Apartments in Province of Siena and Villas – Holiday Lettings - Holiday Rentals Province of Siena

Close

View larger map

Also consider

Europe Holidays
445709 properties
Italy Holidays
103867 properties
Tuscany Holidays
24020 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
466 properties
Villas Siena
421 properties
Villas Montepulciano
290 properties
Castelnuovo Berardenga
199 properties
Casole d'Elsa
186 properties
Gaiole in Chianti
179 properties
Poggibonsi
164 properties
Villas Castellina In Chianti
156 properties
Colle di Val d'Elsa
152 properties
Villas Pienza
150 properties
Sinalunga
134 properties
Villas Montalcino
132 properties
Rapolano Terme
117 properties
Asciano
96 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

3,898 Holiday homes

(4) Very Good 

14

Apartment rental in Siena

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
“nice stay, central, clean” property was as advertised, very clean, easy access, central and very near to the central bus stop, owner came to pick us up at the bus station, we were very happy with our choice
…see more

from £52 / night

£363 / week

Book View

from £52 / night

20

Chiusi holiday manor house rental

Province of Siena / Chiusi

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £263 / night

£1837 - £3121 / week

Enquire View

from £263 / night

28

Holiday cottage in Castel San Gimignano

San Gimignano / Castel San Gimignano

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £61 / night

£388 - £647 / week

Book View

from £61 / night

(3) Excellent 

16

Townhouse rental in Casole d'Elsa

Province of Siena / Casole d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly

from £39 / night

£272 / week

Book View

from £39 / night

19

Holiday farmhouse with shared pool in Ulignano

San Gimignano / Ulignano

1 4 Min stay varies

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

from £63 / night

£440 - £716 / week

Enquire View

from £63 / 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 £585 / night

£4095 - £6250 / week

Enquire View

from £585 / night

(3) Excellent 

12

Farmhouse rental in Val di Merse

Siena / Val di Merse

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £48 / night

£319 - £380 / week

Book View

from £48 / night

(3) Very Good 

28

Holiday townhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning

from £60 / night

£417 / week

Book View

from £60 / night

(1)  

19

Holiday apartment in Cetona

Province of Siena / Cetona

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Suitable for children age 5+
  • Pet friendly

from £44 / night

£259 / week

Book View

from £44 / night

12

Holiday apartment in Costalpino

Siena / Costalpino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £61 / night

£388 / week

Book View

from £61 / 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 £216 / night

£1294 / week

Book View

from £216 / night

25

Holiday tower with swimming pool in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £121 / night

£819 / week

Book View

from £121 / night

5

Holiday barn in Monteriggioni

Province of Siena / Monteriggioni

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

from £65 / night

£453 / week

Book View

from £65 / night

(4) Excellent 

21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Fantastic experience in a gorgeous setting that exceeded all expectations.” My wife and I spent a week here with our three teenage boys and all of us loved the place. The reality of the home is even better than the photos and we hated to leave. Hosts
…see more

from £234 / night

£1638 - £2069 / week

Book View

from £234 / night

(2) Very Good 

35

Home rental in Siena

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 110 km
  • Child friendly
  • Air conditioning

from £130 / night

£733 - £854 / week

Book View

from £130 / night

(3) Excellent 

26

Castiglione D'Orcia holiday apartment rental

Province of Siena / Castiglione D'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £61 / night

£302 / week

Book View

from £61 / night

(1) Excellent 

26

Holiday home in Rigomagno

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £81 / night

£561 - £1285 / week

Book View

from £81 / 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 £109 / night

£759 - £2156 / week

Enquire View

from £109 / night

(2) Very Good 

20

Radicondoli holiday cottage rental

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Wonderful, relaxing stay.” We stayed at La Ripa for 1 week in May and on our arrival we were greeted by the friendly owners who showed us around this lovely little cottage. We were greeted like old friends and thoroughly enjoyed this aspect of italian
…see more

from £74 / night

£518 - £1552 / week

Enquire View

from £74 / night

16

Apartment rental in Sant Andrea a Montecchio with shared pool

Siena / Sant Andrea a Montecchio

1 2 Min stay varies

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

from £61 / night

£423 / week

Book View

from £61 / 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 £69 / night

£418 - £495 / week

Book View

from £69 / night

(4) Excellent 

36

Holiday farmhouse in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly

from £82 / night

£432 - £604 / week

Book View

from £82 / night

20

Holiday farmhouse in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
  • Ask about pets

Pricing unknown

Book 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 £964 / night

£6742 - £16164 / week

Enquire View

from £964 / 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 £173 / night

£1207 - £1811 / week

Book View

from £173 / night

(4) Excellent 

42

Siena holiday apartment rental

Province of Siena / Siena

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £87 / night

£432 / week

Book View

from £87 / night

(13) Excellent 

20

Holiday apartment with shared pool in Cetona

Province of Siena / Cetona

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
“Excellent, centrally located apartment in a charming village” We thoroughly enjoyed our stay in Cetona and, given half a chance, would go back tomorrow! We booked the apartment for two weeks with my husband and I spending the first week on our own, a
…see more

from £100 / night

£600 / week

Book View

from £100 / night

18

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 4 Min stay varies

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

from £82 / night

£526 - £630 / week

Book View

from £82 / night

(10) Very Good 

Certificate of Excellence

24

Holiday cottage in Siena

Province of Siena / Siena

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Air conditioning
“Peaceful cottage in isolated location” Property although in an isolated location was fairly central for accessing all of the Tuscany region. All points requiring access were never any more than 1 hours drive away. Great base for touring. Property
…see more

Certificate of Excellence

from £91 / night

£634 / week

Book View

from £91 / night

(3) Excellent 

12

Holiday townhouse rental

Rapolano Terme / Serre di Rapolano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 110 km
  • Child friendly
  • Air conditioning

from £61 / night

£345 - £526 / week

Book View

from £61 / night

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 £281 / night

£1716 - £2888 / week

Book View

from £281 / night

7

Apartment rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

1 4 Min stay varies

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

from £75 / night

£457 - £837 / week

Book View

from £75 / night

(1) Excellent 

22

Caprera holiday apartment rental

Siena / Caprera

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £69 / night

£432 - £475 / week

Book View

from £69 / 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 £241 / night

£1682 - £3621 / week

Book View

from £241 / 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 £58 / night

£384 - £906 / week

Book View

from £58 / night

19

Holiday townhouse with swimming pool in Gracciano di Colle Val d'Elsa

Siena / Gracciano di Colle Val d'Elsa

2 4 Min stay varies

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

from £61 / night

£647 - £906 / week

Book View

from £61 / night

6

Holiday apartment with golf nearby in San Rocco a Pilli

Sovicille / San Rocco a Pilli

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Suitable for children age 5+
  • Pet friendly

from £39 / night

£302 / week

Book View

from £39 / night

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly

from £49 / night

£337 - £635 / week

Enquire View

from £49 / night

(1) Excellent 

9

Holiday apartment with shared pool in Pienza

Province of Siena / Pienza

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly

from £182 / night

£613 - £992 / week

Book View

from £182 / night

5

Holiday b&b in Rapolano Terme

Province of Siena / Rapolano Terme

3 6 1 night min

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

from £60 / night

£417 / week

Book View

from £60 / night

1