List your home
Apply filters
£ to

Holiday homes 1,141

Reset search

Show results on map

Filter your search

Price per night

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • All locations
  • Abbadia San Salvatore (3)
  • Asciano (33)
  • Bagno Vignoni (2)
  • Brenna (1)
  • Buonconvento (22)
  • Casole d'Elsa (55)
  • Castellina In Chianti (39)
  • Castelmuzio (5)
  • Castelnuovo Berardenga (39)
  • Castiglione D'Orcia (11)
  • Cetona (39)
  • Chianciano Terme (6)
  • Chiusdino (7)
  • Chiusi (16)
  • Colle di Val d'Elsa (35)
  • Gaiole in Chianti (45)
  • La Piazza (1)
  • Montalcino (29)
  • Montepulciano (53)
  • Monteriggioni (33)
  • Monteroni d'Arbia (9)
  • Monticiano (24)
  • Montisi (16)
  • Murlo (6)
  • Palazzone (8)
  • Pienza (54)
  • Pievasciata (1)
  • Pievescola (4)
  • Poggibonsi (48)
  • Radda in Chianti (20)
  • Radicofani (18)
  • Radicondoli (43)
  • Rapolano Terme (25)
  • Rocca d'Orcia (1)
  • Rosia (4)
  • San Casciano dei Bagni (17)
  • San Gimignano (171)
  • San Giovanni d'Asso (10)
  • San Quirico d'Orcia (10)
  • Sarteano (29)
  • Siena (76)
  • Sinalunga (40)
  • Sovicille (9)
  • Torrita di Siena (10)
  • Trequanda (5)
  • Ville di Corsano (8)

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
Rome
4,260 properties
Florence
1,497 properties
Milan
540 properties
Cefalu
403 properties
Catania
362 properties
Naples
326 properties
Ostuni
294 properties
Venice
265 properties
Noto
249 properties
Montaione
243 properties
Turin
225 properties
Bologna
194 properties
Praiano
193 properties
Sciacca
163 properties

Filters applied: Private garden (1,141)

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
1,141 Results  |  
23 Photos

Villa | 12 Bedrooms | sleeps 25

Excellent 5/5 

1 night min stay

Add to shortlist

from £273 /night

£1909 - £4504 / 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.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £206 /night

£1439 - £1947 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
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

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £268 /night

£1871 - £2672 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The place is peaceful, outside in the garden; you have the possibility to relax under the trees or to eat under the stars. Beautiful structure for a relaxing holiday in the tuscany area . ask for availability we have several solution for you. also self catering apartments with breakfast service.  …see more

Featured properties

16 Photos

Farmhouse | 6 Bedrooms | sleeps 20

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £469 /night

£3283 - £4428 / 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

20 Photos

Farmhouse | 8 Bedrooms | sleeps 25

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £219 /night

£1527 - £4008 / 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

24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £215 /night

£1504 - £3497 / week

View

Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £210 /night

£1467 - £1805 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A really charming and full of style apartment in a XVI th century stone villa near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for an unforgettable holiday: good food and wine, art, sport and relax..  …see more

27 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £110 /night

£764 - £1710 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Spaciously comfortable farmhouse with country antiques immersed in the unique Orcia valley hillside. 4 bedrooms with 2 large bathrooms. Great for families. Enjoy your meals under the outdoor covered eating area overlooking the hillside scenery. Wine tastings onsite. This spacious apartment in its own farmhouse rentable for a group of 4 or 8 persons, in a peaceful setting  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £199 /night

£1391 - £1655 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
An amazing holiday in the moast beautiful area of Tuscany, in the natural park of the Val d'Orcia, near Montalcino, Pienza, Siena, Montichiello, Bagno Vignoni. A quiete, relaxing garden with swimming pool, a charming, cosy and comfortable apartment in an ancient villa.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £192 /night

£1344 - £1642 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Traditional Farmhouse with stunning views at Siena's doorstep - Free WiFi A Liability Waiver is an essential part of the booking & a specific requirement from our Insurer.  …see more

21 Photos

Farmhouse | 9 Bedrooms | sleeps 20

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £371 /night

£2597 - £3800 / 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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £186 /night

£1298 - £2615 / 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

24 Photos

Villa | 12 Bedrooms | sleeps 23

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £304 /night

£2123 - £6291 / 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

27 Photos

Lodge | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £177 /night

£1237 - £2252 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Modern and tastefully decorated cottages with an infinity swimming pool where you can totally relaxed surrounded by the typical tuscany landscape: a fantastic view. Perfect for families, couples or groups of friends to enjoy cultural, art, good wine and italian food.  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £184 /night

£1283 - £1695 / 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
3 BDR cosy house with patio,small pool,AC,Wifi, in the heart of Siena countryside, nestled in a village Please,ALWAYS enquiry about prices.  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £75 /night

£523 - £821 / 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

23 Photos

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

21 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £213 /night

£1489 - £1642 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Spacious Self Catering Tuscan farmhouse with 4 large bedrooms in a cozy hamlet immersed in the surrounding countryside. Lovely shared pool. Al-fresco private garden dining and stunning views. Perfect for families with children! Wine tasting and cooking classes on site. The Pheasant farmhouse is the original house of this historical hamlet surrounded by rolling Tuscan hills.  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £110 /night

£764 - £1527 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • 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 relaxingr The pool and the garden are not shared  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £110 /night

£764 - £993 / 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. Exclusive renovated hay loft with private garden, aircon and sweeping views of the surrounding Orcia valley.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £131 /night

£917 / 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

17 Photos

Villa | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

Add to shortlist

from £142 /night

£993 - £1298 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wonderful Villa with private pool overlooking the castle of Monteriggioni  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £188 /night

£1312 - £3374 / 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
5 BDR beautiful indipendent house with pool,AC,WiFi in the Siena countryside, close to a village. Please,ALWAYS enquiry about prices.The house can be rented just in part (3BDR apt))  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £68 /night

£471 - £784 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A beautiful farm where you can relax on the porch with a good book and a glass of Chianti or walking on the grass in the magnificent park of oak trees, it is also an excellent base for exploring the heart of Tuscany, between Siena and Florence.  …see more

24 Photos

Fort | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £94 /night

£655 - £727 / 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

20 Photos

Villa | 9 Bedrooms | sleeps 18

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £818 /night

£5726 - £6031 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Ideal family and wedding Tuscan villa with private salt water pool. Tucked away yet not isolated. All amenities in the nearby village, walking distance. Siena 25 minutes.All Tuscan art cities and seaside daily outings. Nature, art, peace and quiet.  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

Add to shortlist

from £71 /night

£497 - £802 / 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 characterised by good taste and warmth, equipped with a fireplace and elegantly furnished with furniture from the era. Park, scenic swimming pool.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £60 /night

£420 - £688 / week

View

Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering apartment, very comfortable, two bedrooms, a large living with a divan sofa for two people, and a separated well furnished kitchen. Placed in a wonderful Tuscan countryside, surrounded by a very large garden and a new pool. Ideal for families.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £164 /night

£1146 - £2367 / 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

14 Photos

Apartment | 10 Bedrooms | sleeps 20

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £115 /night

£802 - £8016 / 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

18 Photos

Farmhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £54 /night

£376 - £564 / 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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £107 /night

£749 - £1031 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Elegant Liberty farmhouse on the hills, in a quite village just ten minutes from Siena city centre. Stunning view toward the city steeples across the countryside. Olive groves and fields for walking and horse riding. Garden and farm yard for outdoor dining.  …see more

19 Photos

Tower | 2 Bedrooms | sleeps 10

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £93 /night

£649 - £1756 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
characterful and historic place with awesome view on the tuscan landscape; nice and quiet place; strategic spot to visit the whole Tuscany  …see more

15 Photos

Farmhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £55 /night

£382 - £573 / 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
L'agriturismo è situato in modo da poter raggiungere con facilità i luoghi di maggiore interesse artistico : Siena, Volterra, Firenze, Monteriggioni, San Gimignano ecc... La zona è molto tranquilla, adatta al relax o a passeggiate  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £75 /night

£523 - £672 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A typical apartment of the senese countryside extends around a big kitchen. carefully renovated in line with the Tuscan country house tradition it offers all modern comforts. with three big double bedrooms overlooking the rolling hills and an open space with a gazebo  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £55 /night

£382 - £993 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage With Private Garden And Hills View Panoramic Location,10 Min Walk From The Lovely Medieval Village Of Casole D'elsa Sleeps 4 (2 Bedrooms)  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 7

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £153 /night

£1069 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
apartments Montepulciano, accommodation Montepulciano, Holiday rental tuscany, tuscan Holiday, In the historical center of Montepulciano, apartments have a kitchen - living room and one to three bedrooms  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £159 /night

£1107 - £1909 / 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

23 Photos

Villa | 6 Bedrooms | sleeps 11

Excellent 5/5 

1 night min stay

Add to shortlist

from £55 /night

£382 - £3130 / 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

20 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £96 /night

£670 - £1046 / week

View

Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is the most informal apartment of Piaggione of Serravalle, smaller than the other two, for this reason it's undoubtedly the coziest and most intimate. It's located in an independent structure from the main farmhouse, to which it's linked externally to La Loggia. The Piaggione of Serravalle is a lively farm that is in constant action and that brings forth its daily acti  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £39 /night

£271 - £459 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This apartment would be a good base to visit Siena and the hilltop towns – you would particularly like Monteriggioni, San Gimignano, Montalcino, Pienza, Montepulciano, and Castellina in Chianti!  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £66 /night

£459 - £726 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Offering an outdoor pool and free bikes, Villa Sant'Alberto is located in Monteroni d'Arbia, in the heart of the Crete Senesi hills. Free Wi-Fi access is available in this farm stay. This farm stay is 15 km from Siena.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £55 /night

£382 / 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
Ideal romantic nest house in the middle of luscious green Tuscan countryside with superb views and possibility of outdoor life. Suìtable in all seasons aqs the basis for visiting Siena Florence and all the nearby historical Tuscan sites.  …see more

16 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £59 /night

£410 - £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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £44 /night

£306 - £611 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering apartment in a Tuscany farmhouse with stunning view on the countryside.Private shared pool (POOL IS NOT SUPERVISED) and fantastic gazebo for al fresco dining. Ideal for people searching relax.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £98 /night

£680 - £1176 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Tuscany, the Antica Canonica is a historical residence, excellently located for exploring the area and discovering the delights of Tuscany. Ideal for families seeking relaxation. Swimming-pool, hydro massage, exclusive garden. The original characteristics keep the old glamour and suggest the idea that the time has stopped.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £92 /night

£642 - £763 / week

View

Key info:

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
L'appartamento " Brunello " è l'ideale per un unico nucleo familiare con bambini Max.6 px. L'Appartamento è composto da tre camere che sono disposte in sequenza e perciò comunicanti e di passo una dopo l'altra. L'appartamento ha un bagno con vasca, lavabo, bidet, wc -DINNER PARTY CON PRIVATE CHEF E LEZIONI DI CUCINA -WINE TASTING EXPERIENCE -BREAKFAST, LUNCH E DINNER  …see more

19 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £44 /night

£306 - £535 / week

View

Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
In the Crete Senesi, a working organic farm focused on breeding/training thoroughbred horses. The two traditional farmhouses are beautifully furnished with family pieces. The Rapolano thermal spas are just a few minutes' drive, and Siena is within easy reach. A traditional farmhouse with a medieval tower and a water mill.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £55 /night

£382 - £611 / 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 accompoanied by their own home cooking. Whether you choose to stay put, or explore the surrounding countryside and famous sites, Podere La Fonte has the answer for you.  …see more

24 Photos

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £149 /night

£1038 - £2053 / 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

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