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Villas Cortona to rent

We have 39 properties to choose from.
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Apartment Cortona
55 m² apartment ∙ 4 guests ∙ 2 bedrooms

Apartment Wohnung la Mimosa

Cortona, Province of Arezzo, Italy
from £144
per night
from £144
per night
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House Sodo
450 m² house ∙ 14 guests ∙ 10 bedrooms

House Haus in Sodo mit privatem Pool

Sodo, Cortona, Italy
from £586
per night
4.7
Excellent
(28 ratings)
from £586
per night
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House Cignano
230 m² house ∙ 10 guests ∙ 5 bedrooms

House 'La Capanne' mit privatem Balkon

Cignano, Cortona, Italy
from £302
per night
from £302
per night
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House Pietraia
300 m² house ∙ 10 guests ∙ 5 bedrooms

House Villa 'Severina' mit privatem Pool

Pietraia, Cortona, Italy
from £322
per night
4.2
Very good
(9 ratings)
from £322
per night
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Apartment Cortona
400 m² apartment ∙ 8 guests ∙ 4 bedrooms

Apartment Wunderschöne Wohnung in Cortona mit Großer Terrasse

Cortona, Province of Arezzo, Italy
from £321
per night
5.0
Outstanding
(30 ratings)
from £321
per night
View deal
House Cortona
65 m² house ∙ 2 guests ∙ 1 bedroom

House Aries

Cortona, Province of Arezzo, Italy
from £183
per night
from £183
per night
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House Cortona
400 m² house ∙ 20 guests ∙ 10 bedrooms

House Le Rondini

Cortona, Province of Arezzo, Italy
from £452
per night
4.9
Outstanding
(16 ratings)
from £452
per night
View deal
House Pergo
300 m² house ∙ 7 guests ∙ 5 bedrooms

House Villa Eugenio

Pergo, Cortona, Italy
from £308
per night
5.0
Outstanding
(3 ratings)
from £308
per night
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Apartment Potassa
50 m² apartment ∙ 2 guests ∙ 1 bedroom

Apartment Appartement in Potassa mit Großem Garten

Potassa, Cortona, Italy
from £174
per night
from £174
per night
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Apartment Cortona
250 m² apartment ∙ 12 guests ∙ 3 bedrooms

Apartment Villa Teresa

Cortona, Province of Arezzo, Italy
from £243
per night
4.4
Very good
(16 ratings)
from £243
per night
View deal
House Cortona
145 m² house ∙ 8 guests ∙ 4 bedrooms

House Schönes Haus mit privatem Pool in der Nähe von Cortona

Cortona, Province of Arezzo, Italy
from £207
per night
5.0
Outstanding
(5 ratings)
from £207
per night
View deal
House Cortona
75 m² house ∙ 4 guests ∙ 1 bedroom

House Cottage Contadina

Cortona, Province of Arezzo, Italy
from £58
per night
4.6
Excellent
(85 ratings)
from £58
per night
View deal
House Fossa del Lupo
95 m² house ∙ 6 guests ∙ 3 bedrooms

House Lucia

Fossa del Lupo, Cortona, Italy
from £100
per night
4.5
Excellent
(53 ratings)
from £100
per night
View deal
House Cortona
90 m² house ∙ 7 guests ∙ 4 bedrooms

House La Dama

Cortona, Province of Arezzo, Italy
from £134
per night
4.8
Outstanding
(15 ratings)
from £134
per night
View deal
House Cortona
110 m² house ∙ 8 guests ∙ 4 bedrooms

House La Coccinella

Cortona, Province of Arezzo, Italy
from £147
per night
5.0
Outstanding
(2 ratings)
from £147
per night
View deal
House Cortona
120 m² house ∙ 10 guests ∙ 5 bedrooms

House Il Feudo

Cortona, Province of Arezzo, Italy
from £139
per night
4.7
Excellent
(12 ratings)
from £139
per night
View deal
House Cortona
90 m² house ∙ 7 guests ∙ 4 bedrooms

House "Poggio del Fabbro

Cortona, Province of Arezzo, Italy
from £139
per night
4.8
Outstanding
(15 ratings)
from £139
per night
View deal
Apartment Montalla
64 m² apartment ∙ 2 guests ∙ 1 bedroom

Apartment Wohnung 'Il Moro Novo' mit Gemeinschaftspool

Montalla, Cortona, Italy
from £57
per night
from £57
per night
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House Cortona
50 m² house ∙ 2 guests ∙ 1 bedroom

House Amphora

Cortona, Province of Arezzo, Italy
from £172
per night
from £172
per night
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House Cortona
110 m² house ∙ 6 guests ∙ 3 bedrooms

House Cortona Sunshine

Cortona, Province of Arezzo, Italy
from £289
per night
4.9
Outstanding
(15 ratings)
from £289
per night
View deal

Customer reviews in Cortona

A country style house on a quiet farmstead with 2 other holiday homes, rural setting but a close drive to local amenities. Shady parking & shared pool area with sun loungers. Comfy beds though all decor is traditional & a little old fashioned. Fairly well stocked kitchen though there were no useful household items (soap, washing up liquid etc) & on arrival we found ants established in the kitchen. Also worth noting that EU plugs did not work so you need to buy Italian specific plugs

Jane

Reviewed on 25/08/2025

As we arrived along the Cypress Tree lined driveway we knew this was a special place. The views from the house are truly classic Tuscan rolling hills, with the house perched at the top of a gentle hill, the outlook heads down toward the bottom of the hill and then up toward Cortona. The infinity edge pool set in lovely gardens makes the most of this view. The house itself looks very much like the pictures with all rooms being very spacious. The loft room is particularly charming

DANIEL

Reviewed on 18/08/2025

A bit like the place you MUST visit one more time...that s the simple disription of the place that had ALL we wanted

JESPER

Reviewed on 21/07/2025

We had a very pleasant time at Lucija's house. The house is very clean and nicely decorated, and has enough space for six people, and everything necessary for a stay. All recommendations from me.

Jelena

Reviewed on 17/10/2024

Very nice big House in toscan style. Acctually two houses together with all facilities you need. Views are wunderfull and the big garden wel maintained. Had great evenings baking our own pizza's in the pizza oven with wooden fire together with a few bottles of wine.   M. as host living close by was always available to advise us about sightseeing oppertunities and service needed. We were with 8 and had a great time in this House.

Danny

Reviewed on 23/09/2024

We were a group of 5 families (9 adults, 10 children) who really loved our 1 week stay at the villa. The pool area is excellent and where we spent most of our time. Also made good use of the bikes provided for guest use, to explore the local area. Cortona town is an absolute must, very charming indeed - particularly at night. Villa is spacious and homely. Air con costs extra but we managed to just about get by without it in August, needed fans on at night though.

Matthew

Reviewed on 31/08/2022

2 lovely houses share 1 pool. Enjoyed the region (Cortona, Montepulciano, Siena) and the accomodation.

Nicolas

Reviewed on 05/08/2020

Pre-information was up-to-date and as expected, everything functioning. Friendly staff, clean house and nice environment around. Easy to access, good location for day trips. Nothing fancy but exceeding expectations and good value for money.

Jyrki

Reviewed on 23/09/2019

Top-Rated Lettings and Properties in Cortona

Book Holiday Letting Offers with the Highest User Rating

House Fossa del Lupo
from £103 per night
House ∙ 6 guests ∙ 3 bedrooms

House Martina

4.6
Excellent(25 ratings)
Fossa del Lupo, Cortona, Italy
View deal

Holiday rentals with wifi

Stay connected in our holiday homes in Cortona boasting high-speed WiFi during your stay.

House  Cortona
from £641 per night
House ∙ 13 guests ∙ 6 bedrooms

House Ferienvilla 'Fonte vento' mit privatem Pool

Cortona, Province of Arezzo, Italy
Internet
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House  Cortona
from £485 per night
House ∙ 6 guests ∙ 4 bedrooms

House Ferienvilla "Fonte Vento" mit Infinity-Pool

Cortona, Province of Arezzo, Italy
Internet
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Apartment  Potassa
from £202 per night
Apartment ∙ 3 guests ∙ 2 bedrooms

Apartment Für 3 Personen 1 Kind ca. 75 m² in Cortona, Toskana (Provinz Arezzo)

Potassa, Cortona, Italy
Internet
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More travel options

Holiday houses and apartments in:

Discover Cortona

Discover the charm of a villa in Cortona, where your holiday home options are as diverse as they are delightful. Choose from apartments with kitchens and balconies, or indulge in a villa with a garden and pool. For a more rustic experience, consider a cozy country house. Many restored farmhouses in the region boast traditional Tuscan architecture and beautiful gardens, allowing you to enjoy the rural surroundings while remaining conveniently close to the city. A villa in Cortona offers the perfect blend of comfort and authenticity for your Tuscan getaway.

Cortona - Best Attractions

MAEC - Museum of the Etruscan Academy

MAEC - Museum of the Etruscan Academy

In the impressive Palazzo Casali from the 13th century, you immerse yourself in the ancient history of Italy at the MAEC - Museum of the Etruscan Academy. The modern museum in Cortona houses a collection of rare archaeological artifacts from the time of the Etruscans and Romans.

Hermitage Le Celle

Hermitage Le Celle

Saint Francis of Assisi founded the abbey in 1211 when he came to Cortona on a preaching journey. Years later, he is said to have written his famous testament here. Later, an oratory and a refectory were added to the complex.

Fortress Fortezza del Girifalco

Fortress Fortezza del Girifalco

Under the rule of the Medici, the Fortezza Medicea complex was expanded and consists of a total of four bastions and a main tower. The fortress can be visited, and there are changing exhibitions. The panoramic view of the Chiana Valley is particularly worthwhile.

Basilica of Santa Maria Nuova

Basilica of Santa Maria Nuova

The Renaissance church Santa Maria Nuova is one of the architectural treasures of Cortona. The house of worship was built in 1554 as an imposing central structure and was consecrated in 1610. Four large columns inside support the dome. From them, wing-like arms lead to smaller domes.

Republic Square

Republic Square

One of the most distinctive buildings in the Piazza della Repubblica in Cortona is the Palazzo Comunale from the 12th century. It testifies to the splendor of the Renaissance era and is known for its bell tower. Next to it rise other civic and town houses.

Cortona - In 3 days

Experience an unforgettable three-day vacation in one of the many high-quality villa in Cortona, a charming hill town in Tuscany. On your first day, explore the medieval atmosphere of Cortona and visit the Church of San Francesco with the impressive frescoes by Piero della Francesca. Stroll through Piazza della Repubblica and enjoy the view from the Fortezza del Girifalco. On the second day, you can visit the picturesque town of Arezzo, just 40 minutes from Cortona. Wander through the old town, enjoy Tuscan delicacies, and admire the historic buildings. The San Donato hill offers a magnificent view. End the day with a glass of Tuscan wine. On the third day, relaxation awaits you at the San Giovanni thermal baths in Rapolano Terme or a trip to Lake Trasimeno for water sports and recreation. The Valdichiana Outlet Village offers shopping opportunities, while wineries in the area are inviting for wine lovers. If time permits, a detour to Siena, one of the most beautiful cities in Tuscany, is worthwhile. Your vacation in Cortona promises culture, relaxation, and culinary delights amidst the beauty of Tuscany. Make your holiday unforgettable by relaxing in your villa in Cortona and exploring the region from there.

Cortona - Secret spots

The Pilgrimage Church of Santa Maria delle Grazie al Calcinaio
The Diocesan Museum in Cortona
Signorelli Square
Sodo Archaeological Park
Hand-picked and tested accommodation

Quality is our number one priority

Every property is checked before your arrival to ensure the best possible stay.

In-resort service and a 24/7 helpline

Make the most of our experience

Key collection is arranged by our helpful staff. Available 24/7 or on-site service to help you with all your questions, e.g.: tips and insights for your holiday destination and your booked accommodation.

A memorable holiday experience

Privacy and freedom in your own holiday homes

Be your own boss, eat whenever you want and make the most of plenty of space for all your friends and family.

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