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

(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 £84 / night

£571 / week

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from £84 / night

(4) Excellent 

19

Holiday villa with swimming pool in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“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 lo
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from £236 / night

£1650 - £2550 / week

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Responds fast!
avg. 1 hour 37 minutes

from £236 / night

14

Holiday villa with swimming pool in Montaperti

Castelnuovo Berardenga / Montaperti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £195 / night

£868 - £1947 / week

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from £195 / night

31

Montepulciano holiday villa let

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden

from £167 / night

£1169 - £2160 / week

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from £167 / night

22

Holiday villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £142 / night

£1416 - £2655 / week

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from £142 / night

(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 £503 / night

£3521 - £5089 / week

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Responds fast!
avg. 3 hours 11 minutes

from £503 / night

31

Asciano holiday villa let

Province of Siena / Asciano

5 9 5 nights min

  • 5 bedrooms
  • Sleeps 9
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £310 / night

£1726 - £3717 / week

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from £310 / 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

(43) Excellent 

39

Holiday villa in Siena

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Perfect villa in perfect location” I need to start to say thank you to Jacopo and Fabio that made our holiday and stay absolutely perfect. They were both so helpful and such a pleasure to liaise with, even if we arrived later than expected! The
…see more

from £284 / night

£1726 - £4691 / week

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from £284 / night

(3) Very Good 

16

Holiday farmhouse rental

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £60 / night

£394 - £885 / week

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Responds fast!
avg. 3 hours 1 minutes

from £60 / 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 £52 / night

£354 - £731 / week

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Responds fast!
avg. 3 hours 1 minutes

from £52 / night

24

Farmhouse rental in Montalcino with swimming pool

Province of Siena / Montalcino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £739 / night

£5169 - £8514 / week

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from £739 / night

15

Holiday farmhouse rental

Province of Siena / Radicofani

1 2 Min stay varies

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

from £62 / night

£346 - £461 / week

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from £62 / night

(1) Excellent 

22

Villa rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

5 10 3 nights min

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

from £293 / night

£2036 / week

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from £293 / 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

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 £162 / night

£1133 - £2124 / week

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Responds fast!
avg. 3 hours 14 minutes

from £162 / night

(2) Very Good 

29

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

3 7 3 nights min

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

from £177 / night

£1239 - £1859 / week

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from £177 / night

(1) Excellent 

54

Cetona holiday farmhouse rental

Province of Siena / Cetona

8 12 Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 29 km
  • Swimming pool

from £310 / night

£2124 - £4726 / week

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from £310 / night

24

Farmhouse rental in Sarteano with swimming pool

Province of Siena / Sarteano

5 10 Min stay varies

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

Pricing unknown

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Pricing unknown

(1) Excellent 

32

Casole d'Elsa holiday villa rental

Province of Siena / Casole d'Elsa

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £158 / night

£878 - £2579 / week

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from £158 / 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

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 £380 / night

£2655 - £3496 / week

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from £380 / night

(1) Excellent 

51

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £354 / night

£2478 - £5133 / week

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from £354 / 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 £478 / night

£2655 - £3540 / week

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from £478 / night

35

Holiday villa rental

Province of Siena / Ville di Corsano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

from £601 / night

£4204 - £6416 / week

Enquire View

from £601 / night

28

Sinalunga holiday villa rental

Province of Siena / Sinalunga

3 6 7 nights min

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

from £126 / night

£877 - £1700 / week

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from £126 / night

20

Chiusi holiday villa rental

Province of Siena / Chiusi

3 8 7 nights min

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

from £150 / night

£1045 - £2647 / week

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from £150 / night

24

Celle sul Rigo holiday villa rental

San Casciano dei Bagni / Celle sul Rigo

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £203 / night

£1416 - £2415 / week

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from £203 / night

(12) Excellent 

52

Holiday villa in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Gorgeous villa in Tuscany” This is a gorgeous villa in the tuscan countryside. The villa was beautiful, spotless and had everything we needed. It is right next to the small town of San Giovanni D'Osso. My 16-year-old loved it as well. While we day-tri
…see more

from £480 / night

£3363 - £4337 / week

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Responds fast!
avg. 3 hours 11 minutes

from £480 / night

11

Monteriggioni holiday villa rental

Province of Siena / Monteriggioni

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £219 / night

£1530 - £2410 / week

Enquire View

from £219 / 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

18

Villa rental in Gaiole in Chianti with swimming pool

Province of Siena / Gaiole in Chianti

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

from £170 / night

£1404 - £2461 / week

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Responds fast!
avg. 2 hours 52 minutes

from £170 / night

25

Siena holiday villa rental

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £443 / night

£2124 - £3098 / week

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Responds fast!
avg. 3 hours 47 minutes

from £443 / night

11

Holiday apartment with swimming pool in Sinalunga

Province of Siena / Sinalunga

1 2 2 nights min

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

from £89 / night

£602 / week

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from £89 / night

19

Holiday apartment rental

San Gimignano / Casaglia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £93 / night

£570 - £884 / week

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from £93 / night

22

Holiday villa rental

Province of Siena / Pienza

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £301 / night

£2106 - £3422 / week

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from £301 / night

20

Holiday villa in San Gusme

Castelnuovo Berardenga / San Gusme

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £107 / night

£746 - £1194 / week

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from £107 / night

(3) Very Good 

24

Holiday villa rental

Province of Siena / Castellina In Chianti

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

from £239 / night

£1505 / week

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Responds fast!
avg. 2 hours 58 minutes

from £239 / night

(7) Excellent 

128

Holiday villa with swimming pool in Cetona

Province of Siena / Cetona

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £664 / night

£2824 - £4397 / week

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from £664 / 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 £1062 / night

£7434 / week

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Responds fast!
avg. 2 hours 0 minutes

from £1062 / night

1