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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Cortona villas

A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is CA $9,003
CA $9,003 total
includes taxes & fees
Oct 31 - Nov 1
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A stone wall, a round table with chairs, a bowl of fruit, and a glass of juice.

2. 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 CA $2,809
CA $2,840 total
includes taxes & fees
Nov 4 - Nov 5
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
A two-story building with balconies, outdoor seating, and potted plants.

3. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is CA $104
CA $121 total
includes taxes & fees
Nov 7 - Nov 8
Artisti del Cavallo Tourism
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

4. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $216
CA $248 total
includes taxes & fees
Oct 31 - Nov 1
Il Poggio dell'Eremita
A two-story building with a balcony, outdoor seating area, and string lights.

5. VILLA IL MATTO with a saltwater pool, spa, and sauna

VILLA IL MATTO with a saltwater pool, spa, and sauna
Toscana
The price is CA $449
CA $871 total
includes taxes & fees
Nov 4 - Nov 5
VILLA IL MATTO with a saltwater pool, spa, and sauna
A terrace with a table and chairs, a view of the sunset, and a stone building.

6. Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (11 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is CA $176
CA $303 total
includes taxes & fees
Nov 3 - Nov 4
Villa Graziella, Romantic Perugia
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

7. 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
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is CA $3,165
CA $3,169 total
includes taxes & fees
Nov 4 - Nov 5
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Terrace/patio

8. Godiluva, Weinvilla

Godiluva, Weinvilla
Toscana
The price is CA $4,681
CA $5,839 total
includes taxes & fees
Nov 1 - Nov 2
Godiluva, Weinvilla
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

9. 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 CA $301
CA $367 total
includes taxes & fees
Nov 4 - Nov 5
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
A traditional stone building with a courtyard, featuring a large tree and a well-maintained garden.

10. Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco

Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
Città della Pieve
10.0 out of 10, Exceptional, (1 review)
"Pros: My wife & myself loved everything about this house! From what it looked, the house has been recently fully renovated. All bedrooms are spacious & nicely decorated. There are 3 living rooms! we spent an evening playing cards in the library. The pool area is very pleasant, the view of the valley is absolutely magical! The historical village of Citta della Pieve is only 5-10 min away by car. Supermarket is close by! We will definitely stay longer next time. Cons: nothing! everything was...
United States
Anonymous traveller
The price is CA $1,896
CA $2,214 total
includes taxes & fees
Nov 10 - Nov 11
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A stone building with a central tower, surrounded by a well-maintained lawn and trees.

11. Wonderful villa for 4 people with WIFI, TV and terrace

Wonderful villa for 4 people with WIFI, TV and terrace
Subbiano
The price is CA $214
CA $277 total
includes taxes & fees
Nov 8 - Nov 9
Wonderful villa for 4 people with WIFI, TV and terrace
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

12. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $443
CA $448 total
includes taxes & fees
Nov 4 - Nov 5
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

13. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is CA $447
CA $452 total
includes taxes & fees
Nov 4 - Nov 5
Villa Cielo- Cignella Resort Tuscany Accommodation
A pool with a stone border, surrounded by a well-manicured lawn and trees.

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

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is CA $871
CA $875 total
includes taxes & fees
Nov 3 - Nov 4
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

15. Red Heart - Relax with Your Loved Ones in Tuscany

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is CA $772
CA $1,333 total
includes taxes & fees
Nov 4 - Nov 5
Red Heart - Relax with Your Loved Ones in Tuscany
A building with arched windows and a hammock in the garden.

16. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is CA $745
CA $750 total
includes taxes & fees
Nov 4 - Nov 5
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with a red facade, green shutters, and a tiled roof.

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

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is CA $873
CA $878 total
includes taxes & fees
Nov 1 - Nov 2
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A building with a red facade, arched doorways, and a patio area with outdoor seating.

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

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is CA $871
CA $875 total
includes taxes & fees
Nov 5 - Nov 6
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

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

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is CA $871
CA $875 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Apartment "Villa Limone" with Shared Pool & 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.
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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Excellent stay at a gorgeous property The staff are amazing, especially carmine, the front desk manager. Our second time here and we WILL be back Saluti"
Robert 2-night trip
Posted 2 days ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Villas information

Number of reviews
87
Accommodation
395 Villas
Lowest Price
CA $121
Highest Price
CA $9,003

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between CA $121 and CA $9,003 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 395 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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