Cortona Villas | Expedia

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

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Our top choices for Cortona villas

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona

￥905,179 total

includes taxes & fees

Jul 19 - Jul 20

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

Cortona

￥211,075 total

includes taxes & fees

Jul 31 - Aug 1

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

Cortona

Patricia H.

￥106,900 total

includes taxes & fees

Aug 13 - Aug 14

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

Cortona

￥585,044 total

includes taxes & fees

Aug 1 - Aug 2

Villa Graziella, Romantic Perugia

La Valle

Rob B.

￥43,599 total

includes taxes & fees

Jul 27 - Jul 28

Il Poggio dell'Eremita

Sinalunga

Paul Q.

Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

￥14,418 total

includes taxes & fees

Aug 9 - Aug 10

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

Sarteano

￥31,129 total

includes taxes & fees

Aug 1 - Aug 2

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Top Cortona Hotel Reviews

Relais Villa Baldelli

10/10 Excellent

"Great hotel! It’s a very nice villa feel like. Would recommend renting a car, as taxis are expensive and hard to book. Also I wish they served lunch or dinner on site."

Casina in authentic Tuscany

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."

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

10/10 Excellent

"The villa was spectacular. From the beautiful flowers to the refreshing pool. The kitchen was well stocked, beds were comfy and everything was clean. Lots of room for us to spread out. The location was perfect for lots of day trip. Our grandkids could hardly wait to get “home” to swim daily. Thank you once again."

Find out more about Cortona

Cortona Villas information

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Frequently asked questions

How much do villas in Cortona cost?

Rates for villas in Cortona range between and 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.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortona villas

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

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

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

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

Villa Graziella, Romantic Perugia

Il Poggio dell'Eremita

Artisti del Cavallo Tourism

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

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

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

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

Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria

Relax Home Holiday

Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi

Red Heart - relax with those you love in Tuscany.

Casale Le Rondini with a swimming pool and private garden

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa I Girasoli in Montepulciano with Swimming pool

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

Elegant and spacious ground floor villa of 142 m2 located in a private area of ​​the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok

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Top Cortona Hotel Reviews

Relais Villa Baldelli

Find out more about Cortona

Cortona Villas information

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Elegant and spacious ground floor villa of 142 m2 located in a private area of the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok