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293 Holiday homes in Cortona

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293 Results  |  
16 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £67 /night

£466 - £1013 / 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

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

9 Photos

Hotel apartment | 28 Bedrooms | sleeps 2

1 night min stay

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from £91 /night

£635 - £748 / week

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Key info:

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

Featured properties

24 Photos

B&B | 2 Bedrooms | sleeps 7

Very Good 4.5/5 

1 night min stay

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from £55 /night

£385 - £684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Casa in campagna; Vacanze; Toscana; Cortona; Relax; Piscina; Agriturismo; Firenze; Siena; Umbria; Lago Trasimeno; Montepulciano; Pienza; Assisi; Valdichiana; Valdorcia; bed and breakfast; La struttura è situata a poche centinaia di metri dall'uscita della superstrada e 8 km da Cortona.  …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

22 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

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
  • Air conditioning
  • Pets welcome
  • Private garden
La villa di campagna “I Nidi di Cortona” è situata in campagna, presso il piccolo borgo rurale di San Marco in Villa (sec. XIV), ai piedi della collina su cui si distende la cittadina etrusca di Cortona.  …see more

22 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
  • Pets welcome
  • Private garden
La sua posizione strategica permette agli ospiti di assaporare appieno la tranquillità della vita di campagna e di raggiungere facilmente centri storici ed artistici dell'Italia centrale. “I Nidi di Cortona” è punto di partenza ideale per escursioni.  …see more

15 Photos

Guest house | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £59 /night

£411 - £684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
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

17 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £66 /night

£462 - £770 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great 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

8 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

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from £74 /night

£513 - £855 / 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

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 / 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

6 Photos

House | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £86 /night

£599 / 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 ore  …see more

13 Photos

Finca | 11 Bedrooms | sleeps 24

Min stay varies

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from £367 /night

£2565 - £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

12 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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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

Apartment | 4 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £80 /night

£556 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to “Casale il Granaio”, a magic place in the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and Spoleto.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

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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

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

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

20 Photos

Hotel apartment | 1 Bedroom | sleeps 2

6 Nights min stay

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from £104 /night

£727 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
We are located in the best point for day trips, you can visit many cities around within an hour drive, our apartment hotel is an medieval farm build 300 years ago and turned to luxurious apartments with all the comforts, still kept its original old world style.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £50 /night

£350 / 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

6 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £123 /night

£855 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £62 /night

£428 / 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

7 Nights min stay

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from £742 /night

£5194 / 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

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

Min stay varies

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from £62 /night

£428 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
Incantevole casale in mattoni rossi con giardino privato, frutteto, uliveto e vigna dotato di grande barbecue per piacevoli serate all'aperto. Il casale è circondato da 5 querce secolari ed è adagiato su una collina nel cuore della Valdichiana vicino a Cortona. La struttura è finemente arredata in stile provenzale ed è a circa 6 km dal lago trasimeno.  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Min stay varies

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from £153 /night

£1069 - £1283 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Family- friendly 3 bedroom restored Farmhouse with private pool, just below Cortona  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

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

24 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

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

12 Photos

House | 6 Bedrooms | sleeps 6

Very Good 4/5 

Min stay varies

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from £123 /night

£855 / 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

16 Photos

Villa | 5 Bedrooms | sleeps 12

Min stay varies

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from £354 /night

£2475 - £2835 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

Min stay varies

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from £300 /night

£2100 - £2900 / 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
  • Private garden
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £307 /night

£2145 - £3145 / 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

12 Photos

Cottage | 3 Bedrooms | sleeps 4

5 Nights min stay

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from £267 /night

£1869 / 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

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

17 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £287 /night

£2003 - £2940 / 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
This charming old villa inserted in the enchanting setting of the typical chiana valley Tuscan landscape, Villa Salcotto lies at the foot of the hill of Cortona, a delightful town whose Etruscan origins left it with a still very conspicuous archaeological heritage  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Good 3/5 

Min stay varies

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from £132 /night

£924 - £1730 / 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
  • Private garden
Villa Gloria is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Immersed in the lush mountains of Cortona, near the border between Tuscany and Umbria  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

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

24 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

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

24 Photos

Villa | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Nearest beach 136 km
  • Swimming pool
  • Great 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 | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This villa in Cortona's countryside sleeps up to 4 people. It is fully equipped and it even boasts its own garden and swimming pool. It is close to the famous art cities in the region so it works as an ideal starting point for a holiday in Tuscany.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £55 /night

£385 - £667 / 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