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Province of Siena

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1,655 Holiday homes

Filters applied: Non-Smoking property

(28) Excellent 

Certificate of Excellence

18

Holiday apartment in Siena

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
“This is an excellent apartment in the centre of Sienna.” This is a great apartment as is shown by the photos. It is a little difficult to find the first time but once located the task was simple. We found overnight car parking 10 minutes away for a c
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Certificate of Excellence

from £142 / night

£930 - £2098 / week

Book View

from £142 / night

(11) Very Good 

32

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Excellent value Tuscan villa in a lovely setting” We stayed in the Agrifolo apartment at Le Fontanelle in May 2015. I was visited with my partner and my parents as we treated them to a Tuscan trip to start the summer. The villa was lovely - simple
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from £62 / night

£470 - £837 / week

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Responds fast!
avg. 2 hours 4 minutes

from £62 / night

(4) 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 £36 / night

£248 - £850 / week

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Responds fast!
avg. 1 hour 27 minutes

from £36 / night

(15) Excellent 

22

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Very comfortable home away from home” Casacorvo Minore is a very comfortable apartment well located in the heart of Chianti. It has great views from its veranda which fostered perfect starts for each day as we had breakfast sitting in the morning sun.
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from £100 / night

£560 - £760 / week

Enquire View

from £100 / night

(21) Excellent 

Certificate of Excellence

43

Holiday apartment in Monticchiello

Pienza / Monticchiello

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

Certificate of Excellence

from £67 / night

£328 - £799 / week

Book View

from £67 / night

(13) Excellent 

23

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but
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from £175 / night

£1100 - £1600 / week

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from £175 / night

100

Cetona holiday villa rental

Province of Siena / Cetona

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £399 / night

£2655 - £4956 / week

Enquire View

from £399 / night

(4) Excellent 

28

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 7 7 nights min

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

from £37 / night

£257 - £877 / week

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Responds fast!
avg. 1 hour 27 minutes

from £37 / night

(3) Excellent 

26

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
  • Ask about pets
“Excellent base for chilling and siteseeing/citytrips” We had a great time at Elena's place! The appartement was clean, big, safe and modern. We used our own kitchen to cook our food. We stayed a week longer then planned. It is a very good base to go b
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from £80 / night

£496 - £558 / week

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Responds fast!
avg. 1 hour 41 minutes

from £80 / 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

£399 / week

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Responds fast!
avg. 1 hour 11 minutes

from £67 / 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 £348 / night

£2434 - £3983 / week

Enquire View

from £348 / night

20

Holiday villa rental

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £116 / night

£806 / week

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Responds fast!
avg. 2 hours 44 minutes

from £116 / 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 £89 / night

£576 - £1160 / week

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Responds fast!
avg. 3 hours 37 minutes

from £89 / 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

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Pricing unknown

100

Holiday villa with swimming pool in Castelmuzio

Province of Siena / Castelmuzio

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £443 / night

£3098 - £4204 / week

Enquire View

from £443 / night

(6) Excellent 

Certificate of Excellence

31

Holiday villa in Costalpino

Siena / Costalpino

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden
“Belvedere e stupendo” After a beautifully green, bus ride from Rome, I arrived at my designated stop a few kilometer’s before Siena and waited for my transfer to Belvedere, a magical home at the end of a beautiful long winding driveway where views of
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Certificate of Excellence

from £221 / night

£1416 - £1726 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £221 / 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

£408 - £859 / week

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from £62 / 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
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Certificate of Excellence

from £107 / night

£576 - £753 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £107 / night

22

Holiday farmhouse with shared pool in Isola d'Arbia

Siena / Isola d'Arbia

2 6 Min stay varies

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

from £95 / night

£416 - £1134 / week

Book View

from £95 / 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
  • Ask about pets

from £31 / night

£180 - £328 / week

Book View

from £31 / night

18

Holiday home in Castelnuovo dell'Abate

Montalcino / Castelnuovo dell'Abate

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 50 km
  • Child friendly

from £70 / night

£416 - £717 / week

Book View

from £70 / 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
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from £36 / night

£248 / week

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Responds fast!
avg. 2 hours 15 minutes

from £36 / night

(1) Very Good 

39

Holiday apartment rental

Province of Siena / Siena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

(11) Very Good 

45

Holiday farmhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

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

from £70 / night

£490 / week

Book View

from £70 / night

(1) Very Good 

10

Siena holiday home rental

Province of Siena / Siena

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
“A very good apartment” A very good and big apartment in a quiet area - close to the historical towncenter. Shops and restaurants in the neighbourhood. Comfortable rooms, big kitchen/diningroom, beautiful outdoor areal, a fine familyhome - and a kin
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from £87 / night

£608 / week

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from £87 / night

(5) Excellent 

Certificate of Excellence

30

Farmhouse letting in Radda in Chianti

Province of Siena / Radda in Chianti

2 3 5 nights min

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly

Certificate of Excellence

from £71 / night

£434 / week

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Responds fast!
avg. 2 hours 29 minutes

from £71 / night

6

Apartment rental in Chiusure

Buonconvento / Chiusure

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

from £54 / night

£310 / week

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from £54 / night

(8) Excellent 

35

San Gimignano holiday farmhouse rental

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £116 / night

£725 - £930 / week

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from £116 / night

(6) Excellent 

20

Apartment accommodation in Gaiole in Chianti with shared pool

Province of Siena / Gaiole in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Comfortable new apartment in a traditional style, highly recommended.” The apartment has a lovely view over the town and the hills beyond. It's an easy walk down into the town centre which has bars, restaurants and a pizza cafe, though it's uphill (an
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from £70 / night

£500 - £800 / week

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from £70 / 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 £40 / night

£279 / week

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from £40 / night

(6) Excellent 

36

Holiday villa with indoor pool in Radicondoli

Province of Siena / Radicondoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 79 km
  • Swimming pool
  • Child friendly

from £266 / night

£1859 / week

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Responds fast!
avg. 27 minutes

from £266 / night

(5) Excellent 

48

Holiday cottage in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Child friendly
  • Private garden
“Very great time” we spend a very great time in a charming house in the middle of Chianti vines the house is well-heated and pleasant
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from £107 / night

£496 - £593 / week

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Responds fast!
avg. 2 hours 19 minutes

from £107 / night

(1) Very Good 

7

Holiday b&b in Pianella

Castelnuovo Berardenga / Pianella

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Air conditioning

Pricing unknown

Book View

Pricing unknown

21

Isola d'Arbia holiday farmhouse rental

Siena / Isola d'Arbia

1 4 Min stay varies

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

from £78 / night

£341 - £843 / week

Book View

from £78 / night

(4) Excellent 

16

Holiday apartment with swimming pool in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

from £80 / night

£425 - £841 / week

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Responds fast!
avg. 2 hours 19 minutes

from £80 / night

(3) Excellent 

21

Tower rental in Monticchiello

Pienza / Monticchiello

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ask owner if suitable for children
  • Private garden

from £133 / night

£708 / week

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from £133 / night

(1) Excellent 

27

Holiday barn with swimming pool in Quercegrossa

Monteriggioni / Quercegrossa

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £75 / night

£523 - £854 / week

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from £75 / night

(6) Excellent 

23

Holiday apartment in Pienza

Province of Siena / Pienza

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Air conditioning
“Fantastic place - great selection of restaurants” Truly a maginificent apartment exceeding our expectations - really nice to cool down in the jacuzzi overlooking Montalcino when the weather was at its hottest ! Also very convenient with regards to
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from £133 / night

£930 / week

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Responds fast!
avg. 3 hours 5 minutes

from £133 / night

(42) Excellent 

19

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
“Stunning accommodation in a fabulous location” Amazing apartment with everything you could need for a reaching haven after a busy day of sight seeing. The views are like paintings and the gardens are beautiful. Mary- Ann is a fabulous host, we had an
…see more

from £191 / night

£1032 - £1508 / week

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Responds fast!
avg. 1 hour 43 minutes

from £191 / 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 £71 / night

£496 - £514 / week

Book View

from £71 / night

1