Province of Siena apartment or villa with a private pool area

Close

View larger map

Also consider

Europe Holidays
418690 properties
Italy Holidays
99062 properties
Tuscany Holidays
21738 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas San Gimignano
405 properties
Villas Siena
402 properties
Villas Montepulciano
282 properties
Casole d'Elsa
195 properties
Colle di Val d'Elsa
183 properties
Gaiole in Chianti
153 properties
Castelnuovo Berardenga
148 properties
Villas Castellina In Chianti
141 properties
Villas Pienza
138 properties
Rapolano Terme
135 properties
Poggibonsi
135 properties
Sinalunga
111 properties
Villas Montalcino
106 properties
Asciano
91 properties

Province of Siena

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

819 Holiday homes

Filters applied: Private pool

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 £702 / night

£4908 - £8085 / week

Enquire View

from £702 / night

59

Province of Siena / Chianciano Terme

6 21 7 nights min

  • 6 bedrooms
  • Sleeps 21
  • 7 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £404 / night

£2824 / week

Book View

from £404 / night

18

Holiday farmhouse with swimming pool in Valiano

Montepulciano / Valiano

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £596 / night

£4169 - £7059 / week

Enquire View

from £596 / night

22

Palazzone holiday villa rental

Province of Siena / Palazzone

3 6 Min stay varies

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

from £115 / night

£673 - £1513 / week

Enquire View

from £115 / night

(2) Excellent 

63

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £500 / night

£3250 - £3584 / week

Enquire View

from £500 / night

22

Chiusi holiday villa accommodation

Province of Siena / Chiusi

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £238 / night

£1667 - £3750 / week

Book View

from £238 / night

19

Holiday farmhouse with swimming pool in Iesa

Siena / Iesa

14 27 Min stay varies

  • 14 bedrooms
  • Sleeps 27
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £3208 / night

£18718 - £24958 / week

Enquire View

from £3208 / night

(12) Excellent 

78

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 71 km
  • Swimming pool
  • Child friendly
“Wonderful vacation villa!” Our family had a wonderful vacation. Gabrielle and Lucia are so nice and the best hosts. They are always available for anything you might need and willing to provide help in getting to local places. The villa is absolutely
…see more

from £505 / night

£2942 - £7311 / week

Enquire View

from £505 / night

17

Province of Siena / Sinalunga

3 9 3 nights min

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

from £227 / night

£1589 / week

Book View

from £227 / 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 £120 / night

£834 - £1434 / week

Enquire View

from £120 / night

20

Villa rental in Castiglione D'Orcia with swimming pool

Castiglione D'Orcia / Gallina

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £181 / night

£1261 - £2059 / week

Book View

from £181 / night

(9) Excellent 

18

Holiday farmhouse with swimming pool in San Gimignano

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“peaceful paradise” This villa met all our expectations. The view from the bedrooms and the terrace were spectacular. Location in small village was perfect. Villa had special arragements for food delivery from local restaurants. Vila was spotless an
…see more

from £76 / night

£513 - £1009 / week

Book View

from £76 / night

41

Holiday villa rental

Province of Siena / Montepulciano

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £526 / night

£3677 - £5778 / week

Enquire View

from £526 / night

32

Holiday villa rental

Province of Siena / Trequanda

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

from £479 / night

£3353 / week

Book View

from £479 / night

24

Province of Siena / Sarteano

20 48 Min stay varies

  • 20 bedrooms
  • Sleeps 48
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

16

Province of Siena / Castellina In Chianti

3 6 7 nights min

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

from £194 / night

£1177 / week

Book View

from £194 / 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 £133 / night

£925 - £2101 / week

Enquire View

from £133 / night

22

Holiday farmhouse with swimming pool in Ulignano

San Gimignano / Ulignano

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £150 / night

£1053 - £2269 / week

Enquire View

from £150 / 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 £181 / night

£1261 - £1916 / week

Enquire View

from £181 / night

20

Holiday villa with swimming pool in Sarteano

Province of Siena / Sarteano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £258 / night

£1513 - £3278 / week

Enquire View

from £258 / night

65

Holiday villa letting

Province of Siena / Monteroni d'Arbia

9 18 7 nights min

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

from £1612 / night

£11280 - £16940 / week

Enquire View

from £1612 / night

21

Holiday farmhouse with swimming pool in Montisi

Province of Siena / Montisi

2 6 Min stay varies

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

from £151 / night

£883 - £1261 / week

Enquire View

from £151 / night

100

San Lorenzo a Merse holiday villa accommodation

Province of Siena / San Lorenzo a Merse

14 30 7 nights min

  • 14 bedrooms
  • Sleeps 30
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £2675 / night

£18719 - £24958 / week

Enquire View

from £2675 / night

20

Poggibonsi holiday farmhouse rental

Province of Siena / Poggibonsi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £643 / night

£3743 - £5861 / week

Enquire View

from £643 / night

(6) Excellent 

21

Villa rental in Montisi with swimming pool

Province of Siena / Montisi

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £260 / night

£1650 - £2890 / week

Book View

from £260 / night

20

Holiday villa with swimming pool in Radicofani

Province of Siena / Radicofani

11 22 Min stay varies

  • 11 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

Pricing unknown

Book View

Pricing unknown

43

Villa letting in Sarteano with swimming pool

Province of Siena / Sarteano

10 17 1 night min

  • 10 bedrooms
  • Sleeps 17
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £337 / night

£2353 / week

Book View

from £337 / night

20

Holiday villa with swimming pool in Volpaia

Radda in Chianti / Volpaia

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about pets

from £359 / night

£2513 - £5034 / week

Enquire View

from £359 / night

(1) Excellent 

15

Holiday apartment with swimming pool in Radicofani

Province of Siena / Radicofani

1 4 Min stay varies

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

from £68 / night

£395 - £631 / week

Book View

from £68 / night

(21) Excellent 

20

Holiday farmhouse with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Fabulous Tuscan villa experience!” Casa Bassa is a beautiful old Tuscan farmhouse and was the perfect central point for our stay in Tuscany. We were a party of 7, ranging in age from 16 to 63, and found the villa gave us ample space to gather togethe
…see more

from £250 / night

£2000 - £2750 / week

Book View

from £250 / night

24

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 £295 / night

£1765 - £2967 / week

Book View

from £295 / night

23

Holiday villa in Volpaia

Radda in Chianti / Volpaia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £303 / night

£2118 - £3345 / week

Enquire View

from £303 / night

(1) Excellent 

22

Province of Siena / Gaiole in Chianti

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £241 / night

£1681 - £2690 / week

Book View

from £241 / 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 £295 / night

£1303 - £2101 / week

Enquire View

from £295 / night

(12) Excellent 

50

Holiday villa with indoor pool, golf nearby in Gaiole in Chianti

Gaiole in Chianti / Montefienali

7 18 Min stay varies

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

from £681 / night

£4765 - £7030 / week

Book View

from £681 / night

28

Holiday villa with swimming pool in Asciano

Province of Siena / Asciano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £127 / night

£893 - £1498 / week

Book View

from £127 / 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 £571 / night

£3992 - £6093 / week

Enquire View

from £571 / night

30

Montepulciano holiday watermill rental

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 16 km
  • Swimming pool
  • Child friendly

from £177 / night

£2009 - £2832 / week

Book View

from £177 / night

20

Province of Siena / Castellina In Chianti

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £106 / night

£736 / week

Book View

from £106 / 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 £570 / night

£3990 - £6589 / week

Book View

from £570 / night

1