A hillside town with historic buildings, a church, and vineyards.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Cortona vacation homes

Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is AED 265
AED 341 total
includes taxes & fees
9 Jul - 10 Jul
Holiday home with panoramic terrace ideal for families and couples
Pool

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Cortona
2.0 out of 10, (1 review)
"Accoglienza a dir poco pessimaCasa poco pulitaAssenza del proprietario al nostro arrivoDifficoltà nell’individuazione della casaGuasto caldaia con problemi per soggiornoSiamo andati via senza poter restare a dormire "
Italy
Cristina M.
The price is AED 423
AED 440 total
includes taxes & fees
19 Jul - 20 Jul
Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Dining

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AED 332
AED 429 total
includes taxes & fees
13 Jul - 14 Jul
Montecchio di Cortona
Pool

Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveler
The price is AED 660
AED 677 total
includes taxes & fees
16 Jul - 17 Jul
Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi
Property grounds

Holiday Home 'Appartamento Sotto Gli Ulivi' with Wi-Fi

Holiday Home 'Appartamento Sotto Gli Ulivi' with Wi-Fi
Anghiari
The price is AED 359
AED 359 total
includes taxes & fees
8 Jul - 9 Jul
Holiday Home 'Appartamento Sotto Gli Ulivi' with Wi-Fi
Iron/ironing board, WiFi, bed sheets

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is AED 454
AED 677 total
includes taxes & fees
8 Jul - 9 Jul
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Outdoor dining

Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Arezzo
The price is AED 324
AED 450 total
includes taxes & fees
9 Jul - 10 Jul
Dolce Casa 2 by Tiny Away
1 bedroom, WiFi, bed sheets

Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Arrezo
The price is AED 348
AED 474 total
includes taxes & fees
13 Jul - 14 Jul
Dolce Casa 1 by Tiny Away
Interior

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Castiglione del Lago
The price is AED 409
AED 602 total
includes taxes & fees
8 Jul - 9 Jul
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Property grounds

Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
The price is AED 643
AED 660 total
includes taxes & fees
8 Jul - 9 Jul
Holiday Home 'Colline' with Balcony and Wi-Fi
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is AED 631
AED 1,425 total
includes taxes & fees
8 Jul - 9 Jul
Agritourism in val d'orcia
Exterior detail

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is AED 323
AED 340 total
includes taxes & fees
8 Jul - 9 Jul
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
2 bedrooms, iron/ironing board, internet, bed sheets

Terme house

Terme house
Bagni San Filippo
The price is AED 450
AED 627 total
includes taxes & fees
8 Jul - 9 Jul
Terme house
Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is AED 341
AED 433 total
includes taxes & fees
8 Jul - 9 Jul
Happy Nest Tuscany Between Florence and Rome
Property grounds

LANDLORD ALBACHIARA

LANDLORD ALBACHIARA
Ramazzano - Le Pulci
10.0 out of 10, Exceptional, (1 review)
"Ottimo appartamento, molto pulito e confortevole"
Italy
Fabio
The price is AED 367
AED 455 total
includes taxes & fees
9 Jul - 10 Jul
LANDLORD ALBACHIARA
Exterior

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is AED 375
AED 669 total
includes taxes & fees
8 Jul - 9 Jul
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Interior

Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is AED 444
AED 553 total
includes taxes & fees
8 Jul - 9 Jul
Holiday Home 'La Casina All'angolo'
Exterior

Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is AED 832
AED 1,177 total
includes taxes & fees
8 Jul - 9 Jul
Eagle House
Interior

Double room with shared bathroom 5min from center Perugia

Double room with shared bathroom 5min from center Perugia
Perugia
The price is AED 299
AED 475 total
includes taxes & fees
14 Jul - 15 Jul
Double room with shared bathroom 5min from center Perugia
Outdoor dining

Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
The price is AED 984
AED 1,085 total
includes taxes & fees
8 Jul - 9 Jul
Holiday Home in Villa Pandolfina near Montepulciano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cortona Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"10/10"
Alyssa 2-night trip
Posted 6 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

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