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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Cortona villas

Exterior

1. Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Cortona
10.0 out of 10, Exceptional, (29 reviews)
"Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares"
United States
Patricia H.
The price is £496
includes taxes & fees
11 Aug - 12 Aug
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Exterior

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

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is £756
includes taxes & fees
5 Sept - 6 Sept
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Outdoor dining

3. Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Cortona
The price is £1,610
includes taxes & fees
2 Sept - 3 Sept
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Exterior

4. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is £4,649
includes taxes & fees
9 Aug - 10 Aug
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Exterior

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

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is £1,681
includes taxes & fees
30 Aug - 31 Aug
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

6. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is £70
includes taxes & fees
20 Aug - 21 Aug
Artisti del Cavallo Tourism
Exterior

7. Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool

Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool
Umbertide
10.0 out of 10, Exceptional, (13 reviews)
"A wonderful villa with magnificent view - the photos don't do it justice. Great to get away from life for a week, enjoy the garden and pool, and see local area. Note it's a 15 min drive to the nearest road junction - but for us part of the charm and location."
United Kingdom
Neil C.
The price is £562
includes taxes & fees
23 Aug - 24 Aug
Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool
Exterior

8. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is £288
includes taxes & fees
18 Aug - 19 Aug
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Outdoor dining

9. Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (9 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is £179
includes taxes & fees
7 Sept - 8 Sept
Villa Graziella, Romantic Perugia
Exterior

10. Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is £483
includes taxes & fees
7 Sept - 8 Sept
Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Property grounds

11. Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is £463
includes taxes & fees
12 Aug - 13 Aug
Villa I Girasoli in Montepulciano with Swimming pool
Exterior

12. Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C

Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Sarteano
The price is £145
includes taxes & fees
11 Aug - 12 Aug
Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Exterior

13. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is £642
includes taxes & fees
6 Sept - 7 Sept
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Exterior

14. Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is £772
includes taxes & fees
1 Sept - 2 Sept
Red Heart - relax with those you love in Tuscany.
Outdoor dining

15. Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is £951
includes taxes & fees
6 Sept - 7 Sept
Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Terrace/patio

16. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is £1,006
includes taxes & fees
16 Aug - 17 Aug
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Pool

17. Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is £1,056
includes taxes & fees
29 Aug - 30 Aug
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Exterior

18. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is £962
includes taxes & fees
6 Sept - 7 Sept
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Outdoor dining

19. Relax Home Holiday

Relax Home Holiday
Umbria
8.0 out of 10, Very good, (1 review)
"Great facilities, communication and overall experience! Really happy with our stay, but found that there were a few bugs around the house which was the only problem we found."
United States
Cristina Fernandes C.
The price is £519
includes taxes & fees
20 Aug - 21 Aug
Relax Home Holiday
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was absolutely perfect and we would happily go back."
Haim 3-night trip
Posted 14 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Villas information

Number of reviews
54
Accommodation
408 Villas
Lowest Price
£70
Highest Price
£4,649

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between £70 and £4,649 per night. Whatever your budget, you can find someplace that fits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Cortona?
Cortona has 408 villas to choose from. Find a stay that's right for you quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.
Why book your villa in Cortona with Expedia?
Use Expedia to find your ideal villa in Cortona. Taking the kids on holiday? Make the most of our helpful filters to search for stays with amenities like WiFi and a pool. If you need to stick to a budget, choose how much you're willing to spend and the star rating of the property. We'll help you find a perfect place that suits your taste and style.
How can I find cheap villas in Cortona?
With Expedia's filter tool, scoring cheap villas in Cortona is easy. To discover options that'll make your wallet smile, fine-tune your search by amenities, star rating and budget.
What is there to do near my villa in Cortona?
You'll find loads of impressive things to see and do in Cortona. Don't miss renowned attractions like Palazzo Comunale, Cathedral of Cortona and Santa Maria Nuova. Santa Maria delle Grazie, Museum of the Etruscan Academy and Museo Diocesano are other highlights.

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