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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Cortona villas

Exterior

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is NZ$9,661
includes taxes & fees
15 July - 16 July
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 NZ$2,253
includes taxes & fees
31 July - 1 Aug
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

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

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Cortona
10.0 out of 10, Exceptional, (28 reviews)
"Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares"
United States
Patricia H.
The price is NZ$1,104
includes taxes & fees
11 Aug - 12 Aug
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
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 NZ$6,244
includes taxes & fees
1 Aug - 2 Aug
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 NZ$461
includes taxes & fees
22 July - 23 July
Villa Graziella, Romantic Perugia
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (68 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is NZ$306
includes taxes & fees
21 July - 22 July
Il Poggio dell'Eremita
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 NZ$154
includes taxes & fees
1 Aug - 2 Aug
Artisti del Cavallo Tourism
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 NZ$328
includes taxes & fees
1 Aug - 2 Aug
Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Exterior

Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool

Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool
Umbertide
10.0 out of 10, Exceptional, (12 reviews)
"A wonderful villa with magnificent view - the photos don't do it justice. Great to get away from life for a week, enjoy the garden and pool, and see local area. Note it's a 15 min drive to the nearest road junction - but for us part of the charm and location."
United Kingdom
Neil C.
The price is NZ$1,276
includes taxes & fees
15 July - 16 July
Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool
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 NZ$15,073
includes taxes & fees
14 Aug - 15 Aug
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

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

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
The price is NZ$625
includes taxes & fees
8 Aug - 9 Aug
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
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 NZ$5,929
includes taxes & fees
24 July - 25 July
Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Outdoor dining

Relax Home Holiday

Relax Home Holiday
Umbria
The price is NZ$1,171
includes taxes & fees
27 July - 28 July
Relax Home Holiday
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 traveller
The price is NZ$2,155
includes taxes & fees
19 July - 20 July
Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is NZ$1,802
includes taxes & fees
15 July - 16 July
Red Heart - relax with those you love in Tuscany.
Exterior

Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
Exterior

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

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is NZ$1,937
includes taxes & fees
18 July - 19 July
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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 NZ$1,307
includes taxes & fees
12 Aug - 13 Aug
Villa I Girasoli in Montepulciano with Swimming pool
Exterior

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 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
Trequanda
The price is NZ$665
includes taxes & fees
25 July - 26 July
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
Exterior

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

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
Trequanda
The price is NZ$847
includes taxes & fees
8 Aug - 9 Aug
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
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.
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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."
Darren 2-night trip
Posted 9 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Villas information

Number of reviews
124
Accommodation
334 Villas
Lowest Price
NZ$154
Highest Price
NZ$9,661

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between NZ$154 and NZ$9,661 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 334 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.
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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