List your home
Apply filters
£ to

288 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 locations
  • Bagnolo (5)
  • Capezzine (2)
  • Cegliolo (4)
  • Centoia (6)
  • Cignano (30)
  • Farinaio (2)
  • Fratta Sant'Agata (1)
  • Fratta Santa Caterina (9)
  • Fratticciola (6)
  • Localita Mucchia (4)
  • Mercatale di Cortona (18)
  • Montalla (5)
  • Montanare (4)
  • Montecchio, San Lorenzo (5)
  • Poggioni (4)
  • Ruffignano (2)
  • San Pietro a Cegliolo (24)

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
2,385 properties
Florence
979 properties
Venice, Veneto
504 properties
Trapani
483 properties
Lucca
443 properties
Amalfi Coast
434 properties
Palermo
414 properties
Cortona
384 properties
Sorrento, Campania
349 properties
Cefalu
317 properties
Taormina
275 properties
San Gimignano
260 properties
Greve in Chianti
239 properties
Massa Lubrense
232 properties

Filters applied: BBQ (288)

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
288 Results  |  
11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £87 /night

£605 - £1017 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £726 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £65 /night

£455 - £874 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 4 bedrooms sleeps 8  …see more

Featured properties

22 Photos

Villa | 4 Bedrooms | sleeps 9

5 Nights min stay

Add to shortlist

from £196 /night

£1372 - £2492 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This Tuscan villa for rental can comfortably sleep up toandnbsp;9 members.andnbsp;Theandnbsp;first floorandnbsp;has all at its reach as aandnbsp;large living room, a dining room, a kitchen, a single bedroom, a bathroom with shower functions, wash basin, bidet, and WC  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £350 /night

£2450 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The structure of this beautiful villa dates back to 1781, which is the date you will find engraved above the wood oven. The house was fully and lovingly restored in 2001 and measures approximately 160 square metres.andnbsp; Theandnbsp;Villa Lavandaandnbsp;is located  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £54 /night

£377 - £564 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 2  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £58 /night

£404 - £688 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £60 /night

£414 - £608 / week

View

Key info:

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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £65 /night

£455 - £723 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 5  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £48 /night

£333 - £516 / week

View

Key info:

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

11 Photos

Farmhouse | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £54 /night

£377 - £564 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 3  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £61 /night

£423 - £626 / week

View

Key info:

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

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £49 /night

£337 - £566 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 1 bedrooms sleeps 4  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £67 /night

£468 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £135 /night

£944 - £2936 / week

View

Key info:

  • Swimming pool
  • Great 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

22 Photos

Villa | 7 Bedrooms | sleeps 13

7 Nights min stay

Add to shortlist

from £195 /night

£1363 - £2097 / week

View

Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning villa in an extremely panoramic position in the vicinity of Cortona.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £105 /night

£734 - £1311 / week

View

Key info:

  • Nearest beach 35 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Splendid Tuscany cottage in a picturesque and peaceful spot in the mountains above Cortona.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £579 /night

£4053 / week

View

Key info:

  • Swimming pool
  • Great 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 | 5 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £209 /night

£1459 - £2838 / week

View

Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

Add to shortlist

from £169 /night

£1177 - £2452 / week

View

Key info:

  • Swimming pool
  • Great 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

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £51 /night

£351 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £127 /night

£887 - £1912 / week

View

Key info:

  • Swimming pool
  • Great 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 8

7 Nights min stay

Add to shortlist

from £215 /night

£1500 - £2077 / week

View

Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Great 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

15 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £116 /night

£807 - £1154 / week

View

Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great 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

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £51 /night

£351 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £248 /night

£1730 - £2771 / week

View

Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £203 /night

£1416 - £2371 / week

View

Key info:

  • Swimming pool
  • Great 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 | 5 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £182 /night

£1271 - £2420 / week

View

Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Great 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 | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £434 /night

£3033 / week

View

Key info:

  • Swimming pool
  • Great 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

Add to shortlist

from £248 /night

£1730 - £2771 / week

View

Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great 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 | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £173 /night

£1210 / week

View

Key info:

  • Swimming pool
  • Great 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £412 /night

£2884 / week

View

Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great 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

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £75 /night

£524 - £1129 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This pretty house, with 3 bedrooms and 3 bathrooms can host 6 people, so it is ideal for a large group of friends. Located in Tuscany Italy, this pretty house offers a swimming pool.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £335 /night

£2339 - £3065 / week

View

Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great 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

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £179 /night

£1250 - £2661 / week

View

Key info:

  • Swimming pool
  • Great 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 | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £242 /night

£1690 - £3226 / week

View

Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £122 /night

£854 - £1495 / week

View

Key info:

  • Swimming pool
  • Great 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

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £58 /night

£400 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Reggia Etruria is a wonderful complex of 4 apartments in Tuscany, all fitted with modern amenities and extremely comfortable, surrounded by a splendid panoramic garden with swimming, pool, and located nearby Arezzo, Pienza, Siena, and Cortona.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £61 /night

£424 - £594 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
A magnificent suite for 4 persons on the basis of the first floor. 4 designed in the 1800s style. sleeps 4 people. 2 bathrooms, 2 master bedrooms, very spacious living room with fireplace, large kitchen next to the terrace. Many cozy corners to relax inside or outside. Large private terrace with dining table and chairs, invisible to all the other guests with.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 11

3 Nights min stay

Add to shortlist

from £139 /night

£968 - £1936 / week

View

Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great 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 | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £196 /night

£1372 - £1847 / week

View

Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Elegant villa near the medieval town of Cortona (Arezzo). Ideal lodging for relaxing holidays in the Tuscan countryside, surrounded by pathways for bike rides and walks. Tennis club and riding stable nearby. Swimming pool, Internet connection.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

Add to shortlist

from £275 /night

£1924 - £3078 / week

View

Key info:

  • Swimming pool
  • Great 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

22 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £66 /night

£462 - £616 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
La Mansarda del Sodo, a top floor apartment in a typical two storey old stone house one kilometer from the ancient Etruscan village of Cortona. We'll be happy to provide any information needed. FREE SPACIOUS PARKING LOT AVAILABLE 200 MT. FROM THE HOUSE  …see more

24 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £86 /night

£599 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Struttura ideale per una vacanza nella terra degli etruschi e per chi ama la campagna e contemporaneamente le città d'arte.  …see more

6 Photos

House | 2 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £86 /night

£599 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
La casa vacanza è perfetta per trascorrere vacanze ideali in una delle cittadine più belle e frizzanti della toscana. Unisce la comodità di vivere nel centro storico al piacere di avere 2 spazi esterni privati in cui rilassarsi. Tutta la Toscana e Umbria è max 2 ore  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 11

4 Nights min stay

Add to shortlist

from £184 /night

£1283 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over
  • 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

22 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £159 /night

£1112 - £1625 / week

View

Key info:

  • Swimming pool
  • Great 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

13 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £140 /night

£979 - £1834 / week

View

Key info:

  • Swimming pool
  • Great 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

21 Photos

Hotel apartment | 9 Bedrooms | sleeps 25

Short stays welcome

Add to shortlist

from £62 /night

£428 / week

View

Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Borgo Elena, complesso residenziale di sette Appartamenti in collina a 5 minuti di macchina da cortona con piscina in comune ampio spazio esterno bbq, ombrelloni, sdraio, prato in piscina Appartamenti di varie grandezze da 45 metri quadrati a 90 metri quadrati, automobile necessaria  …see more

9 Photos

Hotel apartment | 28 Bedrooms | sleeps 2

1 night min stay

Add to shortlist

from £91 /night

£635 - £802 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Su una terrazza naturale, dalla quale si può ammirare un meraviglioso panorama della Val di Chiana, si trova una bellissima piscina circondata da un'area tenuta a prato attrezzata con sedie, lettini e ombrelloni. La piscina è aperta da Maggio a Settembre.  …see more