Villas with a pool Cortona | Apartments to rent with swimming facilities

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  • Italy
  • Tuscany
  • Province of Arezzo
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506 Holiday homes

Filters applied: Swimming pool (506)

(8) Excellent 

30

Fantastic 5 bedroom Tuscan farmhouse with panoramic views and swimming pool - Cortona farmhouse sleeps 16

Province of Arezzo / Cortona

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
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 £345 / night

£2587 - £3449 / week

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from £345 / night

5

Cortona / Mercatale di Cortona

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £31 / night

£518 / week

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from £31 / night

30

Province of Arezzo / Cortona

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

 …see more

from £43 / night

£233 - £242 / week

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from £43 / night

16

Splendid family flat, pool, baby playground - Mercatale di Cortona apartment sleeps 4

Cortona / Mercatale di Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £91 / night

£582 - £647 / week

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from £91 / night

65

Garden of Eden : Mulino - nr Cortona & Trasimeno - Cortona cottage sleeps 5

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with ever  …see more

from £93 / night

£647 - £949 / week

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from £93 / night

100

I Girasoli - 4+2 pax (sup) - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This apartment of 110sq-m hosts up to 6 people on holidays near Cortona. It keeps full Tuscan campigna fashion: wooden beams and terracotta floors. To enter the apartment guests go thorough a porticoed veranda prepared for meals alfresco. Downstairs it features a living  …see more

from £69 / night

£432 / week

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from £69 / night

21

Peschino - Teverina villa sleeps 12

Cortona / Teverina

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Casa Peschino sits on the lower slopes of a quiet side valley, with stunning and extensive views over the green countryside of woods, vineyards, olive groves and farmland. It is reached by a short track through fields of sunflowers, wild flowers, maize and tobacco plant  …see more

from £246 / night

£1720 - £2708 / week

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from £246 / night

22

Province of Arezzo / Cortona

20 30 2 nights min

  • 20 bedrooms
  • Sleeps 30
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £133 / night

£837 / week

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from £133 / night

14

Villa Cuiano - La Loggetta - Mercatale di Cortona apartment sleeps 3

Cortona / Mercatale di Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £69 / night

£432 - £475 / week

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from £69 / night

(1) Good 

24

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £57 / night

£621 / week

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from £57 / night

101

Province of Arezzo / Cortona

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Swimming pool

 …see more

from £518 / night

£3621 - £5690 / week

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from £518 / night

100

I Girasoli - 5+2 pax - Cortona apartment sleeps 7

Province of Arezzo / Cortona

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This apartment near Cortona is divided into two storeys and can sleep up to 7 guests (5+2) in 130sq-m. Going up the external stairs guests arrive at a veranda for alfresco dining. From here they enter the living room equipped with sofa bed for 2 people, a kitchen wi  …see more

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(1) Very Good 

10

One bedroom apartment in classic Tuscan farmhouse, access to shared swimming pool, gardens and lake fishing - Cortona farmhouse sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment has own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functional. 1 bedroom, living room with kitchenette and sofa bed, bathroom with shower.For the people that are fond of fishin  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

30

Province of Arezzo / Cortona

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

 …see more

from £182 / night

£1268 / week

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from £182 / night

22

Tuscany villa, private pool, for family & group - Mercatale di Cortona farmhouse sleeps 24

Cortona / Mercatale di Cortona

12 24 Min stay varies

  • 12 bedrooms
  • Sleeps 24
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £453 / night

£3147 - £5556 / week

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from £453 / night

100

Lucente - Cortona villa sleeps 8

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 136 km
  • Swimming pool
  • Child friendly
Exterior This idyllic villa is located in the east of Tuscany, in the heart of the Val di Chiana, near the enchanting town of Cortona. From the villa, you’ll enjoy breathtaking panoramic views of the Val di Chiana. The villa is surrounded by olive trees  …see more

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Pricing unknown

(1) Excellent 

16

Palazzuolo Due - La Limonaia - Capezzine apartment sleeps 6

Cortona / Capezzine

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: h  …see more

from £104 / night

£733 / week

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from £104 / night

101

I Girasoli - 4+2 pax - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
This 90sq-m apartment hosting 4+2 (6 guests) near Cortona is perfect to absorb Tuscan lure. It concentrates Tuscan style in its terracotta floor, its wooden ceiling which kept its structure like in the old times. The first thing guests find as they are entering  …see more

from £69 / night

£432 / week

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from £69 / night

17

Splendid farmhouse among olive groves and vineyard - Mercatale di Cortona farmhouse sleeps 5

Cortona / Mercatale di Cortona

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £91 / night

£582 - £647 / week

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from £91 / night

19

Cortona / Poggioni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly

 …see more

from £104 / night

£725 / week

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from £104 / night

(1) Excellent 

13

Province of Arezzo / Cortona

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £87 / night

£604 / week

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from £87 / night

15

Casa Le Celle - Cortona farmhouse sleeps 8

Province of Arezzo / Cortona

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Old 13th century farmhouse furnished in style and surrounded by the Tuscan hills at just Km from Cortona and Lake Trasimeno. The property is divided in 4 bedrooms, 2 bathrooms, 2 living rooms, kitchen, and pantry. There is a swimming pool with panoramic terrace, riding  …see more

from £259 / night

£1552 / week

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from £259 / night

(8) Very Good 

20

Tuscan villa with private pool and garden and breathtaking countryside views - Mercatale di Cortona villa sleeps 10

Cortona / Mercatale di Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own  …see more

from £122 / night

£849 / week

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from £122 / night

20

Rustic Tuscan villa with its own garden and outdoor pool, sleeps fifteen - Cortona villa sleeps 15

Province of Arezzo / Cortona

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Villa/farmhouse with sole use of private pool in 6000 meters of garden. Designed in a typical rustic Tuscan style restored in the 80's and in 2011. Caters for even the most demanding needs and offers complete comfort. Supermarket, restaurant and other shops at 300  …see more

Pricing unknown

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Pricing unknown

100

Reggia Etruria - Bacco - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Apartment Bacco is an independent apartment in Tuscany with private access from the garden. The interios of the apartment are adorned with antique furniture. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one is a doubl  …see more

from £55 / night

£375 - £475 / week

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from £55 / night

(1) Very Good 

36

VILLA FRANCESCA Cortona - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Property DescriptionVilla Francesca is a beautiful villa located in the countryside in the green hills on the border between Tuscany and Umbria, a few kilometers from Cortona, a quaint town rich in history and offers shops and services of all kinds. At about 1 km you wi  …see more

from £140 / night

£975 - £1656 / week

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from £140 / night

100

Nina - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
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, w  …see more

Pricing unknown

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Pricing unknown

7

Casale del Gabbiano - large villa near Cortona - Centoia villa sleeps 18

Cortona / Centoia

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Large villa and guest house set in one of the Tuscany's most sought after areas. Wake up each morning to some truly stunning views across Tuscany - some of the best in the region. Relax by the pool with a cool drink, looking over the valley to Montepulciano. Set am  …see more

Pricing unknown

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Pricing unknown

26

Villa Orlandicchio - Montalla villa sleeps 4

Cortona / Montalla

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Orlandicchio is a small villa built in stone, and completely restored in 2014. Located on top of a hill from which you can admire the stunning view of the “valle”, it has its own private entrance, parking, garden and swimming pool (4m x 8m). The house has be  …see more

from £177 / night

£1233 - £2888 / week

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from £177 / night

8

La Tesa Girasole - Farinaio apartment sleeps 4

Cortona / Farinaio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment Girasole is situated on the ground floor and it has a separate entrance. It consists of: a living room, a kitchen, two bedrooms, two bathrooms with shower and independent heating.Apartment cleaning, detergents and waste:We use non-toxic cleaning products a  …see more

from £35 / night

£690 / week

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from £35 / night

14

La Mucchia casa vacanze one bedroom suprior suite - Localita Mucchia farmhouse sleeps 2

Cortona / Localita Mucchia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sleeps: 2+1 – 72sq. Meters (775 sq. Ft) This charming 1 bedroom first floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a double b  …see more

from £113 / night

£781 - £888 / week

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from £113 / night

100

Reggia Etruria - Nettuno - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Apartment Nettuno is an independent apartment in Tuscany with private access from the garden. The interios of the apartment are adorned with original antique furniture. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one  …see more

from £63 / night

£427 - £475 / week

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from £63 / night

12

Uliveto - Bagnolo farmhouse sleeps 8

Cortona / Bagnolo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Uliveto is a marvelous and charming stone farmhouse, recently restored from an old barn which served an ancient manor dating back to the 18th century. It's located in one of the most idyllic areas of the mountains surrounding Cortona, 700mts above sea level, immersed  …see more

from £194 / night

£1358 / week

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from £194 / night

100

Reggia Etruria - Aurora - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Apartment Aurora is an independent apartment in Tuscany with private access through an outdoor set of stairs. Antique furniture adorns the interiors of the apartment. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one i  …see more

from £55 / night

£375 - £475 / week

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from £55 / night

59

Province of Arezzo / Cortona

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £302 / night

£2113 / week

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from £302 / night

100

Residence Valdichiana - 2 pax - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
2 paxIn the outside of this apartment for rent in Tuscany guests will have a private garden to enjoy the aroma and breeze of this land.Ideal for those in search of a romantic getaway, this lovely apartment has a living room with dining area, a kitchen corner fitted with  …see more

from £77 / night

£535 - £647 / week

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from £77 / night

23

Villa Capezzine - Pietraia villa sleeps 5

Cortona / Pietraia

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 155 km
  • Swimming pool
  • Child friendly
In the verdant countryside in the heart of Tuscany close to Cortona, is located Villa Capezzine, which is a cosy retreat for your holidays in complete quiet and relaxation. The villa is bright and luminous furnished in keeping with the typical Tuscan style but with mod  …see more

from £95 / night

£660 - £1380 / week

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from £95 / night

100

Nelly - Cortona villa sleeps 10

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
ExteriorsThis beautiful and cozy villa in Cortona has three floors and can accommodate up to 10 people. It has a 3.5x7.5 swimming pool situated amongst terraced olive groves overlooking the Valdichiana. The 40sq-m covered terrace has a large table with room for 12 peopl  …see more

from £284 / night

£1983 - £3190 / week

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from £284 / night

35

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £166 / night

£1164 - £1552 / week

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from £166 / night

24

Cortona / Farinaio

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Private garden

 …see more

from £308 / night

£2156 / week

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from £308 / night

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