Vacation Rentals & Apartments in Cortona

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2,890 apartments

Apartment Luna

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$136

Typical house with lovely view and swimmingpool

Cortona house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$228

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

$344

Typical house with private pool and stunning view

Cortona house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$228

Cortona Wiisteria Villa, A Lovely Relaxing Retreat

Cortona villa

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$375

Super Panoramic Private Terrace in the Historical Centre of Cortona

Cortona apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$95

Villa the Corchie

Cortona villa

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$398

Villa Manuela: 3 bedroom Cortona villa

Montalla house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$297

Central Cortona Apartment at Quintani Luna

Cortona apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$89

Price per night from

$407

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

Cortona apartment

2 bedrooms / 1 bathroom / sleeps 3

“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.

Price per night from

$64

Quintani Sole

Cortona apartment

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$86

Villa La mucchia Cortona (Family suite 3)

Cortona villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 57 minutes

Price per night from

$291

Old cottage in the heart of Tuscany - Cortona

Cortona apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$189

Cells Farinaio

Cortona house

6 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$227

Private villa with pool near Cortona, Villa I Girasoli

Cignano villa

7 bedrooms / 6 bathrooms / sleeps 17

Price per night from

$293

Villa Della Valle

Teverina villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$208

Villa il Giuggiolo - Azienda Fontelunga

Cortona house

6 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$394

Price per night from

$468

Villa Bellora

Cignano villa

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$348

Casa Zeni - Signorelli

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

Villa Conca D'oro

Cortona apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$227

Villa in Tuscany La Mucchia Luxury Suites Hotel

Cortona villa

13 bedrooms / 8 bathrooms / sleeps 20

“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.

Responds fast! avg. 3 hours 57 minutes

Price per night from

$1,517

Il ponticello

Cortona apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$89

Villa Ruffignano

Teverina villa

7 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$597

La Mucchia casa vacanze ( suite number 4)

Cortona villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 57 minutes

Price per night from

$241

Villa Del Sole

Cortona villa

7 bedrooms / 5 bathrooms / sleeps 13

Price per night from

$398

Il Cipresso apt in farmhouse Casa Contea with pool

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$228

Villa Ginestra

Teverina villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$213

Villa San Martino

Cortona villa

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$355

Luxury Country Living in Tuscany-Casa Montisole

Mercatale house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$459

Villa Fastia A

Montalla house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 56 minutes

Price per night from

$84

Beautiful Villa with Pool 10 Minutes from Cortona

Cortona villa

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$297

Villa Fastia B

Montalla house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 56 minutes

Price per night from

$77

Villa Eleonora

Montalla house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$244

Typical apartment in the Tuscan town of Cortona

Cortona apartment

/ 1 bathroom / sleeps 3

Price per night from

$95

La Bozza, Agriturismo Fontelunga

Cortona apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$201

Vacatoin Rentals at Le Celle Del Farinaio in Corto

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.

Price per night from

$272

Viewing 38 of 2,890
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.