Province of Siena cottages: Stay in luxury Province of Siena cottages with Holidaylettings.co.uk

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Province of Siena

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48 Holiday homes

Filters applied: Cottage

(2) Very Good 

20

Radicondoli holiday cottage rental

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Wonderful, relaxing stay.” We stayed at La Ripa for 1 week in May and on our arrival we were greeted by the friendly owners who showed us around this lovely little cottage. We were greeted like old friends and thoroughly enjoyed this aspect of italian
…see more

from £76 / night

£531 - £1593 / week

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from £76 / night

19

Holiday cottage with swimming pool in Cetona

Province of Siena / Cetona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £344 / night

£2404 - £3386 / week

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from £344 / night

(12) Excellent 

21

Gracciano holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know
…see more

from £71 / night

£386 - £1808 / week

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from £71 / night

(8) Excellent 

24

Serre di Rapolano holiday cottage rental

Rapolano Terme / Serre di Rapolano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Fantastic holiday!” We want to thank you for a wonderful holiday in the cottage L'Olivo. It is a very neat, small but beautiful cottage, which leaves no wish unfulfilled. Even a beautiful private swimming pool. A wonderful garden with many stay option
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from £85 / night

£576 / week

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from £85 / night

(5) Excellent 

26

Holiday cottage with swimming pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

from £66 / night

£439 - £1316 / week

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from £66 / night

(5) Excellent 

48

Holiday cottage in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Child friendly
  • Private garden
“Very great time” we spend a very great time in a charming house in the middle of Chianti vines the house is well-heated and pleasant
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from £107 / night

£496 - £593 / week

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Responds fast!
avg. 2 hours 19 minutes

from £107 / night

(50) Excellent 

Certificate of Excellence

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Clean, comfortable and cozy house with privacy and convenience to Montepuciano” We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close
…see more

Certificate of Excellence

from £62 / night

£354 - £620 / week

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from £62 / night

28

Holiday cottage in Castel San Gimignano

San Gimignano / Castel San Gimignano

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £62 / night

£395 - £658 / week

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from £62 / night

(4) Very Good 

35

Holiday cottage in Siena

Province of Siena / Siena

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £132 / night

£878 - £1185 / week

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from £132 / night

(24) Excellent 

Certificate of Excellence

60

Cottage rental in Pancole

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning
“Incredible hosts, cottage, and surroundings” Giovanni and Silvia were fantastic hosts. Everything in the cottage was spotless and just like the pictures. The surrounding countryside is gorgeous. The cottage is close enough to Certaldo for easy sho
…see more

Certificate of Excellence

from £49 / night

£294 - £426 / week

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Responds fast!
avg. 53 minutes

from £49 / night

(3) Very Good 

51

Holiday cottage in Siena

Province of Siena / Siena

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly
“Wonderful place, great location and well appointed” It was a great place to stay in central Tuscany. It is within a easy drive of Sienna, Pisa, Volterra, Florence and more. Lovely, comfortable, spacious and well appointed. Very nice, helpful owners
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from £44 / night

£308 / week

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Responds fast!
avg. 49 minutes

from £44 / night

16

Holiday cottage in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £125 / night

£869 - £1115 / week

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from £125 / night

21

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £42 / night

£289 / week

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Responds fast!
avg. 1 hour 4 minutes

from £42 / night

(4) Excellent 

24

Cottage rental in Casole d'Elsa with swimming pool

Province of Siena / Casole d'Elsa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
“Beautiful location” The villa is lovely & bigger than it looks in the photos! I would recommend it although there are a couple of grumbles! The villa is definately not walking distance to the town. It is down a long, long gravel track, so beautiful
…see more

from £83 / night

£576 - £1239 / week

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from £83 / night

(12) Very Good 

Certificate of Excellence

25

Holiday cottage in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Air conditioning
“Peaceful cottage in isolated location” Property although in an isolated location was fairly central for accessing all of the Tuscany region. All points requiring access were never any more than 1 hours drive away. Great base for touring. Property
…see more

Certificate of Excellence

from £88 / night

£579 - £597 / week

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Responds fast!
avg. 2 hours 18 minutes

from £88 / night

(17) Excellent 

26

Casole d'Elsa holiday cottage rental

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Everything we wanted: excellent villa with lovely pool, beautiful countryside views and welcoming owners.” La Casa Dei Nonni was above and beyond our expectations. The location within the Tuscan hillside village of Monteguidi was easy to find from the
…see more

from £133 / night

£708 - £1195 / week

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from £133 / night

19

Holiday cottage with swimming pool in Sarteano

Province of Siena / Sarteano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £188 / night

£1316 - £2000 / week

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from £188 / night

19

Holiday cottage with shared pool in Lecchi

Gaiole in Chianti / Lecchi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

from £64 / night

£448 - £913 / week

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from £64 / night

(1) Excellent 

13

Holiday cottage with shared pool in Crete Senesi

Asciano / Crete Senesi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

from £107 / night

£708 - £753 / week

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Responds fast!
avg. 2 hours 32 minutes

from £107 / night

(3) Very Good 

24

Casole d'Elsa holiday cottage rental

Province of Siena / Casole d'Elsa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £64 / night

£439 - £1229 / week

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from £64 / night

(6) Very Good 

24

Cottage rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Peace and tranquility” My wife and I stayed here in June 2012. On arrival we were stuned by how beautiful the house, the grounds and the surrounding valleys were. The gardens are well maintained as with the house. There are numerous sitting areas outs
…see more

from £76 / night

£527 - £1536 / week

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from £76 / night

(7) Very Good 

27

Radicondoli holiday cottage rental

Province of Siena / Radicondoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £64 / night

£443 - £1549 / week

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from £64 / night

15

Holiday cottage with golf nearby in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

Pricing unknown

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Pricing unknown

(20) Excellent 

Certificate of Excellence

26

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Nearest beach 75 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £54 / night

£372 / week

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Responds fast!
avg. 1 hour 4 minutes

from £54 / night

13

Holiday cottage with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Private garden

from £132 / night

£790 / week

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Responds fast!
avg. 3 hours 50 minutes

from £132 / night

(3) Average 

24

Cottage rental in San Gimignano

Province of Siena / San Gimignano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Pet friendly

from £75 / night

£527 - £965 / week

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from £75 / night

(1) Very Good 

24

San Gimignano holiday cottage rental

Province of Siena / San Gimignano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £88 / night

£615 - £1711 / week

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from £88 / night

(11) Excellent 

32

Holiday cottage with swimming pool, golf nearby in Casole d'Elsa

Province of Siena / Casole d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“A lovely villa in beautiful surroundings.” We have recently returned from our first holiday in Tuscany with our two young sons and all agree that we will return to this area again. The villa although a short drive into Casole was situated amongst oli
…see more

from £101 / night

£708 - £1018 / week

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from £101 / night

13

Holiday cottage in Val di Merse

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 48 km
  • Suitable for children age 5+

Pricing unknown

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Pricing unknown

40

Holiday cottage in Monteriggioni

Province of Siena / Monteriggioni

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £98 / night

£682 - £1151 / week

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from £98 / night

13

Cottage accommodation in Cetona with swimming pool

Province of Siena / Cetona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Private garden

Pricing unknown

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Responds fast!
avg. 1 hour 13 minutes

Pricing unknown

18

Holiday cottage accommodation

Asciano / Crete Senesi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

16

Holiday cottage with shared pool in Poggibonsi

Province of Siena / Poggibonsi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £71 / night

£483 - £676 / week

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from £71 / night

(45) Excellent 

31

Holiday cottage with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool

from £132 / night

£803 - £974 / week

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from £132 / night

12

Cottage rental in Chiusdino

Province of Siena / Chiusdino

9 20 Min stay varies

  • 9 bedrooms
  • Sleeps 20
  • Min stay varies
  • Child friendly
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

23

Holiday cottage in Radicofani

Province of Siena / Radicofani

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £80 / night

£443 - £576 / week

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from £80 / night

(3) Very Good 

59

Cottage rental in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 97 km

from £106 / night

£500 - £588 / week

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from £106 / night

(10) Excellent 

55

Holiday cottage in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £133 / night

£797 / week

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from £133 / night

(14) Excellent 

10

Cottage letting in Casole d'Elsa

Province of Siena / Casole d'Elsa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £95 / night

£570 - £817 / week

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from £95 / night

6

Holiday cottage letting

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

from £62 / night

£422 / week

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from £62 / night