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

Close

View larger map

Also consider

Europe Holidays
468307 properties
Italy Holidays
104125 properties
Tuscany Holidays
25100 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
477 properties
Villas Siena
382 properties
Villas Montepulciano
320 properties
Castelnuovo Berardenga
247 properties
Gaiole in Chianti
215 properties
Poggibonsi
210 properties
Casole d'Elsa
191 properties
Villas Castellina In Chianti
176 properties
Villas Montalcino
162 properties
Sinalunga
162 properties
Colle di Val d'Elsa
155 properties
Villas Pienza
147 properties
Rapolano Terme
140 properties
Asciano
122 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

5,813 Holiday homes

18

Asciano holiday apartment let

Province of Siena / Asciano

2 4 2 nights min

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

from £35 / night

£218 - £303 / week

Book View

Responds fast!
avg. 59 minutes

from £35 / night

(4) Excellent 

31

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Secluded and Lovely” Perfect setting for a peaceful time. Well let's start with the view . . . From the terrace it is stunning, especially at sunset . . . Treat yourself and enjoy breakfast and dinner there! The terrace and garden are lovely, as is t
…see more

from £79 / night

£548 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £79 / night

20

Villa rental in Poggio alle Mura with swimming pool

Montalcino / Poggio alle Mura

5 10 7 nights min

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

from £725 / night

£5,075 - £8,348 / week

Enquire View

from £725 / night

8

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 £115 / night

£804 - £1,005 / week

Book View

from £115 / night

30

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £105 / night

£696 - £826 / week

Book View

from £105 / night

(2) Very Good 

21

Townhouse letting in Rocca d'Orcia

Province of Siena / Rocca d'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £70 / night

£435 / week

Book View

from £70 / night

5

Holiday guest house rental

Province of Siena / Sovicille

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £61 / night

£305 / week

Book View

from £61 / night

23

Holiday home in Piancastagnaio

Province of Siena / Piancastagnaio

2 6 3 nights min

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

from £95 / night

£664 / week

Book View

from £95 / night

14

Holiday townhouse in Campiglia d'Orcia

Province of Siena / Campiglia d'Orcia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min

from £96 / night

£426 / week

Book View

from £96 / night

(8) Excellent 

Certificate of Excellence

14

Castel San Gimignano holiday apartment rental

San Gimignano / Castel San Gimignano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 55 km
  • Child friendly
  • Ask about pets

Certificate of Excellence

from £87 / night

£475 - £647 / week

Book View

Responds fast!
avg. 55 minutes

from £87 / night

4

Holiday hotel apartment with shared pool in Celle sul Rigo

San Casciano dei Bagni / Celle sul Rigo

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool

from £63 / night

£435 / week

Book View

from £63 / 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 £626 / night

£4,435 / week

Book View

from £626 / night

36

Holiday apartment in Vagliagli

Castelnuovo Berardenga / Vagliagli

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £70 / night

£470 / week

Book View

from £70 / night

(1) Excellent 

18

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 4 3 nights min

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

from £92 / night

£640 / week

Book View

from £92 / night

10

Apartment rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

2 6 3 nights min

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

from £100 / night

£540 / week

Book View

from £100 / night

(6) Excellent 

31

Holiday home in Pianella

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Air conditioning

from £74 / night

£518 / week

Book View

Responds fast!
avg. 54 minutes

from £74 / night

21

Holiday b&b in Acquaviva di Montepulciano

Montepulciano / Acquaviva di Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £35 / night

£244 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £35 / night

11

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary

from £61 / night

£380 / week

Book View

from £61 / night

8

San Gusme holiday apartment rental

Castelnuovo Berardenga / San Gusme

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £52 / night

£360 / week

Book View

from £52 / 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 £105 / night

£731 / week

Book View

from £105 / night

(5) Very Good 

16

Contignano holiday apartment rental

Radicofani / Contignano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly

from £70 / night

£348 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £70 / night

21

Holiday home with shared pool in Montepulciano

Province of Siena / Montepulciano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £94 / night

£647 / week

Book View

from £94 / night

(12) Excellent 

5

Holiday finca letting

Province of Siena / Rapolano Terme

4 4 1 night min

  • 4 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £113 / night

£792 / week

Book View

from £113 / night

(4) Excellent 

26

Holiday apartment rental

Province of Siena / Siena

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £69 / night

£479 - £940 / week

Book View

from £69 / night

(2) Very Good 

20

Pienza holiday home rental

Province of Siena / Pienza

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

from £87 / night

£522 - £887 / week

Book View

from £87 / night

19

Holiday villa with swimming pool in Montisi

Province of Siena / Montisi

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £142 / night

£992 - £1,992 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £142 / night

(12) Excellent 

65

Holiday villa in San Giovanni d'Asso

Montalcino / San Giovanni d'Asso

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £458 / night

£3,207 - £4,345 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from £458 / night

(1) Excellent 

18

Sinalunga holiday apartment rental

Province of Siena / Sinalunga

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly

from £89 / night

£640 - £1,096 / week

Book View

from £89 / night

(1) Excellent 

11

Ski apartment to rent in Pienza

Province of Siena / Pienza

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

from £78 / night

£302 / week

Book View

from £78 / night

(2) Excellent 

21

Colle di Val d'Elsa holiday villa accommodation

Province of Siena / Colle di Val d'Elsa

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £200 / night

£1,394 / week

Book View

from £200 / night

15

Holiday apartment in Vagliagli

Castelnuovo Berardenga / Vagliagli

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

from £53 / night

£348 / week

Book View

from £53 / night

(3) Very Good 

10

Chianciano Terme holiday condo rental

Province of Siena / Chianciano Terme

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly

from £39 / night

£244 / week

Book View

from £39 / night

12

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

2 4 Min stay varies

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

from £74 / night

£518 / week

Book View

from £74 / night

(23) Excellent 

24

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 170 km
  • Child friendly
  • Car not necessary

from £100 / night

£565 - £1,043 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £100 / night

25

Holiday apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £53 / night

£366 / week

Book View

from £53 / night

(1) Excellent 

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 £321 / night

£2,242 - £3,362 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £321 / night

(1) Very Good 

18

B&b letting in Montepulciano with shared pool

Province of Siena / Montepulciano

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“nice place, nice people” Living for a bit in an old fashioned atmosphere. It is a confortable and friendly place to stay with your family , friends or alone both relaxing in a wonderful Tuscany landscape and travelling around to explore Reinassance
…see more

from £35 / night

£244 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £35 / night

(6) Excellent 

38

Holiday farmhouse in Monticiano

Monticiano / Tocchi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly

from £65 / night

£397 - £837 / week

Book View

from £65 / night

20

Monteriggioni holiday apartment rental

Province of Siena / Monteriggioni

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning

from £37 / night

£259 / week

Book View

from £37 / night

18

Ulignano holiday finca rental

San Gimignano / Ulignano

2 4 5 nights min

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

from £113 / night

£774 / week

Book View

from £113 / night