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41 Holiday homes

Filters applied: Villa (41)

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

(42) Excellent 

1 / 35

Beautiful Private Villa, pool, hot tub,wi-fi,Siena - Siena villa sleeps 12

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME in Tuscany. A HOLIDAY WITHOUT  …see more

from £239 / night

£1667 - £4274 / week

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from £239 / night

1 / 26

LIMONAIA - Siena villa sleeps 5

Province of Siena / Siena

3 5 1 night min stay

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
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 that they c  …see more

from £171 / night

£1283 / week

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from £171 / night

1 / 12

10319 - Villa Dan - Gracciano di Colle Val d'Elsa villa sleeps 10

Siena / Gracciano di Colle Val d'Elsa

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Pet friendly;
Villa Dan is located between the cities of Arezzo, Florence and Siena, at the quaint old town of Figline Valdarno with its ancient piazza and historical buildings. The Villa Dan has 5 bedrooms and 3bathrooms, situated in Figline Valdarno, with a magnicificient view. On  …see more

from £355 / night

£2479 / week

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from £355 / night

1 / 18

Province of Siena / Siena

8 16 1 night min stay

  • 8 bedrooms
  • Sleeps 16
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £1459 / night

£10208 / week

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from £1459 / night

1 / 18

The Old Villa (v055) - Siena villa sleeps 7

Province of Siena / Siena

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Just 10 minutes from Siena, this fine residence has been knowingly restored by a careful and sensitive owner. It is situated on the edge of a small hamlet dominated by a medieval tower. There is a large garden with a solarium paved with terracotta. Extremely well furnis  …see more

from £203 / night

£1419 - £2009 / week

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from £203 / night

(3) Excellent 

1 / 22

Beautiful tuscan Villa not far from Siena 18 pax - Siena villa sleeps 18

Province of Siena / Siena

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Nearest beach 95 km; 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 £342 / night

£1966 - £3419 / week

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from £342 / night

(2) Excellent 

1 / 21

Stunning Siena villa with 5 bedrooms, amazing priv - Siena villa sleeps 10

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena. The villa has been restored in the last years and the result is an elegant accommodation w  …see more

from £178 / night

£1240 - £2052 / week

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from £178 / night

(1) Excellent 

1 / 12

Province of Siena / Siena

3 5 2 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £129 / night

£838 / week

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from £129 / night

1 / 20

Villa Le Cantine Di Cerreto - Siena villa sleeps 14

Province of Siena / Siena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Villa Cerreto is owned by a renowned Florentine family belonging to the fashion industry and dates back to the 1700’s. The villa is located in the village of Pianella, which is just 14 km from the historical centre of Siena and just over an hour from Florence. The vil  …see more

from £2014 / night

£14098 - £15701 / week

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from £2014 / night

(1) Excellent 

1 / 39

Bright, spacious villa with pool near Siena - Siena villa sleeps 7

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).The mansion is s  …see more

from £154 / night

£838 - £2265 / week

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from £154 / night

(3) Excellent 

1 / 31

Stunning views at Siena's doorstep - Free WiFi - Costalpino villa sleeps 6

Siena / Costalpino

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
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 £213 / night

£1368 - £1539 / week

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from £213 / night

(4) Excellent 

1 / 19

Gorgeous 5 bedroom villa in Siena, Tuscany boasts - Siena villa sleeps 10

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 105 km; Swimming pool; Child friendly ;
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays. The house is built on top of a hill covered with olive groves and vineyards.  …see more

from £153 / night

£1069 - £2129 / week

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from £153 / night

1 / 10

Province of Siena / Siena

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
 …see more

from £489 / night

£3419 / week

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from £489 / night

1 / 110

Villa Nuti - Siena villa sleeps 12

Province of Siena / Siena

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena, the bus stop to the centre is 400 meters from the villa. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers. The villa has been completel  …see more

from £367 / night

£2565 - £3377 / week

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from £367 / night

1 / 24

Villino Siena - Siena villa sleeps 5

Province of Siena / Siena

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
A cypress tree lined road will lead you to Villino Siena and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena. From its privileged hilltop position it enjoys spectacular vie  …see more

from £171 / night

£1197 - £2137 / week

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from £171 / night

(3) Excellent 

1 / 22

SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO - Siena villa sleeps 5

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna cir  …see more

from £253 / night

£983 - £1838 / week

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from £253 / night

1 / 100

Tolomei - Iesa villa sleeps 30

Siena / Iesa

14 30 7 nights min stay

  • 14 bedrooms
  • Sleeps 30
  • 7 nights min stay
Key info: Nearest beach 50 km; Swimming pool; Child friendly ;
ExteriorOn top of a hill with a spectacular view of the verdant Tuscan landscape, you will find Villa Tolomei, located not far from Montalcino and Pienza, in the valley of the Merse River. You might like to make the most of the local wineries for tastings and tours. An  …see more

from £2720 / night

£19039 - £21347 / week

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from £2720 / night

1 / 100

Leonessa - Siena villa sleeps 4

Province of Siena / Siena

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
ExteriorsThe cottage is situated in Crete Senesi, only 10km outside Siena and surrounded by extraordinary, green hills.Siena is one of the most wonderful medieval cities in Italy, and both its landscape and architecture are admired by everyone who visits it. Its Duomo,  …see more

from £134 / night

£932 - £1077 / week

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from £134 / night

1 / 27

Province of Siena / Siena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Suitable for children age 5+;
 …see more

from £177 / night

£1240 - £2052 / week

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from £177 / night

(2) Excellent 

1 / 24

Stunning Villa in Siena with exclusive spa - Siena villa sleeps 10

Province of Siena / Siena

6 10 7 nights min stay

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beau  …see more

from £232 / night

£1624 - £3418 / week

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from £232 / night

1 / 100

Le Fate - Siena villa sleeps 12

Province of Siena / Siena

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Exterior Villa Le Fate is a distinguished villa situated in the Sienese countryside, just 3 km (1.8 miles) from Siena, and immersed in the exquisite landscape of vines and olive groves. The villa is an old seventeenth century manor house which has recently been complete  …see more

from £257 / night

£1795 - £3590 / week

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from £257 / night

1 / 24

23891-Holiday house San Gimign - Badia A Elmi villa sleeps 5

Siena / Badia A Elmi

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 65 km; Swimming pool; Child friendly ;
Charming stone-built house located in a peaceful and panoramic position on the green, rolling hills near San Gimignano.<br><br>The villa is the result of a recent renovation which has transformed this ancient barn into a beautiful and comfortable detached vi  …see more

from £100 / night

£698 - £1396 / week

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from £100 / night

(2) Excellent 

1 / 40

Siena / Val di Merse

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £107 / night

£761 - £2103 / week

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from £107 / night

(1) Very Good 

1 / 12

Villa Del Cielo with Caminetto - Siena villa sleeps 14

Province of Siena / Siena

7 14 3 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is n  …see more

from £257 / night

£1566 - £5035 / week

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from £257 / night

1 / 27

Charming private Villa,Pool,Hot tub,Wi-Fi, Siena - Siena villa sleeps 10

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: 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 £240 / night

£1667 - £4402 / week

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from £240 / night

1 / 24

Tenuta Val d'Elsa - Siena villa sleeps 35

Province of Siena / Siena

18 35 7 nights min stay

  • 18 bedrooms
  • Sleeps 35
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
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's hilltop position offers wonderful 360 degree views of the surrounding countryside  …see more

from £4526 / night

£31680 - £45880 / week

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from £4526 / night

1 / 24

23916-Holiday house San Gimign - Badia A Elmi villa sleeps 8

Siena / Badia A Elmi

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The property is a beautiful detached villa converted from a lovely, old hay store situated in the Chianti hills half way (35 km) between Florence and Siena.<br><br>In the well kept garden there is an inviting swimming pool (8 x 5 m) available from May to Oct  …see more

from £103 / night

£717 - £1551 / week

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from £103 / night

1 / 25

Detached villa with private pool near Siena. - Siena villa sleeps 12

Province of Siena / Siena

5 12 7 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
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 £180 / night

£1257 - £2906 / week

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from £180 / night

1 / 30

Beautiful Private Villa,Pool,Hot tub, Wi-Fi, Siena - Siena villa sleeps 13

Province of Siena / Siena

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: 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 £257 / night

£1795 - £4488 / week

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from £257 / night

1 / 18

BELLAVALLE - Siena villa sleeps 10

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: 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 – this is Bellavalle, just 3.5 kilometres from  …see more

from £843 / night

£3505 - £5898 / week

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from £843 / night

1 / 100

Del Palio - Siena villa sleeps 10

Province of Siena / Siena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Exterior:Villa del Palio is a recently renovated Villa located near the historical walls of Siena. This elegant villa has a modern minimalistic approach making it perfect for a stylish retreat to Tuscany. The beautiful countryside typical of Tuscany surround the villa m  …see more

from £178 / night

£1240 - £2052 / week

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from £178 / night

1 / 18

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 65 km; Swimming pool; Child friendly ;
 …see more

from £86 / night

£556 - £1628 / week

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from £86 / night

1 / 20

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
 …see more

from £86 / night

£599 / week

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from £86 / night

1 / 22

Villa Gaiole - Siena villa sleeps 13

Province of Siena / Siena

5 13 2 nights min stay

  • 5 bedrooms
  • Sleeps 13
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Located between Florence and Siena in Chianti, Villa Gaiole's private hilltop position provides 360 degree panoramic views of the breathtaking Tuscan countryside. Set around an expansive central courtyard with barbeque area, this luxury villa rental provides visito  …see more

from £2520 / night

£8399 - £11199 / week

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from £2520 / night

1 / 36

Beautiful Tuscan Villa not far from Siena 22 pax - Siena villa sleeps 22

Province of Siena / Siena

11 22 Min stay varies

  • 11 bedrooms
  • Sleeps 22
  • Min stay varies
Key info: Nearest beach 95 km; 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 £471 / night

£2565 - £4274 / week

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from £471 / night

1 / 24

Villa La Strega luxury 6 bedroom villa in Tuscany - Siena villa sleeps 11

Province of Siena / Siena

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
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 friend  …see more

from £367 / night

£2565 - £3847 / week

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from £367 / night

1 / 9

34731-Holiday house Siena - Gracciano di Colle Val d'Elsa villa sleeps 6

Siena / Gracciano di Colle Val d'Elsa

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Villa Francis is a superb detached villa in a fantastic position close to Siena. Completely private the villa has its own swimming pool and garden both enjoying with wonderful views of the countryside. The villa is spacious and extremely comfortably furnished, providing  …see more

from £204 / night

£1427 - £1891 / week

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from £204 / night

1 / 24

Casale Monticello (By rental-retreats) - Siena villa sleeps 10

Province of Siena / Siena

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
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 magnificent 5-bedroo  …see more

from £679 / night

£4750 - £5795 / week

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from £679 / night

1 / 20

Province of Siena / Siena

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £342 / night

£2137 - £2992 / week

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from £342 / night

1 / 45

Province of Siena / Siena

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
 …see more

from £121 / night

£847 - £1018 / week

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from £121 / night

Top Destination reviews

La Stalla di San Lazzero, adorable house in Siena
What a wonderful stay! We highly recommend this house!

We instinctively felt in love with Leonardo's house the moment we arrived! The description we received from Leonardo how to get to the house was perfect and we immediately found the correct way (thank you!). Leonardo greeted us warmly and showed u … see more

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