Cortona Villas - Best Villa Cortona 2026

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

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Our top choices for Cortona villas

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona

includes taxes & fees

23 Aug - 24 Aug

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

Cortona

includes taxes & fees

1 Sept - 2 Sept

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

Cortona

includes taxes & fees

8 Sept - 9 Sept

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

Cortona

Anonymous traveller

includes taxes & fees

30 Aug - 31 Aug

5. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

24 Aug - 25 Aug

6. Villa Graziella, Romantic Perugia

La Valle

Rob B.

includes taxes & fees

20 Sept - 21 Sept

7. Casale Le Rondini with a swimming pool and private garden

LUCIGNANO

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

includes taxes & fees

24 Aug - 25 Aug

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing!!!! Very well kept place, the staff treats you like family. Room was cleaned fast in the morning. Restaurant and bar staff as well were amazing. The pool area is good vibes and the drinks and really good too 👍👍 I would definitely come back."

Locanda agli Amici

10/10 Excellent

"Staying here was amazing. We were in the heart of Cortona, which was so peaceful compared to busier areas of Italy. Very authentic. Sylvia made the entire stay wonderful. The hospitality here is unmatched. The food is delicious. The rooms are cute and the view...the view is stunning. I am so happy we decided to stay here!! I would 10/10 recommend. Taxis were hard to find, but Silvia drove us whenever we couldn't find a taxi. She is so friendly and welcoming. On top of that, we had a lovely breakfast buffet every morning. I enjoyed sitting outside looking at the view while eating. Their cappuccinos were fantastic, and the table is already set up before you arrive. Dinner is the same way. It's the little touches like that that made the stay top tier. They pay attention, get to know their guests, and genuinely love what they do. Also, the food was AMAZING. I love that they have their own bistro there and that we didn't have to plan where to go eat a couple of nights during our visit. It was easily my favorite restaurant in Italy. I cannot compliment Locanda Agli Amici enough, but especially Sylvia, who made the stay so warm and welcoming. I hope we get to visit again."

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

10/10 Excellent

"Lovely villa in great location. Bedrooms were all good size, good kitchen and indoor/outdoor eating areas. Excellent air conditioning. Beautiful grounds with olive trees and lovely pool area. Beautiful view of Cortona."

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"We absolutely loved our stay at Anna Maria's property in Fratticciola. The bedrooms are roomy, warmly decorated. We had fun cooking in the galley kitchen--the cooktop range was easy to operate and included a small burner just for the mocha. We didn't use the oven, but one is available. There are plenty of plates, bowls, silverware along with a few cooking supplies including their own delicious olive oil. Our stay was also greeted with some delicious homemade Cantucci and vin santo, a plate of bruschetta, and Panzanella. The futon in the living/dining area is just enough comfort but does seat low to the ground. The cottage has a wonderful homey feeling and is slightly tucked away from the road with small inviting gardens for lounging, reading, or sipping espresso. There is also a table and chairs for outdoor dining below the stairs. If you do not want to sit in the garden, a small table with two chairs are folded at the top of the stairs on the platform. Casa di Bini is a rustic, charming place with its own sense of home and romance. The surrounding area is gorgeous, quiet, and you are short drives from many beautiful places. Highly recommended!"

Find out more about Cortona

Cortona Villas information

Number of reviews	11
Accommodation	391 Villas
Lowest Price	€84
Highest Price	€5,428

Frequently asked questions

How much do villas in Cortona cost?

Rates for villas in Cortona range between €84 and €5,428 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 391 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 holiday? 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.

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

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