Cortona Villas from CA $127

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

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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

CA $8,713 total

includes taxes & fees

Sep 26 - Sep 27

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

Cortona

Anonymous traveller

CA $1,406 total

includes taxes & fees

Sep 27 - Sep 28

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

Cortona

CA $2,921 total

includes taxes & fees

Oct 1 - Oct 2

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

Cortona

CA $1,684 total

includes taxes & fees

Oct 6 - Oct 7

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

5. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $127 total

includes taxes & fees

Sep 28 - Sep 29

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

6. Il Poggio dell'Eremita

Sinalunga

Paul Q.

CA $249 total

includes taxes & fees

Sep 27 - Sep 28

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

7. Villa Graziella, Romantic Perugia

La Valle

Rob B.

CA $300 total

includes taxes & fees

Sep 28 - Sep 29

An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

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

Trequanda

CA $393 total

includes taxes & fees

Oct 3 - Oct 4

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Service was top notch and Claudio at the bar made the best cocktails"

Hotel San Michele

8/10 Good

"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Find out more about Cortona

Cortona Villas information

Number of reviews	84
Accommodation	403 Villas
Lowest Price	CA $127
Highest Price	CA $8,713

Frequently asked questions

How much do villas in Cortona cost?

Rates for villas in Cortona range between CA $127 and CA $8,713 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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Room 1

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. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

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