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31 Houses

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Holiday house-the House Cells-

Farinaio farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$346

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

Cortona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$494

villa ai cedri

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$406

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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.

1 of 3 match: Safe, Ceiling Fans, City breaks

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Price per night from

$303

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.

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Price per night from

$1,058

Borgo Valecchie, Exclusive Villa set with private pool, Cortona, Tuscany

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$556

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.

1 of 3 match: Safe, Ceiling Fans, City breaks

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Price per night from

$1,489

Vacatoin Rentals at Le Celle Del Farinaio in Short

Cortona villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Charming house with a beautiful garden” Le Celle lies on the hillside, secluded and peaceful. The house is of high standard and keeps cool during the hot season. The garden is amazing, full of so many different flowers, plants and trees. The Tarquini family are friendly and helpful, and we did not miss anything during our stay!

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Price per night from

$371

1 Bedroom, 1 bathroom apartment with Pool - sleeps 2 + 2

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$210

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

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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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

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Price per night from

$882

VILLINO I DUE MORI

La Dogana house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$198

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.

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Price per night from

$353

Villa Church

La Dogana villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$337

Farm Pilari Apt Castagnolo

Mercatale di Cortona farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$161

Villa in Cortona

Anghiari villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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1 bedroom sleeps 4, beautiful view

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$93

Ville Alto: peaceful Tuscan villa in the Cortona countryside

Montanare villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$222

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Price per night from

$309

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Price per night from

$318

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Price per night from

$318

1 bedroom, 1 bathroom suite, apartment in the Tower

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$163

Ciliegio

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$132

Lauro

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$132

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Price per night from

$926

Villa Lavender

Montalla villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$427

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 24

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Splendid flat in Tuscany, pool & breathtaking view

Mercatale di Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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House with private swimming pool and panoramic lake view

Tuoro sul Trasimeno house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 3 match: City breaks, Ceiling Fans, Safe

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Price per night from

$203

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Price per night from

$530

2 Bedroom, 2 bathroom, Quiet , Elegant Villa with pool - sleeps 4 + 2

Cortona apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: City breaks, Ceiling Fans, Safe

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Price per night from

$439

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