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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Cortona vacation homes

A stone building with a patio area featuring outdoor furniture and potted plants.

1. Podere Casorbica with free parking, large garden, private pool.

Podere Casorbica with free parking, large garden, private pool.
cortona
9.6 out of 10, Exceptional, (18 reviews)
"Giorgio is very welcoming, the house has a very authentic feel. "
Netherlands
Joost B.
The price is AED 630
AED 737 total
includes taxes & fees
17 Oct - 18 Oct
Podere Casorbica with free parking, large garden, private pool.
Dining

2. 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 324
AED 398 total
includes taxes & fees
28 Oct - 29 Oct
Montecchio di Cortona
A park with picnic tables, a playground, and a gravel path.

3. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is AED 259
AED 332 total
includes taxes & fees
17 Oct - 18 Oct
Vacation home with a panoramic terrace, ideal for families and couples
A building with a stone facade, multiple windows, and a balcony.

4. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Cortona
The price is AED 1,369
AED 1,540 total
includes taxes & fees
18 Oct - 19 Oct
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
A stone building with a balcony, an archway, and potted plants.

5. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Cortona
8.8 out of 10, Excellent, (3 reviews)
"Angelo was so friendly. He met us at the property and showed us around. The house is beautiful and peaceful. Thank you for a lovely stay."
United States
Bonnie B.
The price is AED 526
AED 542 total
includes taxes & fees
2 Nov - 3 Nov
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

6. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: The spaciousness of the modern house was perfect. We felt right at home. The big pool was highly appreciated. Cons: -"
United States
Anonymous traveler
The price is AED 2,202
AED 2,373 total
includes taxes & fees
1 Nov - 2 Nov
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

7. Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is AED 4,135
AED 4,306 total
includes taxes & fees
17 Oct - 18 Oct
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
A two-story residential building with a balcony and a small porch.

8. Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning

Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning
Castiglion Fiorentino
Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

9. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is AED 206
AED 297 total
includes taxes & fees
14 Nov - 15 Nov
Happy Nest Tuscany Between Florence and Rome
A table with food and drinks, a stone pillar, and a scenic view of hills and trees.

10. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
Lisciano Niccone
10.0 out of 10, Exceptional, (1 review)
"Pros: The Quietness of the wonderful mornings, in the middle of Tuscan Woods. The clean and big pool with a view. The host, very friendly and engaged. a perfect vacation!"
United States
Anonymous traveler
The price is AED 1,313
AED 1,321 total
includes taxes & fees
17 Oct - 18 Oct
Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
A stone building with a balcony, outdoor seating, and a stone staircase.

11. Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi

Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi
lisciano niccone
The price is AED 1,155
AED 1,164 total
includes taxes & fees
17 Oct - 18 Oct
Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

12. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AED 391
AED 515 total
includes taxes & fees
15 Nov - 16 Nov
Dolce Casa 2 by Tiny Away
A brick building with a large sliding glass door, a brown door, and a small potted plant.

13. 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 315
AED 332 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
A patio area with a table and chairs, a wooden pergola, and a view of a kitchen.

14. Arc two-bedroom apartment

Arc two-bedroom apartment
Cortona
Arc two-bedroom apartment
A stone building with a balcony, outdoor seating, and a stone staircase.

15. Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi
lisciano niccone
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 1,724
AED 1,732 total
includes taxes & fees
17 Oct - 18 Oct
Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi
Room

16. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is AED 410
AED 534 total
includes taxes & fees
3 Nov - 4 Nov
Dolce Casa 1 by Tiny Away
A stone building with a glass table and chairs, outdoor seating, and a staircase leading to an upper level.

17. Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi

Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi
Lisciano Niccone
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Everything"
United States
Anonymous traveler
The price is AED 1,668
AED 1,676 total
includes taxes & fees
17 Oct - 18 Oct
Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi
A narrow street with buildings on either side, stone walls, and a clear blue sky.

18. 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 293
AED 605 total
includes taxes & fees
11 Nov - 12 Nov
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A kitchen counter with a coffee maker, a paper towel holder, and a window with a view of greenery.

19. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is AED 544
AED 651 total
includes taxes & fees
31 Oct - 1 Nov
Holiday Home 'La Casina All'angolo'
A cozy living room with a wooden ceiling, a sofa, a dining table with chairs, a bookshelf, and a view through a window.

20. La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!

La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is AED 363
AED 536 total
includes taxes & fees
18 Oct - 19 Oct
La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
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

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Beautiful property and amazing service!"
Michael 7-night trip
Posted 21 hours ago
Relais Villa Baldelli