Compare villa rentals in Cortona from 100+ providers!

74 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Cortona villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

74 Villa rentals in Cortona

Discover Vacation Homes with a Pool in Cortona

Having a pool at your Cortona vacation home lets you enjoy a refreshing dip after the mountains without any extra planning.

Family Independent Suite Camelia #4 - Cortona
Cortona
09/12 – 10/03
$245/nighttotal: $5145 (21 )

Family Independent Suite Camelia #4

2 4
house , Cortona
This ground floor suite is located in the Tuscan countryside near Cortona, just off the 71 Country road and within easy reach of the Florence – Rome Railway and the A1 highway.
This 830 square foot suite boasts a fully equipped kitchen, private terrace, and a swimming pool, offering accommodation for up to four guests and easy access to Cortona's historical center.
Margherita Holiday Home - Cortona
9.5 62 reviews
Cortona
06/21 – 06/24
$224/nighttotal: $672 (3 )

Margherita Holiday Home

2 4
farm , Cortona
Margherita Holiday Home is located in the Tuscan countryside near Cortona, about 5 kilometers from the town center and the Camucia Cortona Train Station, and a 25-minute drive from Lake Trasimeno. This working farm offers guests a unique experience with olive oil and vegetable production, animal raising, and authentic Tuscan dinners available upon request.
Dependance 2 Pax - Cortona
9.0 49 reviews
Cortona
06/21 – 06/24
$504/nighttotal: $1512 (3 )

Dependance 2 Pax

2 4
house , Cortona
Dependance 2 pax is located just outside the bustling town center of Cortona, offering a peaceful retreat with easy access to local attractions like the San Severo Church and Montepulciano Terme. The property boasts excellent location and cleanliness ratings, as well as a very good user rating.
The villa features a private balcony and terrace, perfect for relaxing and enjoying the views. The property offers a fully equipped kitchen, air conditioning, a swimming pool, a tennis court, parking, and a restaurant, ensuring a comfortable and enjoyable stay.
La Finestra Su Cortona - Cortona
9.4 42 reviews
Cortona
09/14 – 09/24
$2553/nighttotal: $25530 (10 )

La Finestra Su Cortona

4 4
house , Cortona
La Finestra su Cortona, a country house near Cortona, Italy, is situated approximately 35 kilometers (22 miles) from Piazza Grande and 47 kilometers (29 miles) from Perugia Cathedral.
This 4-bedroom, 5-bathroom villa offers a private pool (open May-September), free Wi-Fi, free parking, an outdoor fireplace, BBQ facilities, a picnic area, and proximity to biking and hiking trails, accommodating large families or groups.

Best Cortona houses with a kitchen

Il Giardino Degli Ulivi | Casa Loggia - Cortona
9.8 13 reviews
Cortona
09/14 – 09/24
$147/nighttotal: $1470 (10 )

Il Giardino Degli Ulivi | Casa Loggia

1 4
gîte , Cortona
Agriturismo "Il Giardino degli Ulivi" is a six-apartment rental property located in the Tuscan countryside, three kilometers (1.9 miles) from Cortona, Italy, offering easy access to the historic center and the Etruscan Academy of Cortona.
This Cortona vacation rental, apartment 'La Loggia', features two bedrooms, two bathrooms, sleeps six guests, includes a kitchen with a refrigerator, freezer, and dishwasher, air conditioning, a swimming pool (23 ft x 46 ft), a garden, and free Wi-Fi; shared amenities include a wood-fired oven and a lounge area.
Martina - Cortona
9.4 17 reviews
Cortona
06/21 – 06/25
$175/nighttotal: $700 (4 )

Martina

3 4
farm , Cortona
This Cortona farmhouse rental, located in Camucia, is five kilometers from Cortona's historic center, twenty kilometers from Lake Trasimeno, and a short drive from other Tuscan towns like Castiglion Fiorentino and Arezzo.
The 1,100-square-foot property features three bedrooms, two bathrooms, and accommodates six guests, offering two independent houses with three apartments, a shared pool, private patios, and a cook-on-request service.
Villa Arcitenens By Interhome - Cortona
Cortona
06/21 – 06/24
$1234/nighttotal: $3702 (3 )

Villa Arcitenens By Interhome

5 4
house , Cortona
Villa Arcitenens, near Cortona, Italy, is situated approximately 12 miles from Piazza Grande and 19 miles from Perugia, offering easy access to Tuscan attractions.
This 3930-square-foot vacation home boasts 5 bedrooms, 4 bathrooms, and accommodates up to 27 guests, featuring a private pool, free Wi-Fi, and a fully equipped kitchen; additional amenities include a garden and parking.
Fonte Comelia - Cortona
9.6 57 reviews
Cortona
11/15 – 11/17
$240/nighttotal: $480 (2 )

Fonte Comelia

2 1
house , Cortona
Fonte Comelia is a charming villa located just 1.2 miles outside of Cortona, offering stunning views of the Tuscan countryside and easy access to Lake Trasimeno, just 7.5 miles away. The villa has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom villa, spanning 1030 square feet, comfortably accommodates up to four guests. Enjoy modern amenities like air conditioning, a dishwasher, and a fireplace, as well as a terrace with a hot tub, a garden, and a BBQ for outdoor dining.

Frequently Asked Questions about villa rentals in Cortona

Destinations nearby

Best Cortona houses with a fireplace

Casa Bordoli - Cortona
9.7 13 reviews
Cortona
07/09 – 07/11
$228/nighttotal: $456 (2 )

Casa Bordoli

2 1
house , Cortona
Casa Bordoli is located in Cortona, just 19 miles from Piazza Grande and 23 miles from Montepulciano Terme, offering stunning views of the surrounding mountains. The home has received excellent user ratings for cleanliness and overall experience, and the location is rated as good.
This 1,180 square foot house has two bedrooms and can comfortably accommodate up to six guests. Amenities include a well-equipped kitchen, air conditioning, free Wi-Fi, a fireplace, satellite TV, and parking, making for a relaxing and enjoyable stay.
Il Fico Di Cortona - Cortona
9.2 10 reviews
Cortona
09/14 – 09/24
$172/nighttotal: $1720 (10 )

Il Fico Di Cortona

2 4
house , Cortona
Il Fico di Cortona, a two-bedroom house rental near Cortona, Italy, is located about 18 miles from Piazza Grande and 22 miles from Montepulciano, offering easy access to Tuscan attractions.
This 1020-square-foot vacation home features a fully equipped kitchen, including a dishwasher, a garden, a tennis court, and free parking; it sleeps four and provides free Wi-Fi.
Colle Degli Ulivi By Geco Vacation Rentals - Cortona
Cortona
06/27 – 07/01
$894/nighttotal: $3576 (4 )

Colle Degli Ulivi By Geco Vacation Rentals

7 4
farm , Cortona
This Cortona villa, located within 6 miles of attractions like the Cortona Cathedral and Santa Maria delle Grazie, offers a convenient base for exploring Tuscany.
This smoke-free rental boasts 4090 square feet of space, sleeping up to 14 guests in seven bedrooms and six bathrooms, and includes a private pool, garden, and barbecue grills.
170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Cortona
Cortona
09/12 – 10/03
$353/nighttotal: $7413 (21 )

170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

4 4
house , Cortona
This 16th-century villa, located near Cortona, Italy, is a 5-kilometer drive from the historic Etruscan town and 1 kilometer from Camucia, offering convenient access to a train station.
This 1830-square-foot home boasts four bedrooms, three bathrooms, and a private 12 x 6 meter pool, comfortably accommodating up to eight guests and including a fully equipped kitchen.

Best Cortona villas and beach houses with jacuzzi

Fattoria Del Nonno Berto - Cortona
9.8 17 reviews
Cortona
09/14 – 09/24
$316/nighttotal: $3160 (10 )

Fattoria Del Nonno Berto

2 4
farm , Cortona
Fattoria del Nonno Berto is located in Cortona, a 19-mile drive from Piazza Grande and 24 miles from Montepulciano Terme.
The farm offers a range of amenities, including an outdoor pool, a garden, a terrace, barbecue facilities, and an outdoor fireplace, perfect for enjoying the Tuscan weather and al fresco dining.
Sweet Cortona - Cortona
9.1 42 reviews
Cortona
06/21 – 06/24
$166/nighttotal: $498 (3 )

Sweet Cortona

3 4
house , Cortona
Sweet Cortona is located in Cortona, a short distance from the town center, approximately 31 km from Piazza Grande and 37 km from Terme di Montepulciano, offering a peaceful and secluded setting. The house has received excellent ratings for user experience, location, and cleanliness.
Sweet Cortona is a 970 square foot home with 3 bedrooms, 2 bathrooms, and a capacity for 4 guests. This property offers amenities such as a private spa bath, free Wi-Fi, and parking.
Antico Casale By Posarellivillas - Cortona
9.2 47 reviews
Cortona
08/10 – 08/16
$680/nighttotal: $4080 (6 )

Antico Casale By Posarellivillas

3 2
house , Cortona
Villa Calcinaio sits just 1.6 miles from Cortona's historic center and a short drive from the train station, offering a peaceful escape in the Tuscan hills. The villa consistently receives excellent ratings for its location, user experience, and cleanliness.
This charming house sleeps six guests comfortably and features three bedrooms. Enjoy the beautiful outdoor space with a private pool, garden, terrace, and spa, as well as modern amenities like a fully equipped kitchen, air conditioning, and free Wi-Fi.
Romantic Lux Country House - Cortona
9.8 10 reviews
Cortona
09/17 – 10/15
$667/nighttotal: $18676 (28 )

Romantic Lux Country House

3 2
house , Cortona
This newly renovated country house is located in a quiet hamlet near Monte San Savino, just 35 minutes from Cortona and 45 minutes from Siena. The property enjoys excellent user ratings and is ideal for families and pet owners looking for a peaceful escape.
The 3-bedroom, 3-bathroom villa spans 1130 square feet and comfortably accommodates up to 8 guests. This beautiful home offers a private pool, jacuzzi, garden, and terrace, all perfect for relaxing and enjoying the Tuscan landscape.
©2026 cozycozy.com