Villas and apartments suitable for kids under 5 Cortona | Holiday Lettings

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Cortona

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611 Holiday homes

Filters applied: Under 5s

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

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
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 £201 / night

£1411 - £2522 / week

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from £201 / night

(6) Excellent 

20

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £43 / night

£257 - £411 / week

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from £43 / night

38

Cortona holiday villa rental

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p>Cortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.</p>  …see more

from £309 / night

£2160 - £3200 / week

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from £309 / night

(1) Average 

37

Cortona holiday apartment rental

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and fur  …see more

from £86 / night

£642 - £855 / week

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from £86 / night

(9) Excellent 

38

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Tuscan Dream” I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through email exchanges and her wonderful hou  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

16

Bagnolo holiday villa rental

Cortona / Bagnolo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

from £149 / night

£1039 - £1406 / week

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from £149 / night

24

Holiday villa rental

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday d  …see more

from £410 / night

£2864 - £4445 / week

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from £410 / night

29

Cottage rental in Pietraia with swimming pool

Cortona / Pietraia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful reca  …see more

from £104 / night

£727 - £1710 / week

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from £104 / night

19

Cortona holiday apartment let

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
The apartment Sant'Angelo is located just below the Etruscan City of Cortona in a beautiful residential complex which has been tastefully restored, maintaining the traditional characteristics of the antique oil mill that it once was. <br />Video footage of ap  …see more

from £120 / night

£770 - £1018 / week

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from £120 / night

(4) Excellent 

4

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“An enchanting holiday” My husband and I and our 4 children, aged 4 to 14, spent a week in June at Casa Francesca.The gardens were a sea of yellow Spanish broom and pink dog-rose with lavender and rosemary preparing to bloom around the pool and the hou  …see more

from £214 / night

£1496 / week

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from £214 / night

22

Holiday villa in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Villas in Cortona - Ville: SMALL BRAMASOLE  …see more

from £286 / night

£2000 - £3112 / week

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from £286 / night

(2) Excellent 

27

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
“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 bruschett  …see more

from £386 / night

£2701 - £3488 / week

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from £386 / night

(2) Excellent 

11

Holiday villa in Cortona

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The  …see more

from £113 / night

£790 - £1650 / week

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from £113 / night

(1) Excellent 

27

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“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 characte  …see more

from £141 / night

£983 - £2180 / week

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from £141 / night

(1) Excellent 

24

Holiday studio in Cortona

Province of Arezzo / Cortona

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Welcome to Casale Il Granaio, a magic place in the heart of Valdichiana.In the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Sien  …see more

from £63 / night

£350 - £436 / week

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from £63 / night

(5) Excellent 

14

Holiday home in Mercatale di Cortona

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“One of those experiences your memory plays over and over again, every time putting a smile on your face.” We spent the second week of a two week vacation in Tuscany at Borgo di Vagli. This was our 'down time' week, having done a lot of sightseeing fro  …see more

from £112 / night

£642 - £812 / week

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from £112 / night

(1) Excellent 

44

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.  …see more

from £137 / night

£958 - £1881 / week

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from £137 / night

(11) Excellent 

35

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 24 3 nights min

  • 7 bedrooms
  • Sleeps 24
  • 3 nights min
  • Nearest beach 250 km
  • Swimming pool
  • Child friendly
Villa Nobile is a stunning 19th Century classical villa recently restored farmhouse authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land & a private avenue of young cypresses bringing you to our doors  …see more

from £556 / night

£3889 / week

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from £556 / night

(2) Very Good 

18

Holiday villa in Cortona

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
“Delivered the experience as promised” Both the accomodation and the rental experience were excellent - a lovely property, exactly as promoted, combined with superb, prompt and effective customer service. A great experience overall. Only proviso; the w  …see more

from £184 / night

£1283 - £1958 / week

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from £184 / night

(2) Excellent 

24

Holiday lodge in Cortona

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Fattoria Borgonuovo - L'OrtensiaCharming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m).<br />The owners speak and understand fluent English.  …see more

from £56 / night

£385 - £556 / week

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from £56 / night

(8) Excellent 

55

Holiday apartment in Centoia

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
“Great base for discovering Tuscany.” Peter and Nina's apartments are in an ideal situation for exploring Tuscany with the added bonus of a pool to relax by when you return from trips to the surrounding hilltop villages. Il Boccolio is spacious and  …see more

from £65 / night

£428 - £718 / week

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from £65 / night

(26) Excellent 

16

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£359 - £684 / week

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from £60 / night

(1) Excellent 

14

Cortona / Montanare

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £85 / night

£590 - £1325 / week

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from £85 / night

(2) Excellent 

10

Province of Arezzo / Cortona

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Private garden

 …see more

from £86 / night

£599 - £1048 / week

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from £86 / night

(1) Excellent 

24

Apartment rental in Montalla with shared pool

Cortona / Montalla

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Equipped with chairs, shades, and beach beds.It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.The house is located just outside a small country villa  …see more

from £60 / night

£314 - £593 / week

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from £60 / night

4

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £62 / night

£431 / week

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from £62 / night

(1) Excellent 

24

Capezzine holiday apartment let

Cortona / Capezzine

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 129 km
  • Swimming pool
  • Child friendly
Breathtaking view from a unique Apartment between Cortona and Montepulciano. Luxury furnished, very well situated and ideal to relax and also to start daily drives into the best places of Tuscany and Umbria.  …see more

from £116 / night

£812 / week

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from £116 / night

(5) Excellent 

43

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £65 / night

£449 / week

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from £65 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £85 / night

£556 / week

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from £85 / night

13

Apartment rental in Cortona

Province of Arezzo / Cortona

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Lovely and intimate two-room apartment, La Finestra sulla Piazza is a welcoming property located in the heart of the characteristic town of Cortona. The living area is composed of a dining area and a pretty and simple kitchenette, which is characterised by two large win  …see more

from £95 / night

£556 - £599 / week

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from £95 / night

(6) Very Good 

44

Holiday apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
Delightful spacious self catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet & relaxing yet close to the charming Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & U  …see more

from £60 / night

£385 - £676 / week

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from £60 / night

(1) Excellent 

14

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £112 / night

£389 - £569 / week

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from £112 / night

(2) Very Good 

53

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

from £77 / night

£539 / week

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from £77 / night

(1) Excellent 

14

Home rental in Cortona with shared pool

Province of Arezzo / Cortona

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce marke  …see more

from £214 / night

£1278 - £1620 / week

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from £214 / night

17

Mercatale di Cortona holiday villa rental

Cortona / Mercatale di Cortona

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
Villa Corte is an enchanting property, skillfully restored to maintain its ancient charm. It is situated inside the Micheli Estate and entirely furnished in an authentically tuscan style with exposed wooden beam cielings, terracotta floors and a stone fireplace.  …see more

from £492 / night

£1966 - £2714 / week

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from £492 / night

(2) Excellent 

20

Holiday apartment in Cortona

Province of Arezzo / Cortona

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Piero's organic vegetable garden delights guests' palate with seasonal produce: fruit, tomatoes, courgettes, green beans, lettuce, aromatic herbs. On request a skilled mountain-bike guide can accompany guests to discover stunning paths and trails, but even on  …see more

from £60 / night

£342 / week

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from £60 / night

20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 15 7 nights min

  • 5 bedrooms
  • Sleeps 15
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Luxurious detached villa with private pool in southern Tuscany near Cortona. Panoramic and quiet location. 5 bedrooms, 11 bed places + 2 double sofa beds. Air conditioning and Wi-fi internet connection.  …see more

from £428 / night

£2992 / week

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from £428 / night

(2) 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 £180 / night

£1257 / week

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from £180 / night

(2) Very Good 

24

Lodge letting in Cortona with shared pool

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Fattoria Borgonuovo - Il GeranioCharming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m).<br />The owners speak and understand fluent English.  …see more

from £68 / night

£471 - £556 / week

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from £68 / night

(1) Excellent 

17

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Only 15 minutes from the villa you can easily access the Etruscan town of Cortona.  …see more

from £315 / night

£2200 - £3200 / week

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from £315 / night