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Vacation Rentals & Apartments in Cortona

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Vacation Rentals & Apartments in Cortona

About Cortona

3,983 apartments

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

Cignano villa

7 bedrooms / 7 bathrooms / sleeps 19

“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

Price per night from

$329

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Villa Il Casone

Montecchio villa

7 bedrooms / 5 bathrooms / sleeps 22

Price per night from

$329

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Lovely Villa with pool on Tuscan/Umbrian border

Mercatale villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 50 minutes

Price per night from

$229

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Villa del Cardinale, elegant property lose in the

Cortona villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$165

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Il Nido a contemporary countrychic Villa with pool

Montecchio villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$140

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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.

Price per night from

$132

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Apartment Luna

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$123

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3 bedroom Villa in Col di Morro, Tuscany, Italy : ref 5604621

Teverina villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$179

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Villa Magnolia

Teverina villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$248

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Bucchero 3

Cortona apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$74

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

Montalla house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 45 minutes

Price per night from

$294

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Princess 5 + 2

Montalla villa

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$280

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Villa Eleonora

Montalla house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$197

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Villa Della Valle

Teverina villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$189

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Villa Cristina - walking distance with pool

Cortona villa

4 bedrooms / 3 bathrooms / sleeps 8

“Unreservedly recommended” We had a wonderful week in this villa. The house is beautifully restored, the garden splendid and the poolside wonderful. Location was very close (10min walk) to a lovely old town, Cortona. The town has lots of shops and rest

Price per night from

$772

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Casa Zeni - Caps

Cortona apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$110

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Bucchero 9

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$99

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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

Price per night from

$139

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Cortona - 78001

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$138

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Maccari Apartment

Cortona apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

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Price per night from

$460

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Villino Laura

Montecchio villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$150

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Cottage I Frati

Cortona house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$227

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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. 3 hours 50 minutes

Price per night from

$174

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Villa Oleandro

Montalla house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$213

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3 bedroom farmhouse in Cortona in Tuscany with private pool (BFY13467)

Cortona house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 45 minutes

Price per night from

$196

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Bucchero 4

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$99

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The Sworn 9

Cortona villa

5 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$326

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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

Price per night from

$814

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Domus Ghibellinae, Fonte di San Benedetto

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$110

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Villa Fastia B

Montalla house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 58 minutes

Price per night from

$71

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Villa La Pergola

Cortona villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$296

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Villa San Martino

Cortona villa

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$204

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Tuscan Dream Home in Cortona: Pool, WIFI, Magical

Cortona house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$353

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Tuscany Large villa with Private Pool, Villa Grazia Tuscany , - Tuscany, Family

Montecchio house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 34 minutes

Price per night from

$369

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Villa Bianca

Cortona villa

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$304

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Grandfather Fernando 18 + 4

Cortona villa

9 bedrooms / 11 bathrooms / sleeps 22

Price per night from

$535

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Villa Teresa

Cortona villa

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$247

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Viewing 38 of 3,983

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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