List your home
Apply filters
£ to

90 Holiday homes in Cortona

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Arezzo Province Clear
  • Cortona Clear
  • All suburbs
  • Bagnolo (1)
  • Cegliolo (3)
  • Cignano (13)
  • Fratticciola (2)
  • Mercatale di Cortona (1)
  • Montanare (1)
  • San Pietro a Cegliolo (13)
  • Terontola (1)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,491 properties
Florence
966 properties
Trapani
517 properties
Venice, Veneto
501 properties
Amalfi Coast
463 properties
Lucca
431 properties
Cortona
430 properties
Palermo
399 properties
Sorrento, Campania
353 properties
Cefalu
317 properties
San Gimignano
297 properties
Taormina
269 properties
Greve in Chianti
268 properties
Syracuse
257 properties

Filters applied: Car not required (90)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
90 Results  |  
21 Photos

Condo | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £24 /night

£165 - £235 / week

View

Late Deal: save up to $98 (approx. £57)

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
* air conditioning and heating included in price * washer located in bathroom * fully equipped kitchen * wireless internet * outdoor dining on private terrace * private parking space in front of condo * within walking distance to train station and bus stop provided: * towels & linens * bath, dish & laundry soap * paper towels & toilet tissue * hair dryer  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 2

2 Nights min stay

Add to shortlist

from £60 /night

£416 - £475 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 160 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A very central apartment in Cortona Town, ideal for two person and half, with Kitchen fully finished and two bathroom. Close to a safe parking (only 4 minutes walk). The apartment is close from most of the restaurants in town. washing machine & WiFI is provided. The apartment has natural fresh air during the summer time and it's very quite.  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £157 /night

£1094 - £1824 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

Featured properties

13 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £68 /night

£475 / week

View

Key info:

  • Nearest beach 160 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A very central apartment in Cortona Town, ideal for two person, with Kitchen fully finished and one bathroom, washing machine + wifi. Close to a safe parking (only 4 minutes walk). The apartment is close from most of the restaurants in town. The apartment is inside the owner building. With natural fresh air during the summer time  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £69 /night

£480 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Stunning breath taking view of the Val di Chiana Valley from the living room and kitchen windows!! It'll be printed in your memory for ever! Walking distance from the main square and all the fabulous restaurants and shops.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £332 /night

£2320 - £3680 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
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.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £355 /night

£2480 - £3184 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
With a history dating back to the 17th century, this recently renovated villa distinguishes itself not only by its traditional architectural features and elegant antique furnishings, but above all by its unequalled setting.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £61 /night

£424 - £689 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
historic and cultural holiday for couples or individuals. minutes walk to Cortona centre, traditional restored property; great location for touring other parts of Tuscany, sleeps up to 6, organised tour  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £37 /night

£255 - £679 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
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. Video footage of apartment on Youtube is available on:http://youtu.be/wR2cgZSvDOM  …see more

21 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £115 /night

£799 - £1051 / week

View

Key info:

  • Nearest beach 14 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Why have so many people fallen in love with the charm of Cortona? Although the central area of this lovely and ancient city is well known to many, there remains the secret and ever-so-charming quarter where this hidden gem will inspire and charm you.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £55 /night

£384 - £880 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The il Borgo Agritourism Complex is near the historic Etruscan city of Cortona. It is in a beautiful country setting amongst olive trees, cypresses and sunflowers in the Chiana Valley.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £372 /night

£2600 - £3800 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Noce is split on two levels, with the ground floor offering a large living and dining room. The interior is an authentically rustic affair, with the antique furniture in keeping with the traditional feel of the outside space.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £208 /night

£1450 - £2150 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This typical Tuscan-styled agritourism farmhouse is charming and dates back to the 15th century. It is located in one of the most beautiful hamlets of Italy, Preggio, which is near Cortona.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £64 /night

£448 - £580 / week

View

Key info:

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

24 Photos

Villa | 5 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £165 /night

£1153 - £1922 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 14 persons, with swimming pool , in Cortona  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £1124 / week

View

Key info:

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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £92 /night

£639 - £880 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment in Cortona, Italy located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £306 /night

£2139 - £3253 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
A typical Tuscan countryside conjures up images of abundant greenery, tall cypress trees and olives. Villa Torre Belle is also located in one such beautiful location, just 4 km from the town of Cortona. The history of this villa dates back to the 13th and 14th  …see more

11 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £142 /night

£990 - £2348 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Angiola dwells on the hills that surround the amazing Cortona region with its historic heritage and breathtaking landscapes. A 17th century country home, now Villa Angiola, was converted into a comfortable venue that can accommodate up to 10 people in its  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £159 /night

£1113 - £1704 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 4 persons, with swimming pool , in Cortona  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £112 /night

£778 - £1728 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
The delightful Villa Norella housesandnbsp;two comfortablyandnbsp;furnished, yet completely separate apartments, with each apartment containing a huge living room with a sofa bed, a wellandnbsp;equipped kitchen, two bedrooms, and a bathroom with a shower.andnbsp;  …see more

7 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £78 /night

£545 - £815 / week

View

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

8 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £58 /night

£406 - £603 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Cortona  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £82 /night

£568 - £985 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Cortona  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £64 /night

£446 - £666 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in Cortona  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £125 /night

£872 - £1452 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 8 persons, with swimming pool , in Cortona  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £130 /night

£910 - £1733 / week

View

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

22 Photos

Villa | 7 Bedrooms | sleeps 16

5 Nights min stay

Add to shortlist

from £292 /night

£2040 - £4079 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Leopoldine gets its name from its architectural style in which it is built. History has it that in the 16th century, the Grand Duke of Tuscany Pietro Leopoldo worked towards the providing the farmers of the Val di Chiana better living conditions and financed the  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

5 Nights min stay

Add to shortlist

from £173 /night

£1210 - £1512 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Pigeon House is located right in the heart of Cortona city. The building in which it is located is situated right opposite Piazza della Repubblica, next to the Palazzo Comunale, a lovely medieval structure which was used for performances by eminent artistes  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £672 / week

View

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

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £348 /night

£2431 - £4375 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Gelsomino is located close to the lovely and famous town of Cortona. Villa Gelsomino is a great retreat if your family and friends love the great outdoors and enjoy basking "Under the Tuscan Sun`. With a history that dates back to the 16th C, Villa Gelsomino  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £64 /night

£448 - £580 / week

View

Key info:

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

12 Photos

Cottage | 3 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £265 /night

£1854 - £2472 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Casa Olivinaandnbsp;is a charming sight resting amidst the lush green hills of Cortona in the Val di Chiana.andnbsp;The Casa Olivina do has been recently renovated in true Tuscan style and comes complete with all modern comforts that allow you to thoroughly  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £87 /night

£605 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Cortona Nest is located right in the heart of Cortona city. The building in which it is located is situated right opposite Piazza della Repubblica, next to the Palazzo Comunale, a lovely medieval structure which was used for performances by eminent artistes  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £223 /night

£1559 - £3031 / week

View

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 Cortona  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £201 /night

£1404 - £1508 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Gelsiminoandnbsp;is located in an antique palace near the town of Cortona build in 1600 and provides an ideal setting for a holiday in Tuscany countryside.andnbsp; The apartment can comfortable accommodateandnbsp;6 guests, it has two entries and own garden  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £131 /night

£916 - £1599 / week

View

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 | 3 Bedrooms | sleeps 7

5 Nights min stay

Add to shortlist

from £324 /night

£2268 - £3672 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Sardegnaandnbsp;lies in Capo Boi, a rocky promontory on the sea, situated on the way from Cagliari to Villasimius, the vacation destination often referred to as theandnbsp;Polynesia of the Mediterranean.andnbsp;andnbsp; Villa Sardegna expands onandnbsp;200  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £217 /night

£1518 - £2530 / week

View

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

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £64 /night

£446 - £666 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in Cortona  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £79 /night

£553 - £821 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Serenella can sleepandnbsp;2 persons. It is aandnbsp;traditionalandnbsp;Tuscanandnbsp;dwellingandnbsp;withandnbsp;terra cotta tilesandnbsp;andandnbsp;chestnut beamsandnbsp;adding to its natural elegance.andnbsp; There isandnbsp;one double  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £56 /night

£388 - £684 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Holiday house for 6 persons in Cortona  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £619 /night

£4329 - £6062 / week

View

Key info:

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

10 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £58 /night

£406 - £603 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 2 persons, with swimming pool , in Cortona  …see more

11 Photos

Cottage | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £71 /night

£493 - £639 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage in Cortona, Italy located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £92 /night

£639 - £880 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment in Cortona, Arezzo located in the heart of the Val di Chiana, Tuscany. The estate is is located in the heart of the Val di Chiana in an interesting natural landscape framed by some places rich in history like the Etruscan town of Cortona, the castle of  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £47 /night

£325 - £539 / week

View

Key info:

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

15 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £259 /night

£1808 - £3408 / week

View

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

19 Photos

Apartment | 4 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £208 /night

£1456 - £1560 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Ginestrellaandnbsp;is an exceptional apartment for rent in Tuscany located in a 17th century farmhouse near the historic town of Cortona.andnbsp; Apartment Ginestrella resides at theandnbsp;first floorandnbsp;of the amazing villa encircled by a charming  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £70 /night

£487 - £933 / week

View

Key info:

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