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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Cortona vacation homes

Pool

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

Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi
Cortona
6.0 out of 10, (2 reviews)
"We didn’t actually get the property posted, he mentioned there was no gas so put us up at another property. That being said, the property we agreed to change to was older, very dirty and not worth what we paid. I was very disappointed but thankfully it was only one night."
United States
Amanda C.
Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi
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 264
AED 340 total
includes taxes & fees
20 Aug - 21 Aug
Holiday home with panoramic terrace ideal for families and couples
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 331
AED 428 total
includes taxes & fees
27 Jul - 28 Jul
Montecchio di Cortona
Outdoor spa tub

Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
The price is AED 855
AED 1,663 total
includes taxes & fees
2 Aug - 3 Aug
Farmhouse with mountain views hot tub
Property grounds

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

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
The price is AED 340
AED 340 total
includes taxes & fees
3 Aug - 4 Aug
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Pool

Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs

Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
The price is AED 4,427
AED 5,030 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

Terme house

Terme house
Bagni San Filippo
The price is AED 416
AED 592 total
includes taxes & fees
28 Jul - 29 Jul
Terme house
Property grounds

Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
The price is AED 641
AED 658 total
includes taxes & fees
24 Jul - 25 Jul
Holiday Home 'Colline' with Balcony and Wi-Fi
Property grounds

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Radicofani
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed a relaxing time at you house. Close to a lot of nearby activities. "
United States
Michael B.
The price is AED 4,192
AED 5,286 total
includes taxes & fees
15 Aug - 16 Aug
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is AED 629
AED 1,388 total
includes taxes & fees
28 Jul - 29 Jul
Agritourism in val d'orcia
Coffee/tea maker, fridge, microwave, stovetop

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (11 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AED 419
AED 511 total
includes taxes & fees
22 Jul - 23 Jul
"Il Focolare" Superior Apartment in Monticchiello
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 973
AED 1,333 total
includes taxes & fees
20 Aug - 21 Aug
Eagle House
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 1,132
AED 1,492 total
includes taxes & fees
23 Jul - 24 Jul
Charming Siena Countryside Stay
Front of property

Zampugna

Zampugna
Trequanda
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful and host is great!"
United States
August
The price is AED 2,016
AED 2,230 total
includes taxes & fees
20 Aug - 21 Aug
Zampugna
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 490
AED 683 total
includes taxes & fees
26 Jul - 27 Jul
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Outdoor dining

Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley
Torrita di Siena
The price is AED 2,171
AED 2,201 total
includes taxes & fees
20 Aug - 21 Aug
Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley
Interior entrance

Poggio del Sole

Poggio del Sole
Castiglione del Lago
8.0 out of 10, Very Good, (4 reviews)
The price is AED 958
AED 1,071 total
includes taxes & fees
29 Jul - 30 Jul
Poggio del Sole
Outdoor dining

Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
The price is AED 981
AED 1,082 total
includes taxes & fees
22 Jul - 23 Jul
Holiday Home in Villa Pandolfina near Montepulciano
Outdoor pool

Villa Pesca - Cignella Resort Val D'orcia Toscana

Villa Pesca - Cignella Resort Val D'orcia Toscana
Toscana
Villa Pesca - Cignella Resort Val D'orcia Toscana
Living area

Villino Basilico - Cignella Resort Toscana

Villino Basilico - Cignella Resort Toscana
Toscana
Villino Basilico - Cignella Resort Toscana
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

Hotel San Luca

Hotel San Luca

10/10 Excellent
"This is a great deal for a stay in Cortona Tough wi fi but it really didn’t matter because the place was great"
Brian 2-night trip
Posted 13 hours ago
Hotel San Luca

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