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

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Cortona villas

Exterior

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 €2,420
includes taxes & fees
9 Jul - 10 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 €5,310
includes taxes & fees
9 Jul - 10 Jul
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
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 €3,157
includes taxes & fees
1 Aug - 2 Aug
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
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 €933
includes taxes & fees
14 Jul - 15 Jul
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Property grounds

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 €218
includes taxes & fees
9 Jul - 10 Jul
Villa Graziella, Romantic Perugia
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (67 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is €160
includes taxes & fees
19 Jul - 20 Jul
Il Poggio dell'Eremita
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 €172
includes taxes & fees
14 Jul - 15 Jul
Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
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 €82
includes taxes & fees
2 Aug - 3 Aug
Artisti del Cavallo Tourism
Property grounds

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
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
Property grounds

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 €3,672
includes taxes & fees
30 Jul - 31 Jul
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
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
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 €615
includes taxes & fees
16 Jul - 17 Jul
Relax Home Holiday
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, (11 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 €660
includes taxes & fees
9 Jul - 10 Jul
Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool
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 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 €420
includes taxes & fees
12 Jul - 13 Jul
Villa I Girasoli in Montepulciano with Swimming pool
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
The price is €408
includes taxes & fees
31 Jul - 1 Aug
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
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 €337
includes taxes & fees
25 Jul - 26 Jul
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
Property grounds

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.Indoor and outdoor dining area, two double bedrooms with privat

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.Indoor and outdoor dining area, two double bedrooms with privat
Provincia di Siena
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.Indoor and outdoor dining area, two double bedrooms with privat
Property grounds

Elegant and spacious two-storey villa of 156 m2 composed of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with priv

Elegant and spacious two-storey villa of 156 m2 composed of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with priv
Trequanda
The price is €408
includes taxes & fees
31 Jul - 1 Aug
Elegant and spacious two-storey villa of 156 m2 composed of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with priv
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"10/10"
Alyssa 2-night trip
Posted 10 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Cortona

Cortona Villas information

Number of reviews
89
Accommodation
384 Villas
Lowest Price
€82
Highest Price
€5,310

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between €82 and €5,310 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 384 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.

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