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Sixteenth-century rural building

Cortona villa

  • 7 bedrooms
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Games room City breaks Parking

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Price per night from

$93

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Cottages-Vacation Rentals ' ' Cypress ' ' Casa Martina

Cortona house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Cottages-Vacation Rentals ' ' Cypress ' ' Casa Lucia

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Farm Pilari Apt Castagnolo

Mercatale di Cortona farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$161

Villa Eugenio, authentic villa walk to village

Cortona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“Dream Vacation” It is s beautiful, private estate. You will need a car to get anywhere, but otherwise the location is ideal. Beautiful views, quiet. Sign up for a dinner to be fixed for you- it was amazing! We added a second dinner once we had the first! The women who cooked where sweet and friendly.

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$303

Casale Fontocchio with nice swimming pool

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$396

Villa at the Foot of Cortona in Tuscany

Cortona villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

“Perfect accommodation for five couples and one baby” We wanted a large holiday accommodation which would provide 5 couples with the opportunity to enjoy a holiday together,but with no strangers, and also for each couple to be able to find their own space when they wanted.i pagliai was perfect.There was an excellent communal dining room and Vittorio and his staff went the extra mile to make our holday a real treat.

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$1,057

Antica Quercia Verde Cortona - a Tuscan Dream 1

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$141

Casa La Quercia County apt with views and pool

Cortona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$222

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$124

The Cypress apt in view CASA COUNTY swimming pool

Cortona farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$185

3 bedroom, 3 bathroom, spacious apartment with pool - sleeps 6 +1

Cortona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$494

Villa Alma: the pool is a dream

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“our vacation at Villa dei Ciliegi was a dream” we have spent 4 weeks at Villa dei Ciliegi. The house is made for a good size family with the open kitchen and the option to eat in and outside, the pool is simply a dream, the garden huge and meticulous maitained, the location on the hill provides privacy and a stunning view and Cortona and surroundings gave us lots of options to explore the tuscan charm. we loved it so much, we will be back next year.

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$1,488

THE LOGGINA BIG LAKE TRASIMENO

Tuoro sul Trasimeno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Games room, City breaks, Shared outdoor pool (unheated), Parking

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Price per night from

$111

Villa Bianca

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$326

Holiday house-the House Cells-

Farinaio farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$346

Responds fast! avg. 2 hours 58 minutes

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$591

LE MURA ETRUSCHE

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Responds fast! avg. 2 hours 58 minutes

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$181

Casale il Granaio

Cortona apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$135

Valerie, luminous villa among rolling Tuscan hills

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“A dear memory in Tuscany” Lost in a peaceful place on the slopes, this country is just a dream to care for ever. More than a comfortable home, this hideout is full of charming details and helpful amenities. Just take your time to sit out to see the wonderful views and take a bath in the pool, hearing the cicada enjoying the summer. A place full of poesy, it was a privilege to share for a week the house. Hope we can come back someday.

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$353

Villa Church

La Dogana villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$336

Villa Arianna - 3 bdr-villa over the Trasimeno Lake!

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$1,026

Villa con meravigliosa vista sul lago Trasimeno e grande piscina panoramica

Lisciano Niccone villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$882

Curly tree

Passignano Sul Trasimeno townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

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Price per night from

$87

The Tavern of Casale The Granary

Cortona studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$102

«Monastero San Silvestro-Historic Farmhouse

Cortona finca

  • 15 bedrooms
  • 10 bathrooms
  • sleeps 30

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$2,407

villa ai cedri

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$406

P.B MOSS HOUSE

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$124

1 bedroom sleeps 4, beautiful view

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$93

Ville Alto: peaceful Tuscan villa in the Cortona countryside

Montanare villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$222

Fonte al Vento:the Villa

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$880

Amazing villa 2 km away from the beach for 6 ppl. with swimming-pool

Tuoro sul Trasimeno villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$269

Splendid Villa by Olive Groves and Vinyards at Fontocchio on Cortona

Cortona villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 17

“Heaven” Villa Fontocchio is a very special place to me. We stayed there for 5 weeks in 2006 and 3 weeks in 2008. It is an amazing property- there are 5 bedrooms and 5 bathrooms. It is extremely comfortable and the pool is great (which also has a pool house). There is also a very large outdoor table as well. The owners of the property are just wonderful people. Carlo made every effort to make sure that we were happy during both stays. The villa itself is at the foot of the hill to Cortona. It is well situated as there is a great grocery store very close by with charming Cortona at the top of the hill. There is a beautiful olive grove and vineyard behind the house as well. It is also very close to the train station I have so many wonderful memories of this place and I cannot recommend it more highly. I know I will go back to this place!

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$550

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$502

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$501

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$309

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Games room, Shared outdoor pool (unheated), City breaks, Parking

2 of 4 filters match

Price per night from

$272

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