List your home
Apply filters
£ to

228 Holiday homes in Siena

Reset search

Show results on map

Filter your search

Price per night

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Siena Clear
  • All locations
  • Badia A Elmi (3)
  • Caprera (36)
  • Cerchiaia (2)
  • Costaltino (6)
  • Gracciano di Colle Val d'Elsa (7)
  • Iesa (7)
  • Isola d'Arbia (1)
  • Monastero (2)
  • Sant Andrea a Montecchio (4)
  • Val di Merse (10)

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
4,152 properties
Florence
1,420 properties
Milan
505 properties
Cefalu
393 properties
Catania
354 properties
Naples
303 properties
Ostuni
294 properties
Venice
245 properties
Noto
240 properties
Montaione
237 properties
Turin
220 properties
Bologna
183 properties
Praiano
182 properties
Sciacca
159 properties
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
228 Results  |  
6 Photos

Finca | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £87 /night

£605 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
camera doppia b&b service - Siena - Toscana - Italia - piscina - parcheggio - internet WI FI - TV servizi, ristoranti, bar,market, farmacia, banca,distanti 2 km accoglienza cordiale, farm max 22 pax  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £41 /night

£283 - £363 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Il Poderaccio è anche una Fattoria con tanti animali cavalli, una mucca, un asinello e animali da cortile che i bambini possono imparare a conoscere, inoltre, i cani e i gatti che vi abitano.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £37 /night

£259 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Cosy studio apartment forming part of the "Scuderia" building with a separate entrance and direct access from the garden.There is a living room with sofa bed, kitchenette and bathroom with shower. Garden furniture under the porch.  …see more

Featured properties

6 Photos

Condo | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £70 /night

£484 / week

View

Key info:

  • Suitable for children over 5
  • Pets welcome
Ubicato al terzo piano dotato di ascensore, l'appartamento e' composto da un' ingresso, soggiorno con angolo cottura e divano letto matrimoniale open space, camera da letto doppia oltre ad un bagno con box doccia.Le stanze sono ampie e luminose con soffitti a travicelli  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £41 /night

£283 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
Questa graziosa mansarda in stile rustico toscano offre al turista un ambiente comodo ed elegante in un piacevole contesto storico a due passi da Siena.  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £75 /night

£525 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £47 /night

£323 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
Appartamento al primo piano in un'ala della Villa di Certano. Arredamento in stile toscano, bella vista del parco e della piazzetta interna del borgo, con la sua chiesetta.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

Add to shortlist

from £81 /night

£565 - £646 / week

View

Key info:

  • Nearest beach 81 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Appartamento in Agriturismo con piscina a Siena nel cuore della Toscana e del Chianti  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £39 /night

£267 - £311 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Tipico appartamento toscano in stile rustico in casa vacanze, a dieci minuti di auto dal centro storico di Siena.  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

90 Nights min stay

Add to shortlist

from £150 /night

£1049 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Doppia Siena vico alto  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 3

1 night min stay

Add to shortlist

from £58 /night

£404 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 3

1 night min stay

Add to shortlist

from £58 /night

£404 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £75 /night

£525 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

6 Photos

Farmhouse | 1 Bedroom | sleeps 3

1 night min stay

Add to shortlist

from £64 /night

£444 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £70 /night

£484 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £58 /night

£404 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
PASSIONATE WELCOME: the friendliness of the owners & their dedication to their farm will have you feeling much more than just guests UNIQUE LANDSCAPE AND POSITION: enjoy the amazing 360° view toward Montalcino, Siena and the Val d'Orcia in the center of Tuscany  …see more

8 Photos

Townhouse | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £70 /night

£484 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Monolocale tranquillo a pochi metri dalle piscine  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £70 /night

£484 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Siena è la città del Palio: l'appartamento si trova nella "contrada" della LUPA. L'appartamento è il soggiorno ideale per chi desidera trascorrere una splendida vacanza in una città ricca di antiche tradizioni, di meravigliose opere d'arte e di suggestivi dintorni .....  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £110 /night

£767 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Da Villa La Pergola si può facilmente raggiungere piscine, campi da tennis, campi da golf (Bagnaia, Colle Val d'Elsa, S. Gimignano), oltre alle perle della Toscana (Firenze=45', S.Gimignano 25', Val d'Orcia 30', mare Tirreno 60' , Roma 3 ore tramite bus). I letti singoli sono trasformabili in letto matrimoniale. Il divano letto è a 2 posti.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 3

7 Nights min stay

Add to shortlist

from £87 /night

£605 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Bellissimo appartamento nel cuore di Siena: Piazza del Campo La celeberrima piazza dove ogni anno viene disputata la famossima corsa di cavalli: IL PALIO DI SIENA.  …see more

15 Photos

B&B | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £70 /night

£484 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Situato nel cuore del centro storico di Siena il Bed & Breakfast Poggio Malavolti gode di una delle viste più suggestive della città. Data la sua posizione, dalla splendida terrazza si ha una veduta a 360° del centro storico e di tutti i suoi monumenti.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £75 /night

£525 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
2 camere da letto soggiorno cucina molto grande 2 bagni tutta nuova .ben attrezzata 2 minuti da porta romana e 20 da piazza del campo.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £87 /night

£605 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
A spacious and luminous two roomed unit (55sqm) in Siena that can accommodate up to 4 guests. The apartment commands a wonderful view over the Sienese hills and is located 1,5 km away from the pedestrian historical centre of Siena. 500 metres away the apartment start a commercial area with 3 supermarkets, shops, coffee, bar, bakery, etc.  …see more

5 Photos

Finca | 1 Bedroom | sleeps 4

Min stay varies

Add to shortlist

from £116 /night

£807 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
camera e bagno 4 persone - prima colazione - siena - campagna - elegate - aria condizionata - Siena - Toscana - bambini ok-  …see more

16 Photos

B&B | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £33 /night

£226 - £525 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Il nostro Bed and Breakfast è situato a 150mt da piazza del Campo in pieno centro storico. E' vicino a tutti i maggiori punti di interesse e ai maggiori parcheggi della città di Siena. La fermata del bus per la stazione è situata a 50mt da Palazzo Bulgarini  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

Add to shortlist

from £35 /night

£242 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
2 bedrooms apartment in Ponte d'Arbia, a village 30 km away from Siena, 5 minutes driving from Buonconvento (one of the most beautiful villages in Italy), 15 mins driving from Montalcino.  …see more

10 Photos

B&B | 11 Bedrooms | sleeps 24

Min stay varies

Add to shortlist

from £29 /night

£202 - £404 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Gli appartamenti di recente ristrutturazione, arredati con cura artigianale, sono disposti su due piani, quinto e sesto, sono completi di cucina completamente attrezzata e zona giorno, e di tutto l'occorrente per abitarli, tv lcd in ogni camera, biancheria letto/bagno. Ognuno dei due appartamenti ha quattro/cinque camere da letto, soggiorno con angolo cottura e due bagni.  …see more

10 Photos

B&B | 1 Bedroom | sleeps 3

Min stay varies

Add to shortlist

from £41 /night

£283 - £605 / week

View

Key info:

  • Nearest beach 50 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Sito web www.ilcolombaiodibarbara.com siamo situati nella campagna Senese a 12 Km da Siena centro.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £52 /night

£363 - £476 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Siena Stazione affittacamere palio camera  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

Add to shortlist

from £75 /night

£525 - £605 / week

View

Key info:

  • Nearest beach 81 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Appartamento in Agriturismo vicino a Siena nel cuore della Toscana nel chianti Ottima posizione per le vostre visite alle località più famose.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £93 /night

£646 - £1049 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
casa in campagna piscina Siena Toscana agriturismo  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £58 /night

£404 - £533 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
casale campagna Siena agriturismo privacy toscana piscina terrazza privata a soli 10 minuti da Siena e a 2 km ogni servizio per shopping -  …see more

5 Photos

Apartment | 3 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £29 /night

£202 / week

View

Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
Tre camere in ppartamento in pieno centro,riservato ed accogliente.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £41 /night

£283 - £404 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Ampio bilocale nel centro storico di Siena  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £104 /night

£726 - £1049 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
appartamento in campagna a soli 10 minuti da Siena, privacy e tranquillità, servizi essenziali quali market, farmacia, banca ecc.a solo 2 km - Spazioso elegante e con ogni confort - extra i consumi per climatizzatore e riscaldamento - tassa turistica non inclusa nel costo  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £104 /night

£726 - £1371 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Limonaia Small independent villa with garden and area for eating outdoors. Ground Floor – large living-dining room, kitchen. First Floor – 1 double bedroom, 1 room with twin beds, 1 single bedroom, 1 bathroom en-suite, 1 bathroom with shower. (Small extra bed in convert  …see more

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £98 /night

£686 - £1371 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Frantoio Ground Floor -large dining-living room with built-in kitchen, and bathroom with bath tub. First Floor – 1 master bedroom, 2 bedrooms with twin beds, 2 bathrooms with shower (an extra bed in the living-room), area equipped for eating outdoors  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £98 /night

£686 - £1371 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Tinaia Ground Floor – large dining-living room, built-in kitchen, bathroom with shower, box room. First Floor – 1 master bedroom, 2 bedrooms with twin beds, 1 bathroom with bath, 1 bathroom with shower (one extra bed in the living room) area equipped for eating outdoor  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £85 /night

£589 - £1130 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Tettoia Ground Floor – living-dining room, kitchen, 1 double bedroom, 1 bedroom with twin beds, 1 small study with sofa-bed, 2 bathrooms with shower. Area equipped for eating for eating outdoors and small garden.  …see more

10 Photos

Guest house | 4 Bedrooms | sleeps 11

Very Good 4/5 

1 night min stay

Add to shortlist

from £145 /night

£1009 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Confortable double-bedrooms in a renaissance building in the main street of the historic city center, 10 minutes walking to Piazza del Campo. Panoramic living room and big and good-equipped kitchen. Each bedroom has a window with panoramic view, private bathroom, satellite TV, internet wifi and hair-dryer  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

Add to shortlist

from £1237 /night

£8654 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
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

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

Add to shortlist

from £404 /night

£2823 - £3952 / week

View

Key info:

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

24 Photos

Apartment | 1 Bedroom | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £80 /night

£554 - £791 / week

View

Key info:

  • Nearest beach 75 km
  • Great for children of all ages
  • No pets allowed
3 attractive apartments right in the centre of Siena, a privileged location very convenient for all the sites and restaurants but still quiet and private. The apartments can accommodate up to 4 or 5 and are ideal for both couples and families.  …see more

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Nearest beach 95 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
A rustic style farmhouse gained from rural old buildings, just five minutes from Siena's city centre but encircled by countryside with evocative landscapes. Ideal for a relaxing and unforgettable holiday.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £127 /night

£888 - £2009 / week

View

Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • 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

14 Photos

Chateau | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £345 /night

£2412 - £3468 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3.5/5 

5 Nights min stay

Add to shortlist

from £89 /night

£621 / week

View

Key info:

  • Nearest beach 105 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Best views of Siena.The apartment being only a few minutes from the Campo. The terrace is magnificent with 360°panoramic views of the centre of town, Duomo,the bell tower.It's very quite and you can relax on the roof deck taking a sunbath on the long chair. flat apartment for rent in the centre of Siena, Tuscan, Italy  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £590 /night

£4125 - £7630 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Contemporary five bedroom property with three doubles and two twin bedrooms. The villa is situated in the wonderful province of Siena, rich in history and culture.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £180 /night

£1260 - £1450 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Appartamento Cecco C is an elegant and welcoming apartment. It sleeps six people. It is appoximately 90 square meters (970 square feet)  …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