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 large estate with multiple buildings, a swimming pool, and well-maintained gardens.

1. 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 1 - Nov 2
Villa 'Loft' 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.

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 $2,874
CA $2,906 total
includes taxes & fees
Oct 12 - Oct 13
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 $116
CA $134 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, (72 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $215
CA $249 total
includes taxes & fees
Oct 12 - Oct 13
Il Poggio dell'Eremita
Terrace/patio

5. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is CA $4,791
CA $5,937 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 $185
CA $318 total
includes taxes & fees
Oct 15 - Oct 16
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 $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 tree, a lamp post, and a clear blue pool with a view of distant mountains.

9. 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 $3,464
CA $3,467 total
includes taxes & fees
Oct 12 - Oct 13
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.

10. 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 central tower, surrounded by a well-maintained lawn and trees.

11. Beautiful villa for 4 people with WIFI, TV and terrace

Beautiful villa for 4 people with WIFI, TV and terrace
Subbiano
The price is CA $219
CA $283 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful villa for 4 people with WIFI, TV and terrace
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

12. 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 17 - Oct 18
Villa Falco-Cignella Resort Apartments in Tuscany
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 $1,661
CA $1,987 total
includes taxes & fees
Oct 12 - Oct 13
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 $790
CA $1,364 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 $990
CA $995 total
includes taxes & fees
Oct 12 - Oct 13
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 $762
CA $767 total
includes taxes & fees
Oct 13 - Oct 14
Villa Aquila-Cignella Resort Acommodation Tuscany
A pool with a stone border, surrounded by a well-manicured lawn and trees.

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 CA $941
CA $945 total
includes taxes & fees
Oct 12 - Oct 13
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Pool

18. 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 building with a red facade, arched doorways, and a patio area with outdoor seating.

19. 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 $990
CA $995 total
includes taxes & fees
Oct 13 - Oct 14
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.

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

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is CA $990
CA $995 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Apartment "Villa Limone" with Shared Pool & 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
"Beautiful hotel up high in this hill town. Great service and restaurants."
Tarrant 1-night trip
Posted 7 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Villas information

Number of reviews
85
Accommodation
403 Villas
Lowest Price
CA $134
Highest Price
CA $5,937

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between CA $134 and CA $5,937 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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