List your home
Apply filters
£ to

Holiday homes 1,007

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear

Location

  • All locations
  • Abbadia San Salvatore (1)
  • Asciano (32)
  • Bagni di San Filippo (1)
  • Bagno Vignoni (4)
  • Buonconvento (14)
  • Casole d'Elsa (47)
  • Castellina In Chianti (39)
  • Castelmuzio (6)
  • Castelnuovo Berardenga (47)
  • Castiglione D'Orcia (15)
  • Cetona (18)
  • Chianciano Terme (19)
  • Chiusdino (4)
  • Chiusi (15)
  • Colle di Val d'Elsa (47)
  • Gaiole in Chianti (56)
  • Le Piazze (2)
  • Montalcino (24)
  • Montepulciano (60)
  • Monteriggioni (19)
  • Monteroni d'Arbia (17)
  • Monticiano (7)
  • Montisi (9)
  • Murlo (10)
  • Palazzone (2)
  • Piancastagnaio (6)
  • Pienza (18)
  • Pievasciata (1)
  • Pievescola (2)
  • Poggibonsi (42)
  • Radda in Chianti (24)
  • Radicofani (16)
  • Radicondoli (50)
  • Rapolano Terme (23)
  • Rosia (1)
  • San Casciano dei Bagni (9)
  • San Gimignano (135)
  • San Giovanni d'Asso (7)
  • San Quirico d'Orcia (5)
  • Sarteano (11)
  • Siena (65)
  • Sinalunga (27)
  • Sovicille (18)
  • Torrita di Siena (19)
  • Trequanda (3)
  • Ville di Corsano (9)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
San Gimignano
333 properties
Siena
265 properties
Montepulciano
192 properties
Casole d'Elsa
137 properties
Gaiole in Chianti
128 properties
Castelnuovo Berardenga
118 properties
Poggibonsi
115 properties
Pienza
109 properties
Sinalunga
103 properties
Asciano
101 properties
Castellina In Chianti
98 properties
Colle di Val d'Elsa
93 properties
Montalcino
73 properties
Radicondoli
73 properties
Monteriggioni
71 properties
Cetona
62 properties
Rapolano Terme
59 properties
Buonconvento
46 properties
Sovicille
46 properties
Radicofani
43 properties
Radda in Chianti
40 properties
Monteroni d'Arbia
37 properties
Monticiano
36 properties
Sarteano
36 properties
Chianciano Terme
33 properties
San Casciano dei Bagni
33 properties
Chiusi
32 properties
Torrita di Siena
31 properties
Castiglione D'Orcia
30 properties
San Giovanni d'Asso
27 properties
Murlo
19 properties
Montisi
17 properties
Bagno Vignoni
16 properties
San Quirico d'Orcia
14 properties
Trequanda
14 properties
Ville di Corsano
14 properties

Filters applied: Balcony or terrace (1,007)

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
1,007 Results   |  

from £101 / night

£706 - £907 / week

View

Excellent 5/5 

22 Photos

Province of Siena / Radicondoli

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £101 / night

£706 - £907 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Podere la Fonte is situated in a most spectacular position just below the ancient castellated village of Radicondoli. It has magnificent uninterrupted views over the Cecina valley and the surrounding hills.At night you can see the lights of Volterra.  …see more

from £160 / night

£1116 - £1799 / week

View

Excellent 5/5 

16 Photos

Province of Siena / Radicondoli

Villa / 5 Bedrooms / sleeps 12

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £160 / night

£1116 - £1799 / week

View

Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming independent villa in the heart of Tuscany with pool garden parking wonderful panorama, near siena and san gimignano.  …see more

from £286 / night

£1996 - £2816 / week

View

Excellent 5/5 

62 Photos

Province of Siena / Cetona

Villa / 10 Bedrooms / sleeps 20

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £286 / night

£1996 - £2816 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
We can organize typical lunchs or dinners, parties, weddings, cooking lessons, visit to wineries and olive mills taste, babysitting and we are at your disposal for any request you can have. Free WIFI, Satellite TV, DVD and CD player, dishwasher, washing machine, barbecue  …see more

Featured properties

from £72 / night

£500 - £890 / week

View

Excellent 5/5 

23 Photos

Province of Siena / Montepulciano

Farmhouse / 2 Bedrooms / sleeps 6

Excellent 5/5 

Short stays welcome

Add to shortlist

from £72 / night

£500 - £890 / week

View

Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

from £47 / night

£324 - £720 / week

View

Excellent 5/5 

19 Photos

Province of Siena / Radicondoli

Guest house / 3 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £47 / night

£324 - £720 / week

View

Key info:

  • Nearest beach 60 km
  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
Spacious thirteenth century town house built right on the walls of the historic centre of Radicondoli, perfect for family or couple. Stunning views at all three levels of this historic building.  …see more

from £47 / night

£324 - £540 / week

View

Very Good 4.5/5 

24 Photos

Province of Siena / Radicondoli

Farmhouse / 1 Bedroom / sleeps 4

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £47 / night

£324 - £540 / week

View

Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Typical Apartment sleeping 2/4 with private patio, garden, pool, parking, panorama in charming Resindence in Old Mill in the heart of Tuscany between Siena, San Gimignano and Florence.  …see more

from £432 / night

£3018 - £3310 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Castellina In Chianti

Villa / 7 Bedrooms / sleeps 14

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £432 / night

£3018 - £3310 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Sleeps 14 with possibility to add adjacent apartments up to total of 33. A beautiful 15th-century villa in the heart of the Chianti countryside, with 360° uninterrupted views of olives, vines and forests, with amazing sunset views over San Gimignano and the Apennines  …see more

from £155 / night

£1080 - £2231 / week

View

Very Good 4.5/5 

24 Photos

Province of Siena / Cetona

Villa / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £155 / night

£1080 - £2231 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
villa with 3 apartment Everyapartment has bedrooms,bathroom and livingroom with kitchen corner big saloon smimmingpool,big garden Caio Alto offers to guests a nice and lovely holiday Asking to Paola and Alessandro (owers ) the guests may have collaboration and help the guests may sell organic products of Factory:oil extravergine DOP Terre diSiena, ,organic Wine  …see more

from £33 / night

£231 - £353 / week

View

Excellent 5/5 

19 Photos

Province of Siena / Radda in Chianti

Farmhouse / 2 Bedrooms / sleeps 3

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £33 / night

£231 - £353 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
A holiday in Tuscany at Podere Tegline Farmhouse to enjoy and get to know life in Chianti Classico wine territory.You can live in an ancient house of 1500 to offer the authenticity of the past with an old charm in a virgin natural Oasis where you are WELCOME. Our house is in a central position between art cities as Florence, Siena, S.Gimignano, Lucca, Pisa, Arezzo.  …see more

from £47 / night

£324 - £576 / week

View

Excellent 5/5 

23 Photos

Province of Siena / Radicondoli

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £47 / night

£324 - £576 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Immerse yourself into the authentic Tuscan countryside for a special holiday treat in the middle of olive groves and wineyards with your hosts only too willing to let you taste the produce of such wonders accompanied by their own home cooking.  …see more

from £47 / night

£323 - £706 / week

View

Excellent 5/5 

11 Photos

Radicondoli / Belforte

Farmhouse / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £47 / night

£323 - £706 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
We have 5 independent self catering apartments and 2 double rooms with private bathrooms. The apartments have their own kitchenettes inc. oven, fridge and gas hobs. Swimming pool, gardens, outdoor wood oven and BBQ are free to all our guests. We have a restaurant 2 km's from the farmhouse offering tuscan cuisine & Pizza with an outdoor terrace.  …see more

from £44 / night

£303 - £518 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Radda in Chianti

Farmhouse / 2 Bedrooms / sleeps 4

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £44 / night

£303 - £518 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
In our farm only  …see more

from £63 / night

£435 - £505 / week

View

Very Good 4.5/5 

16 Photos

Province of Siena / San Gimignano

Farmhouse / 1 Bedroom / sleeps 4

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £63 / night

£435 - £505 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic one bedroom apartment in a converted traditional Tuscan farmhouse between San Gimignano and Volterra. Beautifully renovated farm building, Terraces with fantastic views, pool, ideal for rest and relaxation! Easy access Siena , Pisa and Florence.  …see more

from £145 / night

£1015 - £2008 / week

View

Excellent 5/5 

56 Photos

Province of Siena / Siena

Guest house / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £145 / night

£1015 - £2008 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa di Geggiano - home and winery of the Bianchi Bandinelli family since 1527. Just 5 kilometres from Siena, in the hills of Chianti Classico. Originally built in 14th century, the the Villa has now been complemented by the recent addition of two luxury guest suites. The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …see more

from £367 / night

£2569 - £4112 / week

View

Excellent 5/5 

80 Photos

Province of Siena / San Giovanni d'Asso

Villa / 8 Bedrooms / sleeps 16

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £367 / night

£2569 - £4112 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
8 BDR luxury historical villa with garden and pool in the heart of Siena countryside nestled in a village.AC, WiFi,Private parking Please,ALWAYS,enquiry about prices.The house can be rented just in part (4BDR).  …see more

from £83 / night

£576 - £1871 / week

View

Excellent 5/5 

19 Photos

Province of Siena / San Casciano dei Bagni

Farmhouse / 6 Bedrooms / sleeps 12

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £83 / night

£576 - £1871 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan country house and cottage set on a natural terrace with commanding views of the Tuscan hills. Deep in the countryside with easy day trips to Florence, Sienna and Perugia. SLEEPS 8 PEOPLE IN THE MAIN HOUSE AND 4 PEOPLE IN THE GUEST COTTAGE.  …see more

from £103 / night

£720 - £936 / week

View

Excellent 5/5 

23 Photos

Province of Siena / Buonconvento

Farmhouse / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £103 / night

£720 - £936 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
A fabulously romantic stone farmhouse with its own private garden and shared pool. Ideal for a family of 4 or 2 couples looking for peace and tranquility. A short drive from Siena, Montalcino and the wine region. Wine tastings offered onsite in the historical cantina. Golf, tennis and horseback riding nearby. Cooking classes and wine tastings organized on site.  …see more

from £446 / night

£3116 - £4203 / week

View

Excellent 5/5 

16 Photos

Monteroni d'Arbia / San Fabiano

Farmhouse / 6 Bedrooms / sleeps 20

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £446 / night

£3116 - £4203 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Climatized villa with swimming pool, wi-fi,and TV with Sky channels, offers relax and fun at only 7 miles from Siena. The Count Filippo Fiorentini, English speaking will welcome you with a good glass of wine, in his villa.  …see more

from £263 / night

£1839 - £4339 / week

View

Excellent 5/5 

26 Photos

Sinalunga / Bettolle

Villa / 12 Bedrooms / sleeps 34

Excellent 5/5 

1 night min stay

Add to shortlist

from £263 / night

£1839 - £4339 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Romantic and beautiful Villa in the most tipical tuscany countryside. Its location is in Foiano della Chiana, close to Cortona, Trasimeno Lake, Pienza, Arezzo, Siena, Perugia, Assisi and Florence. The breathtaking view joins a complete privacy in a luxury resort. We can organize cooking classes on request. Prices are calculated on occupacy up to 24 guests.  …see more

from £211 / night

£1471 - £3861 / week

View

Very Good 4.5/5 

23 Photos

Castiglione D'Orcia / Gallina

Farmhouse / 8 Bedrooms / sleeps 25

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £211 / night

£1471 - £3861 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
"The Harvest Moon" holiday house, is a Tuscan country mansion with a spectacular pool overlooking the boundless valley. The whole property is available for more comfort and privacy. The whole property is available for more confort and privacy.  …see more

from £65 / night

£450 - £800 / week

View

Excellent 5/5 

20 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £65 / night

£450 - £800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
With beautiful views over the village, this ground floor, comfortable apartment is the perfect spot! Modern facilities including a Swimming pool a gym, and table tennis. The apartment has 2 bedrooms, a well equipped kitchen, a dining terrace, and underground parking. The multinational users are generally quiet and friendly, respectful of the natural ambience of the Borgo.  …see more

from £42 / night

£288 - £936 / week

View

Very Good 4.5/5 

27 Photos

Siena / Sant Andrea a Montecchio

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £42 / night

£288 - £936 / week

View

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Nicely furnished country style apartment, Sant' Andrea is part of a restored 15 century Monastery with an antique chapel and a brick courtyard. Located in the historic medieval city of Siena. Peaceful and private atmosphere. Private garden, secure indoor parking, WiFi. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Montalcino, Chianti vineyard, Hill towns.  …see more

from £106 / night

£736 - £1471 / week

View

Excellent 5/5 

10 Photos

Province of Siena / San Gimignano

Apartment / 3 Bedrooms / sleeps 7

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £106 / night

£736 - £1471 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
.This charming accommodation lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxing The pool and the garden are not shared  …see more

from £42 / night

£288 - £429 / week

View

Excellent 5/5 

26 Photos

Province of Siena / Radda in Chianti

Farmhouse / 2 Bedrooms / sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £42 / night

£288 - £429 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
A holiday in Tuscany at Podere Tegline Farmhouse to enjoy and get to know life in Chianti Classico wine territory.You can live in an ancient house of 1500 to offer the authenticity of the past with an old charm in a virgin natural Oasis where you are WELCOME. Our house is in a central position between art cities as Florence, Siena, S.Gimignano, Lucca, Pisa, Arezzo.  …see more

from £78 / night

£544 - £725 / week

View

Excellent 5/5 

23 Photos

Siena / Val di Merse

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £78 / night

£544 - £725 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Apartment Raffaello is a warm and welcoming apartment set in a XVth century villa, recently restored by a sensitive and art historically conscious architect and designer.The very best of the Tuscan tradition where nature and culture have mingled for centuries. Virtual Visit Raffaello http://www.visitesvirtuelles-360.com/hebergement/raffaello/raffaello.html  …see more

from £125 / night

£870 / week

View

Excellent 5/5 

20 Photos

Province of Siena / Radicondoli

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £125 / night

£870 / week

View

Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Completely restored old country villa surrounded by private garden with superb views on one of the most pristine parts of Tuscany.  …see more

from £179 / night

£1250 - £2519 / week

View

Very Good 4.5/5 

24 Photos

Province of Siena / Montepulciano

Farmhouse / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £179 / night

£1250 - £2519 / week

View

Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Due to the central geographical position of Villa Pietra del Diavolo you can spend a day touring famous cities rich in history, culture, architecture and artistic works such as Siena (km 45), Arezzo (km 50), Firenze (km 110), Perugia (km 70), Roma (km 150). Croce di Febo take care of our land according to the traditions of organic agricolture respecting the soil.  …see more

from £98 / night

£684 - £1152 / week

View

Excellent 5/5 

21 Photos

Province of Siena / Buonconvento

Farmhouse / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £98 / night

£684 - £1152 / week

View

Key info:

  • Nearest beach 99 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Gorgeous views from this spacious restored farmhouse on artisanal working farm . Priv. balcony and patios, huge kitchen, Wi-Fi, Sat TV. Help in finding cooking classes, baby-sitting, horseback riding, motorcycle, winery, bike & walking tours  …see more

from £358 / night

£2502 - £3661 / week

View

Excellent 5/5 

21 Photos

Province of Siena / Radicondoli

Farmhouse / 9 Bedrooms / sleeps 20

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £358 / night

£2502 - £3661 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Podere Costarella is a farmhouse in the heart of the Tuscan countryside , specifically in Radicondoli. Located in the area of Chianti , the farmhouse has four apartments surrounded by nature , a swimming pool and a restaurant serving traditional Tuscan dishes.  …see more

from £91 / night

£631 - £700 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Montisi

Fort / 1 Bedroom / sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £91 / night

£631 - £700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

from £80 / night

£560 - £800 / week

View

Very Good 4.5/5 

18 Photos

Province of Siena / San Gimignano

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £80 / night

£560 - £800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Florio is situated in Podere Torrichi of 16th Century farm buildings. Beautifully restored with stunning views of rolling Tuscan countryside the house has a private garden with access to a pathway through communal gardens to the swimming pool and secure parking. Communal garden and large pool. Own private garden with terrace and gazebo, ideal for al fresco dining.  …see more

from £309 / night

£2159 - £2878 / week

View

Very Good 4.5/5 

33 Photos

Province of Siena / Montepulciano

Farmhouse / 7 Bedrooms / sleeps 16

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £309 / night

£2159 - £2878 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Swimming pool 15x5mt, cleaned using salt not chlorine. 3D archery range with wild animal targets, bow rental and trainer available. Try Alessandro's traditional cousine, it will surprise you! Our cellar and vineyards are open for visit, taste our Rosso di Montepulciano  …see more

from £96 / night

£670 - £699 / week

View

Excellent 5/5 

19 Photos

Province of Siena / Monteroni d'Arbia

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £96 / night

£670 - £699 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This holiday home comes with country-style decor, and an open-plan lounge and dining area. The kitchenette is equipped with a stove, kitchenware, and a refrigerator.  …see more

from £144 / night

£1004 - £1236 / week

View

Excellent 5/5 

20 Photos

Province of Siena / Radicondoli

Apartment / 3 Bedrooms / sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £144 / night

£1004 - £1236 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Enjoy the view, meanwhile swimming in the pool, dine in the outside garden watching the beautiful sunset vew,in front of the chimney during the winter in the comfort of the heated pavements.  …see more

from £111 / night

£773 - £7721 / week

View

Excellent 5/5 

14 Photos

Montalcino / Val d'Orcia

Apartment / 10 Bedrooms / sleeps 20

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £111 / night

£773 - £7721 / week

View

Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Wonderfull apartments for unforgettable holiday in Montalcino, Tuscany, Italy. Wine tasting in the neighbouring wineries and bicycle or hiking tours in the World Heritage Site Val d'Orcia - you have the choice!  …see more

from £72 / night

£504 - £683 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Monteroni d'Arbia

Castle / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £72 / night

£504 - £683 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. Kids Club. Excellent for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

from £74 / night

£515 - £809 / week

View

Very Good 4.5/5 

22 Photos

Province of Siena / Ville di Corsano

Apartment / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £74 / night

£515 - £809 / week

View

Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Deep in the heart of the Tuscan hills and just 15 minutes away from Siena, this property offers the ideal place to unwind at any time of year. Agriturismo Andreini has been delightfully renovated into a cosy and attractive holiday getaway.  …see more

from £526 / night

£3677 - £5148 / week

View

Very Good 4.5/5 

20 Photos

Province of Siena / Radicondoli

Villa / 12 Bedrooms / sleeps 24

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £526 / night

£3677 - £5148 / week

View

Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Tuscan private luxurious Villa, stone built, private pool, jacuzzi, 12 bedrooms, 12 bathrooms, up to 24 people private park, organic olive oil , garden, terrace. Ideal for big family or big group of friends, weddings, meetings  …see more

from £135 / night

£943 - £1015 / week

View

Very Good 4/5 

20 Photos

Province of Siena / Monteroni d'Arbia

Apartment / 3 Bedrooms / sleeps 6

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £135 / night

£943 - £1015 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Swimming pool only available during the summer. Garden is shared with the owners of the house. English-speaking representative on hand to answer any questions.  …see more

from £50 / night

£347 - £402 / week

View

Excellent 5/5 

17 Photos

Province of Siena / Cetona

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £50 / night

£347 - £402 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Opportunity awaits you to experience your Italian holiday in this unique home. The history and character of the home, neighborhood and Cetona will make you feel immersed in the lifestyle and truly feel like a local. We specialize in bike tours,rental and itineraries A short stroll from the home will take you to the piazza where you find restaurants, cafes, and shops  …see more

from £42 / night

£292 - £438 / week

View

Very Good 4.5/5 

24 Photos

Province of Siena / Poggibonsi

Apartment / 1 Bedroom / sleeps 3

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £42 / night

£292 - £438 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five apartments in a pretty, rural location in Chianti. Within very easy access of routes to Florence and Siena, Podere Oliveta is a good choice for exploring the area , a relaxing holiday with a beautiful swimming pool and stunning views. While staying in this peaceful property you may enjoy wine tasting from the producers or cooking lessons.  …see more

from £293 / night

£2045 - £6059 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Sinalunga

Villa / 12 Bedrooms / sleeps 23

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £293 / night

£2045 - £6059 / week

View

Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Private Villa with Pool, Tennis court and 5 hectare garden in the middle of Tuscany near Siena, Montepulciano, Pienza and many more! Perfect for Large groups up to 23 people to enjoy the holidays together or celebrate a Birthday, anniversary or reunion. Perfect place for groups, couples, Families! Your choice if self-catered or Hotel service!  …see more

from £53 / night

£368 - £3015 / week

View

Excellent 5/5 

23 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 6 Bedrooms / sleeps 11

Excellent 5/5 

1 night min stay

Add to shortlist

from £53 / night

£368 - £3015 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Villa in Chianti/Siena, Tuscany, Italy On top of a Hill with Private Pool and Large Terrace A Haven of Peace and Quietness, 20 Minutes from Siena Sleeps 11 (6 Bedrooms with en suite bathrooms) For parties of 2 or 4 people the villa will be shared , unless the guests are willing to pay an exta  …see more

from £58 / night

£401 - £632 / week

View

Very Good 4.5/5 

13 Photos

Poggibonsi / Cedda

Farmhouse / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £58 / night

£401 - £632 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Tuscan Farmhouse with pool and wonderful view Relax, peace, lots of space, playgrounds for children, nature, wine and typical food  …see more

from £75 / night

£522 / week

View

Excellent 5/5 

20 Photos

Province of Siena / San Gimignano

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £75 / night

£522 / week

View

Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
In a central position, but also surrounded by a rare and precious silence, our apartment offer the unique feeling of an ancient building with all the comfort of modern amenities. Apartment with private garage in the heart of San Gimignano, Siena, Tuscany.  …see more

from £52 / night

£360 - £540 / week

View

Excellent 5/5 

35 Photos

Province of Siena / Monteriggioni

Farmhouse / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £52 / night

£360 - £540 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
luogo molto tranquillo,adatto al relax o a passeggiate. L'agriturismo è situato in modo da poter raggiungere in poco tempo le principali città d'arte della Toscana : Siena, Firenze, San Gimignano, Volterra , Monteriggioni ecc...  …see more

from £51 / night

£353 - £378 / week

View

Very Good 4/5 

22 Photos

Province of Siena / Monteroni d'Arbia

Apartment / 1 Bedroom / sleeps 2

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £51 / night

£353 - £378 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Casanova di Lucignano is an old farmhouse completely restored and set in the Crete Senesi. It is an ideal place to relax, admire the landscape and enjoy many outdoor activities or for a short romantic getaway. Experience the homely atmosphere of the Tuscan countryside.  …see more

from £51 / night

£353 - £378 / week

View

Excellent 5/5 

19 Photos

Province of Siena / Monteroni d'Arbia

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £51 / night

£353 - £378 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Pets welcome
Casanova di Lucignano is an old farmhouse completely restored and set in the Crete Senesi. It is an ideal place to relax, admire the landscape and enjoy many outdoor activities or for a short romantic getaway. Experience the homely atmosphere of the Tuscan countryside.  …see more

from £75 / night

£522 / week

View

Excellent 5/5 

23 Photos

Province of Siena / San Gimignano

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £75 / night

£522 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Staying in the Old Town is the best you could want from a holiday, everything is at hand, quaint shops for shopping, restaurants, taverns, museums and art galleries. Remember that the center is a pedestrian zone, calm and quiet  …see more

from £49 / night

£339 - £454 / week

View

Excellent 5/5 

15 Photos

Province of Siena / Radicofani

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £49 / night

£339 - £454 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful position of Tuscany. The apartment is furnished tastefully and with period furniture, fireplace, Sky TV, independent heating external, private space. Park, scenic swimming pool.  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page