List your home
Apply filters
£ to

449 Holiday homes in Cortona

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Arezzo Province Clear
  • Cortona Clear
  • All suburbs
  • Bagnolo (6)
  • Capezzine (1)
  • Cegliolo (5)
  • Centoia (6)
  • Cignano (31)
  • Farinaio (2)
  • Fratta Sant'Agata (1)
  • Fratta Santa Caterina (9)
  • Fratticciola (22)
  • Localita Mucchia (4)
  • Mercatale di Cortona (20)
  • Montalla (5)
  • Montanare (5)
  • Montecchio, San Lorenzo (5)
  • Poggioni (4)
  • Ruffignano (2)
  • San Pietro a Cegliolo (45)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,535 properties
Florence
987 properties
Trapani
503 properties
Venice, Veneto
499 properties
Amalfi Coast
465 properties
Lucca
436 properties
Palermo
423 properties
Cortona
409 properties
Sorrento, Campania
351 properties
Cefalu
311 properties
San Gimignano
299 properties
Taormina
276 properties
Syracuse
260 properties
Greve in Chianti
258 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
449 Results  |  
6 Photos

House | 2 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £85 /night

£594 / week

View

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

15 Photos

B&B | 11 Bedrooms | sleeps 20

1 night min stay

Add to shortlist

from £68 /night

£475 - £5936 / week

View

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

18 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £49 /night

£340 - £526 / week

View

Key info:

  • Suitable for children over
  • 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

Featured properties

24 Photos

B&B | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £110 /night

£764 / week

View

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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 11

4 Nights min stay

Add to shortlist

from £182 /night

£1272 / week

View

Key info:

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

12 Photos

Farmhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

Add to shortlist

from £55 /night

£382 - £1866 / week

View

Key info:

  • Great for children of all ages 5
  • 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

13 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £139 /night

£971 - £2303 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

5 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £49 /night

£340 / week

View

Key info:

  • Great for children of all ages 5
  • 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

13 Photos

Finca | 11 Bedrooms | sleeps 24

7 Nights min stay

Add to shortlist

from £485 /night

£3392 / week

View

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

21 Photos

Hotel apartment | 9 Bedrooms | sleeps 25

Short stays welcome

Add to shortlist

from £61 /night

£424 / week

View

Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

22 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £158 /night

£1103 - £1612 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

14 Photos

Farmhouse | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £53 /night

£365 - £458 / week

View

Key info:

  • Nearest beach 10 km
  • Great for children of all ages 5
  • 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

13 Photos

Farmhouse | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £53 /night

£365 - £458 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
E' l'ideale come punto di partenza per visitare, a breve distanza, splendidi luoghi e città come: Lago Trasimeno, Arezzo, Perugia, Assisi, Siena,Val d'orcia, ecc.. Cortona famosa Città di storia, è molto vivace e propone sempre un nutrito cartellone di eventi. Dalla nostra struttura è possibile intraprendere passeggiate nei percorsi all'interno del parco archeologico  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £67 /night

£463 - £1005 / week

View

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

19 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £63 /night

£441 - £1005 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

Add to shortlist

from £779 /night

£5451 / week

View

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

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £49 /night

£339 / week

View

Key info:

  • Great for children of all ages 5
  • 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

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £55 /night

£382 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £54 /night

£374 - £552 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
L'edificio è circondato da un parco attrezzato con panchine, sdraio, dondolo, amaca ed illuminazione esterna. Tra abeti, cipressi ed altri alberi d'alto fusto nidificano varie specie d'uccelli che col loro cinguettio animano la quiete circostante.  …see more

9 Photos

Hotel apartment | 28 Bedrooms | sleeps 2

1 night min stay

Add to shortlist

from £90 /night

£630 - £796 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

5 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £122 /night

£848 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
-  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £66 /night

£458 - £764 / week

View

Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

Add to shortlist

from £59 /night

£408 - £679 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

B&B | 2 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

Add to shortlist

from £55 /night

£382 - £976 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 | 2 Bedrooms | sleeps 3

2 Nights min stay

Add to shortlist

from £54 /night

£374 - £552 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
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.  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £73 /night

£509 - £848 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £303 /night

£2120 - £2544 / week

View

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

22 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £35 /night

£242 - £374 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £35 /night

£242 - £374 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

2 Nights min stay

Add to shortlist

from £35 /night

£242 - £374 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

8 Photos

House | 6 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

Add to shortlist

from £122 /night

£848 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
-  …see more

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £85 /night

£594 - £1018 / week

View

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

7 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

Add to shortlist

from £103 /night

£721 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

Add to shortlist

from £60 /night

£416 / week

View

Key info:

  • Great for children of all ages 5
  • 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

13 Photos

B&B | 2 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

Key info:

  • Not suitable for children
  • No pets allowed
Pace, confort, storia ed enogastronomia.  …see more

13 Photos

B&B | 3 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

from £146 /night

£1018 / week

View

Key info:

  • Nearest beach 15 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Per chi vuole soggiornare in mezzo al verde, ma vivere anche Cortona ( raggiungibile in tre minuti d'auto), per chi vuol sentirsi avvolti dal passato ma coi confort di oggi, per chi sceglie il rispetto per l'ambiente e l'ecosostenibilità...per chi vuol farsi coccolare. La posizione strategica del B&B vi permette di visitare Arezzo, Siena, Pienza Montepulciano, Assisi, Spello  …see more

14 Photos

Villa | 7 Bedrooms | sleeps 24

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 250 km
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Nobile is a stunning 19th Century classical villa recently restored farmhouse authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land & a private avenue of young cypresses bringing you to our doorstep. Private, Tranquil, Perfect for large get togethers or for small families. Perfect for Children of all ages  …see more

21 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

Add to shortlist

from £103 /night

£720 - £1360 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

6 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £61 /night

£424 - £721 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

from £61 /night

£424 / week

View

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

10 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £50 /night

£350 - £635 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

16 Photos

Villa | 8 Bedrooms | sleeps 14

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Farmhouse | 8 Bedrooms | sleeps 16

Min stay varies

Add to shortlist

from £567 /night

£3968 - £6720 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £307 /night

£2145 - £3860 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

Min stay varies

Add to shortlist

from £300 /night

£2100 - £3700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

Farmhouse | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £275 /night

£1920 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
The Sole is a beautiful farmhouse in Tuscan bricks situated in the flat Cortona countryside, within there is a property of around 5000sq. mt. with an entirely enclosed garden with its own automatic gate electric controlled.. Cortona is a small charming town in the Valdichiana, or Chiana Valley, in the province of Arezzo in southern  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £354 /night

£2475 - £3765 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

17 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £287 /night

£2003 - £2940 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

19 Photos

Villa | 9 Bedrooms | sleeps 18

Min stay varies

Add to shortlist

from £338 /night

£2360 - £4440 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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