Apartments and villas with a garden in Province of Siena | Holiday Lettings UK

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Province of Siena

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1,950 Holiday homes

Filters applied: Garden

(2) Excellent 

18

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

from £79 / night

£553 / week

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Responds fast!
avg. 3 hours 6 minutes

from £79 / 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 £658 / night

£2799 - £4358 / week

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from £658 / night

(3) Excellent 

22

Villa rental in Siena with swimming pool

Province of Siena / Siena

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £351 / night

£2018 - £3509 / week

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from £351 / night

(4) Excellent 

17

Holiday villa rental

Province of Siena / Gaiole in Chianti

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Authentic unspoiled Italian charm!” My family and I stayed at this beautiful property and had a relaxed and wonderful holiday. Gaiole in Chianti is a small village totally unspoilt by tourism and the location of this property is ideal if you hire a ca
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from £106 / night

£527 / week

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Responds fast!
avg. 2 hours 44 minutes

from £106 / night

19

Holiday villa with swimming pool in Siena

Province of Siena / Siena

18 35 7 nights min

  • 18 bedrooms
  • Sleeps 35
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £3748 / night

£26230 - £53850 / week

Enquire View

from £3748 / night

(9) Excellent 

57

Holiday lodge in Pienza

Province of Siena / Pienza

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £224 / night

£1566 - £2856 / week

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Responds fast!
avg. 2 hours 59 minutes

from £224 / night

(4) Excellent 

18

Apartment rental in Siena with shared pool

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
“Heaven on Earth” This Villa Apartment was absolutely awesome! The own was the most kind and gentle man you could ever meet! The apartment was huge and way more than we expected. The furnishings were beautiful and all the rooms were very large. Absolut
…see more

from £79 / night

£527 - £965 / week

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from £79 / night

18

Holiday apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 Min stay varies

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

from £69 / night

£480 - £641 / week

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from £69 / night

(12) Excellent 

Certificate of Excellence

26

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

Certificate of Excellence

from £71 / night

£553 - £755 / week

Book View

from £71 / night

11

Holiday villa in Montefollonico

Torrita di Siena / Montefollonico

3 6 1 night min

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

from £53 / night

£369 / week

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Responds fast!
avg. 3 hours 20 minutes

from £53 / 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 £132 / night

£746 - £869 / week

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from £132 / night

(7) Very Good 

49

Montisi holiday fort rental

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £109 / night

£752 - £836 / week

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Responds fast!
avg. 2 hours 11 minutes

from £109 / night

16

Holiday villa rental

Province of Siena / Cetona

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Pet friendly
  • Private garden

from £270 / night

£1890 - £3780 / week

Enquire View

from £270 / night

(2) Excellent 

24

Holiday villa with swimming pool in Montalcinello

Chiusdino / Montalcinello

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £345 / night

£2413 - £3948 / week

Enquire View

from £345 / night

(3) 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
“Beautiful apartment in glorious country setting in easy reach of Florence, Sienna and other picturesque Tuscan towns” Our host, Grazia, was spot on, really lovely. We were able to communicate in a hilarious mixture of English and Italian. She was fri
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from £66 / night

£461 / week

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Responds fast!
avg. 1 hour 13 minutes

from £66 / night

(2) Excellent 

16

Holiday home letting

Province of Siena / Monteriggioni

2 6 2 nights min

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

from £88 / night

£571 - £1150 / week

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Responds fast!
avg. 3 hours 37 minutes

from £88 / 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 £125 / night

£869 - £1685 / week

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from £125 / night

(1) Excellent 

15

Monteroni d'Arbia holiday apartment rental

Province of Siena / Monteroni d'Arbia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £53 / night

£351 - £693 / week

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Responds fast!
avg. 1 hour 55 minutes

from £53 / 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

£343 - £457 / week

Book View

from £62 / night

(10) Excellent 

Certificate of Excellence

10

Holiday townhouse with swimming pool in Sovicille

Province of Siena / Sovicille

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £40 / night

£553 - £2303 / week

Book View

from £40 / night

16

Holiday apartment in Cetona

Province of Siena / Cetona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden

from £63 / night

£439 - £509 / week

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from £63 / night

22

Castellina In Chianti holiday farmhouse rental

Province of Siena / Castellina In Chianti

2 4 Min stay varies

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

from £116 / night

£682 - £1143 / week

Enquire View

from £116 / night

(1) Excellent 

99

Holiday villa with shared pool in San Gimignano

Province of Siena / San Gimignano

1 4 Min stay varies

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

from £110 / night

£676 - £1009 / week

Book View

from £110 / night

(33) Excellent 

Certificate of Excellence

32

Castel San Gimignano holiday apartment rental

San Gimignano / Castel San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Great apartment. Fantastic Tuscan hospitality.” My wife and I chose Casa Gelsomino because we were travelling with our 18-month old daughter and wanted to be in a location with amenities within walking distance. The hamlet of Castel San Gimignano itse
…see more

Certificate of Excellence

from £106 / night

£571 - £746 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £106 / night

17

Holiday b&b in Montisi

Province of Siena / Montisi

7 14 1 night min

  • 7 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Air conditioning

from £79 / night

£553 / week

Book View

from £79 / night

(5) Excellent 

23

Holiday apartment in Val di Merse

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £106 / night

£702 - £878 / week

Book View

from £106 / night

(4) Excellent 

24

Villa rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £157 / night

£1097 - £2413 / week

Enquire View

from £157 / night

16

Holiday farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £116 / night

£808 - £1264 / week

Enquire View

from £116 / 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

Book View

Responds fast!
avg. 2 hours 52 minutes

from £170 / night

48

Fort letting in Montisi with shared pool

Province of Siena / Montisi

1 3 3 nights min

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

from £109 / night

£752 - £836 / week

Book View

Responds fast!
avg. 2 hours 11 minutes

from £109 / night

(1) Excellent 

22

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 116 km
  • Child friendly
  • Pet friendly

from £123 / night

£527 - £658 / week

Book View

from £123 / night

(6) Excellent 

35

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 £62 / night

£404 - £851 / week

Book View

from £62 / 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 £123 / night

£834 / week

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from £123 / 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 £62 / night

£395 - £658 / week

Book View

from £62 / night

20

Montepulciano holiday farmhouse rental

Province of Siena / Montepulciano

3 6 Min stay varies

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

from £150 / night

£878 - £1799 / week

Enquire View

from £150 / night

21

San Gimignano holiday farmhouse rental

Province of Siena / San Gimignano

2 4 3 nights min

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

from £84 / night

£571 - £685 / week

Book View

from £84 / night

13

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

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

Pricing unknown

Book View

Pricing unknown

(12) Excellent 

19

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Pet friendly
“Wonderful, Wonderful, Highly Recommended.” My wife and I stayed 23rd. June - 5th. July 2013, and had a wonderful holiday. So relaxing and no hassle whatsoever. The farmhouse has three one bedroomed apartments available and a fourth which Elena (the
…see more

from £79 / night

£492 - £553 / week

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Responds fast!
avg. 1 hour 41 minutes

from £79 / night

(1) Excellent 

7

Farmhouse rental in Montepulciano with shared pool

Province of Siena / Montepulciano

4 4 Min stay varies

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

from £62 / night

£264 - £457 / week

Book View

from £62 / night

(24) Excellent 

Certificate of Excellence

60

Cottage rental in Pancole

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning
“Incredible hosts, cottage, and surroundings” Giovanni and Silvia were fantastic hosts. Everything in the cottage was spotless and just like the pictures. The surrounding countryside is gorgeous. The cottage is close enough to Certaldo for easy sho
…see more

Certificate of Excellence

from £49 / night

£294 - £426 / week

Book View

Responds fast!
avg. 53 minutes

from £49 / night

1