Province of Siena apartment or villa with a heated pool | Holiday Lettings

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Province of Siena

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70 Holiday homes

Filters applied: Heated pool

24

Holiday villa in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £274 / night

£1673 - £2816 / week

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from £274 / night

(8) Very Good 

14

Apartment rental in Siena

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Car not necessary

from £109 / night

£934 / week

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from £109 / night

(14) Excellent 

32

Province of Siena / Poggibonsi

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £110 / night

£765 - £1589 / week

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from £110 / night

31

Asciano holiday villa let

Province of Siena / Asciano

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £292 / night

£1625 - £3500 / week

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from £292 / night

15

Province of Siena / Radicofani

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £68 / night

£379 / week

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from £68 / night

5

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 4 Min stay varies

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

from £109 / night

£625 - £834 / week

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from £109 / 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 £118 / night

£825 - £1059 / week

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from £118 / night

27

San Gimignano / Castel San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £50 / night

£350 / week

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from £50 / night

(6) Very Good 

43

Gaiole in Chianti holiday home accommodation

Gaiole in Chianti / Montefienali

3 6 Min stay varies

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

from £45 / night

£260 - £584 / week

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from £45 / night

10

Holiday farmhouse in San Fabiano

Monteroni d'Arbia / San Fabiano

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £450 / night

£2500 - £3334 / week

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from £450 / night

(2) Excellent 

21

Rapolano Terme / Serre di Rapolano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £67 / night

£409 / week

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from £67 / night

4

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £125 / night

£667 - £1000 / week

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from £125 / night

22

Holiday villa in Siena

Province of Siena / Siena

5 13 2 nights min

  • 5 bedrooms
  • Sleeps 13
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £2646 / night

£8819 - £11140 / week

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from £2646 / night

(1) Excellent 

24

Montepulciano holiday villa rental

Province of Siena / Montepulciano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Fantastic” A great villa in a great location. Because of a minor error in the booking the owner treated us all to a meal by personal chefs Dorians Ottaviana and Claudio from Cooking for You. They came to the villa and prepared a sumptuous 4 course mea
…see more

from £209 / night

£575 - £2042 / week

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from £209 / night

(7) Very Good 

45

Holiday villa with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Our Dream Villa in Tuscany” We traveled to Tuscany because it was my daughter's dream vacation to celebrate her 50th birthday. Her family of 2 boys and husband, myself and we were later joined by her brother and spouse. We spent two weeks at La Casa i
…see more

from £505 / night

£1345 / week

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from £505 / night

9

Holiday home letting

Province of Siena / Sarteano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £167 / night

£1000 / week

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from £167 / night

(8) Excellent 

32

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £334 / night

£1667 / week

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from £334 / night

19

Sarteano holiday villa rental

Province of Siena / Sarteano

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly

from £535 / night

£3742 - £9492 / week

Enquire View

from £535 / night

5

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

Book View

Pricing unknown

(6) Excellent 

19

Holiday farmhouse in San Fabiano

Monteroni d'Arbia / San Fabiano

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £617 / night

£3584 - £4834 / week

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from £617 / night

(2) Excellent 

12

Province of Siena / Monteriggioni

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Air conditioning

Pricing unknown

Book View

Pricing unknown

(2) Excellent 

43

Siena / Val di Merse

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £105 / night

£742 - £1542 / week

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from £105 / night

22

Holiday apartment with swimming pool in Crete Senesi

Asciano / Crete Senesi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £100 / night

£700 / week

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from £100 / night

20

Holiday villa in Sarteano

Province of Siena / Sarteano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £493 / night

£3450 - £8534 / week

Enquire View

from £493 / night

52

Holiday villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £349 / night

£2437 - £4706 / week

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from £349 / night

16

Contignano holiday villa rental

Radicofani / Contignano

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Pricing unknown

Enquire View

Pricing unknown

20

Sarteano holiday manor house rental

Province of Siena / Sarteano

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £931 / night

£6517 - £15625 / week

Enquire View

from £931 / night

(2) Excellent 

41

Province of Siena / Cetona

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool

from £292 / night

£2042 / week

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from £292 / night

14

Province of Siena / Radicofani

10 24 1 night min

  • 10 bedrooms
  • Sleeps 24
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £600 / night

£3667 / week

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from £600 / 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 £112 / night

£673 - £967 / week

Enquire View

from £112 / night

28

Holiday villa in Pienza

Province of Siena / Pienza

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £310 / night

£2167 - £5709 / week

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from £310 / night

6

Holiday villa in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £167 / night

£1084 - £1500 / week

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from £167 / night

10

Rapolano Terme holiday b&b rental

Province of Siena / Rapolano Terme

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£542 - £892 / week

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from £100 / night

6

Holiday apartment rental

Castelnuovo Berardenga / Pianella

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly

from £125 / night

£875 / week

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from £125 / night

84

Villa rental in Monticiano with swimming pool

Monticiano / Tocchi

14 27 7 nights min

  • 14 bedrooms
  • Sleeps 27
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £2652 / night

£18563 - £24750 / week

Enquire View

from £2652 / night

18

Sarteano holiday villa rental

Province of Siena / Sarteano

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £261 / night

£1825 - £4384 / week

Enquire View

from £261 / night

4

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 4 Min stay varies

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

from £109 / night

£625 - £834 / week

Book View

from £109 / night

16

Holiday farmhouse in Crete Senesi

Asciano / Crete Senesi

3 6 Min stay varies

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

Pricing unknown

Book View

Pricing unknown

(2) Excellent 

20

Holiday farmhouse in Castellina In Chianti

Province of Siena / Castellina In Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“An excellent slice of Tuscan beauty” The week spent at Casa del Fico was most delightful. A perfect location atop a hill with 360 degree views of Tuscany reminiscent of any da Vinci painting. Ideally located to either explore the local region or just
…see more

from £183 / night

£1275 - £2150 / week

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from £183 / night

4

Holiday villa in Chiusdino

Province of Siena / Chiusdino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 36 km
  • Swimming pool
  • Child friendly

from £80 / night

£567 - £750 / week

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from £80 / night

1