50 Best Siena Apartments on Holiday Lettings - Villas

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Val di Merse
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Caprera
8 properties
Isola d'Arbia
5 properties

Siena

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431 Vacation rentals

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22

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 $114 / night

$498 - $1359 / week

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from $114 / night

21

Vacation apartment in Siena

Province of Siena / Siena

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Car not necessary
This is my holiday home in Siena, my home town. I have tried to tell you everything you need to know in my description, but please do not hesitate to ask me questions before booking - I am fluent in English, French and Italian. The flat is on the ground floor, on the  …see more

from $128 / night

$891 / week

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from $128 / night

(5) Excellent 

14

Vacation home in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 mi
  • Child friendly
  • Ask about pets
This bright and modern apartment totally renovated by just one year, is situated in the charming historic centre of Siena.The apartment is part of a palace complex with other apartments and is located on the ground floor and consists of two floors.The apartment is s  …see more

from $101 / night

$690 / week

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from $101 / night

7

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 60 mi
  • Child friendly
  • Ask about pets

 …see more

from $85 / night

$584 - $881 / week

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from $85 / night

(7) Very Good 

22

Province of Siena / Siena

1 2 Min stay varies

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

 …see more

from $101 / night

$615 / week

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from $101 / night

(5) Excellent 

31

Vacation villa in Costalpino

Siena / Costalpino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the i  …see more

from $191 / night

$1167 - $2068 / week

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from $191 / night

(2) Excellent 

16

Province of Siena / Siena

2 4 2 nights min

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

 …see more

from $308 / night

$2111 - $11134 / week

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from $308 / night

(4) Very Good 

17

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $75 / night

$425 - $987 / week

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from $75 / night

(7) Excellent 

25

Province of Siena / Siena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • Child friendly

 …see more

from $100 / night

$615 - $775 / week

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from $100 / night

(4) Excellent 

23

Vacation apartment 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 70 mi
  • Child friendly
The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.This elegant, well-appointed apartment is complete with stylish fitted bathroom and kitche  …see more

from $128 / night

$849 - $1061 / week

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from $128 / night

(8) Very Good 

5

Apartment rental in Siena

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 mi
  • Car not necessary
  • Air conditioning
This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo.You will need to walk up 66 steps to access this apartment, but the effort is amply rewarded by two amazing terraces and their spectacular views. The main living space here is a large,  …see more

from $138 / night

$1188 / week

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from $138 / night

(3) Very Good 

26

Vacation apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin  …see more

from $101 / night

$552 - $1146 / week

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from $101 / night

(6) Excellent 

56

Vacation guest house in Siena

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 mi
  • Child friendly
  • Air conditioning
One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it  …see more

from $478 / night

$2916 / week

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from $478 / night

39

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from $91 / night

$425 / week

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from $91 / night

(2) Excellent 

39

Vacation villa with swimming pool in Siena

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room  …see more

from $138 / night

$934 - $2625 / week

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from $138 / night

(1) Excellent 

18

Province of Siena / Siena

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min

 …see more

from $85 / night

$435 / week

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from $85 / night

24

Vacation farmhouse in Siena

Province of Siena / Siena

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city  …see more

from $144 / night

$1003 / week

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from $144 / night

19

Province of Siena / Siena

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from $96 / night

$584 - $806 / week

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from $96 / night

(25) Excellent 

18

Vacation apartment in Siena

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the c  …see more

from $165 / night

$1071 - $2413 / week

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from $165 / night

(1) Very Good 

16

Province of Siena / Siena

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from $75 / night

$372 / week

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from $75 / night

(3) Excellent 

22

Villa rental in Siena with swimming pool

Province of Siena / Siena

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level)  …see more

from $425 / night

$2439 - $4242 / week

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from $425 / night

27

Province of Siena / Siena

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Suitable for children age 5+

 …see more

from $220 / night

$1538 / week

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from $220 / night

(1) Excellent 

20

Caprera Vacation apartment rental

Siena / Caprera

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Air conditioning
Caprera is an elegant village in Liberty Style built at the end of 19th Century. The place has retained its original charm, still offers all modern comforts and facilities; Ideally located for visiting Siena and its countryside, the Chianti area, the 'crete senesi&  …see more

from $85 / night

$531 - $584 / week

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from $85 / night

(1) Good 

24

Vacation apartment in Siena

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Historical, completely restored very central (10 meters from Piazza del Campo, 15 from Piazza del Duomo), ground-floor apartment, consisting of: 1 quadruple room with crib opening into private garden 1 double room 1 triple room 2 bathrooms 1 of which ensuite with the  …see more

from $160 / night

$1061 / week

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from $160 / night

(1) Excellent 

11

Vacation apartment accommodation

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Located on the hills of central Tuscany, at only 2 km from the walls of Siena, this charming holiday accommodation in Tuscany has been totally restored into 7 comfortable self-catering apartments with high quality furniture. All the holiday apartments have independent  …see more

from $75 / night

$467 - $584 / week

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from $75 / night

(34) Excellent 

24

Apartment rental in Val di Merse

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Pet friendly
LAST MINUTE OFFER IN OCTOBER !! OFFERTE LAST MINUTE AD OTTOBRE !! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR, PLEASE, LET'S CONTACT US! The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. T  …see more

from $64 / night

$414 - $557 / week

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from $64 / night

14

Province of Siena / Siena

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from $75 / night

$520 / week

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from $75 / night

(3) Very Good 

11

Siena Vacation apartment rental

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 mi
The apartment is ideal for holiday in Siena is located in the centre of Siena, one of the most beautiful towns in Italy.The position of the flat with a splendid view on the cathedral and San Domenico church and the position in the centre of the town create a nice es  …see more

from $101 / night

$509 / week

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from $101 / night

(2) Excellent 

11

Siena Vacation apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
A spacious and luminous two roomed unit (55sqm) in Siena. The apartment is situated on the 1st floor of my historical palace (a splendid aristocratic Villa from the first part of the C17th - just 1.6 km from the pedestrian historical centre of Siena) and can accommodat  …see more

from $117 / night

$785 - $955 / week

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from $117 / night

(4) Excellent 

18

Province of Siena / Siena

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Private garden

 …see more

from $54 / night

$372 / week

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from $54 / night

(1) Very Good 

36

Province of Siena / Siena

11 20 1 night min

  • 11 bedrooms
  • Sleeps 20
  • 1 night min
  • Child friendly
  • Car not necessary

 …see more

from $96 / night

$669 / week

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from $96 / night

16

Siena / Sant Andrea a Montecchio

1 2 2 nights min

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

 …see more

from $75 / night

$520 / week

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from $75 / night

(16) Very Good 

27

Vacation apartment in Sant Andrea a Montecchio

Siena / Sant Andrea a Montecchio

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 mi
  • Child friendly
  • Car not necessary
Located in the quiet countryside 5 km south of the beautiful medieval city of Siena, the Sant'Andrea apartment is part of a fully restored 15th century monastery.Only 5 minutes from the superstrada linking Siena to Florence and the Grosseto beaches, this residence  …see more

from $64 / night

$372 - $637 / week

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from $64 / night

(8) Excellent 

31

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

 …see more

from $128 / night

$891 / week

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from $128 / night

(1) Very Good 

10

Vacation apartment in Siena

Province of Siena / Siena

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
The theme of this apartment (65sqm) is the incomparable main square of Siena, "Piazza del Campo". Situated on the 2nd floor of my historical Villa, a a splendid aristocratic building from the first part of the C17th - just 1.6 km from the pedestrian historica  …see more

from $128 / night

$870 - $1273 / week

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from $128 / night

(3) Very Good 

22

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

 …see more

from $117 / night

$722 - $1018 / week

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from $117 / night

(4) Excellent 

42

Province of Siena / Siena

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $107 / night

$531 / week

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from $107 / night

(3) Excellent 

18

Apartment rental in Siena with shared pool

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will  …see more

from $96 / night

$637 - $1167 / week

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from $96 / night

(1) Excellent 

12

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Green apartment is located at ground floor and easily accessible, perfect for a family. It consists of a fully equipped kitchen where a folding sofa bed for two guests is provided, a bedroom with a double bed, a bathroom with shower, toilet, hairdryer, washing machin  …see more

from $47 / night

$327 / week

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from $47 / night

(2) Excellent 

19

Vacation apartment in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 mi
  • Child friendly
  • Air conditioning
The apartment overlooks the beautiful Piazza del Campo , with a light coming from the three main windows and invades the entire house is unique about every hour of the day . The apartment has just been renovated and furnished with designer pieces and equipped with every  …see more

from $308 / night

$2015 - $2651 / week

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from $308 / night