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351 Holiday homes in Cortona

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351 Results  |  
9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £148 /night

£1030 - £1667 / week

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Key info:

  • Not suitable for children
  • Pets welcome

"Casa il Giardino", 3-room house 80 m2 on 2 levels, on the ground floor, fully renovated, nice, tasteful, stylish and cosy furnishings: living/dining room with 1 sofa bed (140 cm), open fireplace, dining table and satellite-TV. Exit to the garden. 1 double bedroom. Exit to the  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £332 /night

£2320 - £3040 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable 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

24 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £166 /night

£1160 - £2424 / week

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Key info:

  • Swimming pool
  • Suitable 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

Featured properties

12 Photos

Townhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £116 /night

£808 - £1267 / week

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Key info:

  • Not suitable for children
  • Pets welcome

4-room house for 4 people, 150 m2, comfortable and rustic furnishings. Living/dining room with satellite-TV, open fireplace, dining-table and dinette. Smoking allowed. 2 single beds and 1 double bed. Sleeping room with 2 single beds. Sleeping room with 1 double bed. Open kitchen with 4 hot  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £246 /night

£1716 - £3200 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable 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

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £183 /night

£1280 - £2000 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This is a large villa for six people wanting to relax in a house with private pool and comfortable, ample indoor spaces. It features A/C and heating, kitchen, 4 bedrooms and parking space.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £92 /night

£640 - £880 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This small yet charming villa is situated in Cortona and it is ideal for small families.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £618 /night

£4320 - £5280 / week

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Key info:

  • Nearest beach 136 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Villa Lucente is the perfect villa for those wanting an idyllic holiday in Tuscany. The villa is located in the heart of the Val di Chiana in Tuscany, near the enchanting town of Cortona, you'll enjoy breathtaking views of the surrounding countrysid  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £246 /night

£1716 - £3088 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable 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

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £74 /night

£512 - £1112 / week

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Key info:

  • Swimming pool
  • Suitable 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

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from £246 /night

£1716 - £3088 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable 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 | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £213 /night

£1488 - £2516 / week

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Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Suitable 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £240 /night

£1676 - £3200 / week

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Key info:

  • Swimming pool
  • Suitable 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

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from £121 /night

£847 - £1483 / week

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Key info:

  • Swimming pool
  • Suitable 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

7 Nights min stay

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from £201 /night

£1404 - £2352 / week

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Key info:

  • Swimming pool
  • Suitable 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 | 9 Bedrooms | sleeps 18

Excellent 5/5 

Short stays welcome

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from £68 /night

£475 - £3750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
around the Villa La Fontana: The Parco del Trasimeno runs along the perimeter of Trasimeno lake and is the largest regional park in Umbria. The park includes three islands: the largest is Polvese Island, which is under the control of the Province of Perugia. Stunning Luxury villa in walking distance from Cortona  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£475 - £662 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Suitable 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 | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £195 /night

£1361 - £1649 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
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

20 Photos

Villa | 5 Bedrooms | sleeps 11

3 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable 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 | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £273 /night

£1908 - £3053 / week

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Key info:

  • Swimming pool
  • Suitable 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

16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £55 /night

£382 - £526 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Accogliente, caratteristica abitazione in pietra, situata nel centro storico della città etrusca di Cortona, celebre per il suo passato che ancora vive tra i suoi vicoli. Base ideale per visitare Arezzo, Montepulciano, Pienza e le suggestive campagne toscane e umbre.  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £51 /night

£357 - £424 / week

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Key info:

  • Suitable for over 5s only
  • 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

18 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £49 /night

£340 - £526 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Appartamento rustico con travi e cotto nel centro città etrusca di Cortona con complementi d'arredo e rifiniture in ceramica dipinta a mano. A due passi dalla struttura si ammira il panorama sulla Valdichiana e il lago Trasimeno raggiungibile in 15 minuti. Presente nell'appartamento la tv, il wifi, la lavatrice, lettino bebè a richiesta, ampia doccia  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 11

4 Nights min stay

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from £182 /night

£1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for over 5s only
  • 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

5 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £49 /night

£340 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Sito nel centro storico di cortona 2camere matrimoniali Assisi siena perugiafirenze lago trasimeno  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £139 /night

£971 - £2303 / week

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Key info:

  • Swimming pool
  • Suitable 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

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from £61 /night

£424 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable 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

5 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £122 /night

£848 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
  • Private garden
-  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £779 /night

£5451 / 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

3 Nights min stay

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from £55 /night

£382 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

8 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

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from £73 /night

£509 - £848 / week

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Key info:

  • Swimming pool
  • Suitable 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

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£339 / week

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Key info:

  • Suitable 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

19 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £63 /night

£441 - £1005 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
During the day besides going for a swim in the pool, basking in the sun and reading a good book in the shade of a nearby grove, you will be able to take a tour of a our farm consisting of woods, tilled land, lawns, ponds, olive groves, vineyards, vegetable gardens, orchards, a chicken farm and a small flock of sheep.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £158 /night

£1103 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable 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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £67 /night

£463 - £1005 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
During the day besides going for a swim in the pool, basking in the sun and reading a good book in the shade of a nearby grove, you will be able to take a tour of a our farm consisting of woods, tilled land, lawns, ponds, olive groves, vineyards, vegetable gardens, orchards, a chicken farm and a small flock of sheep.  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £66 /night

£458 - £764 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
This place and the atmosphere will be the ideal ingredients to spend a peaceful and relaxing holiday immersed in the Tuscan countryside and at the same time to visit the most beautiful cities of historical and cultural interest and gastronomic center of Italy.  …see more

15 Photos

Guest house | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £59 /night

£408 - £679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
This place and the atmosphere will be the ideal ingredients to spend a peaceful and relaxing holiday immersed in the Tuscan countryside and at the same time to visit the most beautiful cities of historical and cultural interest and gastronomic center of Italy.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £303 /night

£2120 - £2544 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
La posizione è ideale per chi desidera visitare, con brevi spostamenti, le due regioni dell'Italia centrale Toscana ed Umbria trovandosi Cortona sulla linea principale delle strade a scorrimento veloce come l'Autostrada A1 e la superstrada Siena-Perugia. tranquillità e pace sono le principali prerogative di una vacanza nella nostra casa  …see more

8 Photos

House | 6 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £122 /night

£848 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
  • Private garden
-  …see more

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £85 /night

£594 - £1018 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • Pets welcome
  • Private garden
Ca de Carlicchi is a lovingly restored farmhouse in Tuscany, bordering Umbria. We think that quiet and nature are the starting points to find the well-being of body and soul, especially in a world where the old virtue of "being idle" is apparently forgotten. Would you like to take a dive into the pool, sunbathe, or simply read, day dream and relax undisturbed?  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

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from £103 /night

£721 / week

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Key info:

  • Swimming pool
  • Suitable 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

19 Photos

House | 1 Bedroom | sleeps 3

Min stay varies

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from £60 /night

£416 / week

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Key info:

  • Suitable 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

8 Photos

House | 2 Bedrooms | sleeps 5

Min stay varies

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from £58 /night

£400 - £560 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
3-room semi-detached house 100 m2 on 1st floor, spacious, comfortable furnishings: living room with 1 sofa bed, open fireplace and satellite-TV. Exit to the loggia.  …see more

6 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Min stay varies

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from £61 /night

£424 - £721 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
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

10 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £50 /night

£350 - £635 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Apartment with private terrace and splendid pool with jacuzzi set in gardens with shady arbours. Lovely views across the fields to the hills. Short walk to shops, bars and restaurants. Near Cortona and Lake Trasimeno. Ideal for Assisi and Perugia as well as Tuscany.  …see more

20 Photos

Farmhouse | 8 Bedrooms | sleeps 16

Min stay varies

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from £567 /night

£3968 - £6720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Restored to high standard. Accommodation split in two private buildings. Ideal location between South Tuscany and Umbria. Private tennis court.  …see more

16 Photos

Villa | 8 Bedrooms | sleeps 14

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The villa is composed of 2 buildings. Main building: ground floor: with dining room, kitchen, bathroom and 3 bedrooms. I° floor: with dining room, kitchen, bathroom and 3 bedrooms. II° building: small house with 2 bedrooms, bathrooms, dining room, living room  …see more

21 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £103 /night

£720 - £1360 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany property in a village with swimming pool and garden close to Cortona , Montepulciano and the Wine valley. one hour from Florence and two hours from Rome.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £307 /night

£2145 - £3860 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.  …see more

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Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

Min stay varies

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from £300 /night

£2100 - £3700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.  …see more