Apartments and villas with a balcony in Province of Siena

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Province of Siena

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1,200 Holiday homes

25

Holiday villa with swimming pool in Rigomagno

Sinalunga / Rigomagno

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
On demand services: Tranfer and Taxi serviceWine and Olive Oil TastingsCooking LessonsDinners  …see more

from £211 / night

£1513 - £1975 / week

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from £211 / night

22

Holiday villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Nr. San Gimignano, Siena Province, Tuscany, ItalyTypical Tuscan Style Villa with Private Pool and Large Private garden.12.000 Square Metres Of Gardens, With Pine Trees, Monumental Oaks And Olive GroveWonderful stone building situated in a peaceful  …see more

from £157 / night

£1093 / week

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from £157 / night

(2) Very Good 

16

Province of Siena / Chiusi

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £55 / night

£295 / week

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from £55 / night

23

Villa rental in Asciano with swimming pool

Province of Siena / Asciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This superb villa with pool in Tuscany is located at 8 km from the pretty medieval village of Asciano, 30 km east of Siena. Surrounded by a private garden full of olive trees, this holiday home has been renovated to an extremely high standard  …see more

from £223 / night

£1555 - £3530 / week

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from £223 / night

(2) Excellent 

25

Province of Siena / Montepulciano

2 4 3 nights min

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

 …see more

from £118 / night

£757 / week

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from £118 / night

5

Province of Siena / Colle di Val d'Elsa

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

 …see more

from £25 / night

£169 / week

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from £25 / night

20

Holiday apartment rental

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets
The apartment is easily reached from the A1 motorway at Chiusi-Chianciano Terme, or the A1 motorway exit Valdichiana  …see more

from £72 / night

£303 - £543 / week

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from £72 / night

(1) Excellent 

16

Villa rental in Chiusi with swimming pool

Province of Siena / Chiusi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Casa Baiocco is a typical Tuscan home, newly built in the traditional farmhouse style, perfectly blending with the Italian countryside. Surrounded by a well kept park, for your private use only, it offers all the peace and tranquility that you look for during your holid  …see more

from £61 / night

£421 - £1303 / week

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from £61 / night

(2) Excellent 

63

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original for  …see more

from £505 / night

£3278 - £3614 / week

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from £505 / 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.Enjoy the real tuscan experience: city tour,food & wine tasting, massage, cooking lesson,horse riding...  …see more

from £295 / night

£1000 - £2227 / week

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from £295 / night

(17) Excellent 

10

Apartment rental in San Gimignano

Province of Siena / San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 72 km
  • Child friendly
  • Private garden
“An all round fantastic experience...we have great memories...” My partner and I stayed here for a week in July, and count ourselves lucky to have discovered this place. About 8kms from San Gimignano (an easy jaunt in a car, the latter being vital)  …see more

from £48 / night

£282 - £311 / week

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from £48 / night

7

Holiday apartment rental

San Gimignano / Casaglia

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Mimosa is a very nice and cozy apartment on the ground floor of the main villa, with a private entrance.Enfant bed  …see more

from £87 / night

£539 - £799 / week

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from £87 / 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

34

Sant'Albino holiday villa rental

Montepulciano / Sant'Albino

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It has been turned into a residence of refined charm that retains an atmosphere of informal welcome. The landscape and environment of Montepulciano are amo  …see more

from £361 / night

£2522 - £5211 / week

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from £361 / night

(3) Excellent 

20

Holiday apartment rental

Province of Siena / Cetona

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The apartment is designed in a typical Italian style - it feels like a house. It offers wrought iron and marble accents, tile floors, wood beams and small yard.Cetona is the ideal spot to explore southeast Tuscany and Umbria.  …see more

from £59 / night

£345 / week

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from £59 / night

(2) Excellent 

19

Holiday apartment in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Air conditioning
Staying here will make your holiday unique: wake up in the shadow of the majestic Torre del Mangia is a feeling that isn't easily forgotten.I would like an unforgettable vacation, so I've taken care of all the details of the apartment where I want to welcome g  …see more

from £244 / night

£1597 - £2101 / week

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from £244 / night

(7) Very Good 

20

Holiday apartment in Monticiano

Province of Siena / Monticiano

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“Fantastic Location, beautiful location, fantastic host. Perfecto !” we spent a fantastic 2 weeks with friends here. The location is a perfect base for exploring the area. The village pool if you want a relaxing day and to cool down is fantastic and on  …see more

from £68 / night

£471 / week

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from £68 / night

10

Province of Siena / Siena

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £76 / night

£530 / week

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from £76 / night

15

Montalcino / Val d'Orcia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km

 …see more

from £85 / night

£589 / week

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from £85 / night

(1) Very Good 

7

Farmhouse rental in Larniano with shared pool

San Gimignano / Larniano

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Silence, privancy  …see more

from £135 / night

£925 - £1849 / week

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from £135 / night

27

Montepulciano holiday villa rental

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Villa Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the suites and apartments are equipped with whirlpool bath, air conditioning, satellite TV, internet connection.The interior space in “arte pover  …see more

from £541 / night

£3782 - £6589 / week

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from £541 / night

(2) Very Good 

12

Holiday farmhouse letting

Province of Siena / San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
The farm Podere Remignoli is set halfway between Florence and Siena on top of a hill overlooking the unique scenery of San Gimignano, from where you can admire the Chianti hills on the east, the Elsa valley on the north and the Montagnola Senese on the south. The fa  …see more

from £76 / night

£505 / week

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from £76 / 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 guests may  …see more

from £253 / night

£1471 / week

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from £253 / night

(15) Very Good 

97

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 16 1 night min

  • 7 bedrooms
  • Sleeps 16
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful place, we'll come back!” Everything was first class: the rooms, the pool, breakfast, the countryside. We enjoyed a walk in the countryside and had an archery session with a very patient instructor. Staff is very friendly and helpful.  …see more

from £505 / night

£2942 / week

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from £505 / night

9

Holiday farmhouse with shared pool in Casole d'Elsa

Casole d'Elsa / Monteguidi

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
ADATTO A FAMIGLIE CO BAMBINI E GRUPPI DI AMICI  …see more

from £101 / night

£589 / week

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from £101 / night

20

Radicondoli holiday apartment rental

Province of Siena / Radicondoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
On the ground floor of a 1600 Villa ,completely renovated for the maximum comfort of guests. All windows facing the valley and the natural reserve below.50 square meter private terrace with incredible view on the countryside.15x4 meter swimming pool .  …see more

from £143 / night

£1000 - £1177 / week

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from £143 / night

32

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

from £127 / night

£883 - £1589 / week

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from £127 / night

(1) Average 

4

Province of Siena / Sinalunga

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool

 …see more

from £118 / night

£757 / week

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from £118 / night

(1) Excellent 

33

Chiusi holiday b&b accommodation

Province of Siena / Chiusi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
B&B La Vinca is situated in Chiusi in the province of Siena, is an old farm building which dates back to the second half of 1800, adapted and expanded in order to adapt to the needs of new residents, still retains a substantial portion of its features walls in bloc  …see more

from £55 / night

£337 / week

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from £55 / night

(2) Excellent 

12

Farmhouse rental in Val di Merse

Siena / Val di Merse

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
For couple, family or group of friends that want to taste the Tuscan countryside with small budget. The property is close to Siena, San Gimignano, Monteriggioni and others famous places !Country house , 1 room, kitchen , 1 bathroom with private terrace and garden .REED  …see more

from £40 / night

£250 - £370 / week

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from £40 / 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

(1) Excellent 

37

Province of Siena / Siena

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £118 / night

£690 - £757 / week

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from £118 / night

(6) Excellent 

20

Apartment accommodation in Gaiole in Chianti with shared pool

Province of Siena / Gaiole in Chianti

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Comfortable new apartment in a traditional style, highly recommended.” The apartment has a lovely view over the town and the hills beyond. It's an easy walk down into the town centre which has bars, restaurants and a pizza cafe, though it's uphill (an  …see more

from £70 / night

£500 / week

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from £70 / night

29

Siena holiday apartment rental

Province of Siena / Siena

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
TinaiaGround Floor – large dining-living room, built-in kitchen, bathroom with shower, box room. First Floor – 1 master bedroom, 2 bedrooms with twin beds, 1 bathroom with bath, 1 bathroom with shower (one extra bed in the living room) area equipped for eating outdoor  …see more

from £114 / night

£795 / week

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from £114 / night

(3) Excellent 

36

Holiday villa with swimming pool in Cetona

Province of Siena / Cetona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets
Luxury villa made for 4 people is a rare find, and here you have it in abundance! Large 2-story building with 1 bedroom suite on each level, with living, dining and kitchen areas, covered terraces with views, and private pool in a well tended garden of herbs and roses.  …see more

from £189 / night

£1252 - £4166 / week

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from £189 / night

19

Province of Siena / Colle di Val d'Elsa

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £41 / night

£283 / week

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from £41 / night

26

Holiday apartment with shared pool in Torrita di Siena

Province of Siena / Torrita di Siena

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
This lovely country house with pool in Tuscany is located at 1.5km from the beautiful medieval village of Torrita di Siena, in the heart of Val di Chiana, only 15 km from Pienza and Montepulciano, and 48 km from Siena. Situated on a knoll, the 18th-century farmhouse is  …see more

from £43 / night

£295 - £547 / week

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from £43 / night

22

Holiday apartment rental

Castelnuovo Berardenga / Vagliagli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Two bedroom apartment of 51 sqm, ground floor with private terrace. Living room with kitchen corner, 1 double bedroom, 1 bedroom with two beds, 1 bathroom with shower.  …see more

from £113 / night

£1177 / week

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from £113 / 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

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 £202 / night

£1337 - £3101 / week

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from £202 / night