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308 Holiday homes in Cortona

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308 Results  |  
24 Photos

Apartment | 2 Bedrooms | sleeps 2

7 Nights min stay

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from £39 /night

£267 - £533 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Villa La Fontana is at the heart of prestigious places of historical interest and artistic national and world: ROME, the capital city with all its historical and architectural merit is about u'ora machine, FLORENCE, capital of the Renaissance is about an hour's journey. CORTONA is located just 15 minutes, ORVIETO 30 minutes, 40 min. SIENA, PERUGIA 20 min., Assisi 30 min.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £410 /night

£2867 / week

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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 | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £127 /night

£887 - £1912 / week

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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

Featured properties

14 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £133 /night

£927 - £1947 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Only a few minutes from the proud and ancient hill town of Cortona, lays the tiny hamlet of Pergo. A dirt road leads you to this spacious holiday house, surrounded by well-kept lawns, olive groves and a mixed vegetation of trees and rose bushes. The living room, with...  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2396 / week

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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

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £132 /night

£923 - £1269 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great 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

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £59 /night

£407 - £827 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This pretty, rustic, air-conditioned holiday cottage is located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. This property is one of 3 holiday rentals and the fourth house belongs to the owner. With traditional furnishings an...  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £75 /night

£524 - £1129 / week

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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 | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £169 /night

£1177 - £2452 / week

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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

Villa | 5 Bedrooms | sleeps 9

4 Nights min stay

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from £182 /night

£1271 - £2884 / week

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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

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £179 /night

£1250 - £2661 / week

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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

19 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £66 /night

£457 - £1076 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The beautifully restored farmhouse is set in the hills on the border between Tuscany and Umbria. This property comes with a small, private, above-ground swimming pool and beautiful views over the countryside. This is a very well-equipped lawn, equipped porch for outd...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £124 /night

£863 - £1510 / week

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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

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £585 /night

£4094 / week

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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 9

3 Nights min stay

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from £124 /night

£863 - £1638 / week

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Key info:

  • Swimming pool
  • Great 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 | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £254 /night

£1775 - £3226 / week

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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 | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £152 /night

£1061 - £1625 / week

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Key info:

  • Swimming pool
  • Great 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

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £49 /night

£339 - £525 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £110 /night

£764 - £1516 / week

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Key info:

  • Nearest beach 22 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Charming stone farmhouse with original features. Perfect for family holidays. Private pool, table tennis and Wifi Internet. Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

24 Photos

Lodge | 1 Bedroom | sleeps 4

2 Nights min stay

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from £55 /night

£385 - £590 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Fattoria Borgonuovo - La Rosa Charming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m). The owners speak and understand fluent English.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £104 /night

£726 - £2017 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming villa with private pool near Cortona and lake Trasimeno  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £105 /night

£734 - £1311 / week

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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 | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £135 /night

£944 - £2936 / week

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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

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from £195 /night

£1363 - £1678 / week

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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

14 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £71 /night

£495 - £995 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
On the Tuscany/Umbria border, near Cortona and Lake Trasimeno, Castagnolo is one of 3 beautifully restored apartments. In the garden is a luxurious pool with jacuzzi attached . Walk across the field to the old market town of Mercatale. Private terrace. Wonderful views  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £71 /night

£495 - £1050 / week

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Key info:

  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
On the Tuscany / Umbria border, the old farm of Azienda Pilari is only a short drive to Cortona and Lake Trasimeno. A walk across the field takes you to an old market town with a few shops, bars and restaurants Wine and olive oil produced on the farm are available for purchase.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £51 /night

£355 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Elegantly furnished apartment a few meters away from the main sites of the city. At 50 meters from the apartment you will find the public parking where you can leave your car.  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

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from £77 /night

£533 - £888 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Immersa nel verde e nella tranquillità della campagna toscana noncé i grandi spazi all'interno della proprietà consentono di vivere giornate in completo relax tra piscina, campi da gioco e lunghe passeggiate a piedi o in bicicletta anche fino al vicino Lago Trasimeno. A pochi km tra le città di Perugia, Arezzo e Siena, comodamente raggiungibili con auto e mezzi pubblici.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 11

3 Nights min stay

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from £139 /night

£968 - £1936 / week

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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

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from £196 /night

£1372 - £1847 / week

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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

6 Photos

Guest house | 6 Bedrooms | sleeps 25

1 night min stay

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from £79 /night

£548 - £855 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
La Fiorita is a farmhouse nestled in the beautiful Tuscan countryside, on the border between the provinces of Arezzo and Siena.  …see more

7 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £258 /night

£1802 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A family home with outstanding views of Cortona, set on the Tuscan/Umbrian border.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £51 /night

£355 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Sito nel centro storico di cortona 2camere matrimoniali Assisi siena perugiafirenze lago trasimeno  …see more

19 Photos

House | 1 Bedroom | sleeps 3

Min stay varies

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from £60 /night

£419 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Appartamento in agriturismo: casa unica appena ristrutturata con comodi servizi, immersa nel parco e adiacente alla piscina. ortaggi, olio extra vergine e vinsanto di produzione della casa  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

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from £49 /night

£342 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
the property is settled in an ancient courtyard, perfectly renewed and keeped, with flowers and wonderful grass area. perfect for children who can enjoy outside activities. Cortona is a very famous and tipycal Italian medieval town where enjoy italian quiet life.  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

Min stay varies

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from £815 /night

£5703 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Raggiungibile a piedi da Cortona. Villa per affitto settimanale a Cortona in Toscana con campo da tennis privato e piscina privata Speciale Villa a Cortona per matrimoni. Villa in Toscana per riunioni di Famiglia. Villa walking distance da cortona Piscina privata Campo da tennis privato Distanza a piedi da Cortona  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

Min stay varies

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from £55 /night

£385 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casa singola appena ristrutturata, conservando le caratteristiche della casa toscana; pavimenti in cotto, soffitti con travi in legno e mattoni a vista, ampio parco fruibile con attrezzature da giardino, piscina adatta a bambini. disponibile lettino bebè; bici gratis  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
'Vecchio Frantoio' is only a five minute drive from the medieval hilltop town of Cortona. The main A1 motorway is a fifteen minute drive from the apartment and the mainline train station is only a five minute drive away.  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
L'arredo della casa è semplice, per non alterare l'atmosfera delle antiche case di campagna, ma molto curato. Gode di due giardini privati, uno sul davanti, di circa 400 metri quadri con una pergola e un antico forno a legna, l'altro sul retro di circa 1000 metriquadri. Parcheggio privato. La struttura è adatta a famiglie con bambini ai quali possono essere forniti lettini.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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from £184 /night

£1283 - £2565 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa il Pino is an old farmhouse carefully restored while maintaining the aesthetic standards of the old Tuscan farmhouses using the original materials, such as roofing tiles, the handmade terracotta tiles for the floors, doors and windows all handcrafted in solid che  …see more

13 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £150 /night

£1045 - £1320 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Peaceful villa in Tuscany, between olives and cypress . Close to many famous destinations in Tuscany and Umbria but you need a car. Relax, private garden, ideal if you like to live close to nature Villa in Tuscany, between olives and cypress , ideal if you like to be close to nature. Peaceful and relax  …see more

6 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £127 /night

£888 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
-  …see more

6 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Min stay varies

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from £62 /night

£428 - £727 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
case vacanze, casa vacanza, appartamenti, appartamento, studi, studio monolocali turistici, monolocale turistico, case, casa, vista lago, vacanze, vacanza, turismo, campagna toscana cortona mangiare casale camino barbeque relax capodanno  …see more

21 Photos

Hotel apartment | 9 Bedrooms | sleeps 25

Short stays welcome

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from £62 /night

£428 / week

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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

10 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

Min stay varies

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from £37 /night

£257 - £513 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday apartment 2 km from Cortona in the country, equipped with every comfort ,silent An excellent base for excursions nearby (Lake Trasimeno, Montepulciano, Pienza, Siena, Gubbio, etc..), from the house you can also put your shoes on and go for a walk in the woods  …see more

7 Photos

Villa | 9 Bedrooms | sleeps 18

Min stay varies

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from £742 /night

£5194 - £6233 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

4 Nights min stay

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from £55 /night

£385 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
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 & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £59 /night

£407 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Spacious, comfortable self-catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet and relaxing yet close to the charming Etruscan town of Cortona and within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 7

5 Nights min stay

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from £327 /night

£2287 / week

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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

12 Photos

Cottage | 3 Bedrooms | sleeps 4

Min stay varies

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from £214 /night

£1494 - £2492 / week

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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