Holiday Rentals in Province of Siena - Holiday Lettings - Villas


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Province of Siena

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7 Holiday homes

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(6) Very Good 


Holiday villa rental

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The  …see more

from £176 / night

£939 - £2369 / week

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from £176 / night

(1) Excellent 


Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

4 2 Min stay varies

  • 4 bedrooms
  • Sleeps 2
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
“Old-world Italian charm in a beautiful Tuscan setting” It's a job to find it it, but once you do, you'll want to stay longer than you've booked for. The house has been in the family since 1812 - they produce their own wine - and Olimpia is a charming  …see more

from £44 / night

£308 / week

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from £44 / night


Montepulciano holiday villa rental

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Villa Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the suites and apartments are equipped with whirlpool bath, air conditioning, satellite TV, internet connection.The interior space in “arte p  …see more

from £565 / night

£3948 - £6878 / week

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from £565 / night

(1) Very Good 


Farmhouse rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

from £71 / night

£380 - £768 / week

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from £71 / night

(2) Excellent 


Radicondoli holiday home rental

Province of Siena / Radicondoli

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Child friendly
Three double rooms for six persons, a large living room a big kithen is the perfect home in Tuscany for groups of friends or family.  …see more

from £176 / night

£1106 / week

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from £176 / night


Rapolano Terme holiday farmhouse rental

Province of Siena / Rapolano Terme

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 90 km
  • Child friendly
  • Pet friendly
Podere Capannacce and Torricella are two ancient farms located in the Ombrone valley known since Middle Ages for its abundance of water and its fertility. Torricella is placed over the valley and is only 500 m. far from Capannacce.<br />Torricella is composed by  …see more

from £185 / night

£1141 / week

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from £185 / night


Holiday b&b in Casole d'Elsa

Province of Siena / Casole d'Elsa

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning
Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tuscany, 30 km from Siena. Period residence, bedroom suites, breakfast, casole d'Elsa, siena,Tuscany<br />Built in an ancient convent of Casole d'Elsa, a medieval villa  …see more

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Top Destination reviews

Pink Holiday-apartment with pool in Chianti
Wanderful stayin

The location of the house is in a very typical Tuscan environment: hills, vineyards, olive trees. Even if you might thing to be in a faraway place, the location is very convenient to Siena, San Giminiano, Firenze, and to other spots, such as Pisa an … see more
Villa Podere Earthly
Perfect, beautifil little place in tuscany

A beautiful place full of happines, were you can stay The time you want for a very very good price ,there's a beautiful view, is very relaxing and you can enjoy The animals and nature … see more
Very clean and pleasant apartment

The apartment is very clean, the kitchen equipment is brand new. Even the owner changed both the TV's, so we could watch the European Football Championship. Veronica very kindly meet us late in the evening and drove us from the parking lot to the a … see more
Tuscan Heaven

Cosoli is a beautiful villa in a stunning location. It was a superb family holiday location. thanks. … see more
La Chiesina
An awesome villa in the Tuscan hills

A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monteriggioni. The location is superb and we d … see more
Il Giardino
lovely and peaceful

Il Giardino is a wonderful, intimate place. The house is not huge - but it is perfect for a family.The outside space is so beautiful and serene - the pool and gardens and hammocks and olive groves and flowers and herbs.... We loved, too, that it is … see more