Cortona Villas ￥12,688

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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

Cortona

￥1,104,797 total

includes taxes & fees

Nov 14 - Nov 15

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

Cortona

￥258,997 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

￥14,663 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.

￥29,718 total

includes taxes & fees

Nov 17 - Nov 18

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

￥95,040 total

includes taxes & fees

Nov 14 - Nov 15

6. Godiluva, Weinvilla

Toscana

￥633,484 total

includes taxes & fees

Nov 15 - Nov 16

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

￥82,639 total

includes taxes & fees

Nov 16 - Nov 17

A stone building with a tiled roof, a paved entrance, and potted plants.

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

Arezzo

￥57,236 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.

￥32,946 total

includes taxes & fees

Nov 14 - Nov 15

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

￥41,510 total

includes taxes & fees

Nov 23 - Nov 24

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.

￥340,908 total

includes taxes & fees

Nov 15 - Nov 16

A patio table with a patterned tablecloth, an umbrella, and metal chairs.

12. Villa Falco-Cignella Resort Apartments in Tuscany

Trequanda

￥50,677 total

includes taxes & fees

Nov 14 - Nov 15

A stone building with a central tower, surrounded by a well-maintained lawn and trees.

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

Subbiano

￥33,079 total

includes taxes & fees

Nov 15 - Nov 16

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

14. Villa Cielo- Cignella Resort Tuscany Accommodation

Trequanda

￥51,133 total

includes taxes & fees

Nov 14 - Nov 15

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 traveler

￥250,673 total

includes taxes & fees

Nov 15 - Nov 16

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

￥142,914 total

includes taxes & fees

Nov 14 - Nov 15

A building with arched windows and a hammock in the garden.

17. Villa Aquila-Cignella Resort Acommodation Tuscany

Trequanda

￥84,868 total

includes taxes & fees

Nov 16 - Nov 17

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

￥99,103 total

includes taxes & fees

Nov 14 - Nov 15

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

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

Trequanda

￥99,103 total

includes taxes & fees

Nov 15 - Nov 16

A stone building with a tiled roof, a small porch, and a pathway leading to it.

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

San Quirico d'Orcia

￥325,580 total

includes taxes & fees

Nov 30 - Dec 1

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Learn more about Cortona

Perched on a Tuscan hillside, this medieval town offers panoramic views from Piazza Garibaldi and Renaissance art in the Diocesan Museum. Climb to the Medici Fortress for sunset photos, then sample local wines and porcini dishes at family-run trattorias along Via Nazionale.

See all hotels in Cortona

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

Frequently Asked Questions

How much do villas in Cortona cost?

Rates for villas in Cortona range between ￥12,688 and ￥1,104,797 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 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.

Search Villas in Cortona

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

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

Learn more about Cortona

Frequently Asked Questions

How much do villas in Cortona cost?

How many villas are there in Cortona?

Why book your villa in Cortona with Expedia?

How can I find cheap villas in Cortona?

What is there to do near my villa in Cortona?