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

1. Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Cortona

Patricia H.

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

Cortona

CA $1,495 total

includes taxes & fees

Aug 30 - Aug 31

3. Charming Villa with swimming pool in the heart of Tuscany

Cortona

"Thanks to the attention and love that Gennaro and his family put into this villa, we had a wonderful stay at Villa Nobile. The grounds are gorgeous and we didn't take it for granted that everything is comfortable and easy. Our family of 10 loved it. We rented cars, which are a must I think, and found the villa's location to be a great starting point for many day trips. We also loved lounging by the pool, which is perfect and well maintained. Gennaro is also an incredible chef. We felt so well...

Carrie J.

CA $3,319 total

includes taxes & fees

Aug 15 - Aug 16

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

Cortona

CA $3,029 total

includes taxes & fees

Sep 1 - Sep 2

5. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona

CA $8,746 total

includes taxes & fees

Aug 11 - Aug 12

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

Cortona

CA $1,611 total

includes taxes & fees

Sep 8 - Sep 9

7. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $131 total

includes taxes & fees

Aug 11 - Aug 12

8. Beautiful Villa in a peaceful place, ideal for family holidays.

Umbertide

Neil C.

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Everything was absolutely perfect and we would happily go back."

"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!"

Cortona Resort Spa

10/10 Excellent

"Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved this place and the attentive staff. Super friendly and wonderful hospitality."

Heritage Tuscan Farmhouse with private swimming pool

10/10 Excellent

"A beautiful farmhouse that exceeded all expectations! The location was amazing…. Cortona only 10 minutes drive was beautiful. Wine tasting in Montepulciano (45 mins away) amazing. We also took the train for a day in Florence!! Louise was a wonderful host and very responsive helping with recommendations and bookings!Nothing more to say except the pool on a hot day was sublime!!"

Find out more about Cortona

Cortona Villas information

Number of reviews	80
Accommodation	403 Villas
Lowest Price	CA $131
Highest Price	CA $8,746

Frequently asked questions

How much do villas in Cortona cost?

Rates for villas in Cortona range between CA $131 and CA $8,746 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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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. Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

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

3. Charming Villa with swimming pool in the heart of Tuscany

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

5. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

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

7. Artisti del Cavallo Tourism

8. Beautiful Villa in a peaceful place, ideal for family holidays.

9. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

10. Villa Graziella, Romantic Perugia

11. Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi

12. Villa I Girasoli in Montepulciano with Swimming pool

13. Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C

14. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

15. Red Heart - relax with those you love in Tuscany.

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

17. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

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

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

20. Relax Home Holiday

Find vacation rentals that suit your style

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Villas information

Frequently asked questions

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