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155 Holiday homes in Cortona

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155 Results  |  
9 Photos

Farmhouse | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £96 /night

£670 - £1108 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Montalla with 3 bedrooms sleeps 5  …see more

14 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £107 /night

£744 - £2000 / week

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Key info:

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

18 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £131 /night

£916 - £2174 / week

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Key info:

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

Featured properties

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £246 /night

£1716 - £3088 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 4 bedrooms sleeps 8  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £506 /night

£3540 - £4685 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
CoCortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £180 /night

£1260 - £2860 / 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

18 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

7 Nights min stay

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from £286 /night

£2000 - £3000 / 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

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

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

20 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £229 /night

£1600 - £2288 / 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £149 /night

£1041 - £1596 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £172 /night

£1200 - £2000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 4  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £217 /night

£1518 - £2530 / week

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Key info:

  • Nearest beach 190 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 10 persons, with swimming pool , in Arezzo  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £246 /night

£1716 - £3204 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 5 bedrooms sleeps 10  …see more

12 Photos

Farmhouse | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £338 /night

£2360 - £3432 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 9 bedrooms sleeps 18  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £575 /night

£4020 - £5628 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cortona with 6 bedrooms sleeps 12  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £176 /night

£1232 - £2632 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This traditional villa in Cortona for 14 people is perfect for a large group of friends. The accommodation offers a swimming pool and a pet-friendly space.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £183 /night

£1280 - £2000 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This is a large villa for six people wanting to relax in a house with private pool and comfortable, ample indoor spaces. It features A/C and heating, kitchen, 4 bedrooms and parking space.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £240 /night

£1676 - £3200 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This villa for rent in Tuscany offers three double bedrooms, two twin bedrooms, private bathrooms for each, living rooms, dining rooms, a fully fitted kitchen and kitchenette and pool in the outside.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £92 /night

£640 - £880 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This small yet charming villa is situated in Cortona and it is ideal for small families.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £166 /night

£1160 - £2424 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This secluded Cortona farmhouse for 15 people is perfect for families and friends. Situated in the Tuscan province of Arezzo, this villa boasts a magnificent swimming pool.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £575 /night

£4020 - £5628 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Set in Tuscany Italy, this charming accommodation is the perfect place for your holidays. The accommodation offers: a swimming Pool, air Conditioning, an internet Connection .  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £1 /night

£1 - £3392 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This house in Tuscany Italy with pool provides guests with accommodation for 12 guests in two different buildings with living-room, kitchen, and bedrooms with private bathrooms.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £172 /night

£1200 - £2000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £201 /night

£1404 - £2352 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This property is a grand villa set in Tuscany Italy. It has 6 bedrooms and 4 bathrooms, and it is perfect for those who are looking for a charming holiday. This property features: a swimming Pool, air Conditioning .  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £332 /night

£2320 - £3040 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Located in Cortona, this fabulous villa offers a fabulous swimming pool, a fully equipped kitchen and a special surprise in each room to help guests relax and enjoy the best of holidays.  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £131 /night

£916 - £2060 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
The spacious bedrooms and common areas in this villa make it perfect for families or large groups of friends. It boasts its own garden with outdoor furniture and swimming pool, a full kitchen and all modern comforts.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £213 /night

£1488 - £2516 / week

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Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
A large and traditional villa for 8, with four bedrooms, a fully equipped kitchen, private garden with swimming pool, BBQ area and playground, and stunning views of the surroundings.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

3 Nights min stay

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from £121 /night

£847 - £1608 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This property is a elegant villa set in Tuscany Italy. It has 5 bedrooms and 2 bathrooms, and it is ideal for those who are looking for a relaxing holiday. This property features: a swimming Pool, air Conditioning, an internet Connection, a pet friendly space .  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £363 /night

£2536 - £3352 / week

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Key info:

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

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £126 /night

£880 - £1888 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This charming accommodation located in Tuscany, Italy, has a maximum capacity of 8 people. This property comes with a swimming pool and is ideal for families and friends.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £246 /night

£1716 - £3088 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £246 /night

£1716 - £3200 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

15 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £115 /night

£800 - £1580 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £180 /night

£1260 - £2860 / week

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Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Villa Corona is the best place for families and friends looking to spend their holidays relaxing in the stunning Val di Chiana.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £121 /night

£847 - £1483 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This property is a pleasant villa set in Tuscany Italy. It has 3 bedrooms and 2 bathrooms, and it is ideal for those who are looking for an unforgettable experiencie. This property features: a swimming Pool, air Conditioning, an internet Connection, a pet friendly s...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £246 /night

£1716 - £3088 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This villa with pool near Cortona in Tuscany can accommodate up to 8 people and features a kitchen, a dining room and two living rooms, 4 bedrooms and 4 bathrooms and breathtaking views over the Valdichiana.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £618 /night

£4320 - £5280 / week

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Key info:

  • Nearest beach 136 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £149 /night

£1041 - £1596 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Set in Tuscany Italy, this charming villa is the perfect place for your holidays. The villa offers: a swimming Pool, an internet Connection .  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £207 /night

£1448 - £2815 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This property is a beautiful villa set in Tuscany Italy. It has 5 bedrooms and 4 bathrooms, and it is ideal for those who are looking for an unforgettable experiencie. This property features: a swimming Pool, air Conditioning .  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 11

3 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Farmhouse near Cortona, in the Chiana Valley with wonderful panoramic view. Ideal solution for relaxing holidays in the Tuscan countryside. Swimming pool, barbecue, Internet connection, table-tennis table, mountain bikes. Tennis club and riding stable nearby.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £273 /night

£1908 - £3053 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Ideal for families with children of all ages - Extreme silence and peace - Maximum privacy - Healthy enviromnment - Beautiful and spacious landscape - Maximum hygiene - Comfortable furnishings - Air Conditioning - COmplete with all the amenities - Heated pool and secure  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 11

4 Nights min stay

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from £182 /night

£1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Pets welcome
  • Private garden
A traditional stone house set in the restful landscape of the tuscan hills, provided with all comforts, very close to the main touristic destinations of central Italy. Art, culture, wine and food, Umbria jazz festival, the wonderful Trasimeno beaches, and much more...  …see more

24 Photos

B&B | 4 Bedrooms | sleeps 8

1 night min stay

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from £110 /night

£764 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Casa Bellavista è nel cuore della campagna in poco tempo si possono raggiungere importanti centri come Cortona, Arezzo, Pienza, Montepulciano, Siena, Montalcino, Chianti, Assisi. Simonetta è a vostra disposizione per suggerirvi i migliori percorsi per una toscana slow. I corsi di cucina vengono svolti nella cucina di Casa Bellavista, assaporando i veri sapori di cibi semplici  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £139 /night

£971 - £2303 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Vivete un'esperienza a contatto con la natura ma con tutti i confort della vita moderna.  …see more

13 Photos

Finca | 11 Bedrooms | sleeps 24

7 Nights min stay

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from £485 /night

£3392 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Casale toscano con piscina. Ampi appartamenti di lusso con aria condizionata . Viene affittato in esclusiva . Vicino all'autostrada ma immerso nella pace e silenzio della campagna toscana .  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £158 /night

£1103 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa indipendente in mezzo ad una secolare oliveta, ad 1 chilometro circa dalla città di Cortona, set del famoso film Under Tuscan Sun girato a circa 300 metri dalla nostra casa. 8 posti letto, ampio giardino attrezzato, piscina esclusiva, parcheggio all'interno. Possibilità di aria condizionata a richiesta  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £303 /night

£2120 - £2544 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
La posizione è ideale per chi desidera visitare, con brevi spostamenti, le due regioni dell'Italia centrale Toscana ed Umbria trovandosi Cortona sulla linea principale delle strade a scorrimento veloce come l'Autostrada A1 e la superstrada Siena-Perugia. tranquillità e pace sono le principali prerogative di una vacanza nella nostra casa  …see more

24 Photos

House | 6 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £134 /night

£933 - £1272 / 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

20 Photos

Farmhouse | 8 Bedrooms | sleeps 16

Min stay varies

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from £567 /night

£3968 - £6720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Restored to high standard. Accommodation split in two private buildings. Ideal location between South Tuscany and Umbria. Private tennis court.  …see more