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113 Holiday homes in Cortona

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113 Results  |  
21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £91 /night

£631 - £813 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charming cottage near Cortona, set in 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. Rental rates are all-inclusive Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £163 /night

£1139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
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

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £53 /night

£368 - £526 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
The apartments is independent, and has beautiful piece of ancient furniture own heating system, some of them have a fire-place.  …see more

Featured properties

12 Photos

Farmhouse | 4 Bedrooms | sleeps 6

2 Nights min stay

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from £71 /night

£491 - £859 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
2 bedrooms, full kitchen, living room with sofa bed, bathroom with shower.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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from £188 /night

£1315 - £2629 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
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

10 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £54 /night

£372 - £654 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Beautifulapartment with swimming pool situated in the vicinity of Cortona, Tuscany.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £139 /night

£967 - £3009 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Characteristic farmhouse near Cortona in Tuscany immersed in large private gardens, situated at the foot of the ancient town of Cortona.  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

Min stay varies

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from £354 /night

£2475 - £3765 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £237 /night

£1653 - £2934 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Immersed in the hills surrounding Cortona at just 16 km from the centre, Villa Grazia offers a peaceful relaxing holiday in the midst of secular oak and chestnut trees.  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

7 Nights min stay

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from £296 /night

£2067 - £3100 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casale GinezzO is beautiful independent Villa, located 15 km from Cortona, in the heart of the cortonese mountains, immersed into the green woods of oak and chestnut trees. From the big garden you can enjoy the charming and unspoilt natural environment  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £307 /night

£2145 - £3860 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
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

20 Photos

House | 3 Bedrooms | sleeps 9

1 night min stay

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from £118 /night

£820 - £1230 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia Grande is a splendid apartment that covers the entire top floor of a villa. It sleeps nine people. From Villa Fastia Grande you will enjoy a pleasant view of the Tuscan hills and of the greenery  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £186 /night

£1302 - £2955 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
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

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £58 /night

£400 - £672 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £169 /night

£1182 - £1962 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Holiday house for 8 persons, with swimming pool , in Cortona  …see more

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £32 /night

£220 - £310 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia C is a graceful cottage. It sleeps two people. It is appoximately 40 square meters (430 square feet)  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £254 /night

£1773 - £3306 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £296 /night

£2067 - £3100 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
This beautiful 5 bedroom villa enjoys a privileged elevated location. The villa is surrounded by woodland with impressive views of Valdichiana and even Lake Trasimeno.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £254 /night

£1773 - £3191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £64 /night

£448 - £580 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 3 persons in Cortona  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £55 /night

£380 - £450 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Casa Severina is a characteristic apartment. It sleeps four people. From Casa Severina you will have a partial view of Piazza della Repubblica (Republic Square). Casa Severina is 65 square meters (700 square feet)  …see more

20 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £56 /night

£390 - £580 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia A is a graceful apartment. It sleeps four people. From Villa Fastia A you will enjoy a pleasant view of the Tuscan hills and of the greenery. Villa Fastia A is 60 square meters (645 square feet)  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £130 /night

£910 - £1733 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 9 persons, with swimming pool , in Cortona  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £60 /night

£414 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone B is a graceful one-story apartment surrounded by meadows and by green hills. It sleeps six people. From Casa Grifone B you will have a fascinating view of the Tuscan countryside. Casa Grifone B is 90 square meters (970 square feet)  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £60 /night

£414 - £827 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone C is a characteristic two-story apartment surrounded by the vegetation. It sleeps seven people. From Casa Grifone C you will have a splendid view of the surrounding countryside. Casa Grifone C is 130 square meters (1400 square feet)  …see more

7 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £78 /night

£545 - £815 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Holiday house for 2 persons, with swimming pool , in Cortona  …see more

20 Photos

House | 1 Bedroom | sleeps 3

1 night min stay

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from £52 /night

£360 - £520 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fastia B is a welcoming apartment. It sleeps three people. It is appoximately 50 square meters (540 square feet)  …see more

19 Photos

Villa | 9 Bedrooms | sleeps 18

Min stay varies

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from £349 /night

£2439 - £4587 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
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

24 Photos

Apartment | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £91 /night

£632 - £1147 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 10 persons, with swimming pool , in Cortona  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £131 /night

£916 - £1599 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 6 persons, with swimming pool , in Cortona  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £51 /night

£356 - £511 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 4 persons in Cortona  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £64 /night

£448 - £580 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 2 persons in Cortona  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £110 /night

£769 - £1633 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
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

17 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £287 /night

£2003 - £2940 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
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

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £69 /night

£480 - £951 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Livio B is a spacious two-story apartment made of stone. It sleeps seven people. It is appoximately 90 square meters (970 square feet)  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £60 /night

£414 - £744 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone A is a graceful two-story apartment in the characteristic style of the Tuscan countryside. It sleeps six people. From Casa Grifone A you will have a pleasant view of the Tuscan countryside and of the hills  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £237 /night

£1653 - £2364 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Amidst the olive trees that surround the walls of the ancient city of Cortona, lies Villa Olea, a delightful recently restored property, ideal for all who search privacy and tranquility.  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 17

7 Nights min stay

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from £473 /night

£3306 - £4133 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
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

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £970 /night

£6789 - £10228 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
A stunning completely renovated Tuscan farmhouse. The central stone building of the property dates back to the beginning of 1600, while the following sections were developed towards the end of 1800. It enjoys spectacular views across the Tuscan countryside  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £259 /night

£1808 - £3408 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 12 persons, with swimming pool , in Arezzo  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £74 /night

£516 - £823 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 6 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £54 /night

£372 - £802 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This property in Tuscany Italy is a stunning villa that sleeps 4 people, so it is ideal for small families. The accommodation offers a swimming pool and air conditioning.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £178 /night

£1240 - £2067 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This villa in Cortona's countryside sleeps up to 4 people. It is fully equipped and it even boasts its own garden and swimming pool. It is close to the famous art cities in the region so it works as an ideal starting point for a holiday in Tuscany.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £254 /night

£1773 - £3306 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This lovely villa near Cortona can accommodate up to 10 people. It has a swimming pool and 3 bedrooms with en-suite bathrooms.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £254 /night

£1773 - £3191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This cozy villa in Cortona can accommodate up to 6 people. It has a swimming pool, a living room, 5 bedrooms and 5 bathrooms.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £119 /night

£827 - £1633 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This villa mixes the unique Tuscan style with elegant and modern comforts, and it is the perfect getaway for a family. It affords its own kitchen, 2 bedrooms and 2 bathrooms and a garden with swimming pool, BBQ area and spectacular views.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £102 /night

£710 - £1107 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These apartments offer luxury and comfort in a very tranquil and refined atmosphere. They share a fantastic garden and swimming pool, and they're located in a very strategic location.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £638 /night

£4463 - £5455 / week

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Key info:

  • Nearest beach 136 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Villa Lucente is the perfect villa for those wanting an idyllic holiday in Tuscany. The villa is located in the heart of the Val di Chiana in Tuscany, near the enchanting town of Cortona, you'll enjoy breathtaking views of the surrounding countrysid  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £68 /night

£471 - £884 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These apartments offer luxury and comfort in a very tranquil and refined atmosphere. They share a fantastic garden and swimming pool, and they're located in a very strategic location.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £102 /night

£710 - £1107 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These apartments offer luxury and comfort in a very tranquil and refined atmosphere. They share a fantastic garden and swimming pool, and they're located in a very strategic location.  …see more