Montanare Rentals

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280 Houses

Fantastic 5 bedroom Tuscan farmhouse with panoramic views and swimming pool

Cortona farmhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) City breaks Parking Pets

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Price per night from

$678

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Cottages-Vacation Rentals ' ' Cypress ' ' Casa Martina

Cortona house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Cottages-Vacation Rentals ' ' Cypress ' ' Casa Lucia

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Casale Fontocchio with nice swimming pool

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$396

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.

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$302

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.

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$1,056

1 bedroom sleeps 4, beautiful view

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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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

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Price per night from

$222

Farm Pilari Apt Castagnolo

Mercatale di Cortona farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Price per night from

$161

Curly tree

Passignano Sul Trasimeno townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Price per night from

$87

The Tavern of Casale The Granary

Cortona studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Price per night from

$101

Villa Fastia Grande

Montalla house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Price per night from

$342

Villa Marilla

Passignano Sul Trasimeno villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 52 minutes

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Price per night from

$291

Splendid flat in Tuscany, pool & breathtaking view

Mercatale di Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Casa Vacanze Paradiso 2

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Price per night from

$148

Sixteenth-century rural building

Cortona villa

  • 7 bedrooms
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private outdoor pool (unheated), City breaks, Parking, Pets

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Price per night from

$93

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.

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$1,486

Villa Bianca

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$326

Splendid family flat, pool, baby playground

Mercatale di Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Villa Cuiano - La Loggetta

Mercatale di Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Responds fast! avg. 2 hours 58 minutes

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Price per night from

$784

ANTICO PALLAIO

Cortona villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Price per night from

$493

Holiday house-the House Cells-

Farinaio farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$345

LE MURA ETRUSCHE

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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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.

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$353

Responds fast! avg. 2 hours 58 minutes

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$180

Villa Church

La Dogana villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$336

Responds fast! avg. 2 hours 58 minutes

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$590

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 24

3 of 4 match: City breaks, Private outdoor pool (unheated), Parking, Pets

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Villa con meravigliosa vista sul lago Trasimeno e grande piscina panoramica

Lisciano Niccone villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$880

Apartment in Palace

Cortona townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Parking, Private outdoor pool (unheated), City breaks, Pets

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Price per night from

$247

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

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$269

villa ai cedri

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$406

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

3 of 4 filters match

Price per night from

$501

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

3 of 4 filters match

Price per night from

$500

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$308

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!

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$550

Fonte al Vento:the Villa

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Pets, City breaks, Private outdoor pool (unheated), Parking

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Price per night from

$879

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