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27 Holiday homes in Siena

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Filters applied: Private pool (27)

27 Results  |  
20 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £226 /night

£1577 - £2979 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This beautiful villa in Siena 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 beautiful attractions of the Chianti  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £355 /night

£2480 - £3265 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £107 /night

£744 - £2058 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
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.  …see more

Featured properties

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £142 /night

£992 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
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.  …see more

18 Photos

Villa | 1 Bedroom | sleeps 7

7 Nights min stay

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from £207 /night

£1447 - £2067 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautifully restored villa with swimming pool on the edge of a small hamlet. sjfa;sdl fjks;f as;fkl jfk;lj asfklj fklafj klfj ;fklj dfk;lj afklja sfkalsjd faklfj kldfj as;fkl ja;fkl jas  …see more

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £414 /night

£2893 - £4050 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Detached villa with private pool 35 km eastern of Siena. It is an expansive property providing a high standard of accommodation. Tasteful furnished. Hilly and quiet location. The whole property is for private use of the tenant. 9 bedrooms, 17+4 sleeps. Billiard room.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £185 /night

£1290 - £2281 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious detached villa in hilly and quiet location with a beautiful panorama in southern Tuscany. Pool, Jacuzzi (all for private use of the tenant).  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £857 /night

£5995 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Spectacular 5 bedroom villa with private pool in a beautiful Tuscany setting just 14kms from Siena. The property is serviced and guests receive a complementary meal on arrival.  …see more

13 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Quiet and cosy farm house, with view on the ancient city of Siena and on the Tuscan countryside. At only 3 Km from Siena, and at the very centre of Tuscany, La Prodaia is the ideal place for visiting the town of the "Palio" and the many other Tuscan attractions. Enjoy our private garden and swimming pool with amazing view!  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

Short stays welcome

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from £296 /night

£2067 - £3224 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
EASTER SPECIAL 40%OFF- SPECIAL OFFERS 2014!! More details inside. Beautiful villa in panoramic position with private pool, Hot Tub. 10-12persons.Peaceful location, ideal for families or groups seeking relaxation. 5 bedrooms / 5 bathrooms. Only 15km from Siena. Price all included, no extra charges and costs!!!  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Charming, renovated country villa rental with pool, situated in the countryside, near Radicondoli, west of Siena.  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1120 - £1620 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa Brolio is a renovated independent country house close to Siena in the Chianti area. From the house, surrounded by vineyards and olive groves, guests can enjoy beautiful views of the Tuscan countryside.  …see more

14 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £266 /night

£1860 - £1934 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ancient country home set in panoramic position amidst the rolling Sienese hills.The villa is situated on two floors both with external entrance.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Siena villa dolce collina, a renovated barn is situated in privileged position a stones throw from the renowned historic town of Siena, nestled amidst the peaceful green Tuscan hills spread with olive groves.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 16

Excellent 5/5 

3 Nights min stay

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from £213 /night

£1488 - £3678 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £141 /night

£986 - £1527 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Nice independent house situated on the hillside near the village of Montebenichi in the Chianti area. The place is very quiet and has a beautiful panoramic view of the surrounding country with vineyards, olive groves and woods. Beautiful pool area with a nice ...  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £502 /night

£3513 - £4959 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Cecilia is an incredible rustic farmhouse villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding the historic town of Ceglie Messapica and a few kilometres from the enchanting town of Ostuni.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 13

2 Nights min stay

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from £383 /night

£2681 - £3508 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Chiusdino Farmhouse is a truly fantastic place to stay, it includes cosy cottages for two or four grown ups and plenty of space for more cots and your pets too! It is really one of the most enchanting places we've come across, so far!  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £1267 /night

£8868 - £11232 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Villa Margherita is a luxurious villa with infinity pool, set in the hills of Chianti near Siena and Florence. Set atop a hill on two hectares of private gardens with 360-degree views of the Tuscan countryside  …see more

20 Photos

Villa | 18 Bedrooms | sleeps 35

7 Nights min stay

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from £5260 /night

£36815 - £47595 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
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

20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Le Cantine di Cerreto is one of our best villas in Italy for rent. Immersed in the heart of the countryside with beautiful swimming pool, this spectacular villa can comfortably sleep up to 14 people and is ideal for your vacation rental in Italy.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £109 /night

£759 - £1287 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Siena  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £873 /night

£6108 - £7802 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Standing position of this charming Villa let you enjoy the beautiful sunsets and romantic ambience in the shade of the beautiful extended vine pergola. The terrace provides you the best views overlooking the valley.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £331 /night

£2315 - £3720 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This villa is the ideal holiday accommodation for a family or large group with its five bedrooms and bathrooms, lovely gardens and swimming pool, and best of all, its fabulous location just 3km from Siena. Also ideal for weddings and special events.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £142 /night

£992 - £1612 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Villa del Palio is a modern, luxurious villa in the heart of Tuscany and perfect for a getaway to explore the wonderful Siena  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £129 /night

£901 - £1364 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
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

18 Photos

Villa | 5 Bedrooms | sleeps 16

2 Nights min stay

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from £87 /night

£605 - £693 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Exclusive estate on top of a green hill, the image that you have is to be completely isolated from the world, from the pool and terrace overlooking a panoramic view of Siena and unique, just 4 km away and do at your disposal all the civilizations that you want!  …see more

Siena is a beautiful Tuscan city that boasts some of Italy's finest architecture, from the Romanesque Duomo to the shell shaped Piazza del Campo. The latter is the location of the annual Palio, one of the most exciting events in Italy's calendar, when a fiercely fought horse race sweeps around the square.