Cortona Villas from CA $131

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

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Our top choices for Cortona villas

A large, two-story stone building with a sloped roof, surrounded by a well-maintained lawn and trees.

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona

CA $9,837 total

includes taxes & fees

Nov 28 - Nov 29

A stone building with a courtyard, a small garden, and a view of a hill.

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

Cortona

CA $2,311 total

includes taxes & fees

Dec 5 - Dec 6

A two-story building with balconies, outdoor seating, and potted plants.

3. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $131 total

includes taxes & fees

Nov 15 - Nov 16

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

4. Il Poggio dell'Eremita

Sinalunga

Paul Q.

CA $268 total

includes taxes & fees

Nov 24 - Nov 25

A two-story building with a balcony, outdoor seating area, and string lights.

5. VILLA IL MATTO with a saltwater pool, spa, and sauna

Toscana

CA $851 total

includes taxes & fees

Nov 15 - Nov 16

A hot tub in a grassy area with a row of tall trees in the background.

6. Godiluva, Weinvilla

Toscana

CA $5,597 total

includes taxes & fees

Nov 28 - Nov 29

A covered outdoor patio with seating and a view of a body of water.

7. Villa 'Trasimeno Lake Sunset' with Lake View, Wi-Fi and Air Conditioning

Passignano sul Trasimeno

CA $737 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with lounge chairs and a view of the surrounding landscape.

8. Antica Filanda 6 - Three Bedroom Villa, Sleeps 6

Arezzo

CA $510 total

includes taxes & fees

Dec 13 - Dec 14

A terrace with a table and chairs, a view of the sunset, and a stone building.

9. Villa Graziella, Romantic Perugia

La Valle

Rob B.

CA $283 total

includes taxes & fees

Nov 15 - Nov 16

A courtyard with a pathway, a small pool, and a variety of trees and shrubs.

10. 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

CA $370 total

includes taxes & fees

Nov 28 - Nov 29

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

Torrita di Siena

"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."

Nate D.

CA $3,041 total

includes taxes & fees

Nov 15 - Nov 16

A patio with outdoor furniture, a brick wall, and a view of the sea.

12. Villa Falco-Cignella Resort Apartments in Tuscany

Trequanda

CA $451 total

includes taxes & fees

Nov 28 - Nov 29

An aerial view of a villa with multiple buildings, surrounded by dense greenery and a swimming pool.

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

Subbiano

CA $295 total

includes taxes & fees

Nov 19 - Nov 20

A patio with a table and chairs, a large umbrella, and a vase of flowers.

14. Villa Cielo- Cignella Resort Tuscany Accommodation

Trequanda

CA $455 total

includes taxes & fees

Nov 28 - Nov 29

A traditional stone building with a courtyard, featuring a large tree and a well-maintained garden.

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

Città della Pieve

"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...

Anonymous traveller

CA $2,232 total

includes taxes & fees

Nov 28 - Nov 29

A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

16. Red Heart - Relax with Your Loved Ones in Tuscany

Trequanda

CA $1,277 total

includes taxes & fees

Nov 28 - Nov 29

A Mediterranean-style villa with arched windows, a tiled roof, and a well-maintained garden with various shrubs and flowers.

17. Villa Aquila-Cignella Resort Acommodation Tuscany

Trequanda

CA $756 total

includes taxes & fees

Nov 28 - Nov 29

A building with a red facade, green shutters, and a tiled roof.

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

Trequanda

CA $884 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

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

Trequanda

CA $882 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with a curved edge, surrounded by a paved deck and a wooden fence.

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

San Quirico d'Orcia

CA $2,905 total

includes taxes & fees

Nov 30 - Dec 1

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Top Cortona Hotel Reviews

Villa Santa Margherita

10/10 Excellent

"Recommend do not arrive late at night into Cortona upon arrival. The roads are narrow and NOT like USA at all. GPS showed fastest route. However, part of the road are extremely narrow and hilly. There are no street signs at all. Local people are extremely helpful and friendly. We got lost and they showed us to the hotel."

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"The host was very nice and met us at the property. She gave us a tour of the apartment and explained everything for us. She also provided some good snacks made by her mother and a bottle of wine. The location is perfect for visiting Cortana and many other small towns in the area. We had a wonderful time during our stay."

Find out more about Cortona

Cortona Villas information

Number of reviews	87
Accommodation	395 Villas
Lowest Price	CA $131
Highest Price	CA $9,837

Frequently asked questions

How much do villas in Cortona cost?

Rates for villas in Cortona range between CA $131 and CA $9,837 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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Search Cortona Villa Rentals from CA $131

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortona villas

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

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

3. Artisti del Cavallo Tourism

4. Il Poggio dell'Eremita

5. VILLA IL MATTO with a saltwater pool, spa, and sauna

6. Godiluva, Weinvilla

7. Villa 'Trasimeno Lake Sunset' with Lake View, Wi-Fi and Air Conditioning

8. Antica Filanda 6 - Three Bedroom Villa, Sleeps 6

9. Villa Graziella, Romantic Perugia

10. 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

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

12. Villa Falco-Cignella Resort Apartments in Tuscany

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

14. Villa Cielo- Cignella Resort Tuscany Accommodation

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

16. Red Heart - Relax with Your Loved Ones in Tuscany

17. Villa Aquila-Cignella Resort Acommodation Tuscany

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

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

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

Find vacation rentals that suit your style

Top Cortona Hotel Reviews

Villa Santa Margherita

Find out more about Cortona

Cortona Villas information

Frequently asked questions

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