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Holiday home & villa rental Cortona

We have 31 properties to choose from
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Farmhouse Fossa del Lupo
95 m² farmhouse ∙ 6 guests ∙ 3 bedrooms

Farmhouse Martina

Fossa del Lupo, Cortona, Italy
from $129
per night
4.6
Excellent
(25 ratings)
from $129
per night
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Farmhouse Cortona
328 m² farmhouse ∙ 15 guests ∙ 8 bedrooms

Farmhouse Il Cherubino

Cortona, Province of Arezzo, Italy
from $327
per night
5.0
Outstanding
(5 ratings)
from $327
per night
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House Cortona
75 m² house ∙ 4 guests ∙ 1 bedroom

House Cottage Contadina

Cortona, Province of Arezzo, Italy
from $77
per night
4.6
Excellent
(82 ratings)
from $77
per night
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Farmhouse Fossa del Lupo
95 m² farmhouse ∙ 6 guests ∙ 3 bedrooms

Farmhouse Lucia

Fossa del Lupo, Cortona, Italy
from $133
per night
4.6
Excellent
(51 ratings)
from $133
per night
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House Cortona
400 m² house ∙ 20 guests ∙ 10 bedrooms

House Le Rondini

Cortona, Province of Arezzo, Italy
from $446
per night
4.9
Outstanding
(16 ratings)
from $446
per night
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House Castiglion Fiorentino
120 m² house ∙ 6 guests ∙ 2 bedrooms

House Il Sorbino

Castiglion Fiorentino, Province of Arezzo, Italy
from $135
per night
4.8
Outstanding
(55 ratings)
from $135
per night
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Farmhouse Cortona
110 m² farmhouse ∙ 8 guests ∙ 4 bedrooms

Farmhouse La Coccinella

Cortona, Province of Arezzo, Italy
from $197
per night
5.0
Outstanding
(2 ratings)
from $197
per night
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House Cortona
130 m² house ∙ 6 guests ∙ 3 bedrooms

House Bramasole

Cortona, Province of Arezzo, Italy
from $142
per night
4.6
Excellent
(32 ratings)
from $142
per night
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Farmhouse Cortona
90 m² farmhouse ∙ 7 guests ∙ 4 bedrooms

Farmhouse La Dama

Cortona, Province of Arezzo, Italy
from $180
per night
4.8
Outstanding
(15 ratings)
from $180
per night
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House Castiglion Fiorentino
200 m² house ∙ 6 guests ∙ 3 bedrooms

House La Felcaia

Castiglion Fiorentino, Province of Arezzo, Italy
from $142
per night
4.9
Outstanding
(44 ratings)
from $142
per night
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Apartment Fossa del Lupo
120 m² apartment ∙ 6 guests ∙ 3 bedrooms

Apartment Rina

Fossa del Lupo, Cortona, Italy
from $100
per night
4.8
Outstanding
(5 ratings)
from $100
per night
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House Castiglion Fiorentino
40 m² house ∙ 3 guests ∙ 1 bedroom

House Nido del Sorbino

Castiglion Fiorentino, Province of Arezzo, Italy
from $87
per night
4.8
Outstanding
(77 ratings)
from $87
per night
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Farmhouse Cortona
300 m² farmhouse ∙ 12 guests ∙ 6 bedrooms

Farmhouse Il Farinaio

Cortona, Province of Arezzo, Italy
from $411
per night
4.5
Excellent
(7 ratings)
from $411
per night
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Farmhouse Cortona
110 m² farmhouse ∙ 6 guests ∙ 3 bedrooms

Farmhouse Cortona Sunshine

Cortona, Province of Arezzo, Italy
from $387
per night
4.9
Outstanding
(15 ratings)
from $387
per night
View deal
House Pievuccia
160 m² house ∙ 7 guests ∙ 2 bedrooms

House Santa Lucia

Pievuccia, Castiglion Fiorentino, Italy
from $175
per night
4.9
Outstanding
(54 ratings)
from $175
per night
View deal
House Castiglion Fiorentino
120 m² house ∙ 4 guests ∙ 2 bedrooms

House Volpe

Castiglion Fiorentino, Province of Arezzo, Italy
from $93
per night
5.0
Outstanding
(31 ratings)
from $93
per night
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Chalet Passignano sul Trasimeno
70 m² chalet ∙ 2 guests ∙ 1 bedroom

Chalet Il Talamo

Passignano sul Trasimeno, Province of Perugia, Italy
from $221
per night
4.8
Outstanding
(40 ratings)
from $221
per night
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Apartment Cortona
38 m² apartment ∙ 2 guests ∙ 1 bedroom

Apartment Antico Duomo

Cortona, Province of Arezzo, Italy
from $80
per night
from $80
per night
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Apartment Cortona
38 m² apartment ∙ 2 guests ∙ 1 bedroom

Apartment Antico Duomo

Cortona, Province of Arezzo, Italy
from $80
per night
from $80
per night
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Apartment Cortona
45 m² apartment ∙ 4 guests ∙ 2 bedrooms

Apartment Antico Duomo

Cortona, Province of Arezzo, Italy
from $102
per night
from $102
per night
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Would you like to widen your search?

Chalet Cortona
50 m² chalet ∙ 2 guests ∙ 1 bedroom

Chalet Amphora

Cortona, Province of Arezzo, Italy
from $135
per night
from $135
per night
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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 8/25/2025

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 8/18/2025

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 7/21/2025

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 10/17/2024

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 9/23/2024

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 8/31/2022

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

Nicolas

Reviewed on 8/5/2020

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 9/23/2019

More travel options

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
Only selected and tested accommodation

Quality is our number one priority

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

Guaranteed availability and on-site service

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

Flexible Booking Options

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

Why Interhome?

It has never been easier to find your perfect holiday. Do you want to explore new travel destinations? There is no better way than doing it in a holiday home: Enjoy "la dolce vita" in Italy, feel the charming lifestyle of the French Riviera or the Spanish way of life. Be inspired by our travel ideas and book online - quick, easy, and secure with Interhome.

Freedom, privacy and space in your holiday home

Your stay in a holiday house or a holiday apartment offers plenty of advantages: spend your time exactly as you want. No disturbance from other guests or hotel staff, just spend your holiday according to your own rules. Whether you are looking for a city trip, a relaxing holiday with your family or with friends. Simply enjoy lots of room, flexibility and freedom in your holiday home.

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