Cortona apartment or villa with a high chair | Holiday Lettings

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  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona

Location

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  • Bagnolo (2)
  • Capezzine (1)
  • Cegliolo (4)
  • Centoia (6)
  • Farinaio (3)
  • Fratticciola (3)
  • Localita Mucchia (2)
  • Mercatale (1)
  • Mercatale di Cortona (12)
  • Montalla (6)
  • Montanare (6)
  • Montecchio (8)
  • Montecchio, San Lorenzo (1)
  • Pietraia (2)
  • Ruffignano (1)
  • Teverina (2)

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210 Holiday homes

Filters applied: High chair available (210)

Travellers going to Cortona are booking August dates now. Secure your holiday home today and have the perfect trip.

1 / 24

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £272 / night

£1902 - £3532 / week

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from £272 / night

1 / 24

35753-Holiday house Lake Trasi - Mercatale villa sleeps 15

Tuscany / Province of Arezzo / Cortona / Mercatale

7 bedroomsSleeps 157 nights min stay

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Farmhouse surrouned by the green Umbria countryside,<br>bordering on Tuscany. The farmhouse is divided in 3, intereconnected,<br>apartments, accommodating in total 15 persons, with 3 bathrooms of which one<br>with bath tub, 6 double bedrooms, 1 bedroom  …see more

from £161 / night

£1123 - £2099 / week

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from £161 / night

(5) Very Good 

1 / 44

La Mimosa at La Lombarda - Centoia apartment sleeps 3

Tuscany / Province of Arezzo / Cortona / Centoia

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 118 km; Swimming pool;
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes i  …see more

from £63 / night

£417 - £542 / week

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from £63 / night

Featured properties

(9) Excellent 

1 / 24

Villa Rosa - Heaven in Tuscany - Cortona villa sleeps 5

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a beautiful and private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(2) Excellent 

1 / 21

Villa Cicaleta within walking distance to Cortona

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Swimming pool;
Surrounded by olive groves and a 3000sqm private garden, the fenced-in holiday villa offers absolute peace and quiet at only 1,5 kilometres from the Etruscan Cortona, which can be easily reached on foot. The Trasimeno lake with its nice beaches and islands is at 8km and  …see more

from £143 / night

£1000 - £1625 / week

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from £143 / night

(8) Excellent 

1 / 55

Il Bocciolo at La Lombarda - Centoia apartment sleeps 3

Tuscany / Province of Arezzo / Cortona / Centoia

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 118 km; Swimming pool;
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes i  …see more

from £67 / night

£438 - £563 / week

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from £67 / night

(31) Excellent 

1 / 21

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Tuscany / Province of Arezzo / Cortona / Montanare

4 bedroomsSleeps 105 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £196 / night

£1375 - £2459 / week

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from £196 / night

(5) Excellent 

1 / 24

Gorgeous five bedroom villa, game room, outdoor p

Tuscany / Province of Arezzo / Cortona

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;
The Cortonese hillside, La Fortezza and the ancient wall which encloses the town, dominate the view of the surrounding hillside.Guests have exclusive use of the delightful 12x6 swimming pool, with Roman steps, which lies in an extremely panoramic position and from where  …see more

from £140 / night

£975 - £3034 / week

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from £140 / night

1 / 24

Villa Margherita Tre - Cortona villa sleeps 4

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Located in a true oasis of peace and tranquillity, Villa Margherita Tre is a sweet indipendent villa with private pool offering breathtaking views over the hills surrounding the sought after town of Cortona as well as unbeatable value for money. With 2 bedrooms, 2 bathr  …see more

from £34 / night

£234 - £1010 / week

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from £34 / night

(1) Excellent 

1 / 31

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £197 / night

£1375 - £2338 / week

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from £197 / night

1 / 42

La Bozza , country apartment with private garden

Tuscany / Province of Arezzo / Cortona / Montalla

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditional  …see more

from £134 / night

£712 - £1186 / week

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from £134 / night

1 / 31

Il Castagno, splendid tuscan villa among vineyards

Tuscany / 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

(8) Excellent 

1 / 24

villa ai cedri - Cortona villa sleeps 8

Tuscany / Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
"The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throug  …see more

from £215 / night

£1500 - £2417 / week

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from £215 / night

(1) Excellent 

1 / 19

La Pergola, Romantic Villa with Very Nice Loggia

Tuscany / 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) Very Good 

1 / 22

Villino Laura - Montecchio villa sleeps 4

Tuscany / Province of Arezzo / Cortona / Montecchio

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 155 km; Swimming pool; Great for children of all ages ;
Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. The furnishing of this property makes it one of a kind for its class, due to its precious  …see more

from £130 / night

£759 - £1084 / week

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from £130 / night

(6) Excellent 

1 / 13

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
 …see more

from £80 / night

£0 / week

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from £80 / night

1 / 53

Villa San Pietro - Cegliolo villa sleeps 10

Tuscany / Province of Arezzo / Cortona / Cegliolo

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
This stunning villa is located 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 with tra  …see more

from £286 / night

£2000 - £3417 / week

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from £286 / night

1 / 22

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Not suitable for children; Car advised; Air conditioning;
 …see more

from £82 / night

£572 - £700 / week

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from £82 / night

(8) Excellent 

1 / 29

Villa Rosa: Tuscan dream home in the hills with private pool, terrace and garden

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 22

Tuscany / Province of Arezzo / Cortona / Montecchio

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 249 km; Swimming pool; Great for children of all ages ;
 …see more

from £130 / night

£759 - £1084 / week

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from £130 / night

1 / 29

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; Car essential; Some pets are welcome - please contact the owner;
 …see more

from £95 / night

£659 - £880 / week

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from £95 / night

1 / 24

Tuscany / Province of Arezzo / Cortona / Farinaio

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £143 / night

£1000 - £1167 / week

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from £143 / night

(17) Excellent 

1 / 24

Tuscany / Province of Arezzo / Cortona / Montecchio, San Lorenzo

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £38 / night

£0 / week

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from £38 / night

1 / 17

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £99 / night

£688 - £1050 / week

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from £99 / night

(1) Excellent 

1 / 82

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
 …see more

from £84 / night

£500 - £584 / week

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from £84 / night

(1) Excellent 

1 / 24

Tuscany / Province of Arezzo / Cortona

9 bedroomsSleeps 227 nights min stay

  • 9 bedrooms
  • Sleeps 22
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £389 / night

£2717 - £4619 / week

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from £389 / night

1 / 89

Tuscany / Province of Arezzo / Cortona / Montecchio

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £19 / night

£131 - £917 / week

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from £19 / night

(12) Excellent 

1 / 21

Rustic Tuscan farmhouse in the town of Cortona with gorgeous views, swimming pool, private garden and barbecue

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 87 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
This charming Tuscan Farmhouse is set in a lovely, unspoilt region near the Etruscan hill town of Cortona, amongst olive groves and sunflower fields. Casa Al Campo has 2 acres of unfenced land including its own private vineyard, two terraces and plenty of shaded seating  …see more

from £206 / night

£1442 - £3167 / week

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from £206 / night

1 / 52

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £226 / night

£1582 - £2750 / week

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from £226 / night

1 / 25

Tuscany / Province of Arezzo / Cortona

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £226 / night

£2042 - £2917 / week

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from £226 / night

(2) Excellent 

1 / 25

Casa Gorgacce - Mercatale di Cortona house sleeps 6

Tuscany / Province of Arezzo / Cortona / Mercatale di Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 22 km; Swimming pool; Great for children of all ages ;
Casa Gorgacce is an old stone farmhouse with lots of character beautifully converted with all modern comforts. It has a private garden and pool, complete privacy yet with great access and only a few kilometres from 2 lively villages; Meratale di Cortona and Lisciano Nic  …see more

from £130 / night

£822 - £1488 / week

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from £130 / night

1 / 53

Villa Francesca - Cortona villa sleeps 8

Tuscany / 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 ; Car essential;
Cortona Tuscan Villa with pool – this property consists of three aristocratic 19th century villas, occupying a large estate abundant with chestnut woods and olive groves, within walking distance of the medieval walled town of Cortona, jewel of Valdichiana. The main vi  …see more

from £346 / night

£2420 - £3120 / week

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from £346 / night

(1) Excellent 

1 / 14

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 4Min stay varies

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

from £100 / night

£367 - £542 / week

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from £100 / night

1 / 24

Il Casone, magnificent verdant Villa in Tuscany

Tuscany / Province of Arezzo / Cortona

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Il Casone lies in the open countryside, a few minutes from Cortona. Immersed in a large garden, among the green olive trees and the delicate scent of the roses, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable apartments, character  …see more

from £286 / night

£2000 - £2625 / week

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from £286 / night

(4) Excellent 

1 / 20

Tuscany -Villa Under The Sun - Cortona house sleeps 5

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 10

Grecale - PI2012_226 - Cortona apartment sleeps 3

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Grecale is a part of the beautiful apartment complex, Poggio al Vento. The apartments are located in the same farmstead, which has been tastefully renovated to retain much of the original character and features. Ideal for a couple or a family, the apartments retain a wa  …see more

from £54 / night

£375 - £660 / week

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from £54 / night

(5) Very Good 

1 / 51

Casa la Bozza, IL Bozzino - Montalla apartment sleeps 6

Tuscany / Province of Arezzo / Cortona / Montalla

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO Il Bozzino, the ground floor oneBUT APPLY TO BOTH. PLEASE READ  …see more

from £128 / night

£689 - £1186 / week

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from £128 / night

1 / 12

Col di leccio, beautiful panoramic stone cottage

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Car essential;
Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen,  …see more

from £180 / night

£1250 - £2084 / week

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from £180 / night

1 / 89

Querce/luxury. Private village. Sleeps 5

Tuscany / Province of Arezzo / Cortona / Montecchio

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £19 / night

£131 - £917 / week

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from £19 / night

1 / 20

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 201 km; Swimming pool; Great for children of all ages ;
 …see more

from £137 / night

£955 - £2090 / week

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from £137 / night

Top Destination reviews

Rustic Tuscan farmhouse in the town of Cortona with gorgeous views, swimming pool, private garden and barbecue
Perfect!

This place is special. Its almost like a time machine. You can easy picture life way back in the old days, but at the same time you have a modern kitchen, pool, nice bathrooms The house was clean and in good condition. We (family of 5 ) stayed i … see more
Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The garden … see more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her ho … see more
Villa Sonia, Cortona Tuscany
Good large home and easy for Cortona and other Tuscany places

For our extended family vacation -,this was more than perfect! The main villa with its three bedrooms and then the private annex which our parents enjoyed - gave us complete flexibility as well as the large gardens, pool and large eating terrace. … see more
villa ai cedri
A marvellous house with a beautiful panorama view

A beautiful house in a peaceful area with a wonderful view to the valley. There are lovely rooms with tasteful furniture. Although the owners live next door, they do not disturb at all, they are really friendly and helpful any time you need somethin … see more
Six bedroom traditional Tuscan villa in Cortona, a
Wonderful, true Italian experience"

Have stayed in many hotels and apartments all over the world and this was truly a 'stand-out.' From the moment our group of 8 arrived we were made to feel welcome by Manuela. Little, extra touches such as bruschetta served to us on the night of arriv … see more

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