Search Villas in Cortona

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Cortona villas

Outdoor dining

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

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Cortona
The price is AED 13,482
AED 13,566 total
includes taxes & fees
7 Jul - 8 Jul
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Exterior

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is AED 22,372
AED 22,372 total
includes taxes & fees
23 Jun - 24 Jun
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Exterior

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

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is AED 4,162
AED 4,337 total
includes taxes & fees
24 Jun - 25 Jun
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

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

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is AED 5,466
AED 5,641 total
includes taxes & fees
28 Jun - 29 Jun
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Outdoor dining

Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (9 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is AED 493
AED 801 total
includes taxes & fees
25 Jun - 26 Jun
Villa Graziella, Romantic Perugia
Exterior

Wonderful villa for 4 people with WIFI, TV and terrace

Wonderful villa for 4 people with WIFI, TV and terrace
Subbiano
The price is AED 598
AED 719 total
includes taxes & fees
24 Jun - 25 Jun
Wonderful villa for 4 people with WIFI, TV and terrace
Exterior

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

Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Sarteano
The price is AED 649
AED 758 total
includes taxes & fees
24 Jun - 25 Jun
Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (65 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 568
AED 657 total
includes taxes & fees
4 Jul - 5 Jul
Il Poggio dell'Eremita
Exterior

VILLA IL MATTO with salt pool, with spa and sauna

VILLA IL MATTO with salt pool, with spa and sauna
Toscana
The price is AED 720
AED 1,909 total
includes taxes & fees
23 Jun - 24 Jun
VILLA IL MATTO with salt pool, with spa and sauna
Outdoor dining

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

Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Lisciano Niccone
The price is AED 12,624
AED 12,632 total
includes taxes & fees
28 Jun - 29 Jun
Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is AED 303
AED 341 total
includes taxes & fees
26 Jun - 27 Jun
Artisti del Cavallo Tourism
Exterior

Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit

Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit
Trequanda
Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit
Terrace/patio

Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (53 reviews)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
United States
Teresa P.
Wp Relais Villa Vignalunga
Outdoor dining

Relax Home Holiday

Relax Home Holiday
Umbria
The price is AED 1,896
AED 2,161 total
includes taxes & fees
8 Jul - 9 Jul
Relax Home Holiday
Pool

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

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is AED 9,176
AED 9,185 total
includes taxes & fees
23 Jun - 24 Jun
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

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

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AED 7,214
AED 7,487 total
includes taxes & fees
29 Jun - 30 Jun
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Sansepolcro
10.0 out of 10, Exceptional, (16 reviews)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
United States
Donnacha F.
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Property grounds

Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is AED 1,770
AED 1,770 total
includes taxes & fees
12 Jul - 13 Jul
Villa I Girasoli in Montepulciano with Swimming pool
Exterior

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

Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi
Città di Castello
10.0 out of 10, Exceptional, (1 review)
"Pros: Mi è piaciuto tutto"
Italy
Anonymous traveler
The price is AED 4,069
AED 4,592 total
includes taxes & fees
30 Jun - 1 Jul
Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi
Terrace/patio

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

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 2,958
AED 2,970 total
includes taxes & fees
23 Jun - 24 Jun
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"This was my favorite place we stayed in Italy. The property is immaculate and convenient to the city square. The staff were all so kind, professional, and personable. We loved the spa, the beautiful pool, the views, the cocktail bar on site. We will be back."
Erin 2-night trip
Posted 2 days ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between AED 341 and AED 341 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 408 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.