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Vacation Rentals & Apartments in Cortona

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3,269 apartments

Typical house with lovely view and swimmingpool

Cortona house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$512

Apartment Luna

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 41 minutes

Price per night from

$147

Cortona Wiisteria Villa, A Lovely Relaxing Retreat

Cortona villa

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$415

3 bedroom Cortona villa

Montalla house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 20 minutes

Price per night from

$362

Typical house with private pool and stunning view

Cortona house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$493

Villa the Corchie

Cortona villa

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$445

Elegant Vacation Rental in Cortona Tuscany, Moses

Cortona house

4 bedrooms / 3 bathrooms / sleeps 9

“A beautiful palace in a heavenly location.” We loved our stay in the Moses Palace. It is centrally located in the gorgeous city of Cortona, and Roberto could not have been more helpful and accommodating for us.

Price per night from

$389

Price per night from

$317

Villa Grazia Tuscany , - Tuscany, Family Villa with Private Pool , for 8 plus gu

Montecchio house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$384

Apartment "Leonardo"in cortona's country (2bd)

Cortona apartment

2 bedrooms / 1 bathroom / sleeps 3

“A place full of charm” We were three friends Spanish for a week and the room was unforgettable. The functional and bright apartment, located in a beautiful place, we loved it. Lorenzo, the owner is a lovely person and always willing to help beyond what we expected. Car is necessary to explore the region, which is wonderful. We are delighted and indeed the place again. Lorenzo and Silvia Thanks for your hospitality and for all you know, even by my ineptitude, which I appreciate from heart. You are wonderful and just hope to return.

Price per night from

$72

Quintani Sole

Cortona apartment

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$93

Central Cortona Apartment at Quintani Luna

Cortona apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$99

Cells Farinaio

Cortona house

6 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$242

Old cottage in the heart of Tuscany - Cortona

Cortona apartment

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$184

Villa Della Valle

Teverina villa

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 41 minutes

Price per night from

$225

Villa La mucchia Cortona (Family suite 3)

Cortona villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 19 minutes

Price per night from

$325

La Mucchia casa vacanze ( suite number 4)

Cortona villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 19 minutes

Price per night from

$269

Villa in Tuscany La Mucchia Luxury Suites Hotel

Cortona villa

13 bedrooms / 8 bathrooms / sleeps 20

“Home away from home at La Mucchia” I loved this place, loved my stay, my wife nearly cried when our vacation was over and we were packing, we certainly will be back soon, as we will find the time to have another vacation in 2014. No words how we enjoyed it, the feeling to be at home, the owners are two brothers, with lots of patience explained and gave us many tips, the pool was clean and cozy, sun terraces and great wifi service, tv,dvd,parking,gift basket,all free and included, thank you brothers,arrivederci soon.

Responds fast! avg. 1 hour 19 minutes

Price per night from

$1,697

Villa Bellora

Cignano villa

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$531

Villa Ruffignano

Teverina villa

7 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$840

Villa Fastia B

Montalla house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 minutes

Price per night from

$84

Villa Eleonora

Montalla house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 41 minutes

Price per night from

$264

Villa Del Sole

Cortona villa

7 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 41 minutes

Price per night from

$77

Il Cipresso apt in farmhouse Casa Contea with pool

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$247

Typical apartment in the Tuscan town of Cortona

Cortona apartment

/ 1 bathroom / sleeps 3

Price per night from

$106

Villa Fastia A

Montalla house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 minutes

Price per night from

$91

Vacatoin Rentals at Le Celle Del Farinaio in Short

Cortona villa

6 bedrooms / 4 bathrooms / sleeps 14

“Charming place in Toscana. You will never forget your stay” Charming villas on the hills of the Trasimeno lake with beautiful scenery and relaxing. Time stops during the stay. Each has its place and benefits as it means facilities available: swimming, Mountain biking. Difficult to leave the house yet conveniently placed for exploring the treasures of Tuscany and Umbria. Mauro, the owner upon arrival, established a welcoming atmosphere and is at your disposal during your stay. Everything is perfect even last evening organized by our host. An unforgettable stay. Bravo Mauro (e toute la famaglia Tarquini). Grazie.

Responds fast! avg. 2 hours 42 minutes

Price per night from

$406

Villa Selene Tuscan Vacation Rental in Cortona

Cortona house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$479

Villa Magnolia

Teverina villa

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 41 minutes

Price per night from

$364

Casa Mia a CORTONA: Overlook Valdichiana & Tuscany

Cortona house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$121

La Quercia in Casa Contea Cortona w sw-pool & view

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$247

Villa La Mucchia Cortona (Suite 2)

Cortona villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 19 minutes

Price per night from

$184

Casa Liliana

Cortona villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$595

Price per night from

$196

Vecchio Frantoio traditional Tuscan Apartment

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$143

Villa Ginestra

Teverina villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 41 minutes

Price per night from

$230

Casale Girifalco

Cortona villa

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$825

House And Foil

Cortona house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 minutes

Price per night from

$151

Viewing 38 of 3,269
rentals in Cortona

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About Cortona

With magnificent panoramas, great old Italian architecture and some of the best food in the area, Cortona is the ideal destination for a romantic getaway or family vacation. The cobblestone streets, quaint buildings, and winding roads of Cortona make it one of the best walking towns in the area. If you are looking for great restaurants and shopping, be sure to check out Piazza Signorelli.

Here are a few additional suggestions of things to do in Cortona:

  • Cooking Classes: Several hotels in the area offer half-day and full-day courses in the art of making traditional Italian dishes.
  • The Archaeological Park: This route takes you along several Roman roads and past some beautiful architecture.
  • Visit the Churches: Cortona is home to beautiful churches including the Duomo and Eremo Le Celle.
  • Visit the Tombs: The Etruscan tombs are arguably the biggest attraction in the area.
  • Palazzo Comunale: The town hall that was built in the early 13th century remains largely intact and offers guided tours.

Not surprisingly, many of the festivals in Cortona revolve around the amazing culinary attractions in the area. The biggest festival is the Sagra della Bisteca in August, which celebrates the steak from the local Chianina cows. The other main festival in the area is the Giostra dell'Archidado in May, an archery competition where representatives of the city's quarters compete while wearing historical costumes. The annual grape harvest, typically held in late September or early October, is another big event for Cortona.

Whether you want a condo with panoramic views of the vineyards out your front door, an apartment that's steps from all the major attractions and fine dining options, or a more secluded luxury villa in the outer parts of town, there's a vacation rental available to help you get the most out of your European getaway.

Top Destination reviews

Villa in Tuscany La Mucchia Luxury Suites Hotel
Memorable time at La Mucchia in Tuscany

I visit Tuscany once a year for the last ten years or more, used for the way of agriturismo offer to its guests, this casa vacanze, is much above the level I was used to, but still pricewise is not above the medium price. The building itself is old and restored with great care, the rooms are big and comfortable, the grounds are very nicely kept, the pool and the olive grove, so as the rose garden and the lawns, the hosts are very friendly and will help you to plan your day trips, Cortona is nearby and so as many restaurants and supermarkets, we loved La Mucchia very much.see more
Villa Leccio: a beautiful stone farmhouse
Great holidays

We enjoyed our stay in Villa Lecio, great location, on the hill, stunning view, quiet and peaceful place, a lot of trees which gives desirable shadow, clean and rather big swimming pool, well-equipment kitchen, bathrooms, much fun with access to the main road ( from second time, first impression was a little bit frightening), but there was one unpleasant thing- we found scorpions in the bedrooms, but despite of this I wish I would come back next holidays there agasee more
Apartment "Leonardo"in cortona's country (2bd)
Great location to visit many tourist cities close by

Very clean and confortable apartment, with good central heating and fast internet. Very quiet neighbourhood. Easy and really fast access from the motorway. The meeting point for check-in was in Camucia Central Station, from where the owner guided us to the apartment. In Camucia there is a Coop supermarket (medium sized - very good), wich is about 7km (5 minutes by car) from the apartment. The owners are great people. Always helpful. During our stay we visited Cortona, Arezzo, Montepulciano, Pienza, Assisi, Siena and Perugia. We did not went to Gubbio, wich is also near, because it was raining. You can get to those cities very fast by car, most of then not using toll motorways. The only thing we did not like in the apartment is that in the living room there is a lot of decorative itens in shelves. They are beautiful but takes free space that could be used by the guests. We had to move things to clear space for the laptop and smaller things. Note for future guests: Only rent if you have a car. There may be a lot of mosquitoes in the summer, as it is a rural area. We went in the end of the winter and had no issues. The stairs to the bedroom are narrow and not suitable for the elderly.see more
Diana Garden: pool in a unique flower garden.
La dolce vita!!!

We have stayed at Villa Maria Della Rose three times and each time it's been a joy, the spring visit was beautiful, the weather was superb and the evenings cool. The villa is so comfortable and beautifully appointed a true home from home. We also visited in July/August the sun was hot and the evenings were filled with barbecues and Prosecco and Vittorio sent us a wonderful chef who cooked fabulous food for us, what a luxury. The villa has 1metre thick walls so it stays cool inside, and when it was very warm in the evening there is air conditioning in the bedrooms, oh and the beds, wow, King size super comfortable beds. Before discovering this villa we had stayed in the surrounding hills, but we found being inside the walls to be truly magical. In fact leaving this amazing garden was the hardest part of all. We are hoping to go back for Xmas this year ... If it's not already booked. H&E; Notting Hill Londonsee more
Casa La Dolce Vita beautiful panoramic windows.
Old World Charm

My mother and I spent 2 weeks at Casa Giiulia in September 2012. This old city centre apartment was all we could hope for and more. A very large rental with fabulous views of the rooftops of Cortona as well as the Valley below. If stairs are an issue, be aware there are several stairs to climb to reach this apartment. A Great kitchen to stay in and cook, but the unit is also only steps away from grocers, bakers, pasta makers not to mention all the local restaurants. Couldn't have asked for a better rental. The Terre Trusche rental office is also on the ground floor of this building and all the staff are always available to assist you with any queries.see more
Villa Borgonuovo, marvelous example of the traditional tuscan farmhouse.
Lovely Family house near Cortona

We had a lovely time there. Everything was more than oké! The swimming pool excellent. The garden beautiful. The house beautiful and had comfort. Minus were the beds. Too hard. … see more

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