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

Close

View larger map

Also consider

Europe Holidays
469195 properties
Italy Holidays
104369 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
468 properties
Villas Siena
376 properties
Villas Montepulciano
307 properties
Castelnuovo Berardenga
241 properties
Gaiole in Chianti
207 properties
Poggibonsi
188 properties
Sinalunga
166 properties
Villas Castellina In Chianti
161 properties
Villas Montalcino
160 properties
Casole d'Elsa
159 properties
Villas Pienza
149 properties
Rapolano Terme
148 properties
Colle di Val d'Elsa
143 properties
Asciano
116 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

5,141 Holiday homes

(1) Excellent 

25

San Giovanni d'Asso holiday home rental

Montalcino / San Giovanni d'Asso

2 4 5 nights min

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

from £105 / night

£734 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £105 / night

(9) Excellent 

24

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“„You are in a marvelous country“ …” … they say in Tuscany. This is reflected by the accommodation “Agriturismo Sferracavalli” where you can feel like in paradise. Whether you want to stay one week or one year – the house, which is cared for affectio
…see more

from £140 / night

£961 / week

Book View

from £140 / night

(2) Excellent 

16

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+

from £67 / night

£397 / week

Book View

Responds fast!
avg. 41 minutes

from £67 / 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

£642 - £1,100 / week

Book View

from £89 / night

(2) Very Good 

28

Holiday apartment with shared pool in Ulignano

San Gimignano / Ulignano

2 6 Min stay varies

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

from £105 / night

£611 - £961 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £105 / night

(2) Very Good 

18

Holiday apartment in Sarteano

Province of Siena / Sarteano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Child friendly

from £35 / night

£219 - £262 / week

Book View

from £35 / night

10

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £79 / night

£498 / week

Book View

from £79 / night

(19) Excellent 

Certificate of Excellence

32

Holiday apartment in Poggibonsi

Province of Siena / Poggibonsi

2 10 3 nights min

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

Certificate of Excellence

from £118 / night

£825 - £2,060 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £118 / night

(2) Excellent 

14

Holiday apartment in Monticiano

Province of Siena / Monticiano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

from £53 / night

£350 / week

Book View

from £53 / night

(55) Excellent 

Certificate of Excellence

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e
…see more

Certificate of Excellence

from £88 / night

£524 - £611 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £88 / night

18

Holiday home in Montepulciano

Province of Siena / Montepulciano

3 6 3 nights min

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

from £101 / night

£704 / week

Book View

from £101 / night

40

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £123 / night

£699 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £123 / night

17

Villa rental in Petroio

Province of Siena / Petroio

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly

from £437 / night

£2,619 / week

Book View

from £437 / night

(28) Excellent 

42

Holiday apartment in Montisi

Province of Siena / Montisi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Suitable for children age 5+

from £105 / night

£699 / week

Book View

from £105 / 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 £82 / night

£569 - £1,302 / week

Book View

from £82 / night

7

Apartment rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £76 / night

£463 / week

Book View

from £76 / night

(23) Excellent 

Certificate of Excellence

26

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Nearest beach 75 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £53 / night

£367 / week

Book View

Responds fast!
avg. 35 minutes

from £53 / night

(1) Excellent 

22

Townhouse rental in Castelnuovo Berardenga with shared pool

Province of Siena / Castelnuovo Berardenga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £40 / night

£275 - £520 / week

Book View

from £40 / night

(1) Excellent 

20

Holiday farmhouse in San Gimignano

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
“Very good appartment, with great views” We stayed in Podere Le Monache 4 for one week in August. It was more then we expected from the pictures and the description. The appartment was very clean and spacious, with two large bedrooms and enough furnitu
…see more

from £70 / night

£480 - £917 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £70 / night

(5) Very Good 

27

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £57 / night

£398 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £57 / night

(5) Excellent 

24

Barn rental in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Pet friendly
“Very nice and total clean appartment” Beautiful property within a lovely environment Very nice and total clean appartment Landlady and the whole proprietor familiy are very friendly an helpful No kind of weakness has been discovered, at all
…see more

from £83 / night

£581 - £734 / week

Book View

from £83 / night

(2) Excellent 

23

Campiglia d'Orcia holiday home rental

Province of Siena / Campiglia d'Orcia

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

from £79 / night

£437 - £988 / week

Book View

from £79 / night

(2) Excellent 

26

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

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

from £105 / night

£611 / week

Book View

from £105 / night

(1) Excellent 

15

Apartment rental in Monticchiello

Pienza / Monticchiello

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 80 km
  • Child friendly
  • Air conditioning

from £106 / night

£741 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £106 / night

(31) Excellent 

26

Holiday farmhouse with swimming pool in Val d'Orcia

Montalcino / Val d'Orcia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly

from £105 / night

£734 / week

Book View

from £105 / night

18

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 4 Min stay varies

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

from £118 / night

£873 / week

Book View

from £118 / night

(3) Excellent 

24

Holiday villa rental

Province of Siena / Le Piazze

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £225 / night

£1,572 - £2,095 / week

Book View

from £225 / night

(5) Excellent 

28

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £49 / night

£341 - £1,005 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £49 / night

44

Holiday home with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

3 7 7 nights min

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

from £98 / night

£681 - £1,205 / week

Book View

from £98 / night

(7) Excellent 

Certificate of Excellence

30

Holiday guest house in Siena

Province of Siena / Siena

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Nearest beach 100 km
  • Child friendly
  • Private garden

Certificate of Excellence

from £53 / night

£350 - £515 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £53 / night

(6) Excellent 

17

Holiday apartment rental

Province of Siena / Cetona

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets
“A real taste of Italy!” Having stayed here for the third time, I thought it was about time a wrote a review! This apartment is simple but well equipped and in a beautiful setting. The owners live onsite and have several acres of land where they grow a
…see more

from £50 / night

£350 / week

Book View

from £50 / night

21

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from £75 / night

£463 - £664 / week

Book View

from £75 / night

(1) Very Good 

17

Townhouse rental in Sovicille

Province of Siena / Sovicille

2 4 2 nights min

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

from £53 / night

£332 / week

Book View

Responds fast!
avg. 3 hours 1 minutes

from £53 / night

(3) Excellent 

24

Holiday apartment in Staggia Senese

Poggibonsi / Staggia Senese

1 5 2 nights min

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

from £31 / night

£178 - £300 / week

Book View

from £31 / night

(3) Excellent 

24

Apartment letting in Pievasciata

Castelnuovo Berardenga / Pievasciata

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £53 / night

£274 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £53 / night

(2) Very Good 

16

Holiday b&b in Chiusi

Province of Siena / Chiusi

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £57 / night

£306 / week

Book View

from £57 / night

12

Holiday apartment in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £68 / night

£467 - £738 / week

Book View

from £68 / night

(1) Excellent 

45

Montalcino holiday farmhouse accommodation

Province of Siena / Montalcino

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £288 / night

£2,017 / week

Book View

from £288 / night

24

Sinalunga holiday b&b rental

Province of Siena / Sinalunga

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £83 / night

£515 - £638 / week

Book View

from £83 / night

(5) Excellent 

41

Holiday townhouse rental

Sinalunga / Rigomagno

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly

from £70 / night

£490 / week

Book View

from £70 / night