Good 

1 / 24

Idyllic Tuscan villa with annexes, outdoor pool an

Province of Arezzo / Cortona

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Villa Le Contesse sleeps 6+2 people in three bedrooms with three bathrooms and another four people in two annexes (Serenella & Limonaia), each with it's own living room, kitchenette bathroom and bedroom. It nestles in the immediate out skirts of Cortona, one of the many  …see more

from £225 / night

£1575 - £1909 / week

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from £225 / night

1 / 18

Tuscany traditional 3 bedroom farmhouse - Cortona farmhouse sleeps 9

Province of Arezzo / Cortona

3 bedroomsSleeps 97 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
is a simple but charming 3 bedroom farmhouse sleeping up to 9 people. Outside guests enjoy a private garden and private swimming pool (open from mid May to the end of September each year). Inside it is furnished simply but tastefully in a traditional Tuscan style. It is  …see more

from £157 / night

£1095 - £1595 / week

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from £157 / night

1 / 24

The Tower. Tower with pool - San Giustino Valdarno tower sleeps 6

Province of Arezzo / San Giustino Valdarno

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
Distinctive stone tower ,equipped with every comfort, in an extraordinarily scenic location. Located in Valdarno, in front of the Chianti hills, between Florence and Arezzo is only half an hour from Siena. Due to its location, is an excellent starting point to visit the  …see more

from £105 / night

£709 - £1367 / week

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from £105 / night

(4) Excellent 

1 / 50

Villa Principe, Tuscany 210 sqm - Castiglion Fiorentino villa sleeps 10

Province of Arezzo / Castiglion Fiorentino

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
San Martino is an ancient farm of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the HISTORICAL TOWNS of Castiglion Fiorentino ( 10 min. ) and Cortona ( 20 min. ) Florence ( 1 hour ), Siena ( 1 hour ),  …see more

from £209 / night

£1167 - £2334 / week

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from £209 / night

1 / 19

Agriturismo Poggio del Fabbro - Poggioni villa sleeps 7

Cortona / Poggioni

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
L'agriturismo Poggio del Fabbro è situato in località San Pietro a Dame, frazione del comune di Cortona nella montagna cortonese, a 20km dalla città, in una posizione tranquilla e isolata tra le verdi montagne ad un'altezza di 700m slm al confine tra Toscana e Umbria  …see more

from £108 / night

£0 / week

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from £108 / night

(5) Excellent 

1 / 20

Province of Arezzo / Cortona

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £42 / night

£250 - £400 / week

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from £42 / night

1 / 100

Belladonna - Castiglion Fiorentino villa sleeps 11

Province of Arezzo / Castiglion Fiorentino

4 bedroomsSleeps 117 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
ExteriorsThis spacious house is in Castiglion Fiorentino, which is situated on a hill in the Valdichiana area. Its location guarantees a tranquil and relaxing stay, but not too far from the town center, which is only 3km away.There are many interesting places to visit i  …see more

from £137 / night

£954 - £1788 / week

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from £137 / night

1 / 48

Ventena Vechia – Corbezzolo - Moncioni apartment sleeps 2

Montevarchi / Moncioni

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
Corbezzolo is the Italian word for arbutus, whose red strawberry-like fruit provide the color scheme of this charming small apartment suitable for two people. Besides Girasole, Corbezzolo is our smallest apartment, as it is without a separate living room. In the bedro  …see more

from £76 / night

£496 - £631 / week

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from £76 / night

(22) Excellent 

1 / 24

Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 4

Province of Arezzo / Arezzo

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 120 km; Great for children of all ages ; Car essential;
Holiday apartment on the ground floor of owner's house. French windows lead onto a patio with lovely views of the hilltop village of Lucignano, 2 minutes drive away. The living/dining room has a fireplace and an open, modern, kitchen. The bathroom has a bidet & shower a  …see more

from £42 / night

£267 / week

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from £42 / night

1 / 14

Casadino - Pratovecchio farmhouse sleeps 8

Province of Arezzo / Pratovecchio

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
Surrounded by nature this charming house is placed in the characteristic medieval city of Stia, in the heart of Casentino (Tuscany), one of the most beautiful Italian regions, well-known all over the world for its enchanting landscapes, the artistic heritage of its citi  …see more

from £84 / night

£584 / week

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from £84 / night

1 / 17

Villa Poggio - Marciano della Chiana villa sleeps 18

Province of Arezzo / Marciano della Chiana

9 bedroomsSleeps 182 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Villa Poggio is set on an olive-covered hill in the heart of the Chiana Valley near Marciano della Chiana. It is an ancient medieval town of historical renown for the site of the Battle of Scannagallo.The villa enjoys stunning panoramic views over the valley, with Corto  …see more

from £571 / night

£2282 - £4544 / week

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from £571 / night

1 / 45

Ventena Vecchia – Papavero - Moncioni apartment sleeps 4

Montevarchi / Moncioni

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Papavero lies in the oldest part of the estate. It is held in the colors of the poppy. The apartment includes a kitchen with modern units in Tuscan style and is completed with a dining table for four people. The living room has big open chimney, a big armchair to rela  …see more

from £101 / night

£664 - £916 / week

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from £101 / night

(2) Very Good 

1 / 24

Fattoria Borgonuovo - Geranio - Cortona lodge sleeps 4

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
The "Fattoria Borgonuovo" is located in an agricultural and hilly area of the Val di Chiana, very close to the beautiful and old town of Cortona, and a short distance from the most important historical and wine centers of the southern part of Tuscany, as, Mont  …see more

from £55 / night

£375 - £575 / week

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from £55 / night

(14) Excellent 

1 / 25

Sleeping in a ancient medieval Tower - Sansepolcro apartment sleeps 4

Province of Arezzo / Sansepolcro

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Ask owner if suitable for children; Car not necessary; Air conditioning;
The Medieval Tower, is in the center of Sansepolcro with its entrance on the main street, just 50 meters far from the central square. The Tower is the perfect place to spend an unforgettable holiday in a real medieval tower located in the heart of Sansepolcro. You ent  …see more

from £70 / night

£462 / week

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from £70 / night

(4) Excellent 

1 / 30

Villa le Celle del Farinaio: Tuscan home with stunning valley views, swimming pool and trampoline, sleeps fourteen

Cortona / Farinaio

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
The cells of the villa Farinaio is situated in a beautiful hilly which overlooks the valley below and it is surrounded by green woods of our own property where you can find numerous hiking trails with different difficulty levels for taking a walk. The villa is completel  …see more

from £179 / night

£1250 - £2500 / week

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from £179 / night

1 / 13

Cortona / Montecchio

4 bedroomsSleeps 11Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £125 / night

£874 - £1530 / week

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from £125 / night

(1) Excellent 

1 / 14

Province of Arezzo / Monte San Savino

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £120 / night

£834 - £1667 / week

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from £120 / night

(2) Excellent 

1 / 23

Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 4

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £100 / night

£667 - £750 / week

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from £100 / night

1 / 19

Province of Arezzo / Cortona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £55 / night

£238 - £367 / week

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from £55 / night

(1) Excellent 

1 / 24

Il Moro Novo - Montalla apartment sleeps 3

Cortona / Montalla

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Equipped with chairs, shades, and beach beds.It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.The house is located just outside a small country village, so i  …see more

from £59 / night

£306 - £597 / week

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from £59 / night

1 / 24

Villa Torricella - Monte San Savino villa sleeps 8

Province of Arezzo / Monte San Savino

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Villa Torricella is typical tuscany house with swimming pool , jacuzzi and garden.The position is panoramic upon a hill just 1,5 km away from medieval city of Monte San Savino.Olso in the garden you find an barbecue, gazebo, seat , lounge seats. The house is display on  …see more

from £167 / night

£584 - £1500 / week

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from £167 / night

(3) Very Good 

1 / 36

Casa La Pierotta - Laterina villa sleeps 12

Province of Arezzo / Laterina

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Independent house completely immersed in the natural reserve of Bandella in Laterina (in the province of Arezzo). It's been recently renovated and refurbished and offers complete comfort and relaxation to the customers who love to be in close contact with nature enjoyin  …see more

from £127 / night

£757 - £1429 / week

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from £127 / night

1 / 100

Fabbro - Bucine villa sleeps 22

Province of Arezzo / Bucine

10 bedroomsSleeps 227 nights min stay

  • 10 bedrooms
  • Sleeps 22
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
ExteriorsThe charming backdrop of hills and oak trees escorting it make this villa with swimming pool an ideal place to unwind in Tuscany. Its location provides a vantage point to enjoy the landscape of unpolluted nature. Its 10 x 5 swimming pool which dominates the sce  …see more

from £715 / night

£5000 - £5417 / week

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from £715 / night

1 / 100

Nina - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
ExteriorsThis beautiful and secluded villa lies in Cortona's countryside, with spectacular views over the valley, Cortona and Trasimeno Lake. Located only a couple of minutes from the town center, it is also very close to the most famous art cities in the world, wh  …see more

from £215 / night

£1500 / week

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from £215 / night

(31) Excellent 

1 / 24

Il Mulino - Badia Tedalda watermill sleeps 5

Province of Arezzo / Badia Tedalda

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 72 km; Swimming pool; Great for children of all ages ;
Il Mulino stands solid and comfortable, perched on a rock where the sound of the river flowing beneath your windows will lull you to sleep at night. The Mill was fully modernised in 2000 but many original features have been retained: cotto and wooden floors, beams and  …see more

from £79 / night

£550 - £750 / week

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from £79 / night

(1) Excellent 

1 / 24

Stunning Tuscan villa with five bedrooms, private

Province of Arezzo / Cortona

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 125 km; Swimming pool; Great for children of all ages ;
This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool. The spaciousness of both the exterior and interior easily accommodates a large group.  …see more

from £124 / night

£863 - £2125 / week

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from £124 / night

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