Montanare Rentals

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100 Houses

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

$555

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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

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Montanare farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$247

Great rentals within 20 miles that match your search

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Price per night from

$501

Villa Albe

Corciano b&b

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Villa Merelli

Monte San Savino villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$230

LE MURA ETRUSCHE

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Fattoria San Martino

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$1,233

Binami Lake Montepulciano

Goiella house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Casale Fontocchio with nice swimming pool

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

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Price per night from

$396

Villa Biancaluna

San Feliciano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$704

Villa La Pergola

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$291

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

$1,025

Villa Il Casone

Montecchio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

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Price per night from

$353

Gaggioleto, magnificent panoramic villa among the singular hills of Cortona.

Castiglion Fiorentino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$353

Villa Bianca

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$326

Casale Girifalco

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$719

Villa LA VALIANA (Montepulciano)

Montepulciano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!

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$740

Villa Borgonuovo, marvelous example of the traditional tuscan farmhouse.

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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$396

La Graziosa, graceful cottage with lovely pool.

Cortona villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Quiet beautiful place” We had an excellent holiday in this place. We will surely come back !

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Price per night from

$141

Villa del Colle ideal location for family reunion

Castiglion Fiorentino villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 16

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$529

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

$1,057

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

Cignano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

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$874

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.

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Price per night from

$302

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!

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$550

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.

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$1,487

Villa la Foce: breathtaking panoramic view

Castiglion Fiorentino villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“A little paradise” We enjoyed 3 wonderful weeks in a nearly perfect surrounding.

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Price per night from

$353

Authentic Villa in Trasimeno Lake

Monte del Lago villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

“Absolutely a beautiful place!” Location is great, peaceful,and both the house and the land are really well groomed..I liked so much the wood behind the house!! The house is so spacious, 3 apartments inside the main house...and everything is accurate and clean! The owner, Paolo, is a very kind and generous person who try to fulfill every request you ask him! The closest village where to buy food is only 10min by car. I highly recommend for short and long stay!!

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$1,348

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Price per night from

$215

IL BORGO DI GEBBIA B & B Holiday House

Civitella in Val di Chiana b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$309

Agriturismo L'Olivo

Serre di Rapolano cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 1 hour 11 minutes

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Price per night from

$111

Il Poderaccio

Lake Trasimeno villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 18 minutes

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Price per night from

$370

Agriturismo Poggio Del Pero

Lake Trasimeno farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$185

RARE B&B STONE: SAPPHIRE APARTMENT

Montone apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

Tuscany Villa Bagnoro Arezzo Country House

Arezzo villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,233

Enchanting country house (12 + 4) with private pool

Lucignano b&b

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$291

Villa Sargiano 2 - Holiday House

Arezzo villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$513

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