Province of Siena apartment or villa with a heated pool | Holiday Lettings

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Province of Siena

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69 Holiday homes

Filters applied: Heated pool (69)

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

(11) Excellent 

32

Province of Siena / Poggibonsi

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £110 / night

£765 - £1589 / week

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from £110 / night

31

Asciano holiday villa let

Province of Siena / Asciano

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
This is a spectacular villa, immaculately furnished and presented in a wonderful part of Italy. The owners have imported furniture from around the world to create a unique setting for guests to enjoy their stay. Complete with private pool and beautiful gardens, it's a f  …see more

from £295 / night

£1639 - £3530 / week

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from £295 / night

5

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The Il Pino apartment is located in the villa Podernovo at San Fabiano farmestate. It offers stunning views on the Arbia valleys and the skyline of Montalcino, and an authenitc athmosphere of a Tuscan home.The furnitures ,the air conditioning, the TV satellite with Sky  …see more

from £110 / night

£631 - £841 / week

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from £110 / night

(1) Excellent 

24

Montepulciano holiday villa rental

Province of Siena / Montepulciano

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Fantastic” A great villa in a great location. Because of a minor error in the booking the owner treated us all to a meal by personal chefs Dorians Ottaviana and Claudio from Cooking for You. They came to the villa and prepared a sumptuous 4 course mea  …see more

from £211 / night

£2059 / week

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from £211 / night

4

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The villa Podernovo offers a nice apartment called Il Forno, with stunning view on the sunflowers fields, with all comforts such air conditioning and heated swimming pool. The apartment Il Forno is at first floor of the villa, with a master bedroom with king size bed,  …see more

from £110 / night

£631 - £841 / week

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from £110 / night

(2) Excellent 

40

Siena / Val di Merse

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £106 / night

£748 - £1664 / week

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from £106 / night

18

Sarteano holiday villa rental

Province of Siena / Sarteano

7 15 7 nights min

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A quiet country house,(XVIth century), full of atmosphere immersed in the classic Sienese landscape. The swimming pool is beautifully set in a garden and enables you to completely unwind and relax. The interior is well furnished and elegant.  …see more

from £263 / night

£1841 - £2093 / week

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from £263 / night

(6) Very Good 

43

Gaiole in Chianti holiday home accommodation

Gaiole in Chianti / Montefienali

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and na  …see more

from £46 / night

£263 - £589 / week

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from £46 / night

6

Holiday villa in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The Siena rolling hills, the valley of the Arbia river, the castle of San fabiano and the farm estate with pheasants,and white truffles:a dream!Come to this villa unique for her comforts!Air conditioning, DVD , HI-FI, fully equipped kitchen,balcony with  …see more

from £169 / night

£1093 - £1513 / week

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from £169 / night

4

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Large apartment at the ground floor of the villa.Vaulted ceilings, large rooms, all comforts. Large master bedroom om with king size bed, living room with two beds, large dining and cooking room, bathroom with shower.The area is famous for the Dante Alig  …see more

from £127 / night

£673 - £1009 / week

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from £127 / night

10

Holiday farmhouse in San Fabiano

Monteroni d'Arbia / San Fabiano

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The Podere Podernovo offers accommodation up to 16 people ,with all comforts,as heating, air conditioning, Internet,wi-fi, Tv with Sky.The Count Fiorentini will welcome you in his farmhouse just 12 km south of Siena in the Arbia valley. You can rent the whole Podere the  …see more

from £454 / night

£2522 - £3362 / week

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from £454 / 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

84

Villa rental in Monticiano with swimming pool

Monticiano / Tocchi

14 27 7 nights min

  • 14 bedrooms
  • Sleeps 27
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.Villa Osse  …see more

from £2675 / night

£18719 - £24958 / week

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from £2675 / night

22

Holiday apartment with swimming pool in Crete Senesi

Asciano / Crete Senesi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
t is a really relaxing apartment: the hall and the kitchen are characterized by green decorations and floral ornaments, whilst a gilt canopy-bed furnishes the big bedroom, where the ceiling is made of stones and beams. Also here the bathroom with shower is made of trave  …see more

from £101 / night

£706 / week

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from £101 / night

(6) Excellent 

19

Holiday farmhouse in San Fabiano

Monteroni d'Arbia / San Fabiano

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The Count Filippo Fiorentini will host you in his residence near the village of Monteroni d'Arbia, at only 7 miles from Siena, in the gorgeous farm estate of San Fabiano, once owned by the Late Count Fiorentini, with a XII century castle, beautiful fields of sunflowers,  …see more

from £622 / night

£3614 - £4874 / week

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from £622 / 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

27

Province of Siena / Sarteano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £1013 / night

£7089 / week

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from £1013 / night

28

Holiday villa in Pienza

Province of Siena / Pienza

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury Villa near Pienza, ideal for large families or friend's group.  …see more

from £241 / night

£1681 - £5757 / week

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from £241 / night

16

Contignano holiday villa rental

Radicofani / Contignano

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The exquisite villa is located in Contignano surrounded by spectacular views of rolling clay hills and countryside. The villa sleeps up to 19 in 8 very spacious bedrooms, 2 twins, 5 doubles and a lofted bedroom containing a sofa bed, a twin and a double bed  …see more

Pricing unknown

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Pricing unknown

52

Holiday villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods  …see more

from £349 / night

£2437 - £4706 / week

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from £349 / night

24

Holiday villa in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
"Villa Palazzone" is a charming country house set in the heart of a large estate of 153 hectares. The property has been completely renovated and upgraded with all modern conveniences.  …see more

from £274 / night

£1673 - £2816 / week

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from £274 / night

(2) Excellent 

21

Rapolano Terme / Serre di Rapolano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £68 / night

£412 / week

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from £68 / night

27

San Gimignano / Castel San Gimignano

1 2 3 nights min

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

 …see more

from £51 / night

£353 / week

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from £51 / night

(2) Excellent 

20

Holiday farmhouse in Castellina In Chianti

Province of Siena / Castellina In Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“An excellent slice of Tuscan beauty” The week spent at Casa del Fico was most delightful. A perfect location atop a hill with 360 degree views of Tuscany reminiscent of any da Vinci painting. Ideally located to either explore the local region or just  …see more

from £183 / night

£1275 - £2150 / week

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from £183 / night

10

Rapolano Terme holiday b&b rental

Province of Siena / Rapolano Terme

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Noteworthy the five marvellous suite zone. Some years ago the building was a deposit that offended the natural background.The restructuring works, in the total respect of the original structure of the building, has been able to bring out elements that seemed irrelevan  …see more

from £101 / night

£547 - £900 / week

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from £101 / night

16

Holiday farmhouse in Crete Senesi

Asciano / Crete Senesi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Apartment (3 bedrooms) in old Tuscan Cottage with panoramic view and swimming pool. Just restored and finely furnished with well equipped kitchens. Podere Sant'Alessandro is immersed in beautiful scenery, and is among woods, vineyards, medieval villages and castles  …see more

from £152 / night

£942 / week

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from £152 / night

20

Sarteano holiday manor house rental

Province of Siena / Sarteano

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful stone manor house with heated swimming pool and outdoor heated jacuzzi.  …see more

from £1003 / night

£7017 - £9572 / week

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from £1003 / night

9

Holiday home letting

Province of Siena / Sarteano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
3-room house 90 m2, on the ground floor, very tasteful furnishings: 1 room with 2 beds. 1 double bedroom with with corner bath.  …see more

from £169 / night

£1009 / week

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from £169 / night

22

Holiday villa in Siena

Province of Siena / Siena

5 13 2 nights min

  • 5 bedrooms
  • Sleeps 13
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located between Florence and Siena in Chianti, Villa Gaiole's private hilltop position provides 360 degree panoramic views of the breathtaking Tuscan countryside.  …see more

from £2501 / night

£8335 - £11113 / week

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from £2501 / night

(2) Excellent 

12

Province of Siena / Monteriggioni

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Air conditioning

 …see more

from £121 / night

£840 / week

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from £121 / night

(2) Excellent 

41

Province of Siena / Cetona

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool

 …see more

from £295 / night

£2059 / week

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from £295 / night

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

6

Holiday apartment rental

Castelnuovo Berardenga / Pianella

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
Aroun  …see more

from £127 / night

£883 / week

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from £127 / night

(6) Excellent 

32

Province of Siena / Siena

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £85 / night

£1513 / week

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from £85 / night

17

Monticiano holiday villa rental

Province of Siena / Monticiano

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 48 km
  • Swimming pool
  • Child friendly
It is a peacefull south-east oriented villa located in the hills of Tuscany between Siena and Porto Santo Stefano. The villa dominates the valley. The landscape is astonishing and Villa Banfi, the best Brunello's producer is the characterizing element of the background.  …see more

from £177 / night

£1177 / week

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from £177 / night

15

Province of Siena / Gaiole in Chianti

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £61 / night

£421 / week

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from £61 / night

5

Province of Siena / Pienza

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

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 £692 / night

£4841 - £6656 / week

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from £692 / night

14

Province of Siena / Radicofani

10 24 1 night min

  • 10 bedrooms
  • Sleeps 24
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £606 / night

£3698 / week

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from £606 / night

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