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High chair
Wireless Internet
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Swimming pool

Private pool
Heated pool
Private indoor pool
Balcony or terrace
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Fireplace
Cot available
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Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
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Pool or snooker table
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Ceiling Fans
Clothes dryer
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Shared outdoor pool (heated)
Swing set or jungle gym
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Iron
Hair dryer
Stove
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Linen provided
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Towels provided
Bicycles available
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Staffed property
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Pets
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Parking
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Children under 5
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271 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

$555

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

Great rentals within 20 miles that match your search

Le Palazze, country b&b

Citta della Pieve b&b

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 30 minutes

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Price per night from

$185

Beautiful family home Lake Trasimeno / Tuscany border

Petrignano house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$308

Casa Gaia Luciano Giachi and Teresa chilly

Castiglione del Lago apartment

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$62

Villa vicino Anghiari, 8-14 ospiti con piscina, WI.FI, Air.Cond.per famiglie

Anghiari villa

7 bedrooms
7 bathrooms

sleeps 14

Responds fast! avg. 2 hours 10 minutes

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Price per night from

$406

Casa Podere San Firenze, studio apartment

Arezzo studio

Studio
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$136

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

Cortona apartment

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$438

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$216

THE SEVEN VEIN large farmhouse beautiful location

Tuoro sul Trasimeno villa

7 bedrooms
3 bathrooms

sleeps 14

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Price per night from

$456

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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Price per night from

$501

Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!

Sant'Albino villa

7 bedrooms
8 bathrooms

sleeps 21

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Price per night from

$802

Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

6 bedrooms
6 bathrooms

sleeps 22

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Price per night from

$704

Villa in Cortona

Anghiari villa

1 bedroom
2 bathrooms

sleeps 4

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Lovely home of Olimpia in Montepulciano, wifi, wine and bikes, music and termal

Montepulciano apartment

3 bedrooms
1 bathroom

sleeps 5

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Price per night from

$124

Villa Il Casone

Montecchio villa

7 bedrooms
7 bathrooms

sleeps 22

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Price per night from

$353

Casale Girifalco

Cortona villa

6 bedrooms
5 bathrooms

sleeps 12

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Price per night from

$719

Villa Bagnaie

Lisciano Niccone villa

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$581

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

$740

Casa Leone Italy

Castiglione del Lago apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$87

I Casali di Colle S. Paolo-Garden apt., 2-bedrooms

Tavernelle di Panicale villa

2 bedrooms
2 bathrooms

sleeps 6

“green outdoors plus charm at home” I stayed in the "Fontanelle" farmhouse of Colle San Paolo for 2 weeks in July, with an extended family of ten adults and 5 children- and we had an excellent stay and wondeful time-- the check-in, introduction to the rooms, and overall responsiveness was warm and excellent. The home is furnished beautifully and charmingly comfortable, with spectacular views particularly on the east and southern sides. All the amenities are excellent, including the common areas: the infinity swimming pool with beautiful view of the valley, patio/garden with lavender and ancient olive tree, shaded barbecue area and the common (games/eating) room- as well as of course the pristine woods around the farmhouse. We received excellent tips on where to go for wine-tasting; medieval villages (where we met a jolly band of Franciscan faithful walking for peace); donkey walks for the children; jazz music in medieval castles; and hidden monastries off the tourist map. Most of all we enjoyed the fresh air, beautiful views and relaxed setting at the swimming pool with lots of space for meals in the common room and nearby walks in the early evening. We enjoyed every minute, emersed in the Italian countryside, with lots to do nearby whenever we felt the impulse to leave this comfortable and charming home.

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Price per night from

$198

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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Price per night from

$550