Short city breaks Province of Siena | Holiday Lettings UK

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Province of Siena

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572 Holiday homes

Filters applied: City breaks

(1) Excellent 

11

Holiday apartment accommodation

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £62 / night

£390 - £487 / week

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Responds fast!
avg. 3 hours 14 minutes

from £62 / night

(6) Excellent 

37

Holiday apartment in Montefollonico

Torrita di Siena / Montefollonico

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning

from £107 / night

£1151 - £2080 / week

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from £107 / night

22

B&b rental in Pienza

Province of Siena / Pienza

3 6 1 night min

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

from £93 / night

£558 / week

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from £93 / night

(6) Excellent 

31

Holiday home in Pianella

Castelnuovo Berardenga / Pianella

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £71 / night

£496 / week

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Responds fast!
avg. 1 hour 12 minutes

from £71 / night

(6) Very Good 

56

Holiday apartment rental

Torrita di Siena / Montefollonico

2 4 2 nights min

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

from £169 / night

£1177 / week

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from £169 / night

(8) Excellent 

24

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic Villa and location shame about the weather” The villa was fantastic with extremely hospitable hosts. Grandma provided us with her fantastic home made cake and olive oil. Grandad provided us with home grown beans and lettuce. The Villa is sit
…see more

from £98 / night

£620 - £974 / week

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from £98 / night

(4) Very Good 

32

Holiday apartment with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 6 Min stay varies

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

from £62 / night

£434 - £1277 / week

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Responds fast!
avg. 2 hours 44 minutes

from £62 / night

(3) Excellent 

12

Farmhouse rental in Val di Merse

Siena / Val di Merse

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £36 / night

£231 - £390 / week

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from £36 / 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

£399 - £492 / week

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Responds fast!
avg. 2 hours 9 minutes

from £62 / night

15

Siena holiday farmhouse rental

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

from £85 / night

£434 - £1009 / week

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Responds fast!
avg. 2 hours 19 minutes

from £85 / night

(1) Excellent 

12

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

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

from £45 / night

£310 / week

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Responds fast!
avg. 3 hours 59 minutes

from £45 / night

(1) 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

from £54 / night

£278 / week

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from £54 / night

7

Apartment rental in Serre di Rapolano

Rapolano Terme / Serre di Rapolano

3 15 Min stay varies

  • 3 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden

Pricing unknown

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Pricing unknown

(18) Excellent 

10

Apartment rental in San Gimignano

Province of Siena / San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 72 km
  • Child friendly
  • Private garden
“An all round fantastic experience...we have great memories...” My partner and I stayed here for a week in July, and count ourselves lucky to have discovered this place. About 8kms from San Gimignano (an easy jaunt in a car, the latter being vital)
…see more

from £55 / night

£319 - £393 / week

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from £55 / night

(2) Excellent 

25

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 £124 / night

£797 / week

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from £124 / night

(30) 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
“Great Location” We can only reiterate the excellent reviews that have gone before. Fonte Aulente is in a great location, quiet and secluded with amazing views of the Tuscan countryside and close to the beautiful town of Montalcino. The accommodation,
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from £106 / night

£737 / week

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from £106 / night

(5) Very Good 

24

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £62 / night

£434 / week

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Responds fast!
avg. 2 hours 15 minutes

from £62 / night

7

Holiday apartment in Siena

Province of Siena / Siena

2 4 3 nights min

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

from £71 / night

£487 - £735 / week

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from £71 / night

(2) Very Good 

15

Holiday apartment in Isola d'Arbia

Siena / Isola d'Arbia

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
“Perfect spot to explore Tuscany” The apartment is small but well-positioned about 10 minutes drive from Siena. The township has a good shop and there is an excellent restaurant within five minutes drive. Good holiday space for a couple or a small fami
…see more

Pricing unknown

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Pricing unknown

(2) Excellent 

40

Holiday b&b rental

Monticiano / Iesa Palazzo

6 9 1 night min

  • 6 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £160 / night

£1062 / week

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from £160 / night

(12) Excellent 

17

Siena holiday home rental

Province of Siena / Siena

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 95 km
  • Child friendly
  • Pet friendly
“What a wonderful stay! We highly recommend this house!” We instinctively felt in love with Leonardo's house the moment we arrived! The description we received from Leonardo how to get to the house was perfect and we immediately found the correct way
…see more

from £75 / night

£522 / week

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from £75 / night

(6) Excellent 

14

Holiday home in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets

from £85 / night

£576 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from £85 / night

(5) Very Good 

15

Holiday apartment in Siena

Province of Siena / Siena

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £53 / night

£354 - £577 / week

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Responds fast!
avg. 2 hours 47 minutes

from £53 / night

20

Holiday apartment with shared pool in Crete Senesi

Asciano / Crete Senesi

3 6 Min stay varies

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

from £160 / night

£868 - £1151 / week

Book View

from £160 / night

(15) Very Good 

17

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
“Beautiful apartment in stunning Tuscan landscape” If you want a base in Tuscany that seems in the middle of nowhere, but is less than an hour from all of the famous Tuscan towns/villages, and a lovely apartment that is in the middle of stunning countr
…see more

from £82 / night

£574 / week

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from £82 / night

(3) Average 

19

Bagni di San Filippo ski penthouse to rent.

Province of Siena / Bagni di San Filippo

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ski
  • Child friendly

from £106 / night

£737 / week

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Responds fast!
avg. 1 hour 27 minutes

from £106 / night

47

Home rental in San Gimignano

Province of Siena / San Gimignano

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 50 km
  • Child friendly
  • Private garden

from £62 / night

£346 / week

Book View

from £62 / 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 £110 / night

£759 - £843 / week

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Responds fast!
avg. 2 hours 11 minutes

from £110 / night

(11) Excellent 

39

Holiday villa with swimming pool in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

3 5 Min stay varies

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

from £177 / night

£1239 - £1985 / week

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Responds fast!
avg. 3 hours 11 minutes

from £177 / night

(1) Excellent 

23

Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
“Old-world Italian charm in a beautiful Tuscan setting” It's a job to find it it, but once you do, you'll want to stay longer than you've booked for. The house has been in the family since 1812 - they produce their own wine - and Olimpia is a charming
…see more

from £31 / night

£217 / week

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Responds fast!
avg. 2 hours 15 minutes

from £31 / night

(1) Very Good 

11

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

from £62 / night

£372 / week

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from £62 / night

(1) Excellent 

14

B&b rental in Sinalunga

Province of Siena / Sinalunga

9 20 1 night min

  • 9 bedrooms
  • Sleeps 20
  • 1 night min
  • Nearest beach 200 km

from £71 / night

£443 / week

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from £71 / night

(22) 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
“Well maintained apartment and very helpful owner” Elias iwas most helpful meeting us on arrival and going through everything with us and all places to visit in the area even giving us a map with this all marked on The apartment is beautifully kept and
…see more

from £106 / night

£619 - £1097 / week

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Responds fast!
avg. 2 hours 27 minutes

from £106 / night

12

Montisi holiday home rental

Province of Siena / Montisi

2 4 2 nights min

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

from £62 / night

£310 / week

Book View

from £62 / night

16

Apartment rental in Sant Andrea a Montecchio with shared pool

Siena / Sant Andrea a Montecchio

1 2 Min stay varies

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

from £62 / night

£430 / week

Book 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

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from £205 / night

(7) Excellent 

16

Holiday villa in Casole d'Elsa

Province of Siena / Casole d'Elsa

4 4 3 nights min

  • 4 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £71 / night

£496 / week

Book View

from £71 / night

(2) Excellent 

24

Castellina In Chianti holiday apartment rental

Province of Siena / Castellina In Chianti

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Private garden

from £107 / night

£775 / week

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from £107 / night

(4) Excellent 

39

Holiday villa with swimming pool in Siena

Province of Siena / Siena

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“A charming Tuscan farmhouse villa” We stayed here for a most enjoyable week in September 2016. It is all that the owner Giada describes and she is a charming and helpful host. The villa, a converted stone farmhouse, is located on the outskirts of Sien
…see more

from £150 / night

£1045 - £2301 / week

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from £150 / night

(12) Very Good 

Certificate of Excellence

25

Holiday cottage in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Air conditioning
“Peaceful cottage in isolated location” Property although in an isolated location was fairly central for accessing all of the Tuscany region. All points requiring access were never any more than 1 hours drive away. Great base for touring. Property
…see more

Certificate of Excellence

from £80 / night

£496 - £531 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £80 / night

1