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  • Bagnolo (9)
  • Cantalena (1)
  • Capezzine (3)
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  • Centoia (5)
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  • Fratta Santa Caterina (11)
  • Fratticciola (18)
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  • Mercatale di Cortona (19)
  • Montalla (10)
  • Montanare (10)
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  • Poggioni (3)
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619 Results   |  
12 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £51 / night

£355 - £426 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
Central apartment in the heart of Cortona, Tuscany, ideal for two person elegant and quiet, near the best restaurant and grocery, shops and free parking. A perfect place to visiting Cortona and Tuscany tow like Arezzo, Siena, Firenze, Pienza, valdorcia, San Gimignano. O  …see more

16 Photos

Cortona / Cantalena

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £116 / night

£809 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Siena vacation rental, siena holiday apartment, siena suite, siena luxury apartment, My family own the Palazzo since 1790,  …see more

12 Photos

Cortona / Capezzine

Farmhouse / 2 Bedrooms / sleeps 6

1 night min stay

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from £73 / night

£508 - £795 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
La Fiorita is a farmhouse nestled in the beautiful Tuscan countryside. From every corner of the estate you have magnificent views of bucolic flavor with wide open spaces overlooking the hills of Montepulciano and Cortona  …see more

Featured properties

14 Photos

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 6

2 Nights min stay

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from £52 / night

£362 - £391 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
I 2 appartamenti, Magnolia e Mimosa, sono l' ideale per famiglie e gruppi di amici, ideale come punto di partenza per visitare, a breve distanza, splendidi luoghi e città come: Cortona, Lago Trasimeno, Arezzo, Perugia, Assisi, Siena,Val d'orcia. tutti i servizi vicini  …see more

12 Photos

Cortona / Fratta Santa Caterina

Hotel apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £152 / night

£1064 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Appartamento in Leopoldina nel cuore della Valdichiana - Cortona AR con giardino privato, piscina privata campi da tennis e calcetto  …see more

19 Photos

Cortona / Mercatale di Cortona

Farmhouse / 2 Bedrooms / sleeps 4

1 night min stay

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from £51 / night

£355 - £603 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This apartment is on two floors: at the first there are the sitting room with fireplace, one double bedroom with bathroom, the kitchen, other bathroom and a terrace and at the second level the other double bedroom. There is independed heating and in the kitchen there is  …see more

24 Photos

Cortona / Mercatale di Cortona

Farmhouse / 5 Bedrooms / sleeps 11

4 Nights min stay

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from £152 / night

£1064 / week

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Key info:

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

24 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £132 / night

£922 - £1348 / week

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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. Po  …see more

8 Photos

Cortona / Fratta Santa Caterina

Farmhouse / 2 Bedrooms / sleeps 5

1 night min stay

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from £62 / night

£429 - £715 / 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  …see more

24 Photos

Cortona / Farinaio

Villa / 6 Bedrooms / sleeps 14

7 Nights min stay

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from £256 / night

£1786 - £2143 / 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  …see more

16 Photos

Cortona / Montecchio, San Lorenzo

Chalet / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £46 / night

£322 - £715 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
All the independent property available. A nice shady garden of 2000 square meters, a gazebo, relaxing and a great barbecue for outdoor grilling watching the sunset. Ms. Paola will take care of the guests!  …see more

15 Photos

Cortona / Montecchio, San Lorenzo

Cottage / 1 Bedroom / sleeps 2

4 Nights min stay

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from £52 / night

£358 - £447 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • No pets allowed
Character detached chestnut beamed cottage just below Cortona with terracotta tiles to sleep two with shared pool.  …see more

5 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

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from £41 / night

£286 / 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

11 Photos

Cortona / Montanare

Apartment / 1 Bedroom / sleeps 3

3 Nights min stay

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from £46 / night

£322 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • 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

21 Photos

Cortona / Cegliolo

Hotel apartment / 9 Bedrooms / sleeps 25

Short stays welcome

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from £52 / night

£358 / 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, automobi  …see more

7 Photos

Cortona / Centoia

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £700 / night

£4900 - £5880 / 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

16 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £58 / night

£400 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children over 5
  • 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

22 Photos

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 3

1 night min stay

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from £62 / night

£429 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Pace, confort, storia ed enogastronomia.  …see more

20 Photos

Province of Arezzo / Cortona

B&B / 6 Bedrooms / sleeps 12

1 night min stay

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from £46 / night

£322 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
B&B di Charme; Boutique Hotel; premiato più volte. Camere Matrimoniali di tipo Superior; Junior Suite Deluxe da 2 Pax o 4 Pax.  …see more

8 Photos

Cortona / Cegliolo

House / 20 Bedrooms / sleeps 30

2 Nights min stay

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from £99 / night

£693 / 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
"Residence Il Casale" Affitto Charme & Prestigio a Cortona  …see more

24 Photos

Cortona / Cegliolo

House / 3 Bedrooms / sleeps 8

1 night min stay

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from £72 / night

£500 / week

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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

20 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £41 / night

£286 - £322 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Piero's organic vegetable garden delights guests' palate with seasonal produce: fruit, tomatoes, courgettes, green beans, lettuce, aromatic herbs. On request a skilled mountain-bike guide can accompany guests to discover stunning paths and trails, but even on foot or r  …see more

19 Photos

Province of Arezzo / Cortona

Finca / 15 Bedrooms / sleeps 30

1 night min stay

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from £526 / night

£3679 - £6600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Monastero San Silvestro - Original Historic Farmhouse, Former Monastery Dating Back To 1400 Peaceful Location With Surrounding Park And Salt-Water Pool, 5 Min Drive From Cortona City Centre Sleeps 30 (15 Bedrooms)  …see more

35 Photos

Province of Arezzo / Cortona

Cottage / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £67 / night

£465 - £643 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The search for a warm and welcoming Tuscan abode is over. Cottage Luigina Cortona is a stone-clad home adjoined to another occupied house on a small family estate encircled by olive groves We organize jeep tours and cooking classes  …see more

18 Photos

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 5

1 night min stay

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from £87 / night

£608 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Confort, tranquillità, storia ed enograstronomia  …see more

15 Photos

Cortona / Fratticciola

Farmhouse / 13 Bedrooms / sleeps 29

1 night min stay

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from £67 / night

£465 - £3929 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
I manage this villa 's family and I will be very happy to help you during your stay! Welcome in a lovely place where you hearing birds! Ciao Breakfast on request Wine tasting , Tours on request Special Tuscany dinner on request  …see more

15 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 5

5 Nights min stay

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from £129 / night

£900 - £1250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Fiore, vakantieappartement voor vijf personen. Zijn centrale ligging in Toscane met zijn kunst, cultuur en prachtige landschappen, de omheinde privétuin, gebruik van zwembad en prachtige inrichting maken een vakantie in Casa Fiore tot een onvergetelijke. tijdens d  …see more

7 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £46 / night

£322 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Il Borgo delle Rondini si trova a circa due km dal centro storico e quattro dalla stazione ferrovia e dal Aeroporto di Perugia circa 50 km.  …see more

18 Photos

Cortona / Mercatale di Cortona

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £46 / night

£322 / 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  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £465 / night

£3250 - £5000 / week

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Key info:

  • Nearest beach 161 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautifully restored large luxurious villa in Tuscany. 5 double bedrooms. 6 bathrooms. Large private swimming pool. Perfectly located to visit all the famous attractions throughout Tuscany. Conveniently located for outlet shopping visits such as The Mall. Breakage depos  …see more

14 Photos

Cortona / Mercatale di Cortona

Villa / 5 Bedrooms / sleeps 10

4 Nights min stay

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from £92 / night

£643 - £1072 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
IL CASALE DI CARMINA is the place for those who love nature and tranquility of the Tuscan hills.  …see more

14 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

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from £11 / night

£72 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Cortona, center, city, apartment, holidayhouse, countryhouse, flat, 2 bedrooms.  …see more

19 Photos

Cortona / Poggioni

Apartment / 2 Bedrooms / 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
  • 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, orc  …see more

6 Photos

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 6

5 Nights min stay

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from £72 / night

£500 / week

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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 or  …see more

24 Photos

Cortona / Mercatale di Cortona

Farmhouse / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £111 / night

£772 - £1393 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
cortona farmhouse agriturismo  …see more

4 Photos

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 2

1 night min stay

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from £46 / night

£322 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Le Gelosie was tastefully renovated, and blends traditional style and modern facilities. Rooms feature a minimalist design, and are equipped with modern commodities, including free Wi-Fi.  …see more

6 Photos

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £46 / night

£322 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Le Gelosie was tastefully renovated, and blends traditional style and modern facilities. Rooms feature a minimalist design, and are equipped with modern commodities, including free Wi-Fi.  …see more

14 Photos

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 8

4 Nights min stay

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from £179 / night

£1250 - £1495 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Suitability: children welcome non smoking only pets not allowed suitable for elderly or infirm  …see more

22 Photos

Cortona / Fratta Santa Caterina

Villa / 4 Bedrooms / sleeps 8

1 night min stay

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from £245 / night

£1715 - £2215 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The villa is divided into two floors. On the ground floor a bright living room with comfortable sofas and a large fireplace, dining area and fully equipped kitchen with all appliances, four double bedrooms and three bathrooms.  …see more

22 Photos

Cortona / Mercatale

House / 3 Bedrooms / sleeps 6

1 night min stay

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from £72 / night

£500 - £950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Casa del Cavaliere is situated on the border between Tuscany and Umbria, in the last piece of the Cortona Municipality. Ideal for families with small children and for those who love mountain bikes. Enjoy the breathtaking landscape from the house Pool area: sun beds,  …see more

14 Photos

Cortona / Montanare

Farmhouse / 3 Bedrooms / sleeps 7

7 Nights min stay

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from £72 / night

£500 - £1000 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Splendido piano terra molto luminoso, 250metri quadrati, 3 camere da letto, piscina e parco recintato.  …see more

21 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £154 / night

£1072 - £1715 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
La scelta ideale per famiglie che vogliono una base comoda e accogliente per visitare Cortona e dintorni, svegliandosi ogni mattina in un'oasi di pace e tranquillità nel cuore verde della Toscana tipica.  …see more

14 Photos

Cortona / Bagnolo

House / 4 Bedrooms / sleeps 9

3 Nights min stay

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from £184 / night

£1286 - £1572 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
Vacation rental in Cortona tuscany Italy MOSES PALACE walking distance from the restaurants, museums, Accommodation, rooms, rent, let,  …see more

22 Photos

Cortona / Bagnolo

Villa / 5 Bedrooms / sleeps 12

Min stay varies

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from £117 / night

£818 - £1940 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Vivete un'esperienza a contatto con la natura ma con tutti i confort della vita moderna.  …see more

16 Photos

Cortona / Poggioni

Apartment / 2 Bedrooms / sleeps 4

Min stay varies

Add to shortlist

Pricing unknown

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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, orc  …see more

43 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

3 Nights min stay

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from £41 / night

£286 - £586 / week

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Key info:

  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
Tuscany Cortona Ossaia Villa  …see more

20 Photos

from £343 / night

£2400 - £2900 / week

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Holiday villa rental

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 15

Short stays welcome

Add to shortlist

from £343 / night

£2400 - £2900 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful farmhouse at the foot of Cortona,surrounded by 7000sqm of land cultivated with olive and fruit trees. Located in the village of Pergo, famous for its prestigious villas and farmhouses of which is scattered and of which it is part.  …see more

61 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

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from £57 / night

£393 - £572 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The apartment Lavanda located on the first floor ,with views of Cortona and Trasimeno lake,is equipped with every comfort (fully equipped kitchen,air conditioning,soundproofing,2 bedrooms, 1 bathroom with shower) and surrounded by a big garden with saltwater pool. The a  …see more

32 Photos

Province of Arezzo / Cortona

House / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £161 / night

£1125 - £1643 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa et jardin de style contemporain idéalement situés.  …see more

34 Photos

from £465 / night

£3250 - £4393 / week

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Holiday villa rental

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £465 / night

£3250 - £4393 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Propriété et vaste jardin stylés et idéalement situés.  …see more

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