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94 Houses

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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

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

TULIP

Castiglione del Lago apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$124

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$111

Just 500 m, five minutes on foot, from the town of Cortona. 12 pax, private pool

Cortona villa

6 bedrooms
6 bathrooms

sleeps 13

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$502

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

$292

Holiday Villa in Cortona, La Fiorita

Cortona farmhouse

10 bedrooms
6 bathrooms

sleeps 20

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Price per night from

$1,411

Apartment with Little Arch

Montepulciano apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$114

«Monastero San Silvestro-Historic Farmhouse

Cortona finca

15 bedrooms
10 bathrooms

sleeps 30

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Price per night from

$2,407

CASA VACANZE CORNIOLO

Monte San Savino house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$81

18th Century Century Park Villa with private pool

Arezzo villa

14 bedrooms
10 bathrooms

sleeps 30

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Price per night from

$1,622

B&B Il Pozzo - Giuggiolo

Sinalunga b&b

1 bedroom
2 bathrooms

sleeps 2

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Price per night from

$62

Casanova of the Woods

Montepulciano farmhouse

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$506

The Costa del Molino

Monte San Savino farmhouse

2 bedrooms
2 bathrooms

sleeps 6

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casale di Monterosello

Citta di Castello farmhouse

9 bedrooms
11 bathrooms

sleeps 20

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Rolling Hills LIMONAIA

Castiglion Fiorentino apartment

1 bedroom
2 bathrooms

sleeps 2

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Villa Biancaluna

San Feliciano villa

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$705

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 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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Price per night from

$741

Casa Leone Italy

Castiglione del Lago apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$87

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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Price per night from

$1,349

Villa Piantoni on Private Antognolla Golf Estate

San Giovanni del Pantano villa

3 bedrooms
3 bathrooms

sleeps 7

“Beautiful home and handy location” My husband and I stayed in October, 2012. The villa is beautiful with stunning views. We had dinner on the terrace overlooking the pool and hilly wilderness. The bathrooms are a large with great showers. Plentiful hiking options are just outside your door. The villa is well situated in easy driving distance from all of Umbria's charming villages and sites.

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Price per night from

$299