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

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Province of Siena

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3,662 Holiday homes

15

Holiday farmhouse accommodation

Province of Siena / Cetona

4 8 7 nights min

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

from £135 / night

£939 - £1762 / week

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from £135 / night

25

Pienza holiday lodge rental

Province of Siena / Pienza

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Air conditioning

from £66 / night

£461 - £829 / week

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Responds fast!
avg. 2 hours 59 minutes

from £66 / night

21

Villa rental in Pienza

Province of Siena / Pienza

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 95 km
  • Child friendly
  • Private garden

from £89 / night

£619 - £900 / week

Enquire View

from £89 / night

(4) Excellent 

28

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £79 / night

£536 - £606 / week

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from £79 / 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
…see more

from £70 / night

£500 - £800 / week

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from £70 / night

6

Apartment rental in Chiusure

Buonconvento / Chiusure

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

from £53 / night

£308 / week

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from £53 / night

(5) Excellent 

22

Apartment rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £62 / night

£395 - £487 / week

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Responds fast!
avg. 2 hours 9 minutes

from £62 / night

(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

(4) Excellent 

22

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £222 / night

£1548 / week

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from £222 / night

(1) Excellent 

28

Apartment rental in Torrita di Siena with shared pool

Province of Siena / Torrita di Siena

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly

from £49 / night

£338 - £597 / week

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Responds fast!
avg. 3 hours 41 minutes

from £49 / night

(1) Very Good 

24

Holiday apartment rental

Colle di Val d'Elsa / Campiglia dei Foci

2 6 7 nights min

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

from £74 / night

£514 - £834 / week

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Responds fast!
avg. 3 hours 12 minutes

from £74 / night

(6) Very Good 

39

Holiday villa rental

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £177 / night

£1328 - £2390 / week

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Responds fast!
avg. 3 hours 47 minutes

from £177 / night

19

Holiday cottage with swimming pool in Cetona

Province of Siena / Cetona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £344 / night

£2404 - £3386 / week

Enquire View

from £344 / night

(13) Excellent 

20

Holiday apartment with golf nearby in Sant'Angelo in Colle

Montalcino / Sant'Angelo in Colle

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 68 km
  • Suitable for children age 5+
  • Private garden

from £66 / night

£395 - £764 / week

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from £66 / night

(8) Excellent 

56

Holiday apartment rental

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £100 / night

£658 - £1119 / week

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from £100 / night

(2) Excellent 

19

Holiday apartment in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Air conditioning

from £325 / night

£1930 - £2106 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £325 / night

(3) Very Good 

11

Home rental in Rapolano Terme

Province of Siena / Rapolano Terme

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

from £53 / night

£334 / week

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from £53 / night

24

Holiday apartment in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 85 km
  • Child friendly
  • Private garden

from £62 / night

£430 / week

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from £62 / 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

(2) Very Good 

13

Holiday condo in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 60 km
  • Air conditioning

from £44 / night

£308 / week

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Responds fast!
avg. 1 hour 59 minutes

from £44 / night

(8) Excellent 

24

Serre di Rapolano holiday cottage rental

Rapolano Terme / Serre di Rapolano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Fantastic holiday!” We want to thank you for a wonderful holiday in the cottage L'Olivo. It is a very neat, small but beautiful cottage, which leaves no wish unfulfilled. Even a beautiful private swimming pool. A wonderful garden with many stay option
…see more

from £84 / night

£571 / week

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from £84 / night

18

Holiday farmhouse in Ulignano

San Gimignano / Ulignano

3 6 7 nights min

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

from £201 / night

£1406 - £1658 / week

Enquire View

from £201 / night

(5) Excellent 

24

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

3 6 Min stay varies

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

from £62 / night

£434 - £1018 / week

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from £62 / night

18

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Air conditioning

from £70 / night

£351 / week

Book View

from £70 / night

(9) Very Good 

19

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

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

from £97 / night

£527 / week

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from £97 / night

27

Monticiano holiday townhouse rental

Province of Siena / Monticiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
  • Ask owner if suitable for children
  • Pet friendly

from £62 / night

£395 - £422 / week

Book View

from £62 / night

(15) Excellent 

23

Castelnuovo Berardenga holiday apartment rental

Province of Siena / Castelnuovo Berardenga

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“We enjoyed our holidays in this beautiful agriturismo” We have spent two weeks in Fernando Mattii's agriturismo. The site is very clean and very well maintained. Fernando Mattii was always helpful when we needed anything and he even brought us some wo
…see more

from £132 / night

£922 / week

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Responds fast!
avg. 3 hours 29 minutes

from £132 / night

6

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

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

Pricing unknown

Book View

Responds fast!
avg. 3 hours 11 minutes

Pricing unknown

(4) Excellent 

22

Condo letting in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £97 / night

£597 - £843 / week

Book View

from £97 / night

(4) Very Good 

25

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 £53 / night

£369 / week

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Responds fast!
avg. 3 hours 59 minutes

from £53 / 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

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from £79 / night

(13) Excellent 

40

Holiday apartment with swimming pool in Crete Senesi

Asciano / Crete Senesi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £62 / night

£430 - £720 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £62 / night

(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

£486 / week

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from £70 / night

21

Holiday b&b in Acquaviva di Montepulciano

Montepulciano / Acquaviva di Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £60 / night

£418 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

from £60 / night

(6) Excellent 

46

Holiday farmhouse rental

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £214 / night

£1492 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £214 / 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

£571 - £1308 / week

Book View

from £82 / night

(3) Excellent 

28

Holiday farmhouse in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Pet friendly

from £48 / night

£334 - £498 / week

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from £48 / night

24

Holiday villa with swimming pool in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

Pricing unknown

Book View

Pricing unknown

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Suitable for children age 5+

from £62 / night

£430 - £892 / week

Enquire View

from £62 / night

(2) Very Good 

20

Holiday apartment rental

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £205 / night

£1075 - £1336 / week

Book View

from £205 / night

1