Villas with a pool Siena | Apartments to rent with swimming facilities

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Siena

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210 Holiday homes

Filters applied: Swimming pool (210)

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

45

Province of Siena / Siena

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

 …see more

from £185 / night

£869 - £1492 / week

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from £185 / night

19

Siena holiday apartment rental

Province of Siena / Siena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Beautiful Tuscan apartment with shared swimming pool, not far from Siena. It sleeps up to 8 guests. It is an ideal place for families to spend a relaxing holiday far from town noises, among the peace of the countrside.<br />A heaven of peace in the heart of the M  …see more

from £158 / night

£922 - £1667 / week

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from £158 / night

100

Siena holiday apartment rental

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

from £149 / night

£1038 - £1468 / week

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from £149 / night

100

Holiday villa with swimming pool in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
This lovely cottage has room to accommodate up to 4 people. It boasts a private garden and swimming pool, and it is the perfect house for a family or small group of friends planning a holiday in the countryside.  …see more

from £137 / night

£957 - £1448 / week

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from £137 / 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 £2706 / night

£9017 - £11390 / week

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from £2706 / night

24

Villa rental in Siena with swimming pool

Province of Siena / Siena

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This is a stunning eighteenth century villa situated on a hill just 2 kilometres from Siena and enjoying stunning views of the city. With a lovely terrace and informal private outdoor pool overlooking Siena, it's a great setting to enjoy a holiday with family and f  …see more

from £376 / night

£2632 - £3948 / week

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from £376 / 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

24

Holiday villa with swimming pool in Siena

Province of Siena / Siena

18 35 7 nights min

  • 18 bedrooms
  • Sleeps 35
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
<p><span class="x_style25"><span class="x_style25">Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa  …see more

from £6069 / night

£42480 - £53850 / week

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from £6069 / night

(43) Excellent 

39

Holiday villa in Siena

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Perfect villa in perfect location” I need to start to say thank you to Jacopo and Fabio that made our holiday and stay absolutely perfect. They were both so helpful and such a pleasure to liaise with, even if we arrived later than expected! The  …see more

from £245 / night

£1711 - £4386 / week

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from £245 / night

24

Siena / Sant Andrea a Montecchio

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £93 / night

£645 / week

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from £93 / night

18

Holiday apartment with swimming pool in Caprera

Siena / Caprera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Recently renovated apartment over two floors, situated on top of the old riding stables, comfortably equipped and elegantly furnished with antique pieces of furniture.  …see more

from £237 / night

£822 - £913 / week

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from £237 / night

18

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

 …see more

from £115 / night

£571 - £1013 / week

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from £115 / night

18

Siena holiday villa rental

Province of Siena / Siena

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
An eighteenth century Tuscan farmhouse in a delightful little valley along the historic Via Francigena, surrounded by 14 hectares of privately owned vines, olive trees and woods that ensure utter privacy and tranquillity.  …see more

from £865 / night

£3509 - £6053 / week

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from £865 / night

25

Siena holiday villa rental

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms f  …see more

from £439 / night

£2106 - £3071 / week

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from £439 / night

14

Holiday apartment with shared pool in Siena

Province of Siena / Siena

3 7 6 nights min

  • 3 bedrooms
  • Sleeps 7
  • 6 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets
Bright and spaciuos apartment for 6-8 people with swimming pool in the charming Castello di San Fabiano in the beautiful Crete Senesi area, 15 minutes from Siena and 30 minutes from Montalcino, Pienza, and Rapolano's thermal baths.  …see more

from £422 / night

£2895 / week

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from £422 / night

22

Province of Siena / Siena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Air conditioning

 …see more

from £87 / night

£608 / week

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from £87 / night

14

Caprera holiday farmhouse let

Siena / Caprera

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in Siena with 1 bedrooms sleeps 2  …see more

from £94 / night

£658 - £812 / week

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from £94 / night

25

Apartment rental in Siena with shared pool

Province of Siena / Siena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Beautiful Tuscan apartment with shared swimming pool, not far from Siena. It sleeps up to 10. It is an ideal place for families to spend a relaxing holiday far from town noises, among the peace of the countrside.<br />A heaven of peace in the heart of the Montagn  …see more

from £211 / night

£1229 - £2018 / week

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from £211 / night

10

Province of Siena / Siena

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £502 / night

£3509 / week

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from £502 / night

20

Farmhouse rental in Siena with swimming pool

Province of Siena / Siena

11 22 2 nights min

  • 11 bedrooms
  • Sleeps 22
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Casa Felice is an outstanding Tuscan farmhouse with 11 bedrooms and 11 bathrooms. It was recently renovated and brought back to its original splendour. Casa Felice is situated on a small road that leads to a wonderful medieval hamlet of Montebenichi.  …see more

from £1352 / night

£5406 / week

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from £1352 / night

21

Siena / Isola d'Arbia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £78 / night

£338 - £836 / week

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from £78 / night

24

B&b rental in Siena with shared pool

Province of Siena / Siena

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Anna and Frank are very happy to welcome you to their home Casa Giulia located on the hills just outside Siena, in a quiet, panoramic setting in the country side. "Casa Giulia B&B" is a lovely 400 year old tuscan farmhouse. Our house is the perfect locatio  …see more

from £66 / night

£395 - £1900 / week

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from £66 / night

20

Holiday farmhouse with swimming pool in Iesa

Siena / Iesa

14 27 Min stay varies

  • 14 bedrooms
  • Sleeps 27
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa in Iesa with 14 bedrooms sleeps 27  …see more

from £3349 / night

£19539 - £26053 / week

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from £3349 / night

23

Siena / Isola d'Arbia

2 6 Min stay varies

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

 …see more

from £108 / night

£473 - £1235 / week

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from £108 / night

36

Holiday villa in Siena

Province of Siena / Siena

11 22 Min stay varies

  • 11 bedrooms
  • Sleeps 22
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Beautiful Tuscan Villa with swimming pool, not far from Siena. It sleeps up to 22 guests. It is an ideal place for families to spend a relaxing holiday far from town noises, among the peace of the countrside.<br />A heaven of peace in the heart of the Montagnola  …see more

from £483 / night

£2632 - £4386 / week

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from £483 / night

41

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

11

Province of Siena / Siena

2 4 Min stay varies

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

 …see more

Pricing unknown

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Pricing unknown

15

Province of Siena / Siena

1 2 Min stay varies

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

 …see more

from £62 / night

£369 - £527 / week

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from £62 / night

20

Province of Siena / Siena

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £351 / night

£2193 - £2895 / week

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from £351 / night

(1) Very Good 

12

Holiday villa letting

Province of Siena / Siena

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa with swimming-pool just five kilometers from Siena in the middle of Tuscany. Originally a 17th century chapel, Villa del Cielo has been tastefully converted into a charming and unique villa rental in Tuscany.  …see more

from £465 / night

£2831 - £5447 / week

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from £465 / night

100

Iesa holiday villa accommodation

Siena / Iesa

14 30 7 nights min

  • 14 bedrooms
  • Sleeps 30
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Perfect for weddings, business meetings or a quiet getaway, Villa Tolomei is on top of a hill with a spectacular view of the verdant Tuscan landscape. Exercise as well as relax while being transported to forgotten places of exquisite taste.  …see more

from £2792 / night

£19540 - £26053 / week

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from £2792 / night

39

Holiday villa with swimming pool in Siena

Province of Siena / Siena

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort enj  …see more

from £264 / night

£1843 - £4606 / week

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from £264 / night

24

Holiday villa with swimming pool in Siena

Province of Siena / Siena

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a spectacular villa set in wonderful Pianella, Pievasciata which is only 14 kms from Siena. Just a short drive from the picturesque town Siena and sitting at the top of one of the rolling hills that are typical of the Tuscan landscape, this magnific  …see more

from £679 / night

£4750 - £5795 / week

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from £679 / night

29

Villa rental in Siena with swimming pool

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort enj  …see more

from £246 / night

£1711 - £4386 / week

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from £246 / 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 £86 / night

£602 / week

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from £86 / night

49

Province of Siena / Siena

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £308 / night

£1904 - £7929 / week

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from £308 / night

19

Holiday farmhouse with shared pool in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in Siena with 2 bedrooms sleeps 4  …see more

from £76 / night

£441 - £858 / week

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from £76 / night

23

Apartment rental in Siena with shared pool

Province of Siena / Siena

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Anna and Frank are very happy to welcome you to their home Casa Giulia located on the hills just outside Siena, in a quiet, panoramic setting in the country side. "Casa Giulia B&B" is a lovely 400 year old tuscan farmhouse with the apartment near the priva  …see more

from £66 / night

£461 / week

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from £66 / night

32

Holiday villa with swimming pool in Siena

Province of Siena / Siena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort en  …see more

from £277 / night

£1930 - £4825 / week

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from £277 / night

15

Holiday farmhouse with shared pool in Siena

Province of Siena / Siena

2 6 Min stay varies

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

from £89 / night

£512 - £1072 / week

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from £89 / night