HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

Holidaymakers searching for holiday rentals in Cortona also enquired about apartments in Lucca, apartments in San Gimignano and villas in Castelnuovo di Garfagnana

Make a holiday rental home or apartment in Cortona, Italy your home away from home

Cortona is a city of art, history and spirituality, located in Tuscany, Italy. Fifty miles from Florence, and flanked by hills and valleys on both sides, Cortona is the picturesque setting in the film ‘Under the Tuscan Sun’. Cortona has attracted tourists for nearly 400 years, and has changed little during that period. Many people go every year to stay in some of the beautiful apartments and holiday homes in the city, or farmhouses in the beautiful surrounding countryside.

Things to do in Cortona, Italy

A lot of visitors are attracted to Cortona’s medieval architecture, which is embodied by the characteristic steep, narrow streets. The main street – via Nazionale – is the only street in the city which has no gradient. Many locals call it Ruga Piana – or ‘Level Street’. The city walls should be your first port of call, and date back over 3,000 years.

Cortona is steeped in culture, and there are three institutions to visit whilst on holiday in the city. These are the Museo dell'Accademia Etrusca, the Civic and Academy Library and the Historic Civic Archive. The city also boasts many churches which date back hundreds of years.

Being a historic Italian city, Cortona offers visitors a great range of trattorias and pizzerias, as well as traditional Tuscan restaurants which serve fantastic food and fine wines. The city does not possess a raucous nightlife, but there is still a good selection of bars to choose from when relaxing after a busy day of sightseeing.

A visit to Cortona is not complete without a trip into the countryside. If your holiday rental accommodation is based in the city centre, you can even hire a bike to explore the many hills and valleys just a short distance away. Some places of accommodation also offer cycling tours at a small cost.

Places to visit on holiday in Cortona, Italy

If you have several days holiday in Cortona, you may consider visiting the city of Perugia, which is around 50km away. Perugia is a popular tourist destination which is famous for its chocolate. A chocolate festival is held every October. Perugia also boasts some impressive medieval architecture, and is well worth a visit.

Weather in Cortona, Italy

Cortona enjoys a warm, dry climate, with summer temperatures averaging around 24C. July and August are the warmest months and the most popular with visitors. The winters are less busy in terms of tourists, but are still a mild 11C on average.

Flights to Cortona, Italy

There are two main airports to consider when holidaying in Cortona – Rome (FCO), Pisa (PSA) and Florence (FLR). Some budget airlines do fly to Florence Airport, which is nearer (around 110km away), but there is usually more regularity and better offers on services to Rome.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Viewed 30 times in the last 48 hours
  • 5 BR Villa
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Viewed 49 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 861 sq. ft.
avg/night
4
Viewed 81 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • 1937 sq. ft.
Wonderful! 4.8/5
(18 reviews)
avg/night
18
Viewed 19 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 2152 sq. ft.
Excellent! 4.7/5
(9 reviews)
avg/night
9
Viewed 14 times in the last 48 hours
  • 4 BR Apartment
  • 4 BA
  • 1506 sq. ft.
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Viewed 21 times in the last 48 hours
  • 4 BR Farmhouse
  • 3 BA
  • 1722 sq. ft.
Exceptional! 5/5
(12 reviews)
avg/night
12
Viewed 24 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 450 sq. ft.
avg/night
3
Viewed 9 times in the last 48 hours
  • 4 BR Villa
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 15 times in the last 48 hours
  • 3 BR Cottage
  • 2 BA
  • 2152 sq. ft.
avg/night
2
Viewed 29 times in the last 48 hours
  • 3 BR Farmhouse
  • 1 BA
Excellent! 4.5/5
(6 reviews)
avg/night
6
Viewed 15 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • 2152 sq. ft.
Wonderful! 4.8/5
(4 reviews)
avg/night
4
Viewed 19 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
14
Viewed 19 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 645 sq. ft.
Wonderful! 4.8/5
(11 reviews)
avg/night
11
Viewed 5 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • 3229 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
14
Viewed 8 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • Separate Toilet
  • 1291 sq. ft.
Exceptional! 5/5
(106 reviews)
avg/night
106
Viewed 19 times in the last 48 hours
  • Studio Farmhouse
  • 1 BA
  • 753 sq. ft.
avg/night
4
Viewed 16 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 409 sq. ft.
avg/night
2
Viewed 62 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 1184 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
15
  • 2 BR Apartment
  • 1 BA
  • 936 sq. ft.
avg/night
2
Viewed 16 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 900 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
15
Viewed 6 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 1722 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 11 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 753 sq. ft.
Wonderful! 4.8/5
(8 reviews)
avg/night
8
Viewed 22 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(49 reviews)
avg/night
49
Viewed 22 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 4305 sq. ft.
Wonderful! 4.9/5
(28 reviews)
avg/night
28
Viewed 52 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 1076 sq. ft.
avg/night
1
  • 1 BR House
  • 1 BA
  • 50 sq. ft.
avg/night
3
Viewed 20 times in the last 48 hours
  • 12 BR Farmhouse
  • 8 BA
  • 4305 sq. ft.
avg/night
Viewed 13 times in the last 48 hours
  • 4 BR Villa
  • 5 BA
  • 4305 sq. ft.
Exceptional! 5/5
(20 reviews)
avg/night
20
Exceptional! 5/5
(9 reviews)
avg/night
9
Viewed 12 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 1076 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
14
Viewed 7 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 754 sq. ft.
Wonderful! 4.8/5
(10 reviews)
avg/night
10
Viewed 8 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
Excellent! 4.6/5
(10 reviews)
avg/night
Premier Partner
10
Viewed 13 times in the last 48 hours
  • 1 BR Farmhouse
  • 2 BA
  • 699 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
6
Viewed 7 times in the last 48 hours
  • 1 BR House
  • 1 BA
Exceptional! 5/5
(12 reviews)
avg/night
12
Wonderful! 4.8/5
(26 reviews)
avg/night
26
Viewed 8 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 2690 sq. ft.
Wonderful! 4.9/5
(29 reviews)
avg/night
Premier Partner
29
Viewed 22 times in the last 48 hours
  • 2 BR Villa
  • 1 BA
  • 2368 sq. ft.
Wonderful! 4.9/5
(12 reviews)
avg/night
12
Exceptional! 5/5
(16 reviews)
avg/night
16
Viewed 7 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • Separate Toilet
  • 2906 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
6
Viewed 17 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 3767 sq. ft.
avg/night
2
avg/night
Viewed 28 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 1560 sq. ft.
avg/night
3
  • 4 BR Farmhouse
  • 5 BA
  • 1722 sq. ft.
avg/night
Viewed 25 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 12 times in the last 48 hours
  • 4 BR Farmhouse
  • 3 BA
avg/night
Viewed 5 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
Exceptional! 5/5
(9 reviews)
avg/night
9
avg/night
Viewed 29 times in the last 48 hours
  • 3 BR Farmhouse
  • 3 BA
Exceptional! 5/5
(13 reviews)
avg/night
13

Cortona Holiday Apartments & Villas (300+)

 

Recent Reviews

Review for stay from 24 April 2017 to 27 April 2017

5 of 5
The house is amazing. It's very spacious and warm in every little detail. You feel like home and you just don't want to leave! It's very comfortable and fully equipped. It has a incredible view and a great outside area. It's 5 min walk from Cortona center, and even carrying two babies it was very easy for us to reach city center. Cortona itself is amazing, our favorite town in Tuscany, full of character and without the annoying tourist buzz of other towns. The owners are lovely and welcomed us as if we were family. We loved our stay and strongly recommend the experience!
  • Review Submitted: Jan 26, 2018
  • Date of Stay: Apr 2017

Review for stay from 23 August 2017 to 31 August 2017

5 of 5
Throughly enjoyed our stay here, it was a home away from home. Ideal location, right around the corner from the main square. 2 separate bathrooms both with showers, which was ideal for us and our friends. Washer and dryer meant I hardly had to take any washing home which is always a bonus. The kitchen was fully equipped, and we were able to stay home one evening and cook a meal. For me the only negative, was that the kitchen and front room windows over looked a restaurant, and it often felt like we were in the restaurant with them. Apart from that, the bedrooms were dark, cool and comfortable, the showers were hot, and Alice our contact couldn't have been more helpful. Would definitely recommend this accommodation, and would have no objections to staying here again.
  • Review Submitted: Jan 26, 2018
  • Date of Stay: Aug 2017