Short city breaks Province of Siena

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Province of Siena

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589 Holiday homes

Filters applied: City breaks

Travellers going to Province of Siena are booking June dates now. Secure your holiday home today and have the perfect trip.

(3) Excellent 

32

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary

 …see more

from £102 / night

£611 - £967 / week

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from £102 / night

8

Province of Siena / Cetona

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Private garden

 …see more

from £250 / night

£1738 / week

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from £250 / night

(1) Excellent 

22

Province of Siena / Montepulciano

3 5 Min stay varies

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

 …see more

from £119 / night

£509 - £636 / week

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from £119 / night

(2) Excellent 

11

Siena holiday apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
A spacious and luminous two roomed unit (55sqm) in Siena that can accommodate up to 4 guests; just 2 km outside the ancient walls of the historical centre of Siena. Private parking.  …see more

from £94 / night

£628 - £763 / week

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from £94 / night

(9) Excellent 

20

San Gimignano holiday villa rental

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about pets
  • Private garden
Naturally cool stone villa for 11 persons with large private pool & gardens in San Gimignano area. Divided into two apartments for 6 and 5 people.  …see more

from £182 / night

£1102 - £2034 / week

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from £182 / night

65

Holiday apartment rental

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
This apartment, located in Siena, is ideal for 4 vacationers. It offers 2 bedrooms and WiFi. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book or take advantage of the amenities on offer, including WiFi  …see more

from £113 / night

£789 - £901 / week

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from £113 / night

45

Province of Siena / Montepulciano

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

37

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden

 …see more

from £221 / night

£1526 - £1992 / week

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from £221 / night

22

Holiday villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Nr. San Gimignano, Siena Province, Tuscany, Italy Typical Tuscan Style Villa with Private Pool and Large Private garden. 12.000 Square Metres Of Gardens, With Pine Trees, Monumental Oaks And Olive Grove Wonderful stone building situated in a peaceful position wit  …see more

from £136 / night

£1484 - £2543 / week

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from £136 / night

14

Holiday farmhouse rental

Province of Siena / Colle di Val d'Elsa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

from £78 / night

£445 - £772 / week

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from £78 / night

(1) Excellent 

46

Province of Siena / Siena

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 80 km
  • Child friendly

 …see more

from £178 / night

£1068 / week

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from £178 / night

(1) Excellent 

21

Province of Siena / Abbadia San Salvatore

8 12 Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

13

Province of Siena / Radicofani

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£352 - £412 / week

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from £60 / night

11

Province of Siena / Castiglione D'Orcia

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £102 / night

£543 / week

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from £102 / night

17

Holiday apartment in Siena

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
La Coroncina is situated just 2 km from the historical center, 2.7 km from Piazza del Campo, 2.9 km from Piazza del Duomo and 2.6 km from National Picture Gallery Siena. The structure is in a peaceful but very central location in the south of Siena with bus stops at few  …see more

from £50 / night

£350 / week

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from £50 / night

4

Apartment rental in Crete Senesi

Asciano / Crete Senesi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
Siena, crete senesi, asciano, palio, appartamento la rondine, chianti, campagna senese, siena countryside  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

14

Asciano / Crete Senesi

1 2 Min stay varies

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

 …see more

from £77 / night

£450 - £594 / week

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from £77 / 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,  …see more

from £102 / night

£712 / week

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from £102 / night

6

Province of Siena / Chianciano Terme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

15

Holiday townhouse in Pienza

Province of Siena / Pienza

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 100 km
  • Child friendly
  • Car not necessary
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches. It was meant to become the owner's r  …see more

from £106 / night

£742 - £954 / week

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from £106 / night

17

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £102 / night

£636 / week

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from £102 / night

24

Montalcino / Val d'Orcia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £170 / night

£1187 / week

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from £170 / night

(2) Very Good 

31

San Gimignano / Larniano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 69 km
  • Swimming pool
  • Child friendly

 …see more

from £77 / night

£505 - £856 / week

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from £77 / night

43

Villa accommodation in Sinalunga with swimming pool, golf nearby

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Pet friendly
Description:Old 18th century stone farmhouse restored following the conservation policy that has left the beauty and charm of the past intact. Located between the Val d'Orcia and the hills of the Sienese Chianti, the farmhouse is on two floors: the first floor  …see more

from £221 / night

£1526 - £1992 / week

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from £221 / night

(1) Average 

25

Province of Siena / San Quirico d'Orcia

1 2 Min stay varies

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

 …see more

from £102 / night

£712 / week

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from £102 / night

21

Province of Siena / Radda in Chianti

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km

 …see more

from £85 / night

£509 / week

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from £85 / night

(1) Very Good 

18

B&b letting 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
“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  …see more

from £34 / night

£238 / week

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from £34 / night

(1) Average 

10

Province of Siena / Colle di Val d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £119 / night

£831 / week

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from £119 / night

6

Holiday apartment in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
There is a shopping area 500 meters away from the apartment: 3 supermarkets, shops, coffee, bar, bakery..  …see more

from £77 / night

£509 - £636 / week

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from £77 / night

11

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 81 km
  • Swimming pool
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

17

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 109 km
  • Swimming pool
  • Child friendly

 …see more

from £94 / night

£636 / week

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from £94 / night

35

Province of Siena / Radicondoli

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets

 …see more

from £128 / night

£594 / week

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from £128 / night

45

Province of Siena / Siena

2 3 Min stay varies

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

 …see more

Pricing unknown

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Pricing unknown

6

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa / Monteguidi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

from £94 / night

£556 - £1084 / week

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from £94 / night

18

Holiday farmhouse in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

Pricing unknown

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Pricing unknown

24

Holiday farmhouse with swimming pool in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Podernovo is farmhouse, of the 19th century, surrounded by greenery with a breath-taking swimming pool. 5 Bedrooms, 5 Bathrooms, Panoramic Private Pool, Car Parking, Outdoor Facilities. Halfway between Rome and Florence. 5 km from the well-known SPA resort Fonteverde<  …see more

Pricing unknown

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Pricing unknown

24

Montalcino / Val d'Orcia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £195 / night

£1365 / week

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from £195 / night

14

Province of Siena / Pievescola

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £60 / night

£382 / week

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from £60 / night

(4) Very Good 

28

Province of Siena / Castellina In Chianti

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £183 / night

£1271 - £3373 / week

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from £183 / night

18

Holiday apartment in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 85 km
  • Child friendly
  • Car not necessary
Brown apartment Central and cosy apartment with double bedroom, bathroom with shower, large living area with sofa bed, equipped kitchen, private equipped garden, free WIFI, TV, air conditioning.<br />Upon request as extra services: cooking classes, wine tours, e  …see more

from £51 / night

£356 / week

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from £51 / night