Montanare Rentals

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1,034 Houses

Il Sasso Il Sasso

Chianciano Terme house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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$1,142

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Elegant Vacation Rental in Cortona Tuscany, Moses

Cortona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“A beautiful palace in a heavenly location.” We loved our stay in the Moses Palace. It is centrally located in the gorgeous city of Cortona, and Roberto could not have been more helpful and accommodating for us.

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$344

Villa Biancaluna

San Feliciano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$698

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

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Clothes dryer, City breaks, Heated pool, Microwave

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Price per night from

$1,015

Holiday Home Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Clothes dryer, City breaks, Heated pool, Microwave

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Price per night from

$175

Gues tHouse del Corso

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Heated pool, Microwave, City breaks, Clothes dryer

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Price per night from

$159

Appartamento del Capitano: you'll be just in Town!

Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$220

Cottage La Limonaia

San Pietro a Cegliolo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$97

Casale Fontocchio with nice swimming pool

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 4

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$392

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$541

Villa Luisella a jewel in the heart of Cortona

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$550

Villa Borgonuovo, marvelous example of the traditional tuscan farmhouse.

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$392

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: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$1,047

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: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$300

Cottages-Vacation Rentals ' ' Cypress ' ' Casa Martina

Cortona house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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studio apartment with kitchenette

Umbertide townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$86

Agriturismo S.angelo

Castiglion Fiorentino guest house

  • 14 bedrooms
  • sleeps 39

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

Castiglion Fiorentino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$350

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: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$1,473

Villa da sogno accessibile a tutti

Arezzo villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$243

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!!

3 of 4 match: Clothes dryer, City breaks, Heated pool, Microwave

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Price per night from

$733

Il Cerro,villa immersa in un luogo senza tempo

Pieve A Maiano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$72

The RARE STONE Ruby B&B App.

Montone apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$165

Casanova of the Woods

Montepulciano farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$501

My house with steam room, jacuzzi and theater view

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$135

Farmhouse Il Palazzo dei Diavoli Montepulciano - Tuscany Val d 'Orcia

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$147

villa ai cedri

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$314

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 and the bells of Cortona are things we will never forget. The apartment is very Tuscan and well equiped. We had a reception for 30 people and food was all cooked on site. If stairs are a concern this is not for you,about 43 steps to apartment. The beds were very comfortable and bathrooms worked well for us. Being central was perfect for morning coffee or any other area of Cortona.It was special to be able to walk everywhere and be recognized by the local citizens and merchants. Parking was also handy,a short walk to Piazza Garibaldi then down the escalators to the public parking lot.And last but not least the Terretrusche office is two floors below the apartment. You pass it every time you arrive at or exit the apartment. I must say the service that terretrusche gives is friendly,attentive and prompt. Vittorio runs a well oiled operation. We are returning for six weeks during October and November of 2014

2 of 4 match: Heated pool, Microwave, City breaks, Clothes dryer

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Price per night from

$196

Romantic escape from Sissi

Arezzo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$55

GoldenTuscany Apartment

Arezzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$171

House Podere San Firenze

Arezzo b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 45 minutes

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

2 of 4 filters match

Price per night from

$473

Villa I Cerri, oasis of peace and tranquillity near the banks of Lake Trasimeno.

Sant'Arcangelo villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$524

Villa Bianca

Cortona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$323

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.

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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Price per night from

$350

Cottages-Vacation Rentals ' ' Cypress ' ' Casa Lucia

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Clothes dryer, Heated pool, City breaks, Microwave

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P.B MOSS HOUSE

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Price per night from

$123

The Meleria

Monte San Savino townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

3 of 4 filters match

Price per night from

$147

Idillio (in the walled city)

Citta di Castello house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Heated pool, City breaks, Clothes dryer, Microwave

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Viewing 38 of 1,034
rentals in Montanare

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