Holiday rentals in Province of Siena: Villas, Cottages and Apartments

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Province of Siena

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4,312 Holiday homes

100

Sinalunga holiday apartment rental

Province of Siena / Sinalunga

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The property is a beautiful and cozy accommodation walking distance to the medieval village of Sinalunga, three apartments, beautiful garden, swimming pool  …see more

from £111 / night

£619 - £848 / week

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from £111 / night

9

Monticchiello holiday apartment rental

Pienza / Monticchiello

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
Antica Locanda PienzaAntica Locanda Pienza  …see more

from £100 / night

£700 / week

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from £100 / night

32

Montepulciano / Valiano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £68 / night

£382 - £424 / week

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from £68 / night

(1) Excellent 

7

Farmhouse rental in Casole d'Elsa with shared pool

Casole d'Elsa / Monteguidi

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Our agriturismo is part of a much bigger ranch, with cattle, fields and woods. A private lake suitable for fishing is also available to our guests. In the gardens of the agriturismo we also offer a bocce and a volleyball field. Fantastic area for bike lovers!  …see more

from £81 / night

£559 - £838 / week

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from £81 / night

(2) Excellent 

12

Province of Siena / Montepulciano

2 6 Min stay varies

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

 …see more

from £56 / night

£339 - £577 / week

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from £56 / night

8

Holiday apartment with shared pool in Pievescola

Province of Siena / Pievescola

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Private garden
THREE-ROOM Apt 4/6 people (62 sq m) first floor - facing swimming pool  …see more

from £102 / night

£570 - £997 / week

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from £102 / night

11

Holiday farmhouse with shared pool in Ulignano

San Gimignano / Ulignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in Volterra with 2 bedrooms sleeps 6  …see more

from £53 / night

£437 - £830 / week

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from £53 / night

36

San Gimignano / Castel San Gimignano

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £45 / night

£314 - £492 / week

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from £45 / night

9

Province of Siena / San Gimignano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

 …see more

from £64 / night

£445 / week

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from £64 / night

26

Province of Siena / Cetona

3 6 7 nights min

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

 …see more

from £212 / night

£1484 / week

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from £212 / night

19

Cottage rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This cottage was once the old poultry pen of the counts of Lucciana, where they reared chickens. The cottage is subdivided over two floors.  …see more

from £102 / night

£560 - £789 / week

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from £102 / night

11

Province of Siena / Radicondoli

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £68 / night

£475 / week

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from £68 / night

11

Farmhouse rental in Iesa with shared pool

Siena / Iesa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castle Apartment in Tocchi with 4 bedrooms sleeps 8  …see more

from £228 / night

£1043 - £1589 / week

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from £228 / night

(1) Very Good 

14

Buonconvento holiday villa rental

Province of Siena / Buonconvento

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
FACILITIES: independent villa, outdoor swimming pool, heating, air-conditioning, Wi-Fi, satellite TV, pets welcome (a charge is applicable), cleaner available by request, cook available by request.TOWN: municipality of BuonconventoPROVINCE: SienaPeople: 15Places of inte  …see more

from £424 / night

£2119 - £3899 / week

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from £424 / night

24

Holiday villa with swimming pool in Macciano

Chiusi / Macciano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
In the middle of the green Tuscan hills, just a short distance from the Etruscan necropolis of Chiusi and Chianciano Terme, is this very nice holiday home situated. It has an overlooking position from which you can admire a wonderful panorama on the surroundin...  …see more

from £154 / night

£1073 - £1895 / week

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from £154 / night

24

Villa letting in Murlo with swimming pool

Murlo / Casciano di Murlo

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
It's perfect for you if you would like to explore Tuscany's culture and atmosphere. It is surrounded by impressive serene views of woods and vineyards that stretch as far as the eye can see.  …see more

from £323 / night

£2255 / week

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from £323 / night

37

Province of Siena / Chianciano Terme

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £67 / night

£416 - £653 / week

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from £67 / night

19

Holiday farmhouse in Larniano

San Gimignano / Larniano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in San Gimignano with 2 bedrooms sleeps 5  …see more

from £107 / night

£632 - £1067 / week

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from £107 / night

18

Vagliagli holiday apartment let

Castelnuovo Berardenga / Vagliagli

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Two bedroom apartment of 86sqm on the ground floor. Two double bedrooms, large living room, kitchen corner and bathroom with shower. At disposal a nice “veranda” covered by a wine plant for dining “al fresco”. Internet wi fi (not available in all rooms), Tv Sat.  …see more

from £111 / night

£539 - £1068 / week

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from £111 / night

24

Farmhouse rental in Montalcino with swimming pool

Province of Siena / Montalcino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Villa in Argiano with 5 bedrooms sleeps 10  …see more

from £708 / night

£4950 - £8153 / week

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from £708 / night

11

Rigomagno holiday farmhouse rental

Sinalunga / Rigomagno

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Splendid old farmhouse carefully restored to maintain its original structural features and divided into two apartments.  …see more

from £62 / night

£433 - £577 / week

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from £62 / night

(3) Very Good 

20

Province of Siena / Siena

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 81 km
  • Child friendly
  • Car not necessary

 …see more

from £128 / night

£662 / week

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from £128 / night

(1)  

4

Sovicille / San Rocco a Pilli

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Pet friendly

 …see more

from £51 / night

£339 / week

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from £51 / night

16

Holiday farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Bucine with 2 bedrooms sleeps 4  …see more

from £136 / night

£780 - £1221 / week

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from £136 / night

(1) Very Good 

23

Province of Siena / Pienza

10 20 1 night min

  • 10 bedrooms
  • Sleeps 20
  • 1 night min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £64 / night

£416 / week

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from £64 / night

18

Holiday cottage accommodation

Asciano / Crete Senesi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Ask about pets
Beautiful cottage with garden on the grounds of the Castle of Grotti, 12km south of Siena. Amazing views over the Crete and the Val d'Orcia. Ideal base. Perfect for a relaxing and romantic holiday in Tuscany.  …see more

from £162 / night

£619 / week

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from £162 / night

(1) Excellent 

30

Apartment accommodation in Poggibonsi with swimming pool

Province of Siena / Poggibonsi

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Casa Serena apartment is part of a tiny hamlet located on top of a hill enjoying extensive views of vineyards and olive trees. The road is paved all the way and lit at night. Its proximity to a larger town with many shops makes it ideal for people enjoying a relaxing co  …see more

from £111 / night

£772 - £1356 / week

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from £111 / night

21

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Borgo 7 Tigli #7 is a splendid apartment with one bedroom and one bathroom which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history  …see more

from £68 / night

£416 - £619 / week

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from £68 / night

13

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £229 / night

£1602 / week

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from £229 / night

23

Holiday villa in Volpaia

Radda in Chianti / Volpaia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Villa in Volpaia with 3 bedrooms sleeps 6  …see more

from £306 / night

£2136 - £3373 / week

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from £306 / night

23

Holiday apartment with shared pool in Casole d'Elsa

Province of Siena / Casole d'Elsa

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
On two floors, this 85sqm apartment on the ground floor as an entrance, a sitting room with dining area and double divan bed, a small fully equipped kitchen and a storeroom. The first floor consists of a double bedroom, a built-in wardrobe, a small twin bedroom  …see more

from £85 / night

£509 - £1272 / week

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from £85 / night

19

Province of Siena / Poggibonsi

2 4 3 nights min

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

 …see more

from £102 / night

£509 - £848 / week

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from £102 / night

23

Holiday apartment rental

Province of Siena / Casole d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This 77sqm apartment is in an independent outbuilding, the former barn, and is on one floor only. It consists of a dining room with fireplace and double divan bed, a fully equipped kitchen, a double bedroom with built-in wardrobe and bathroom fitted with shower  …see more

from £85 / night

£509 - £1356 / week

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from £85 / night

23

Siena holiday apartment rental

Province of Siena / Siena

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
A 60 square meter apartment located at the second stage of a small two-family house. The view is fantastic from every window that overlook the olive grove and the gardens of the main mansion, with their lemon plants. It includes a large living rooms with sofas, dinner t  …see more

from £81 / night

£564 / week

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from £81 / night

(1) Excellent 

17

Province of Siena / Trequanda

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly

 …see more

from £85 / night

£594 / week

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from £85 / night

100

Holiday villa with swimming pool, tennis court in San Gimignano

Province of Siena / San Gimignano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Gaia is a stunning villa for 14 people, conveniently located in the heart of Tuscany, within easy reach of the region’s main cities, such as Florence, Lucca, Pisa, and Siena.  …see more

Pricing unknown

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18

Larniano holiday farmhouse rental

San Gimignano / Larniano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in San Gimignano with 2 bedrooms sleeps 4  …see more

from £95 / night

£551 - £721 / week

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from £95 / night

20

Holiday apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

from £57 / night

£399 - £645 / week

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from £57 / night

19

Sarteano holiday villa rental

Province of Siena / Sarteano

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
Swimming pool (13x4 meters) with heated changing room, garden, 30 hectares of private wood and orchard.  …see more

from £698 / night

£4882 - £6712 / week

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from £698 / night

9

Holiday apartment with shared pool in Staggia Senese

Poggibonsi / Staggia Senese

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 73 km
  • Swimming pool
  • Child friendly
Apartments on the Via Francigena, in the heart of Tuscany is very well connected in countless city of artWiFi, private bathroom, well equipped kitchen, BBQ.  …see more

Pricing unknown

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