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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Cortona villas

A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is CA $8,667
CA $8,667 total
includes taxes & fees
Oct 22 - Oct 23
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

2. 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 traveller
The price is CA $857
CA $923 total
includes taxes & fees
Nov 8 - Nov 9
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
A stone wall, a round table with chairs, a bowl of fruit, and a glass of juice.

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 CA $2,874
CA $2,906 total
includes taxes & fees
Oct 22 - Oct 23
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

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

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is CA $857
CA $923 total
includes taxes & fees
Nov 8 - Nov 9
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
A two-story building with balconies, outdoor seating, and potted plants.

5. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is CA $116
CA $134 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
Terrace/patio

6. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is CA $4,790
CA $6,007 total
includes taxes & fees
Oct 30 - Oct 31
Godiluva, wine villa
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

7. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $216
CA $249 total
includes taxes & fees
Oct 13 - Oct 14
Il Poggio dell'Eremita
A terrace with a table and chairs, a view of the sunset, and a stone building.

8. Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (11 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is CA $185
CA $300 total
includes taxes & fees
Oct 15 - Oct 16
Villa Graziella, Romantic Perugia
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

9. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is CA $308
CA $375 total
includes taxes & fees
Nov 2 - Nov 3
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
A stone building with a swimming pool, surrounded by trees and a view of distant hills.

10. Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

11. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is CA $3,470
CA $3,473 total
includes taxes & fees
Oct 12 - Oct 13
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A balcony with outdoor seating and a stone building.

12. Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco

Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
Città della Pieve
10.0 out of 10, Exceptional, (1 review)
"Pros: My wife & myself loved everything about this house! From what it looked, the house has been recently fully renovated. All bedrooms are spacious & nicely decorated. There are 3 living rooms! we spent an evening playing cards in the library. The pool area is very pleasant, the view of the valley is absolutely magical! The historical village of Citta della Pieve is only 5-10 min away by car. Supermarket is close by! We will definitely stay longer next time. Cons: nothing! everything was...
United States
Anonymous traveller
The price is CA $1,661
CA $1,986 total
includes taxes & fees
Oct 11 - Oct 12
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

13. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"
United States
Marshall W.
The price is CA $1,054
CA $1,209 total
includes taxes & fees
Nov 8 - Nov 9
Wp Relais Villa Vignalunga
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

14. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $453
CA $458 total
includes taxes & fees
Oct 18 - Oct 19
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

15. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is CA $457
CA $462 total
includes taxes & fees
Oct 12 - Oct 13
Villa Cielo- Cignella Resort Tuscany Accommodation
A stone building with a tiled roof, a small porch, and a pathway leading to it.

16. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is CA $2,734
CA $2,838 total
includes taxes & fees
Oct 20 - Oct 21
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Pool

17. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
10.0 out of 10, Exceptional, (1 review)
"the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. "
United States
Caroline R.
Podere Manafiore - historical villa with swimming pool
A large, red-roofed villa surrounded by lush green fields and rolling hills.

18. '...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is CA $1,368
CA $2,318 total
includes taxes & fees
Oct 15 - Oct 16
'...a delicious farmhouse in the countryside where only the wind blows...'
A building with arched windows and a hammock in the garden.

19. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is CA $762
CA $767 total
includes taxes & fees
Oct 13 - Oct 14
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with a red facade, green shutters, and a tiled roof.

20. 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 CA $990
CA $995 total
includes taxes & fees
Oct 13 - Oct 14
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
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
"Excellent staff .. extremely accommodating. Would definitely return."
Christine 6-night trip
Posted 15 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Villas information

Number of reviews
148
Accommodation
403 Villas
Lowest Price
CA $134
Highest Price
CA $8,667

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between CA $134 and CA $8,667 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 403 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 vacation? 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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