Apartments in Province of Siena with tennis nearby

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Province of Siena

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774 Holiday homes

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

15

Holiday apartment in Larniano

San Gimignano / Larniano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
Lovely Two-roomed apartment (55 mq), 2-4 beds, inside San Gimignano. In a central position, but also surrounded by a rare and precious silence, our apartments offer the unique feeling of an ancient building with all the comfort of modern amenities.<br />Car parkin  …see more

from £77 / night

£535 / week

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from £77 / night

(26) Excellent 

28

Holiday apartment in Montisi

Province of Siena / Montisi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
The apartment is ideal if you want to experience life in a Medieval town in Tuscany; your host is a professional Siena tourist guide, an official cheese taster and wine expert and the apartment is elegantly decorated with antiques but has all of the modern comforts.  …see more

from £121 / night

£776 / week

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from £121 / night

(12) Very Good 

28

Holiday villa with swimming pool, tennis court in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“Toscany at its best at Radda in Chianti property Villa PetrAlexa” The property itself is wonderfully placed between woods and a vinery in the picturesque Chianti area near Radda. The hospitality we have experienced was outstanding in the mean that you  …see more

from £178 / night

£1242 - £2069 / week

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from £178 / night

Featured properties

22

Holiday villa with shared pool in Crete Senesi

Asciano / Crete Senesi

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
These rental apartments in Tuscany are part of a little medieval “borgo”, village, recently renovated and converted into a holiday farmhouse.  …see more

from £87 / night

£328 - £729 / week

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from £87 / night

(6) Very Good 

34

Radicondoli holiday villa rental

Province of Siena / Radicondoli

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Charming independent villa in the heart of Tuscany with panoramic pool, FREE WI FI, garden, parking, wonderful panorama, near Siena, San Gimignano, Florence.<br />Enjoy the real tuscan experience: city tour,food & wine tasting, massage, cooking lesson,horse ri  …see more

from £302 / night

£1026 - £2371 / week

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from £302 / night

13

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Casa al bosco” is an elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard.  …see more

Pricing unknown

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Pricing unknown

(11) Excellent 

22

Villa rental in Chiusi

Province of Siena / Chiusi

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“All around fabulous vacation !” We were a group of six and there was plenty of room for everyone. when we arrived, Flaminia our host arranged a lovely welcoming snack and wine, explained everything we needed to know. The location of the villa w  …see more

from £216 / night

£1466 / week

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from £216 / night

(3) Very Good 

21

Sovicille / Torri

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £78 / night

£475 / week

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from £78 / night

(3) Excellent 

32

Holiday farmhouse in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the wor  …see more

from £95 / night

£561 / week

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from £95 / night

(4) Very Good 

19

Province of Siena / Sovicille

1 4 Min stay varies

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

 …see more

from £61 / night

£423 / week

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from £61 / 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 £116 / night

£690 - £992 / week

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from £116 / night

(1) Excellent 

20

Farmhouse rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Self catering Farmhouse with 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence, Siena and Pisa one hour from the house.  …see more

from £57 / night

£380 - £819 / week

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from £57 / night

(2) Excellent 

21

Holiday farmhouse with shared pool in Radicondoli

Province of Siena / Radicondoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Beautiful house, amazing scenery!” We stayed here for two weeks and loved the place! The view is breathtaking! Bed was very comfortable. In the villa we found everything for cooking, towels. The location is very convenient for visiting little towns ar  …see more

from £44 / night

£302 - £604 / week

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from £44 / night

(1) Excellent 

24

Holiday villa with swimming pool in Poggibonsi

Province of Siena / Poggibonsi

7 18 7 nights min

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful villa with pool in Chianti is located near the town of Poggibonsi, surrounded by the gently rolling hills of this beautiful region. The accommodation is on two floors and can comfortably accommodate up to 18 people. Accommodation, 400 sqm : GROUND FLOOR  …see more

from £238 / night

£1664 - £4009 / week

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from £238 / night

(5) Excellent 

22

Apartment rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vi  …see more

from £61 / night

£388 - £479 / week

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from £61 / night

(1) Excellent 

28

Province of Siena / Sinalunga

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

 …see more

from £113 / night

£630 - £863 / week

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from £113 / night

(1) Excellent 

14

Holiday apartment in Monticiano

Province of Siena / Monticiano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets
This apartment is in the historical center of a beautiful town near Siena. Its name is Monticiano. It's composed by 2 bedrooms (for 4 gests), 1 bathroom (with a shower box), 1 indipendent kitchen and a great dining room. The apartment is 75 mq. In the centre of th  …see more

from £52 / night

£345 / week

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from £52 / night

43

Holiday villa rental

Province of Siena / Cetona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Treat yourself to the ideal 2-bedroom home for your dream vacation in Tuscany! La Casella is a luxurious private villa set on a gentle hillside with lush gardens and private pool, outside dining, views and close enough to walk into town. This well furnished villa is set  …see more

from £207 / night

£1371 - £3182 / week

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from £207 / night

40

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the gue  …see more

from £95 / night

£518 / week

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from £95 / night

(2) Excellent 

16

Radicondoli holiday apartment rental

Province of Siena / Radicondoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Wonderful peaceful stay in the heart of the Tuscan countryside” The apartment at Radicondoli was wonderful. Just perfect for our requirements. It had everything you could need (except an ironing board). It was exceptionally clean, had an amazing showe  …see more

Pricing unknown

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Pricing unknown

15

Province of Siena / Murlo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £35 / night

£173 - £259 / week

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from £35 / night

(3) Excellent 

16

Province of Siena / Casole d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly

 …see more

from £39 / night

£272 / week

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from £39 / night

(2) Very Good 

29

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
.This charming accommodation lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxing<br />The pool and the gar  …see more

from £173 / night

£1207 - £1811 / week

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from £173 / night

(1) Excellent 

39

Holiday apartment in Siena

Province of Siena / Siena

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
Fully furnished country style apartment 5 minutes away from the historic Medieval city of Siena. Confortable and spacious living-room, private parking, WiF, shops close. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Chianti Vineyard, Hill Towns.<  …see more

from £87 / night

£561 / week

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from £87 / night

(1) Excellent 

19

Province of Siena / San Gimignano

1 2 3 nights min

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

 …see more

from £103 / night

£719 - £960 / week

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from £103 / 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 £108 / night

£768 - £1897 / week

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from £108 / night

27

Holiday villa in Monteriggioni

Province of Siena / Monteriggioni

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
Near to Siena (8 km), in the Chianti region, apartment in farmhouse (size: 170 m2) for max.6 persons. Swimming pool complex and park 3 km far away.Splendid farm house (18 th century) located on the top of a hill. The property apartment offers you the unique and rare  …see more

from £98 / night

£682 - £1052 / week

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from £98 / night

(4) Excellent 

11

Holiday home in Chiusi

Province of Siena / Chiusi

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about pets
  • Private garden
Immerso nella meravigliosa campagna toscana LA DOLCE VITA è un affittacamere all'interno di un antico casolare ristrutturato, circondato dall'atmosfera magica della natura incontaminata..E' situato ad 1 Km dall'uscita dell'autostr  …see more

from £50 / night

£350 / week

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from £50 / night

17

Province of Siena / Chiusdino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£345 / week

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from £87 / night

(1) Excellent 

29

Province of Siena / Montepulciano

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £250 / night

£1380 - £1983 / week

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from £250 / night

(6) Very Good 

24

Farmhouse rental in Caprera

Siena / Caprera

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning
Elegant Liberty farmhouse on the hills, in a quite village just ten minutes from Siena city centre. Stunning view toward the city steeples across the countryside. Olive groves and fields for walking and horse riding. Garden and farm yard for outdoor dining.  …see more

from £164 / night

£1078 / week

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from £164 / night

47

Villa rental in Castelnuovo dell'Abate with swimming pool

Montalcino / Castelnuovo dell'Abate

5 8 3 nights min

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderf  …see more

from £1156 / night

£6035 / week

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from £1156 / night

5

Province of Siena / Pienza

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £121 / night

£578 - £906 / week

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from £121 / night

(1) Very Good 

39

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £104 / night

£604 - £755 / week

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from £104 / night

15

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
  • Pet 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 £53 / night

£371 - £656 / week

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from £53 / night

(2) Excellent 

17

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful holiday resort near Montepulciano and Pienza  …see more

from £95 / night

£544 - £996 / week

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from £95 / night

19

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa / Monteguidi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly
This charming farmhouse complex is the result of a recent and elegant restoration of a typical Tuscan country complex, near the town of Casole d'Elsa, in the province of Siena.  …see more

from £88 / night

£613 / week

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from £88 / night

83

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the gue  …see more

from £259 / night

£1509 / week

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from £259 / night

(2) Excellent 

21

Holiday guest house in Radicondoli

Province of Siena / Radicondoli

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Ask about pets
“Paradise in Radicondoli” We absolutely loved our stay at Casa Sulle Mura. Radicondoli is a beautiful town. We enjoyed the people there and especially enjoyed the evenings when people sit out and enjoy. The house is wonderful, clean and spacious.  …see more

from £138 / night

£690 / week

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from £138 / night

(5) Excellent 

20

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …see more

Pricing unknown

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