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

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Province of Siena

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924 Holiday homes

Filters applied: Private pool

(10) Excellent 

58

Holiday villa rental

Province of Siena / San Giovanni d'Asso

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“unforgettable tuscan paradise” Wonderful historic house, charming atmosphere, you feel at home. We were a group of 16 friends, the house was perfect, nothing was missing. Nice accommodations very clean, housekeeping every day. Unforgettable breakfa
…see more

from £499 / night

£3490 - £5044 / week

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Responds fast!
avg. 3 hours 11 minutes

from £499 / night

100

Holiday villa with swimming pool in Moltacino

Province of Siena / Moltacino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £277 / night

£1930 - £3685 / week

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from £277 / night

(1) Excellent 

12

Apartment rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 109 km
  • Swimming pool
  • Child friendly

from £97 / night

£658 / week

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from £97 / night

17

Holiday apartment in Sinalunga

Province of Siena / Sinalunga

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £237 / night

£1658 / week

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from £237 / night

19

Holiday villa in Pienza

Province of Siena / Pienza

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £161 / night

£1123 - £2106 / week

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Responds fast!
avg. 3 hours 14 minutes

from £161 / 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
…see more

from £211 / night

£790 - £2211 / week

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Responds fast!
avg. 3 hours 51 minutes

from £211 / night

17

Farmhouse rental in Radicofani with swimming pool

Province of Siena / Radicofani

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £126 / night

£878 - £1509 / week

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from £126 / night

27

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

from £595 / night

£4165 - £6878 / week

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from £595 / night

(3) Excellent 

35

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Perfect week in Tuscany” All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local ar
…see more

from £66 / night

£461 / week

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Responds fast!
avg. 1 hour 13 minutes

from £66 / night

(1) Average 

28

Holiday farmhouse letting

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £51 / night

£351 - £1536 / week

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from £51 / night

20

Holiday villa in Vagliagli

Castelnuovo Berardenga / Vagliagli

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £580 / night

£2320 - £3921 / week

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from £580 / night

(1) Excellent 

32

Holiday villa with swimming pool in Rigaiolo

Sinalunga / Rigaiolo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

from £185 / night

£1290 - £2979 / week

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from £185 / night

(11) Excellent 

39

Holiday villa with swimming pool in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £176 / night

£1229 - £1967 / week

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Responds fast!
avg. 3 hours 11 minutes

from £176 / night

20

Farmhouse rental in Radicofani with swimming pool

Province of Siena / Radicofani

11 26 7 nights min

  • 11 bedrooms
  • Sleeps 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £692 / night

£4843 - £6255 / week

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from £692 / night

(6) Excellent 

23

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“Absolutely wonderful and picturesque!” We rented this beautiful house with two other couples for two weeks and absolutely loved our stay. Barbara and her family are gracious and kind hosts, always going our of their way to make our stay comfortable a
…see more

from £308 / night

£1360 - £2193 / week

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from £308 / night

24

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £343 / night

£2193 - £3097 / week

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from £343 / night

18

Siena holiday villa rental

Province of Siena / Siena

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £865 / night

£3509 - £6053 / week

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from £865 / night

(1) Excellent 

23

Holiday villa with swimming pool in Sinalunga

Province of Siena / Sinalunga

9 31 3 nights min

  • 9 bedrooms
  • Sleeps 31
  • 3 nights min
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly

from £1053 / night

£7369 / week

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Responds fast!
avg. 2 hours 0 minutes

from £1053 / night

18

Holiday villa with swimming pool in Radicofani

Province of Siena / Radicofani

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £264 / night

£1843 - £3071 / week

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Responds fast!
avg. 3 hours 47 minutes

from £264 / night

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 £980 / night

£6860 - £16448 / week

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from £980 / 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 £702 / night

£3334 / week

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from £702 / night

11

Holiday farmhouse rental

Province of Siena / Montepulciano

9 18 4 nights min

  • 9 bedrooms
  • Sleeps 18
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £702 / night

£3597 / week

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from £702 / night

29

Holiday villa with swimming pool in Radicondoli

Province of Siena / Radicondoli

5 10 7 nights min

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

from £439 / night

£3071 / week

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from £439 / 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

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 £364 / night

£2544 - £4913 / week

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from £364 / night

18

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £399 / night

£2790 - £3939 / week

Enquire View

from £399 / night

(7) Very Good 

24

Villa letting in Poggibonsi with swimming pool

Province of Siena / Poggibonsi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“On top of the mountain...” When driving on the driveway of the property domain we were astonished by the fantastic viewpoint on tuscan hills and vineyard on the domain. The house was clean and offered all the facilities as expected...swimming pool...B
…see more

from £211 / night

£1448 - £2413 / week

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from £211 / 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 £2749 / night

£9163 - £11574 / week

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from £2749 / night

(3) Excellent 

24

Holiday b&b with swimming pool in Palazzone

Province of Siena / Palazzone

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Private garden

Pricing unknown

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Pricing unknown

(4) Excellent 

24

Holiday villa with swimming pool in Radicondoli

Radicondoli / Belforte

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Tuscany - just as we imagined!” A delightful villa with all mod cons but the feel of historic, authentic Tuscany. Situated in a tiny village, we appeared to be the only non residents and we didn't feel that we were in tourist territory. However, San
…see more

from £176 / night

£1229 - £1781 / week

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from £176 / night

24

Holiday villa with swimming pool in Siena

Province of Siena / Siena

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £111 / night

£772 - £2193 / week

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from £111 / night

14

Crete Senesi holiday villa rental

Asciano / Crete Senesi

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £239 / night

£1667 - £2632 / week

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from £239 / night

(1) Excellent 

19

Villa rental in San Casciano dei Bagni with swimming pool

Province of Siena / San Casciano dei Bagni

7 15 1 night min

  • 7 bedrooms
  • Sleeps 15
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £632 / night

£4474 / week

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from £632 / night

(1) Excellent 

20

Farmhouse rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £51 / night

£351 - £725 / week

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Responds fast!
avg. 3 hours 1 minutes

from £51 / night

23

San Giovanni d'Asso holiday villa rental

Province of Siena / San Giovanni d'Asso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £176 / night

£1229 - £1843 / week

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from £176 / night

34

Sant'Albino holiday villa rental

Montepulciano / Sant'Albino

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £402 / night

£2808 - £5439 / week

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from £402 / night

23

Villa rental in Asciano with swimming pool

Province of Siena / Asciano

5 10 7 nights min

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

from £232 / night

£1623 - £3685 / week

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Responds fast!
avg. 3 hours 14 minutes

from £232 / night

110

Siena holiday villa rental

Province of Siena / Siena

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £376 / night

£2632 - £3465 / week

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from £376 / 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 £275 / night

£1922 - £4615 / week

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from £275 / night

23

Holiday villa accommodation

Province of Siena / Casole d'Elsa

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £157 / night

£1097 - £2325 / week

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from £157 / night

1