Apartments and villas with a garden in Province of Siena

Close

View larger map

Also consider

Europe Holidays
430930 properties
Italy Holidays
101911 properties
Tuscany Holidays
25062 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas San Gimignano
496 properties
Villas Siena
451 properties
Villas Montepulciano
296 properties
Casole d'Elsa
213 properties
Colle di Val d'Elsa
207 properties
Castelnuovo Berardenga
200 properties
Poggibonsi
172 properties
Villas Castellina In Chianti
165 properties
Gaiole in Chianti
153 properties
Villas Montalcino
153 properties
Rapolano Terme
150 properties
Villas Pienza
148 properties
Sinalunga
146 properties
Asciano
125 properties

Province of Siena

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,430 Holiday homes

Filters applied: Garden

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

(1) Excellent 

24

Province of Siena / Sarteano

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 120 km
  • Child friendly
  • Private garden

 …see more

from £43 / night

£300 / week

Book View

from £43 / night

20

Sarteano holiday manor house rental

Province of Siena / Sarteano

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful stone manor house with heated swimming pool and outdoor heated jacuzzi.  …see more

from £955 / night

£6684 - £16026 / week

Enquire View

from £955 / night

(2) Very Good 

17

Holiday farmhouse rental

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Self catering Farmhouse and 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 one hour .  …see more

from £58 / night

£381 - £898 / week

Book View

from £58 / night

Featured properties

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

£300 - £556 / week

Book View

from £43 / night

(2) Excellent 

24

Province of Siena / Palazzone

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Private garden

 …see more

Pricing unknown

Book View

Pricing unknown

24

Holiday villa in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This is a large 10 bedroom villa set over three floors and located at the end of a cypress lined avenue within secluded parkland in the hills of Tuscany. Built in the eighteenth century, the villa is furnished in a style in keeping with the era and has many original his  …see more

from £916 / night

£6411 / week

Book View

from £916 / night

(9) Excellent 

24

Radicondoli holiday farmhouse rental

Province of Siena / Radicondoli

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“This was the perfect plpace for all of us” We were 12 people aged fron 20m to 65 years and this was ideal for us all. We felt really safe and it was so peaceful. There is plenty of land and also animals in the nearby fields which was great for the c  …see more

from £62 / night

£428 - £2522 / week

Enquire View

from £62 / night

(5) Excellent 

15

Poggibonsi / Staggia Senese

1 3 3 nights min

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

 …see more

from £77 / night

£539 / week

Book View

from £77 / night

(1) Excellent 

17

San Giovanni d'Asso holiday villa rental

Province of Siena / San Giovanni d'Asso

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
<p><span class="x_style25">Italian village rental - This charming historic residence with private pool is located in the village of San Giovanni d'Asso, and it is just a short stroll from your door to the castle, the truffle museum and a nice  …see more

from £250 / night

£1750 - £2460 / week

Enquire View

from £250 / night

22

Holiday villa in Siena

Province of Siena / Siena

5 13 2 nights min

  • 5 bedrooms
  • Sleeps 13
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located between Florence and Siena in Chianti, Villa Gaiole's private hilltop position provides 360 degree panoramic views of the breathtaking Tuscan countryside.  …see more

from £2633 / night

£8776 - £11085 / week

Enquire View

from £2633 / night

17

Farmhouse rental in Radicofani with swimming pool

Province of Siena / Radicofani

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Small farmhouse with swimming pool which can be covered.  …see more

from £123 / night

£855 - £1471 / week

Enquire View

from £123 / night

19

Holiday cottage with swimming pool in Sarteano

Province of Siena / Sarteano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Cottage with swimming pool and small lake.  …see more

from £184 / night

£1283 - £1949 / week

Enquire View

from £184 / night

(6) Excellent 

36

Holiday guest house in Siena

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 100 km
  • Child friendly
  • Private garden
My Cottage is situated on top of a hill in a forest where peace and quiet of the Tuscan countryside are the characteristics. If you love the nature you will definitely love my cottage. If you prefer to rent my cottage for private use let me know and I'll arrange  …see more

from £48 / night

£428 - £643 / week

Book View

from £48 / night

15

Province of Siena / Castellina In Chianti

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Private garden

 …see more

from £48 / night

£330 / week

Book View

from £48 / night

(1) Very Good 

25

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
  • Suitable for children age 5+
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 £42 / night

£291 - £582 / week

Book View

from £42 / night

(2) Excellent 

29

Farmhouse letting in Radda in Chianti

Province of Siena / Radda in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • 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 work  …see more

from £62 / night

£359 - £419 / week

Book View

from £62 / night

(2) Very Good 

20

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
holiday apartments in Montepulciano. Farm stay in a wine estate in Montepulciano  …see more

from £69 / night

£432 - £808 / week

Book View

from £69 / night

(5) Excellent 

46

Holiday farmhouse rental

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
A typical stone barn immersed in the Tuscan countryside of San Gimignano. A large garden overlooks the hills and surrounding countryside. Up to 7 people in a both modern and rustic atmosphere.  …see more

from £208 / night

£1453 / week

Book View

from £208 / night

24

Holiday villa in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
"Villa Palazzone" is a charming country house set in the heart of a large estate of 153 hectares. The property has been completely renovated and upgraded with all modern conveniences.  …see more

from £278 / night

£1701 - £2864 / week

Book View

from £278 / night

44

Province of Siena / Gaiole in Chianti

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £114 / night

£795 - £1184 / week

Book View

from £114 / night

22

Holiday apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Every apartment has its own outside space with table and chairs for outside eating (directly in front of the entrance of the apartments) and offer a fantastic panorama over the whole valley of the river Elsa.<br />enfant bed  …see more

from £98 / night

£684 - £898 / week

Book View

from £98 / night

(3) Excellent 

13

Poggibonsi / Staggia Senese

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 74 km
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£402 / week

Book View

from £60 / night

(3) Very Good 

23

Holiday farmhouse with shared pool in Buonconvento

Province of Siena / Buonconvento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“A unique and enchanting place” We have been going to Tuscany every summer for a while, and are used to renting houses in beautiful properties… We were not expecting to be surprised and overwelmed again by the beauty of a new place. However, Casanova (  …see more

from £257 / night

£1795 / week

Book View

from £257 / night

15

Holiday farmhouse accommodation

Province of Siena / Cetona

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Typical Italian agritourism with swimming pool.  …see more

from £130 / night

£906 - £1701 / week

Enquire View

from £130 / night

(1) Excellent 

9

Province of Siena / Pienza

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £60 / night

£411 - £642 / week

Book View

from £60 / night

(5) Very Good 

21

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 77 km
  • Swimming pool
  • Child friendly

 …see more

from £107 / night

£624 - £949 / week

Book View

from £107 / 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 £236 / night

£1650 - £3975 / week

Book View

from £236 / night

18

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Air conditioning
La naturale estensione del paese di Gaiole in Chianti. Il concetto del “villaggio - nel - villaggio” unico nel suo genere. Il concetto del borgo che diventa parte integrante del villaggio. Una cura maniacale dell' architettura e dei materiali. Disponibi  …see more

from £68 / night

£342 / week

Book View

from £68 / night

17

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

 …see more

from £82 / night

£419 - £975 / week

Book View

from £82 / night

33

Murlo / Casciano di Murlo

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 60 km
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£308 / week

Book View

from £52 / 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 £69 / night

£479 / week

Book View

from £69 / night

(1) Excellent 

32

Casole d'Elsa holiday villa rental

Province of Siena / Casole d'Elsa

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Stunning villa with private pool and panoramic views surrounded by olive groves  …see more

from £154 / night

£855 - £2513 / week

Enquire View

from £154 / night

25

Holiday villa with swimming pool in Sinalunga

Province of Siena / Sinalunga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 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 £245 / night

£1710 - £3334 / week

Book View

from £245 / night

29

Holiday apartment with shared pool in Torrita di Siena

Province of Siena / Torrita di Siena

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 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 £52 / night

£359 - £684 / week

Book View

from £52 / night

(2)  

30

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £119 / night

£470 - £709 / week

Book View

from £119 / night

(2) Excellent 

21

Rapolano Terme / Serre di Rapolano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £69 / night

£419 / week

Book View

from £69 / night

(2) Excellent 

24

Holiday apartment with shared pool in Monticchiello

Pienza / Monticchiello

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.The owners have carefully furnished the prop  …see more

from £153 / night

£1069 - £1667 / week

Enquire View

from £153 / night

(4) Excellent 

21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Fantastic experience in a gorgeous setting that exceeded all expectations.” My wife and I spent a week here with our three teenage boys and all of us loved the place. The reality of the home is even better than the photos and we hated to leave. Hosts  …see more

from £232 / night

£1624 - £2052 / week

Book View

from £232 / 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 £300 / night

£1018 - £2351 / week

Book View

from £300 / night

(2) Very Good 

19

Montalcino holiday studio rental

Province of Siena / Montalcino

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Air conditioning
One large and cosy suite with a high ceiling with the typical wooden beams and wooden floor. There's a fully equipped kitchen, a small sitting area, a double bed with a restored big old Tuscan wardrobe. The private bathroom is with shower in travertine. The suite i  …see more

from £142 / night

£988 / week

Book View

from £142 / night