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Cortona Rentals

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Cortona Rentals

About Cortona

834 apartments

Villa Magnolia

Teverina villa

5 bedrooms / 5 bathrooms / Sleeps 12

$252

1 / 48

Casale Lamate 6

Cortona villa

3 bedrooms / 3 bathrooms / Sleeps 6

$304

1 / 54

Cortona - 78001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$141

1 / 31

VillaStefania Old Farmhouse Great View on Cortona

Cortona villa

5 bedrooms / 3 bathrooms / Sleeps 12

$336

1 / 20

Apartment Luna

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$127

1 / 31

Grandfather Fernando 18 + 4

Cortona villa

9 bedrooms / 11 bathrooms / Sleeps 18

$547

1 / 24

Princess 5 + 2

Montalla villa

3 bedrooms / 2 bathrooms / Sleeps 5

$285

1 / 44

Of Friends House

Montecchio house

3 bedrooms / 2 bathrooms / Sleeps 6

“absolutely marvellous” un paradiso nel paradiso, tutto veramente eccellente, la villa, la piscina, il panorama, il servizio e l'accoglienza.

$134

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Private villa with pool near Cortona, Villa I Girasoli

Cignano villa

7 bedrooms / 6 bathrooms / Sleeps 17

$323

1 / 32

Home Saint Lucia

Montalla house

2 bedrooms / 1 bathroom / Sleeps 4

$116

1 / 32

3 bedroom villa in Cortona. Private pool and garden. (BFY13455)

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 6

$268

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Views Views Views! Incredible Property. Incredible Price.

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 3 hours 0 minutes

$92

1 / 14

Charming Apartments in Tuscany Perfect for a Family Holiday - Casa Mercatale

Mercatale villa

4 bedrooms / 4 bathrooms / Sleeps 8

$298

1 / 25

Barbagianni 2+2

Cortona villa

1 bedroom / 2 bathrooms / Sleeps 2

$154

1 / 32

Villa Conca D'oro

Cortona apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$210

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Charming Farmhouse with a Private Courtyard in Cortona - Casa Lina

Cortona villa

3 bedrooms / 2 bathrooms / Sleeps 6

“John's review of Casa Lina” Wonderful. The garden area, bedroom, and kitchen. Exquisite village.

$280

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Bucchero 3

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 4

$75

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Il Casale di Greta 8

Cortona villa

4 bedrooms / 5 bathrooms / Sleeps 8

$249

1 / 44

Villa La mucchia Cortona (Family suite 3)

Cortona villa

2 bedrooms / 3 bathrooms / Sleeps 6

$270

1 / 19

Casa Bellavista

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 4

$252

1 / 26

The Shed 2 + 2

Cortona villa

1 bedroom / 2 bathrooms / Sleeps 2

$190

1 / 48

The Sworn 9

Cortona villa

5 bedrooms / 3 bathrooms / Sleeps 9

$332

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Villa Oleandro

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 7

$217

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The Cerreto 8 + 4

Cortona villa

4 bedrooms / 5 bathrooms / Sleeps 8

$235

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Villa Alma: the pool is a dream

Cortona villa

4 bedrooms / 4 bathrooms / Sleeps 8

“Great for a group” We were a party of 8 and we really enjoyed the space this place had for us all and the pool was very welcome in the heat. Great restaurant at the very top of the hill...we went twice. The cooking class was such fun too at the vill

$353

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Casa La Dolce Vita beautiful panoramic windows.

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 6

“A fabulous exprience staying on the main street of Cortona” We stayed a total of 4 months in Casa Giulia and found it to be the perfect location.The large(about40 sq metres) was perfect. The view of the Val De Chiana are spectacular. Sun rise,sun set

$141

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Villa Borgo delle Spighe- A nice country estate sets a wonderful scenery

Cignano villa

7 bedrooms / 7 bathrooms / Sleeps 14

“Amazing all around!!!” Villa Luna (Casa Nebbie) is amazing. The house was well appointed, the kitchen huge and well stocked, and the view simply amazing. Madeline (the property manager) was very helpful as well. The bedrooms, linens, etc. were also

$336

1 / 35

Water Mill and Millers House Rental in Cortona

Cortona house

3 bedrooms / 4 bathrooms / Sleeps 7

“Amazing!” Wow! A truly wonderful holiday in countryside that takes your breath away! We had an absolutely amazing weeks here, we were very well looked after by Marianne and andrew who offered us good information on where to eat and visit during our s

Responds fast! avg. 1 hour 27 minutes

$178

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Bucchero 4

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$101

1 / 20

Villa Montalla, Cortona holiday home with pool

Montalla villa

4 bedrooms / 2 bathrooms / Sleeps 7

$152

1 / 31

Quintani Sole

Cortona apartment

1 bedroom / 2 bathrooms / Sleeps 3

Responds fast! avg. 14 minutes

$82

1 / 14

Apartment Overlooking the Rooftops of the Ancient Town of Cortona - Casa

Cortona apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“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 kitchen and the

$275

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Villa of 12 Sophore

Cortona villa

6 bedrooms / 5 bathrooms / Sleeps 12

$398

1 / 64

$419

1 / 61

Tuscan Dream Home in Cortona: Pool, WIFI, Magical

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 5

$340

1 / 27

Terracotta

Creti house

2 bedrooms / 1 bathroom / Sleeps 4

$94

1 / 8

The Tower 10

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 10

$298

1 / 36

Villa La Mucchia Cortona (Suite 2)

Cortona villa

1 bedroom / 1 bathroom / Sleeps 2

$154

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About Cortona

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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.

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