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Private pool
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345 Houses

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San Carlo house

Monteleone d'Orvieto villa

10 bedrooms
7 bathrooms

sleeps 32

Match: Private pool

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Price per night from

$2,179

Casa Ciculino 8, Emma Villas

Monteleone d'Orvieto villa

4 bedrooms
4 bathrooms

sleeps 8

Match: Private pool

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Price per night from

$364

Great rentals within 20 miles that match your search

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

5 bedrooms
6 bathrooms

sleeps 10

Match: Private pool

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Price per night from

$685

Countryside Villa with swimming pool

Castiglione in Teverina villa

5 bedrooms
5 bathrooms

sleeps 15

Match: Private pool

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Price per night from

$374

rustic farmhouse in the countryside overlooking Lake Bols

San Lorenzo Nuovo villa

1 bedroom
1 bathroom

sleeps 5

Match: Private pool

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Price per night from

$125

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

Sant'Albino villa

7 bedrooms
8 bathrooms

sleeps 21

Match: Private pool

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Price per night from

$811

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

Chianciano Terme villa

6 bedrooms
6 bathrooms

sleeps 22

Match: Private pool

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Price per night from

$711

farmhouse surrounded by greenery

Bolsena farmhouse

4 bedrooms
3 bathrooms

sleeps 9

Match: Private pool

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Price per night from

$872

Le Bonheur di Todi among olive groves, vineyards

Todi house

3 bedrooms
3 bathrooms

sleeps 6

Match: Private pool

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Price per night from

$685

Villa Biancaluna

San Feliciano villa

2 bedrooms
2 bathrooms

sleeps 4

Match: Private pool

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Price per night from

$711

The Molinaccio 3

Montepulciano villa

3 bedrooms
3 bathrooms

sleeps 6

Match: Private pool

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Price per night from

$561

L'Ulivo, Family friendly holiday house with pool and SPA

San Venanzo apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Private pool

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Price per night from

$145

Melograno, Family friendly holiday house with pool and SPA

San Venanzo apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Private pool

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Price per night from

$152

Mandorlo, Family friendly holiday house with pool

San Venanzo apartment

3 bedrooms
2 bathrooms

sleeps 8

“Nice Friendly Home with good pool and very nice hosts” Nice Friendly Home with good pool and very nice hosts

Match: Private pool

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Price per night from

$145

Il Noce, Family friendly holiday house with pool and SPA

San Venanzo apartment

2 bedrooms
1 bathroom

sleeps 4

Match: Private pool

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Price per night from

$101

Romantic Cottage in Tuscany

Radicofani cottage

3 bedrooms
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 11 minutes

Match: Private pool

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Price per night from

$112

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!!

Match: Private pool

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Price per night from

$748

VILLA ANTICO TABACCAIO PERFECT FOR GROUPS AND FAMILY REUNION! SPECIAL PRICE 2019

Panicale villa

7 bedrooms
5 bathrooms

sleeps 16

“Excellent villa in a beautiful location” We were three families holidaying in this wonderful villa with our children, ages 9-16. The kids loved the pool and us adults enjoyed soaking up the Umbrian sun in the well-maintained gardens. We explored the local area-Montepulciano, Isla Maggiore and Castiglione del Lago (market Wednesday am). We also did Siena on the train. Would have liked to have done more,but a week is not enough. Katia was such a welcoming host,nothing was too much trouble. Thank you very much Katia, hope to see you in a year or two!

Responds fast! avg. 2 hours 8 minutes

Match: Private pool

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Price per night from

$623

Secluded, restored mill with private pool, Umbria

Perugia villa

3 bedrooms
3 bathrooms

sleeps 6

“Home from home with an awful lot more ...” For us La Mulinella was idyllic,from the thick stone walls and curved ceilings of the house itself to the unique view out of each window.It's rustic charm combined with every mod-con makes for the most relaxing holiday.The only problem for our family of four, children aged seven and twelve was that everytime we left the house all we wanted to do was get back to it!!(if you call that a problem)Ping pong by the pool,hammocks in the shade, a bread/dough maker and last but defeniteley not least a traditional wood burning pizza oven.It is "A little gem" We thank the family for being so helpful and sharing their wonderful home with us...

Match: Private pool

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Price per night from

$267

Casa Baiocco // Private Tuscan Villa With Swimming Pool

Chiusi villa

2 bedrooms
4 bathrooms

sleeps 6

Match: Private pool

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Price per night from

$142

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!!

Match: Private pool

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Price per night from

$1,361