List your home
Apply filters
£ to

50 Holiday homes near Cortona

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Arezzo Clear
  • Cortona Clear

Location

  • All locations

more +

less -

Activities

more +

less -

Suitability

more +

less -

Facilities

more +

less -

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Mercatale di Cortona
18 properties
Fratticciola
18 properties
Fratta Santa Caterina
11 properties
Montanare
10 properties
Montalla
10 properties
Bagnolo
9 properties
Cegliolo
7 properties
Centoia
6 properties
Localita Mucchia
5 properties
Farinaio
5 properties

Filters applied: Condo (0)

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
50 Results   |  

More results near Cortona

37 Photos

from £79 / night

£548 - £730 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Cortona holiday apartment rental

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £79 / night

£548 - £730 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Enjoy the view from the delightful terrace that overlooks the gorgeous Garibaldi Square!  …see more

16 Photos

from £97 / night

£679 - £1201 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Bagnolo holiday villa rental

Cortona / Bagnolo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £97 / night

£679 - £1201 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

4 Photos

from £79 / night

£548 - £767 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Farinaio holiday apartment rental

Cortona / Farinaio

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £79 / night

£548 - £767 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees. Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating  …see more

Featured properties

10 Photos

from £95 / night

£661 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Farmhouse letting in Localita Mucchia with shared pool

Cortona / Localita Mucchia

Farmhouse / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £95 / night

£661 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
High quality stay, in the country but near to the lake of Trasimeno (12 km) and the city of Cortona (5 km) and many other cities withing half an hour drive, such as: Siena (45 km) Perugia (40 km) Florence (90 km) Montepulciano (27 km) Arezzo (25 km) and many others We a  …see more

20 Photos

from £73 / night

£511 - £621 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday hotel apartment with shared pool in Localita Mucchia

Cortona / Localita Mucchia

Hotel apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £73 / night

£511 - £621 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
We are located in the best point for day trips, you can visit many cities around within an hour drive, our apartment hotel is an medieval farm build 300 years ago and turned to luxurious apartments with all the comforts, still kept its original old world style.  …see more

24 Photos

from £78 / night

£542 - £805 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Villa rental in Cortona with shared pool

Province of Arezzo / Cortona

Villa / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £78 / night

£542 - £805 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Villa in Cortona with 1 bedrooms sleeps 2  …see more

24 Photos

from £78 / night

£542 - £805 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Villa rental in Cortona with shared pool

Province of Arezzo / Cortona

Villa / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £78 / night

£542 - £805 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa in Cortona with 1 bedrooms sleeps 2  …see more

24 Photos

from £229 / night

£1600 - £1939 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £229 / night

£1600 - £1939 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa in Cortona with 3 bedrooms sleeps 6  …see more

24 Photos

from £42 / night

£294 - £443 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday apartment letting

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £42 / night

£294 - £443 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

Excellent 5/5 

27 Photos

from £1335 / night

£9341 - £16055 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 10 Bedrooms / sleeps 20

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £1335 / night

£9341 - £16055 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A stay at Villa Laura is your chance to live out your own Under the Tuscan Sun. This ten-bedroom property played the role of the villa Bramasole in the film. Just as the fictional villa is given a makeover, Villa Laura was recently renovated with an eye to traditional s  …see more


22 Jul 2014

5/5

"Pictures do not do this home justice. Simply breathtaking."

I was in a group of 20 friends who stayed at the wonderful Villa Laura for a week. The property is stunning, and you really get a sense of what it is like to live the good life in Tuscany. Impeccabl… More


17 Aug 2013

5/5

"Good Service, Very nice Property, Excedes expectations"

Very well located, excellent services, very clean and well maintained. - Oliva T., Quebec, Canada… More


29 Jun 2013

5/5

"It was fantastic!"

The villa was even better than we expected. Everyone loved each and every moment spent there and no one wanted to leave! - Sue B., California, USA… More

See all reviews Continue

Excellent 5/5 

31 Photos

from £610 / night

£4267 - £5212 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday villa rental

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £610 / night

£4267 - £5212 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
In the 18th century, Villa Tegognano was a country retreat for an aristocratic family. Today, this renovated four-bedroom manor house is still a quiet getaway, but with modern amenities. With commanding views of the countryside near Cortona, the villa’s location is un  …see more


17 Jul 2013

5/5

"My perfect vacation"

Slow down a little and enjoy every detail of this perfect place to be. This house is alive. I was my perfect vacation with my mother, husband and friends, if I could I would had stayed more. If I kn… More

See all reviews Continue

31 Photos

from £392 / night

£2743 - £3936 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday villa accommodation

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £392 / night

£2743 - £3936 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
A luxury villa built and restored over two floors with six bedrooms and six en-suite bathrooms in a fabulous countryside location with a fabulous swimming pool, situated in the heart of Tuscany in a splendid hillside position with stunning views of the Tuscan vines and  …see more

25 Photos

from £730 / night

£5110 - £6566 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £730 / night

£5110 - £6566 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
The villa is located in a superb area to conveniently visit most of the attractions of Tuscany and North of Umbria being right at the border between the two regions. The villa is situated 20 minutes from Cortona, 20 minutes from Arezzo, 20 minutes from Perugia, 40 minut  …see more

16 Photos

from £694 / night

£4855 - £6203 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Cortona holiday villa rental

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £694 / night

£4855 - £6203 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Set high in the wooded hills above the historical town of Cortona, this restored and ancient farm provides a great location for those who wish to enjoy peaceful, unspoilt, yet interesting surroundings in great comfort. As one drives down to the property you can’t help  …see more

12 Photos

from £43 / night

£295 - £369 / week

View

Distance approx 0.03 miles from Cortona   |  Show on Map

Cortona holiday apartment rental

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £43 / night

£295 - £369 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

Excellent 5/5 

14 Photos

from £11 / night

£73 / week

View

Distance approx 0.04 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £11 / night

£73 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Cortona, center, city, apartment, holidayhouse, countryhouse, flat, 2 bedrooms.  …see more


16 Aug 2015

5/5

"Un sogno reale"

Scoperto per caso navigando in internet, questo appartamento e' meraviglioso. Ristrutturato preservando il fascino della storia, offre tutti i confort immaginabili. A due passi dalla piazza principale… More


9 Aug 2015

5/5

"Una vacanza fantastica"

Posto magnifico, appartamento bellissimo,comodo, ampio con tutto ciò che serve, dalle stoviglie ali accessori per il bagno e l'igiene, a un olio tipico del luogo davvero delizioso. Ambiente confortev… More

See all reviews Continue

17 Photos

from £55 / night

£380 - £450 / week

View

Distance approx 0.04 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £55 / night

£380 - £450 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Casa Severina is a characteristic apartment. It sleeps four people. From Casa Severina you will have a partial view of Piazza della Repubblica (Republic Square). Casa Severina is 65 square meters (700 square feet)  …see more

18 Photos

from £89 / night

£621 / week

View

Distance approx 0.05 miles from Cortona   |  Show on Map

Holiday b&b rental

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 5

1 night min stay

Add to shortlist

from £89 / night

£621 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Confort, tranquillità, storia ed enograstronomia  …see more

22 Photos

from £63 / night

£438 / week

View

Distance approx 0.05 miles from Cortona   |  Show on Map

Cortona holiday b&b rental

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 3

1 night min stay

Add to shortlist

from £63 / night

£438 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Pace, confort, storia ed enogastronomia.  …see more

Excellent 5/5 

15 Photos

from £131 / night

£916 / week

View

Distance approx 0.05 miles from Cortona   |  Show on Map

Apartment rental in Cortona

Province of Arezzo / Cortona

Apartment / 4 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £131 / night

£916 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
This lovely apartment is available for a minimum of 4 nights. A perfect location in the heart of Cortona and, a great base to explore many of Tuscany's and Umbria's famous towns, vineyards and stunning countryside.  …see more


7 Jul 2013

5/5

"The perfect location in Tuscany"

The perfect location in Tuscany. We visited many other towns but Cortona felt like home, warm and welcoming. Our view over the main square and central location made our stay easy and engaged. The home… More


14 Aug 2012

5/5

"lovely, clean and bright"

the four of us were welcomed by Clara and her family.

What wonderful hosts, lots of fresh fruit, a bottle of wine and other welcoming goodies made it just that but more special.

The apa… More


11 Jun 2012

5/5

"This was our favorite place, and goodly located for our day tour"

For our family vacation to Tuscany we chose to use apartment rentals rather than hotels as first it gave us much more space and independence and, we were able to save quite a bit of money too!
More

See all reviews Continue

20 Photos

from £32 / night

£219 - £351 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Cortona holiday townhouse accommodation

Province of Arezzo / Cortona

Townhouse / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £32 / night

£219 - £351 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Cambio biancheria settimanale, lavatrice, asse e ferro da stiro, aria condizionata, riscaldamento, internet wi fi free, seggiolone e culla su richiesta, TV satellitare, impianto hi-fi, cucina attrezzata completa di forno, forno microonde, frigorifero, freezer, lavatrice  …see more

Excellent 5/5 

43 Photos

from £192 / night

£1339 - £1657 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday apartment letting

Province of Arezzo / Cortona

Apartment / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £192 / night

£1339 - £1657 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Treat yourself to an experience within the heart of ancient Cortona! Imagine gathering around the long wooden table in the kitchen for breakfast, then stepping just outside the front door of this Tuscany apartment to explore! Feel at home in this self-catering accommoda  …see more


29 Jun 2013

5/5

"Francy's review of Casa Berrettini"

A wonderfully warm and welcoming experience. The reception from Ivan, the homeowner, set the stage for 2 weeks of a truly Italian and personal experience in the city of Cortona. We fully enjoyed the k… More


15 Jun 2013

5/5

"Paul's review of Casa Berrettini"

Wonderful. Perfect for anyone who wants an in-town location. It was a short, albeit steep, walk to the main piazza. Cortona and all of Tuscany are great for exploring by car (or on foot in Cortona).… More


15 Sep 2012

5/5

"Susan's review of Casa Berrettini"

We had a wonderful experience from start to finish. We arrived late at night and were met by the owner, Ivan, who coulnd't have been more welcoming and helpful. There was a large antipasto plate with … More

See all reviews Continue

Excellent 5/5 

51 Photos

from £371 / night

£2597 - £3388 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Cortona holiday home rental

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £371 / night

£2597 - £3388 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
The best feature of this Cortona villa is, without a doubt, the endless, unobstructed view over the valley below-- literally one of the best panoramas we have ever seen. And the villa itself isn't too shabby, either! With a private swimming pool, comfy living area, and  …see more


6 Jul 2013

5/5

"Vance's review of Vista Infinita"

Wonderful hosts - excellent location - peaceful and beautiful. Walking distance to town, but seemed like it was miles away from anyone. Lots of space around the villa and very peaceful. Great food -… More


7 Jul 2012

5/5

"Sara's review of Vista Infinita"

Vista Infinita was just perfect! Nicoletta and Beppi (the owners and next door neighbors) were so helpful. It was great to be able to walk into Cortona, although it is not a very easy walk. The view i… More


17 Sep 2011

5/5

"Stephen's review of Vista Infinita"

Much better than expected. View, cleanliness, owners. The climb to the villa was not lighted and the last few hundred meters are narrow. Cortona is wonderful; it's within walking distance.… More

See all reviews Continue

63 Photos

from £1007 / night

£7048 - £8366 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday home with swimming pool in Tuoro sul Trasimeno

Province of Perugia / Tuoro sul Trasimeno

House / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £1007 / night

£7048 - £8366 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
From its private position in the middle of olive groves, its spectacular views of the surrounding countryside, and its location just minutes from Cortona, this Tuscany villa has much to recommend it. For a larger group of travelers, this rental near Cortona will provide  …see more

Very Good 4.5/5 

33 Photos

from £574 / night

£4015 - £5225 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Villa rental in Cortona with swimming pool

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £574 / night

£4015 - £5225 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
What a great holiday villa in Tuscany this is for a group of friends who love scenic walks and the ability to walk right into the town of Cortona! When you and your large group of family and friends want a firsthand look at Tuscany, try taking a leisurely stroll away fr  …see more


23 Jul 2011

5/5

"Jeffrey's review of Villa Dante"

Exceeded all expectations. There were a lot of wonderful places on the property where the whole family could gather and enjoy each other, such as the living room, grand salon, kitchen, outdoor tables,… More


9 Jul 2011

5/5

"Sally's review of Villa Dante"

We had a fabulous trip, and the villa and grounds were more wonderful than we could have imagined! The gardens and the views. And, Carlo, the property's caretaker. He was a jewel! There needs to… More


25 Jun 2011

5/5

"Debra's review of Villa Dante"

Fantastico! The house is beautiful and very clean. The setting is breathtaking. The owner, Manuela, is very warm and friendly, responsive, and thoughtful. Her groundskeeper, Carlo, is very helpful. T… More

See all reviews Continue

Very Good 4/5 

66 Photos

from £246 / night

£1721 - £2231 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Villa rental in Terontola

Province of Arezzo / Terontola

Villa / 4 Bedrooms / sleeps 8

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £246 / night

£1721 - £2231 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Situated high on a hill in the town of Cortona, this holiday villa offers outstanding panoramic views of not only the city below, but of the surrounding Valdichiana countryside. Furnished and decorated with traditional Tuscan furniture, the self-catering accommodation f  …see more


3 Sep 2012

4/5

"Special Place"

My family and I(five people) stayed at this villa for one week. Villa is quaint- house is 600 years old and belonged to an Italian painter Pietro Berrettini. Main house has 3 bedrooms and 3 baths with… More

See all reviews Continue

Excellent 5/5 

24 Photos

from £327 / night

£2289 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Cortona holiday apartment rental

Province of Arezzo / Cortona

Apartment / 4 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £327 / night

£2289 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Have your own “Under the Tuscan Sun” experience in this historic apartment in Cortona, a small and picturesque hilltop town in Tuscany. Narrow winding lanes lead you to original little shops, piazzas with cafes, good restaurants, and living history. From your roofto  …see more


14 Jul 2011

5/5

"Steven's review of Casa Erma 2"

Wonderful. The owner is a joy. Cortona is our favorite town in Tuscany. Casa Erma was delightful. Location and the view. Casa Erma is located conveniently to Piazza Garibaldi and accessible to everyt… More

See all reviews Continue

20 Photos

from £277 / night

£1938 - £3617 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £277 / night

£1938 - £3617 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
A group of ten will surely have a delightful time while they explore the gorgeous Valdichiana and stay at this villa rental. Dating back to the 16th century, this vacation rental is surrounded by extensive grounds with a swimming pool and incredible views. Plus, the hil  …see more

Very Good 4.5/5 

39 Photos

from £277 / night

£1938 - £3487 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £277 / night

£1938 - £3487 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
You will feel like you’re in a storybook once you step foot along the path that leads to this villa. Flowers, trees, and plants abound on the extensive grounds of this property. Complete with a pool and lovely terrace, this villa near Cortona is a gem. (11 hectares) T  …see more


1 Jul 2012

5/5

"Always Perfect at Villa Ugo"

In our third visit to Villa Ugo, we stayed in this villa..... Having previously tried the others on the property. We were not disappointed. Everything is always perfect at these villas. They think of… More


29 Jun 2013

4/5

"Judy's review of Villa Ilia"

The overall experience at Vill Ilia was great. Aside from the amazing view and comfortable property, having the owner nearby was great. He was always helpful and even dropped off 2 bottles of his win… More

See all reviews Continue

Very Good 4.5/5 

29 Photos

from £170 / night

£1186 - £1413 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £170 / night

£1186 - £1413 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
The town of Cortona is one of Tuscany’s jewels, and you can have your own slice of the Tuscan sun at this farmhouse that’s located near the town center. Walk to a café for a morning espresso, or stroll to a market to buy fresh ingredients to prepare an Italian meal  …see more


3 Nov 2012

5/5

"Penelope's review of Casa Lina"

We had a fabulous time at Casa Lina in Cortona. The owner could not have been more gracious!! Although he did not speak any English at all, we figured out a way to communicate. Our stay exceeded our e… More


29 Sep 2012

5/5

"John's review of Casa Lina"

Wonderful. The garden area, bedroom, and kitchen. Exquisite village.… More


21 Jul 2012

3/5

"Bill's review of Casa Lina"

Very good. The location is excellent. Provides a very nice base from which to enjoy the region. This medieval town has nice shopping with a local flair and great restaurants. Provides a great locatio… More

See all reviews Continue

31 Photos

from £226 / night

£1581 - £3049 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Villa rental in Terontola with swimming pool

Province of Arezzo / Terontola

Villa / 6 Bedrooms / sleeps 11

7 Nights min stay

Add to shortlist

from £226 / night

£1581 - £3049 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Ideal for two families or a group of friends, these two self-contained apartments within a villa are nicely situated for exploring Cortona. Situated in a very natural environment, you can go hiking or bike riding directly from paths on the property. With both apartments  …see more

44 Photos

from £219 / night

£1530 - £2550 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

Cottage / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £219 / night

£1530 - £2550 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
A family or two couples can have it all at this comfortable cottage with private pool and wonderful views. It is only 4 km from the “Under the Tuscan Sun” town of Cortona, so there will be lots of day trip possibilities. The villa is a recently reconstructed house s  …see more

Very Good 4.5/5 

16 Photos

from £158 / night

£1104 - £1923 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday home in Cortona

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 5

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £158 / night

£1104 - £1923 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
You can really experience the charm and beauty of Cortona, from this "Under the Tuscan Sun" villa accommodation in Tuscany. It is located just off of the road leading to the town. From this holiday villa in Tuscany there are lovely views of the surrounding hills. Day tr  …see more


30 Sep 2006

5/5

"Elizabeth's review of Calcinaio"

The first thing we told the owners when they came for our final visit was that the pictures on the web site do not do the property justice. We were all very pleasantly surprised by the charm and comfo… More


31 Oct 2004

5/5

"David's review of Calcinaio"

The owners were wonderful - very warm, helpful, and generous. The place was exactly what we had hoped for, and we've already recommended it to several friends. If you want to stay at this property, be… More


31 Aug 2004

5/5

"Martha's review of Calcinaio"

This property was a wonderful home away from home. The owners are gracious hosts and the house is beautifully maintained and comfortable. Our experience was wonderful...one of the best vacation homes … More

See all reviews Continue

22 Photos

from £328 / night

£2296 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £328 / night

£2296 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villas in Cortona - Ville: Villa Felice  …see more

11 Photos

from £205 / night

£1431 / week

View

Distance approx 0.06 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £205 / night

£1431 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Apartments in historical center - Ville: YPR LOFT 21  …see more

12 Photos

from £53 / night

£365 - £438 / week

View

Distance approx 0.07 miles from Cortona   |  Show on Map

Holiday apartment rental

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £53 / night

£365 - £438 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
Central apartment in the heart of Cortona, Tuscany, ideal for two person elegant and quiet, near the best restaurant and grocery, shops and free parking. A perfect place to visiting Cortona and Tuscany tow like Arezzo, Siena, Firenze, Pienza, valdorcia, San Gimignano. O  …see more

18 Photos

from £53 / night

£365 - £438 / week

View

Distance approx 0.07 miles from Cortona   |  Show on Map

Apartment rental in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £53 / night

£365 - £438 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Ask owner if suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
Central apartment in the heart of Cortona, Tuscany, ideal for two person, cosy and quiet, near the best restaurant and grocery, shops and free parking. A perfect place to visiting Cortona and Tuscany tow like Arezzo, Siena, Firenze, Pienza, valdorcia, San Gimignano. Onl  …see more

6 Photos

from £47 / night

£329 / week

View

Distance approx 0.07 miles from Cortona   |  Show on Map

Cortona holiday b&b rental

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £47 / night

£329 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Le Gelosie was tastefully renovated, and blends traditional style and modern facilities. Rooms feature a minimalist design, and are equipped with modern commodities, including free Wi-Fi.  …see more

4 Photos

from £47 / night

£329 / week

View

Distance approx 0.07 miles from Cortona   |  Show on Map

Holiday b&b in Cortona

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £47 / night

£329 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Le Gelosie was tastefully renovated, and blends traditional style and modern facilities. Rooms feature a minimalist design, and are equipped with modern commodities, including free Wi-Fi.  …see more

4 Photos

from £47 / night

£329 / week

View

Distance approx 0.07 miles from Cortona   |  Show on Map

Cortona holiday b&b accommodation

Province of Arezzo / Cortona

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £47 / night

£329 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Le Gelosie was tastefully renovated, and blends traditional style and modern facilities. Rooms feature a minimalist design, and are equipped with modern commodities, including free Wi-Fi.  …see more

100 Photos

from £39 / night

£269 - £450 / week

View

Distance approx 0.08 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

Short stays welcome

Add to shortlist

from £39 / night

£269 - £450 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"San Benedetto", 2-room apartment 50 m2 on 3rd floor. Comfortable, beautiful, tasteful and cosy furnishings: living/dining room with panoramic window with 1 double sofabed, dining table, satellite TV, CD-player and hi-fi system. 1 double bedroom with panoramic window. K  …see more

9 Photos

from £56 / night

£387 - £609 / week

View

Distance approx 0.08 miles from Cortona   |  Show on Map

Cortona holiday apartment rental

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

Add to shortlist

from £56 / night

£387 - £609 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 1 bedrooms sleeps 4  …see more

24 Photos

from £188 / night

£1313 - £1714 / week

View

Distance approx 0.08 miles from Cortona   |  Show on Map

Cortona holiday apartment rental

Province of Arezzo / Cortona

Apartment / 4 Bedrooms / sleeps 8

4 Nights min stay

Add to shortlist

from £188 / night

£1313 - £1714 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Cortona with 4 bedrooms sleeps 8  …see more

13 Photos

from £47 / night

£329 - £475 / week

View

Distance approx 0.09 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

7 Nights min stay

Add to shortlist

from £47 / night

£329 - £475 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Located in the centre of Cortona and within easy reach of many restaurants, bars and shops which are located throughout Cortona. Overlooking Piazza Signorelli.  …see more

38 Photos

from £136 / night

£949 - £1095 / week

View

Distance approx 0.09 miles from Cortona   |  Show on Map

Townhouse rental in Cortona

Province of Arezzo / Cortona

Townhouse / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £136 / night

£949 - £1095 / week

View

Key info:

  • Nearest beach 15 km
  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Vacanza raffinata per veri intenditori, che vogliono avere il privilegio di abitare una proprietà nobiliare e sperimentare uno stile di vita che abbina l'eleganza unica della tradizione alla moderna mondanità. A un passo si trovano ristoranti, negozi di ogni genere e  …see more

20 Photos

from £240 / night

£1679 - £2920 / week

View

Distance approx 0.09 miles from Cortona   |  Show on Map

Holiday villa with swimming pool in Montanare

Cortona / Montanare

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £240 / night

£1679 - £2920 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Family friendly villa Budget Villas in Tuscany  …see more

Excellent 5/5 

18 Photos

from £47 / night

£329 - £351 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £47 / night

£329 - £351 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
Appartamento rustico con travi e cotto nel centro città etrusca di Cortona con complementi d'arredo e rifiniture in ceramica dipinta a mano. A due passi dalla struttura si ammira il panorama sulla Valdichiana e il lago Trasimeno raggiungibile in 15 minuti. Presente nel  …see more


5 May 2014

5/5

"Fabulous!!!"

This place is fabulous! Clean, comfortable and central location! The owners were wonderful and made us feel like family! Cortona is a beautiful place and being welcome in this lovely rental was the ic… More


5 May 2014

5/5

"This is the perfect location and place to enjoy Cortona!"

This apartment was perfect for my friend and I.. Its location was within walking minutes to the center of town. The apartment itself was nice and clean.. with a great kitchen, large eating area and l… More


5 Mar 2014

5/5

"CHARMING, COZY ,CLEAN , CENTRAL IN CORTONA"

We enjoyed very much our short stay at Appartamento Stefy in Cortona. The apartment is truly charming , cozy, clean and centrally located. What we truly appreciated is the profound courtesy and kindne… More

See all reviews Continue

8 Photos

from £69 / night

£482 - £685 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £69 / night

£482 - £685 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 2 bedrooms sleeps 4  …see more

9 Photos

from £55 / night

£383 - £499 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £55 / night

£383 - £499 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Cortona with 1 bedrooms sleeps 2  …see more

8 Photos

from £63 / night

£441 - £592 / week

View

Distance approx 0.1 miles from Cortona   |  Show on Map

Holiday apartment accommodation

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

3 Nights min stay

Add to shortlist

from £63 / night

£441 - £592 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Cortona with 1 bedrooms sleeps 3  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page