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

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Check prices for these dates

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

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 $8,626
CA $8,626 total
includes taxes & fees
Oct 18 - Oct 19
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A stone wall, a round table with chairs, a bowl of fruit, and a glass of juice.

2. 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 $2,861
CA $2,892 total
includes taxes & fees
Oct 18 - Oct 19
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
A two-story building with balconies, outdoor seating, and potted plants.

3. 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 $110
CA $127 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

4. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (73 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $214
CA $246 total
includes taxes & fees
Oct 19 - Oct 20
Il Poggio dell'Eremita
Terrace/patio

5. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is CA $4,768
CA $5,923 total
includes taxes & fees
Oct 30 - Oct 31
Godiluva, wine villa
A terrace with a table and chairs, a view of the sunset, and a stone building.

6. 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 $166
CA $295 total
includes taxes & fees
Oct 19 - Oct 20
Villa Graziella, Romantic Perugia
A stone building with a swimming pool, surrounded by trees and a view of distant hills.

7. 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 courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

8. 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 $306
CA $373 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 patio table with a patterned tablecloth, an umbrella, and metal chairs.

9. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $451
CA $456 total
includes taxes & fees
Oct 18 - Oct 19
Villa Falco-Cignella Resort Apartments in Tuscany
A stone building with a central tower, surrounded by a well-maintained lawn and trees.

10. Beautiful villa for 4 guests with WIFI, TV and terrace

Beautiful villa for 4 guests with WIFI, TV and terrace
Subbiano
The price is CA $218
CA $282 total
includes taxes & fees
Oct 19 - Oct 20
Beautiful villa for 4 guests with WIFI, TV and terrace
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 $3,447
CA $3,450 total
includes taxes & fees
Oct 18 - Oct 19
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A patio with a table and chairs, a large umbrella, and a vase of flowers.

12. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is CA $455
CA $460 total
includes taxes & fees
Oct 18 - Oct 19
Villa Cielo- Cignella Resort Tuscany Accommodation
A balcony with outdoor seating and a stone building.

13. 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 $1,653
CA $1,977 total
includes taxes & fees
Oct 18 - Oct 19
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

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

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is CA $787
CA $1,335 total
includes taxes & fees
Oct 22 - Oct 23
Red Heart - relax with those you love in Tuscany.
A building with a red facade, green shutters, and a tiled roof.

15. 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 $985
CA $990 total
includes taxes & fees
Oct 19 - Oct 20
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A building with arched windows and a hammock in the garden.

16. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is CA $759
CA $764 total
includes taxes & fees
Oct 18 - Oct 19
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with a red facade, arched doorways, and a patio area with outdoor seating.

17. 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 CA $985
CA $990 total
includes taxes & fees
Oct 19 - Oct 20
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

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

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is CA $985
CA $990 total
includes taxes & fees
Oct 22 - Oct 23
Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

19. 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 $306
CA $373 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 pool with a stone border, surrounded by a well-manicured lawn and trees.

20. 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 CA $936
CA $941 total
includes taxes & fees
Oct 18 - Oct 19
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & 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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 2 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Cortona

Cortona Villas information

Number of reviews
85
Accommodation
395 Villas
Lowest Price
CA $127
Highest Price
CA $8,626

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between CA $127 and CA $8,626 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 395 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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