Anytime
Guests
Anytime
Guests

Holiday home & villa rental Cortona

We have 40 properties to choose from
Show map
Show map
House Cortona
110 m² house ∙ 6 guests ∙ 3 bedrooms

House Cortona Sunshine

Cortona, Province of Arezzo, Italy
from $399
per night
4.9
Outstanding
(15 ratings)
from $399
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 $284
per night
5.0
Outstanding
(5 ratings)
from $284
per night
View deal
Apartment Montalla
64 m² apartment ∙ 2 guests ∙ 1 bedroom

Apartment Wohnung 'Il Moro Novo' mit Gemeinschaftspool

Montalla, Cortona, Italy
from $78
per night
from $78
per night
View deal
House Cignano
260 m² house ∙ 19 guests ∙ 7 bedrooms

House Villa 'Borgo delle Spighe

Cignano, Cortona, Italy
from $982
per night
4.5
Excellent
(3 ratings)
from $982
per night
View deal
House Cortona
90 m² house ∙ 7 guests ∙ 4 bedrooms

House "Poggio del Fabbro

Cortona, Province of Arezzo, Italy
from $190
per night
4.8
Outstanding
(15 ratings)
from $190
per night
View deal
House Pietraia
300 m² house ∙ 10 guests ∙ 5 bedrooms

House Villa 'Severina' mit privatem Pool

Pietraia, Cortona, Italy
from $443
per night
4.2
Very good
(9 ratings)
from $443
per night
View deal
Apartment Cortona
90 m² apartment ∙ 4 guests ∙ 2 bedrooms

Apartment Casina La Graziosa

Cortona, Province of Arezzo, Italy
from $163
per night
4.7
Excellent
(6 ratings)
from $163
per night
View deal
House Cortona
400 m² house ∙ 20 guests ∙ 10 bedrooms

House Le Rondini

Cortona, Province of Arezzo, Italy
from $480
per night
4.9
Outstanding
(16 ratings)
from $480
per night
View deal
House Cortona
270 m² house ∙ 6 guests ∙ 4 bedrooms

House Ferienvilla "Fonte Vento" mit Infinity-Pool

Cortona, Province of Arezzo, Italy
from $667
per night
from $667
per night
View deal
Apartment Potassa
65 m² apartment ∙ 2 guests ∙ 1 bedroom

Apartment Für 2 Personen 1 Kind ca. 65 m² in Cortona, Toskana (Provinz Arezzo)

Potassa, Cortona, Italy
from $212
per night
from $212
per night
View deal
House Cignano
230 m² house ∙ 10 guests ∙ 5 bedrooms

House 'La Capanne' mit privatem Balkon

Cignano, Cortona, Italy
from $415
per night
from $415
per night
View deal
House Pergo
300 m² house ∙ 7 guests ∙ 5 bedrooms

House Villa Eugenio

Pergo, Cortona, Italy
from $367
per night
5.0
Outstanding
(3 ratings)
from $367
per night
View deal
Apartment Cortona
250 m² apartment ∙ 10 guests ∙ 4 bedrooms

Apartment Wohnung in Cortona mit Terrasse, Garten und Grill

Cortona, Province of Arezzo, Italy
from $402
per night
4.8
Outstanding
(17 ratings)
from $402
per night
View deal
House Cortona
90 m² house ∙ 7 guests ∙ 4 bedrooms

House Agriturismo Poggio del Fabbro

Cortona, Province of Arezzo, Italy
from $190
per night
from $190
per night
View deal
House Cortona
65 m² house ∙ 5 guests ∙ 2 bedrooms

House 'Villa Orangerie' mit eigenem Pool

Cortona, Province of Arezzo, Italy
from $208
per night
5.0
Outstanding
(4 ratings)
from $208
per night
View deal
Apartment Cortona
70 m² apartment ∙ 4 guests ∙ 2 bedrooms

Apartment Stilvolle Wohnung mit Whirlpool in einem Renaissance-Palazzo mitten in Cortona

Cortona, Province of Arezzo, Italy
from $167
per night
5.0
Outstanding
(105 ratings)
from $167
per night
View deal
House Cortona
50 m² house ∙ 2 guests ∙ 1 bedroom

House Amphora

Cortona, Province of Arezzo, Italy
from $209
per night
from $209
per night
View deal
Apartment Cortona
250 m² apartment ∙ 12 guests ∙ 3 bedrooms

Apartment Villa Teresa

Cortona, Province of Arezzo, Italy
from $334
per night
4.4
Very good
(16 ratings)
from $334
per night
View deal
House Cortona
195 m² house ∙ 12 guests ∙ 6 bedrooms

House La Vittoria

Cortona, Province of Arezzo, Italy
from $168
per night
4.1
Very good
(32 ratings)
from $168
per night
View deal
House Fossa del Lupo
95 m² house ∙ 6 guests ∙ 3 bedrooms

House Lucia

Fossa del Lupo, Cortona, Italy
from $137
per night
4.5
Excellent
(53 ratings)
from $137
per night
View deal

Discover great offers nearby

Would you like to widen your search?

House Cortona
365 m² house ∙ 14 guests ∙ 5 bedrooms

House Arcitenens

Cortona, Province of Arezzo, Italy
from $923
per night
from $923
per night
View deal
House Cortona
250 m² house ∙ 6 guests ∙ 3 bedrooms

House Virgo

Cortona, Province of Arezzo, Italy
from $454
per night
from $454
per night
View deal
House Cortona
65 m² house ∙ 2 guests ∙ 1 bedroom

House Aries

Cortona, Province of Arezzo, Italy
from $205
per night
from $205
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 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

Top-Rated Vacation rentals in Cortona

Book the highest-rated Cortona vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Cortona
from $188 per night
House ∙ 4 guests ∙ 2 bedrooms

House Villino Cortona - Ihre Entspannung im Herzen der Toskana.

5.0
Outstanding(66 ratings)
Cortona, Province of Arezzo, Italy
View deal
Apartment Cortona
from $441 per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Apartment Wunderschöne Wohnung in Cortona mit Großer Terrasse

5.0
Outstanding(30 ratings)
Cortona, Province of Arezzo, Italy
View deal
House Cortona
from $630 per night
House ∙ 20 guests ∙ 10 bedrooms

House Für 20 Personen in Cortona, Trasimenischer See

4.9
Outstanding(16 ratings)
Cortona, Province of Arezzo, Italy
View deal

Vacation rentals with Wi-Fi

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

Apartment  Cortona
from $198 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment Wohnung la Mimosa

Cortona, Province of Arezzo, Italy
Internet
View deal
Apartment  Potassa
from $290 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
View deal
House  Cortona
from $881 per night
House ∙ 13 guests ∙ 6 bedrooms

House Ferienvilla 'Fonte vento' mit privatem Pool

Cortona, Province of Arezzo, Italy
Internet
View deal
See all offers

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.

image-tag