Province of Siena cottages: Stay in luxury Province of Siena cottages with Holidaylettings.co.uk

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Province of Siena

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49 Holiday homes

Filters applied: Cottage (49)

16

Holiday cottage in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
The cottage is in the heart of the hamlet made up of the 14th century castle situated in one of the most spectacular positions in the territory of San Casciano dei Bagni, overlooking the Valdichiana and the hills of Umbria.On request: pottery classes  …see more

from £119 / night

£832 - £950 / week

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from £119 / night

(47) Excellent 

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e  …see more

from £59 / night

£337 - £589 / week

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from £59 / night

(11) Excellent 

21

Gracciano holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know  …see more

from £68 / night

£370 - £1732 / week

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from £68 / night

(20) Excellent 

49

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Nearest beach 75 km
  • Child friendly
  • Pet friendly
Cottage view on San Gimignano country house countrysideThe cottage is provided with baby bed and bay chair.Pets: maximum 2 (small)  …see more

from £51 / night

£353 / week

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from £51 / night

(9) Very Good 

34

Holiday cottage in Siena

Province of Siena / Siena

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 65 km
“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

from £85 / night

£589 - £648 / week

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from £85 / night

(5) Excellent 

48

Province of Siena / Castellina In Chianti

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 150 km
  • Child friendly
  • Private garden

 …see more

from £101 / night

£479 - £572 / week

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from £101 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £47 / night

£282 - £408 / week

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from £47 / night

(16) Excellent 

22

Casole d'Elsa holiday cottage rental

Casole d'Elsa / Monteguidi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Everything we wanted: excellent villa with lovely pool, beautiful countryside views and welcoming owners.” La Casa Dei Nonni was above and beyond our expectations. The location within the Tuscan hillside village of Monteguidi was easy to find from the  …see more

from £127 / night

£757 - £1135 / week

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from £127 / night

4

Province of Siena / Radicondoli

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 55 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £59 / night

£421 / week

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from £59 / night

(11) Excellent 

27

Holiday cottage with swimming pool, golf nearby in Casole d'Elsa

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“A lovely villa in beautiful surroundings.” We have recently returned from our first holiday in Tuscany with our two young sons and all agree that we will return to this area again. The villa although a short drive into Casole was situated amongst oli  …see more

from £113 / night

£673 - £967 / week

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from £113 / night

13

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Cottage country house countryside  …see more

from £40 / night

£277 / week

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from £40 / night

15

Cottage rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The cottage is equipped with heating, sat TV, outside space with table and chairs under the shadow of garden plants, barbecue, private parking space.  …see more

from £93 / night

£463 - £664 / week

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from £93 / 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
Pretty, restored cottage with swimming pool and bowling alley.  …see more

from £316 / night

£2211 - £3244 / week

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from £316 / night

19

Holiday cottage with swimming pool in Sarteano

Province of Siena / Sarteano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Cottage with swimming pool and small lake.  …see more

from £181 / night

£1261 - £1916 / week

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from £181 / night

15

Province of Siena / Radicofani

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£379 / week

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from £68 / night

22

Casole d'Elsa holiday cottage rental

Province of Siena / Casole d'Elsa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Once the pigsty of the Counts of Lucciana. The cottage is situated on the ground floor and composed as follows: Spacious kitchen with dish washing machine 3 bedrooms 2 bathrooms with showerenfant bed  …see more

from £135 / night

£698 - £1000 / week

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from £135 / night

(3) Very Good 

51

Holiday cottage in Siena

Province of Siena / Siena

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly
“Wonderful place, great location and well appointed” It was a great place to stay in central Tuscany. It is within a easy drive of Sienna, Pisa, Volterra, Florence and more. Lovely, comfortable, spacious and well appointed. Very nice, helpful owners  …see more

from £76 / night

£530 / week

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from £76 / night

13

Holiday cottage with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Private garden
Beautiful cottage with private garden and access to pool with amazing sunset views  …see more

from £127 / night

£757 / week

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from £127 / night

15

Holiday cottage with golf nearby in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
An intimate and fully equipped flat in the heart of the old town of Sinalunga.Ideal for relaxing.  …see more

from £70 / night

£400 / week

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from £70 / night

(1) Excellent 

29

Holiday cottage in Siena

Province of Siena / Siena

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train s  …see more

from £127 / night

£841 - £1555 / week

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from £127 / night

7

Holiday cottage in San Donato in Siena

San Gimignano / San Donato in Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
Relax silence  …see more

from £55 / night

£379 - £631 / week

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from £55 / night

23

Province of Siena / Casole d'Elsa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

 …see more

from £55 / night

£345 / week

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from £55 / night

19

Gaiole in Chianti / Lecchi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £61 / night

£429 - £564 / week

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from £61 / night

(7) Excellent 

24

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

 …see more

from £80 / night

£547 / week

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from £80 / night

(1) Excellent 

13

Holiday cottage with shared pool in Crete Senesi

Asciano / Crete Senesi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
Agriturismo Podernuovo is an excellent place for a relaxing vacation. Independent and quiet, next to the owner's residence, has a wonderful 360 panorama looking the Crete Senesi hills with view over Siena in one side and Montalcino and Trequanda in the other side.  …see more

from £80 / night

£664 - £715 / week

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from £80 / night

13

Cottage accommodation in Cetona with swimming pool

Province of Siena / Cetona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Private garden
Podere Le Lame is an enchanting Tuscan Mill house, set in four hectares of olives - a house for complete peace and relaxation. All bedrooms have en suite bathrooms with power showers. There is a large hall/dining/kitchen with an open fire and French windows to a loggia  …see more

Pricing unknown

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Pricing unknown

23

Province of Siena / Radicofani

3 3 2 nights min

  • 3 bedrooms
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £68 / night

£421 / week

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from £68 / night

13

Holiday cottage in Val di Merse

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 48 km
  • Suitable for children age 5+
Ferienwohnung auf dem Land, Landhaus, Apartment mit Terrasse, Bergdorf in mitten der Toskana, Ferein in der Toskana, Urlaub, Kulturausflge, Sehnswrdigkeiten, Mittelmeer, Strand, Baden, historische Sttte, Wanderurlaub, Badeurlaub, toskanische Kcheeigene Terrasse, Kamin, 2 Schlafzimme  …see more

Pricing unknown

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Pricing unknown

14

Holiday cottage with shared pool in Poggibonsi

Province of Siena / Poggibonsi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Just above the path that leads to the farm, there is a independent house more small suitable for a family with children (max 4 people). The apartment consists of 1 living / dining room with kitchenette 1 double bedroom 1 loft with two single beds, one bathroom with sh  …see more

from £68 / night

£463 - £648 / week

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from £68 / 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 £160 / night

£614 / week

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from £160 / night

28

Holiday cottage in Volpaia

Radda in Chianti / Volpaia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
On a Chianti hilltop, Casa Grace nestles in the middle of the ancient fortified borgo and castle of Volpaia, just 10 minutes from Radda in Chianti, in the heart of one of the most reknowned wine areas in the world. It is a perfect spot from which to tour the classic Chi  …see more

from £152 / night

£1059 / week

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from £152 / 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 £101 / night

£555 - £782 / week

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from £101 / night

6

Province of Siena / Montepulciano

1 2 1 night min

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

 …see more

from £59 / night

£404 / week

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from £59 / night

(10) Excellent 

55

Province of Siena / San Casciano dei Bagni

1 2 2 nights min

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

 …see more

from £127 / night

£757 / week

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from £127 / night

(14) Excellent 

10

Province of Siena / Casole d'Elsa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £90 / night

£541 - £776 / week

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from £90 / night

(3) Very Good 

59

Province of Siena / Castellina In Chianti

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 97 km

 …see more

from £101 / night

£463 / week

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from £101 / night

12

Province of Siena / Montepulciano

2 4 2 nights min

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

 …see more

from £105 / night

£730 / week

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from £105 / night

(17) Excellent 

30

Province of Siena / Castellina In Chianti

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £133 / night

£925 - £1337 / week

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from £133 / night

20

Province of Siena / Cetona

2 6 1 night min

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

 …see more

from £68 / night

£337 / week

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from £68 / night

14

Province of Siena / Colle di Val d'Elsa

9 18 3 nights min

  • 9 bedrooms
  • Sleeps 18
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £443 / night

£3093 - £3866 / week

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from £443 / night

Top Destination reviews

La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
Farm holidays in Chianti
A Christams dream

This year my husband and I decided to spend Christmas on our own, in the Chianti countryside. La Capanna delle Cozzole is just the perfect location: very quiet, romantic and private location. In the village you can find top quality food, wine and d … see more
Pink Holiday-apartment with pool in Chianti
Wanderful stayin

The location of the house is in a very typical Tuscan environment: hills, vineyards, olive trees. Even if you might thing to be in a faraway place, the location is very convenient to Siena, San Giminiano, Firenze, and to other spots, such as Pisa an … see more
Villa Podere Earthly
Perfect, beautifil little place in tuscany

A beautiful place full of happines, were you can stay The time you want for a very very good price ,there's a beautiful view, is very relaxing and you can enjoy The animals and nature … see more
Agriturismo Podere Terrena Appartamento "Papavero"
We found what we were looking for: beauty and relax

I was looking for a beautiful place to relax with my husband and certainly found it in this beautiful borghetto. The apartment is very comfortable and well equipped with everything you need to feel at home itself. Italian typical breakfast was ideal … see more
Very clean and pleasant apartment

The apartment is very clean, the kitchen equipment is brand new. Even the owner changed both the TV's, so we could watch the European Football Championship. Veronica very kindly meet us late in the evening and drove us from the parking lot to the a … see more