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146 Holiday homes in Cortona

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146 Results  |  
18 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £130 /night

£910 - £1733 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 9 persons, with swimming pool , in Cortona  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £52 /night

£359 - £608 / week

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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

17 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £55 /night

£380 - £450 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Casa Severina is a characteristic apartment. It sleeps four people. From Casa Severina you will have a partial view of Piazza della Repubblica (Republic Square). Casa Severina is 65 square meters (700 square feet)  …see more

Featured properties

12 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £52 /night

£359 - £608 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons, with swimming pool , in Cortona  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

1 night min stay

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from £133 /night

£928 - £2017 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Berta is a spacious three-story villa surrounded by the vegetation. It sleeps 12 people. From Villa Berta you will have a pleasant view of the Tuscan countryside. Villa Berta is 170 square meters (1830 square feet)  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £181 /night

£1265 - £2530 / week

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Key info:

  • Nearest beach 190 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 10 persons, with swimming pool , in Arezzo  …see more

15 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £46 /night

£320 - £478 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Originally a farm dating from the 16th century, Residence Il Casale lies near Cortona, on wooded hills above a valley. From here you have a wonderful view of the famous Etruscan city. The old main building as well as several outbuildings are situated along two sides ...  …see more

15 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

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from £47 /night

£325 - £544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Residence Il Casale lies near Cortona, on wooded hills above a valley. From here you have a wonderful view of the famous Etruscan city. Residence Il Casale was originally a farm dating from the 16th century. The original main building as well as several outbuildings ...  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £67 /night

£468 - £928 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Livio B is a spacious two-story apartment made of stone. It sleeps seven people. It is appoximately 90 square meters (970 square feet)  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £51 /night

£351 - £726 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio C is a welcoming apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £248 /night

£1730 - £3113 / 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
Above the wood oven is engraved 1781. Villa Nello was restored in 2001. It develops on three floors, sleeping 8 people, plus a small independent single bedroom with bathroom.  …see more

12 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £48 /night

£330 - £542 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Halfway up a hill, under the watchful eye of the beautiful town of Cortona, lies the ancient and noble Villa Serena, surrounded by olive groves and an old rustic park. Here, among centuries-old tranquility, you can relax and enjoy stately cypress and pine trees along...  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £49 /night

£337 - £566 / week

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Key info:

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

13 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £140 /night

£976 - £1427 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the middle of a hill, under the watchful eye of the beautiful town of Cortona, you will find the ancient, noble Villa Serena, surrounded by olive groves and an old rustic park. Here you can relax and enjoy the stately cypress trees, the pine trees and a m...  …see more

19 Photos

Villa | 1 Bedroom | sleeps 4

7 Nights min stay

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from £93 /night

£649 - £1089 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in Cortona  …see more

20 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £58 /night

£404 - £807 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone C is a characteristic two-story apartment surrounded by the vegetation. It sleeps seven people. From Casa Grifone C you will have a splendid view of the surrounding countryside. Casa Grifone C is 130 square meters (1400 square feet)  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £248 /night

£1730 - £3226 / 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
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £58 /night

£400 - £767 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Livio D is a graceful two-story apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £58 /night

£404 - £726 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Grifone A is a graceful two-story apartment in the characteristic style of the Tuscan countryside. It sleeps six people. From Casa Grifone A you will have a pleasant view of the Tuscan countryside and of the hills  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£404 - £565 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa / Farmhouse / Home in Cortona with 2 bedrooms sleeps 6  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £60 /night

£414 - £608 / week

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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

22 Photos

Villa | 7 Bedrooms | sleeps 13

7 Nights min stay

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from £195 /night

£1363 - £2097 / 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

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

20 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £61 /night

£424 - £594 / week

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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

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

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £275 /night

£1924 - £3078 / week

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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

24 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

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from £86 /night

£599 / 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

15 Photos

B&B | 11 Bedrooms | sleeps 20

1 night min stay

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from £69 /night

£479 - £5984 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
bed and breakfast in toscana ,cortona ,casa vacanze ,piscina ,swimming pool ,restaurant ,ristorante ,mezza pensione ,giardino ,campagna toscana ,Montepulciano ,siena ,firenze ,arezzo ,perugia ,strada del vino ,wineries , medieval town , Il Sole del Sodo nel suo insieme, e nella semplice eleganza dei suoi dettagli, è la casa ideale per chi sceg  …see more

24 Photos

B&B | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £110 /night

£770 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Casa Bellavista è nel cuore della campagna in poco tempo si possono raggiungere importanti centri come Cortona, Arezzo, Pienza, Montepulciano, Siena, Montalcino, Chianti, Assisi. Simonetta è a vostra disposizione per suggerirvi i migliori percorsi per una toscana slow. I corsi di cucina vengono svolti nella cucina di Casa Bellavista, assaporando i veri sapori di cibi semplici  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £159 /night

£1112 - £1625 / 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. Possibilità di aria condizionata a richiesta  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £140 /night

£979 - £1834 / week

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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

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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

14 Photos

Farmhouse | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £53 /night

£368 / week

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Key info:

  • 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 Giardino relax ombreggiato attrezzato per giochi all'aperto (ping pong, freccette, casetta per bambini)  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £214 /night

£1496 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Per trascorrere la tua vacanza con stile, nelle meravigliose colline toscane, questa proprietà offre 2 camere da letto e ogni servizio che può rendere unico il soggiorno. I principali servizi a pagamento sono: personal chef service, chauffeur service.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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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

12 Photos

Farmhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

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from £55 /night

£385 - £1881 / 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
Novole is a group of houses nestled in the green hills on the border between Umbria and Tuscany Novole offers easy access to the nearby towns of Arezzo, Siena, Florence, Montepulciano, San Gimignano and Perugia, and it is only 15 km away from Lake Trasimeno.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £306 /night

£2138 - £2565 / 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

24 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £35 /night

£244 - £377 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
La splendida vista della dolce collina cortonese, il tranquillo parco e la quiete della campagna della Val di Chiana vi permetteranno di apprezzare l'armonia del vostro “nido” di vacanza. Il nido è, per noi, simbolo di dimora accogliente.  …see more

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £86 /night

£599 - £1026 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • 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

13 Photos

Finca | 11 Bedrooms | sleeps 24

7 Nights min stay

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from £489 /night

£3420 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Casale toscano con piscina. Ampi appartamenti di lusso con aria condizionata . Viene affittato in esclusiva . Vicino all'autostrada ma immerso nella pace e silenzio della campagna toscana .  …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

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £785 /night

£5495 / 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

10 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £367 /night

£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

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
  • Great 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

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
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

19 Photos

Villa | 9 Bedrooms | sleeps 18

Min stay varies

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from £340 /night

£2380 - £3549 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A holiday farm for a different holiday experience in untouched nature and relaxation. The Palazzo is an enchanting late 19th century country building recently fully renovated and restored, returning to its ancient splendour through accurate work, divided in 6 apartments  …see more