Short city breaks Province of Siena | Holiday Lettings UK

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Province of Siena

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572 Holiday homes

Filters applied: City breaks

(1) Excellent 

21

Townhouse letting in Rocca d'Orcia

Province of Siena / Rocca d'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Ask about pets

from £62 / night

£443 / week

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from £62 / night

4

Chiusi holiday b&b rental

Province of Siena / Chiusi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

Pricing unknown

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Pricing unknown

(2) Excellent 

40

Holiday b&b rental

Monticiano / Iesa Palazzo

6 9 1 night min

  • 6 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £158 / night

£1053 / week

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from £158 / night

24

Holiday villa with swimming pool in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

18

Cetona holiday apartment let

Province of Siena / Cetona

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £395 / night

£1579 - £3071 / week

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from £395 / night

(4) Very Good 

8

Condo rental in San Gimignano

Province of Siena / San Gimignano

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 80 km
  • Car not necessary

from £116 / night

£806 / week

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Responds fast!
avg. 2 hours 6 minutes

from £116 / night

(8) Excellent 

56

Holiday apartment rental

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £100 / night

£658 - £1119 / week

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from £100 / night

18

Holiday apartment in Siena

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 85 km
  • Child friendly
  • Car not necessary

from £53 / night

£369 / week

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Responds fast!
avg. 3 hours 59 minutes

from £53 / night

15

Apartment rental in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 90 km
  • Child friendly
  • Private garden

from £49 / night

£338 / week

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from £49 / night

16

Holiday castle with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £130 / night

£1529 / week

Enquire View

from £130 / night

(2) Very Good 

26

Torri holiday farmhouse rental

Sovicille / Torri

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Truly a Tuscan vacation” This was such a wonderful vacation home! It is situated in the middle of an olive orchard, and the views were amazing. It is an old family farmhouse, that was beautifully renovated by the owner. The bathroom has a full size s
…see more

from £79 / night

£527 - £746 / week

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from £79 / night

22

B&b rental in Pienza

Province of Siena / Pienza

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £93 / night

£553 / week

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from £93 / night

(3) Excellent 

24

Holiday farmhouse in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Pet friendly
“Amazing place!” This was our 6th visit to Le Rogheta and we stayed 3 times in Casa Letizia and 3 times in Casa Claudia. Both houses are really well equipped and from the moment you arrive you really feel at home. Always a warm wellcome from Letizia a
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from £48 / night

£337 - £502 / week

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from £48 / night

(4) Very Good 

7

Siena holiday b&b rental

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
“Very nice” Very nice flat in the city center. Welcoming perfect, and there Wonderful hosts and a fantastic spot for getting away from it allis a free parking 100 meters far.
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from £108 / night

£750 / week

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from £108 / night

20

Holiday villa with swimming pool in Chiusdino

Province of Siena / Chiusdino

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £708 / night

£3363 / week

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from £708 / night

5

Holiday farmhouse in Pienza

Province of Siena / Pienza

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

Pricing unknown

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Pricing unknown

5

San Rocco a Pilli holiday apartment rental

Sovicille / San Rocco a Pilli

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £106 / night

£702 / week

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Responds fast!
avg. 2 hours 24 minutes

from £106 / night

18

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Air conditioning

from £70 / night

£351 / week

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from £70 / night

(1) Average 

28

Holiday townhouse in San Gimignano

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Private garden

from £106 / night

£615 - £790 / week

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Responds fast!
avg. 2 hours 40 minutes

from £106 / night

(1) Excellent 

33

Holiday home rental

Province of Siena / Chiusdino

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £177 / night

£1328 / week

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from £177 / night

(5) Excellent 

19

Holiday farmhouse with swimming pool in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Farm estate living in Tuscany is pretty special, truly a unforgettable place to stay with fantastic owners” Great place to stay to truly get away and enjoy the relaxing Tuscany life. The chef at home was fantastic and the local shopping 5-10 minutes a
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from £213 / night

£797 - £2231 / week

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Responds fast!
avg. 3 hours 51 minutes

from £213 / night

(1) Excellent 

17

Holiday apartment letting

Province of Siena / Siena

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly

from £106 / night

£737 / week

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from £106 / night

7

Apartment rental in Serre di Rapolano

Rapolano Terme / Serre di Rapolano

3 15 Min stay varies

  • 3 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden

Pricing unknown

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Pricing unknown

6

Holiday apartment in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £89 / night

£620 - £664 / week

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Responds fast!
avg. 3 hours 46 minutes

from £89 / night

16

Chiusi holiday home rental

Province of Siena / Chiusi

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £37 / night

£220 - £465 / week

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from £37 / night

7

Casole d'Elsa holiday apartment accommodation

Casole d'Elsa / Monteguidi

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £62 / night

£347 - £694 / week

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from £62 / night

(2) Very Good 

34

Holiday townhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

from £48 / night

£332 / week

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from £48 / night

19

B&b rental in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £124 / night

£868 / week

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from £124 / night

(1) Average 

24

Holiday apartment in Siena

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £220 / night

£1316 / week

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Responds fast!
avg. 2 hours 36 minutes

from £220 / night

31

Murlo holiday apartment rental

Murlo / Casciano di Murlo

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £71 / night

£425 - £504 / week

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Responds fast!
avg. 3 hours 38 minutes

from £71 / night

(2) Excellent 

9

Holiday farmhouse in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Pet friendly

from £79 / night

£527 - £571 / week

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Responds fast!
avg. 1 hour 29 minutes

from £79 / night

(3) Very Good 

20

Holiday farmhouse with shared pool in Cedda

Poggibonsi / Cedda

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Quiet and beautiful” We spent a week in an apartment on this property. The place is very quiet and relaxing and the view is stunning. The apartment has a private patio overlooking a small valley and this patio was our living room: every night we settl
…see more

from £75 / night

£482 - £772 / week

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from £75 / night

26

Holiday apartment accommodation

San Gimignano / Castel San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets

from £49 / night

£299 - £544 / week

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from £49 / night

(5) Very Good 

16

Siena holiday farmhouse rental

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

from £93 / night

£492 - £1079 / week

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Responds fast!
avg. 2 hours 19 minutes

from £93 / night

24

Holiday apartment in Sant Andrea a Montecchio

Siena / Sant Andrea a Montecchio

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£615 - £707 / week

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from £93 / night

5

Holiday apartment in Rocca d'Orcia

Province of Siena / Rocca d'Orcia

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Ask about pets

from £107 / night

£443 / week

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from £107 / night

(1) Excellent 

28

Poggibonsi holiday villa rental

Province of Siena / Poggibonsi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £62 / night

£399 / week

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from £62 / night

(3) Very Good 

22

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Ask about pets
“Great pool, very quiet in the day time & nice roomy accomodation” The apartment was spacious, comfortable and spotlessly clean. The pool was a lovely surprise, large and pleasant!! We wanted to go to a place where we were kids were unlikely and we ch
…see more

from £80 / night

£496 - £558 / week

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Responds fast!
avg. 1 hour 41 minutes

from £80 / night

(1) Excellent 

21

Holiday farmhouse in Abbadia San Salvatore

Province of Siena / Abbadia San Salvatore

8 12 Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

Pricing unknown

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Responds fast!
avg. 3 hours 16 minutes

Pricing unknown

12

Holiday b&b rental

Montalcino / Val d'Orcia

1 2 2 nights min

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

from £107 / night

£708 / week

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Responds fast!
avg. 1 hour 51 minutes

from £107 / night

1