List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear

Location

Province of Siena

  • Show 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 -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

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

Filters applied: Balcony or terrace (1,007)

32 of 1,007 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £77 / night

£536 - £785 / week

View

1 / 21

Holiday apartment with swimming pool in Casaglia

San Gimignano / Casaglia

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Not suitable for children
  • Pets welcome

Add to shortlist

from £77 / night

£536 - £785 / week

View

On the first floor of the villa, Camelia is the most elegant of our apartments.It has a living room with a large fresco, a large kitchen/dining room, double bedroom and bathroom. (with shower stall). Enfant bed  …see more

from £65 / night

£454 - £684 / week

View

1 / 24

Holiday apartment rental

Colle di Val d'Elsa / Campiglia dei Foci

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £65 / night

£454 - £684 / week

View

These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

from £66 / night

£462 - £684 / week

View

1 / 17

Holiday apartment with swimming pool in Casaglia

San Gimignano / Casaglia

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £66 / night

£462 - £684 / week

View

A very private and quiet apartment, located on the ground floor of the main villa, and sharing the entrance with two other apartments.It is comprised of a bedroom with king size bed with direct outdoor access, bathroom with shower stall and kitchen / living room. Enfant bed,  …see more

Featured properties

from £66 / night

£462 - £684 / week

View

1 / 7

Holiday apartment rental

San Gimignano / Casaglia

Apartment / 2 Bedrooms / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £66 / night

£462 - £684 / week

View

Mimosa is a very nice and cozy apartment on the ground floor of the main villa, with a private entrance. Enfant bed  …see more

from £52 / night

£363 / week

View

1 / 16

Holiday villa in Casole d'Elsa

Province of Siena / Casole d'Elsa

Villa / 4 Bedrooms / sleeps 4

  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £52 / night

£363 / week

View

Colle Val d'Elsa; 40 from San Gimignano, Volterra and San Galgano and 60 km from Florence.  …see more

from £29 / night

£202 - £418 / week

View

1 / 14

Vagliagli holiday apartment rental

Castelnuovo Berardenga / Vagliagli

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome

Add to shortlist

from £29 / night

£202 - £418 / week

View

One bedroom apartment of 50sqm located on the first floor with an amazing double stairs entrance, typical of the noble villas of the past. Large living room with fire place, modern kitchen corner, double bedroom and bathroom with shower. Internet Wi fi, Sat Tv, Cd/Dvd  …see more

from £41 / night

£285 - £569 / week

View

1 / 7

Casole d'Elsa holiday apartment accommodation

Casole d'Elsa / Monteguidi

Apartment / 1 Bedroom / sleeps 3

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

Add to shortlist

from £41 / night

£285 - £569 / week

View

Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta flooring.  …see more

from £90 / night

£625 - £1103 / week

View

1 / 21

Apartment rental in Cetona

Province of Siena / Cetona

Apartment / 3 Bedrooms / sleeps 6

  • Not suitable for children
  • Car advised
  • No pets allowed

Add to shortlist

from £90 / night

£625 - £1103 / week

View

Experience life as a local in this magnificent property in the main square of Cetona. Located in an historic "palazzo" from the 1700s, but updated to offer every convenience, this three bedroom, two bathroom flat puts you right in the heart of daily life. Frescoed walls and ceilings, beautiful furnishings set this property apart.  …see more

from £232 / night

£1618 / week

View

1 / 22

Cetona holiday farmhouse rental

Province of Siena / Cetona

Farmhouse / 8 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £232 / night

£1618 / week

View

Wonderful villa with swimming pool in Tuscany  …see more

from £4 / night

£23 / week

View

1 / 4

B&b rental in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

B&B / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £4 / night

£23 / week

View

La fortunata posizione della struttura offre la possibilità di godere pienamente della natura facendo delle bellissime passeggiate a piedi e in bicicletta. Nei pressi dell'Agriturismo Le Piane potrete trovare un maneggio e uno stabilimento termale l nostro fiore all'occhiello è l'olio extravergine d'oliva prodotto interamente con le olive Aziendali  …see more

from £42 / night

£290 - £533 / week

View

1 / 15

Farmhouse rental in Colle di Val d'Elsa with shared pool

Province of Siena / Colle di Val d'Elsa

Farmhouse / 2 Bedrooms / sleeps 6

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £42 / night

£290 - £533 / week

View

Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

Pricing unknown

View

1 / 20

Holiday b&b in Casole d'Elsa

Province of Siena / Casole d'Elsa

B&B / 7 Bedrooms / sleeps 18

  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

Pricing unknown

View

Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tuscany, 30 km from Siena. Period residence, bedroom suites, breakfast, casole d'Elsa, siena,Tuscany Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tuscany, 30 km from Siena.  …see more

from £69 / night

£478 - £625 / week

View

1 / 23

Farmhouse rental in Chiusdino with shared pool

Province of Siena / Chiusdino

Farmhouse / 2 Bedrooms / sleeps 4

  • Nearest beach 38 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £69 / night

£478 - £625 / week

View

piccolo borgo confortevole, piscina senza cloro, lontano dal caos e dalle strade trafficate, immerso nei boschi della val di Merse, a soli 40 minuti di auto da Siena e a 40 dal mare.Possibilità di trekking, visite guidate e passeggiata con Lanterna. wifi gratuito, pane fresco ogni mattina consegnato direttamente nelle case, osservazione delle stelle.  …see more

from £63 / night

£438 - £589 / week

View

1 / 27

Siena holiday b&b rental

Province of Siena / Siena

B&B / 1 Bedroom / sleeps 3

  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

from £63 / night

£438 - £589 / week

View

This provided with a bath-room with shower stall, hair-dryer, set of complimentary toiletries, LED-television, fan, electric kettle for making hot drinks like herbal tea, air-conditioning and fridge All guests have access to the wifi net free of charge in their room Near to the centre of 3 km, near to the bus stop of 100 metres, near to the train station of 3 km.  …see more

from £75 / night

£523 - £736 / week

View

1 / 19

Le Piazze holiday apartment rental

Province of Siena / Le Piazze

Apartment / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £75 / night

£523 - £736 / week

View

La casa "Cipresso" era, alla fine del 1700, la dimora estiva dei frati Benedettini dell'Ordine dei "Servi di Maria". A testimonianza di ciò sono presenti all'interno le piccole porte originali con il numero delle "celle" usate per il riposo ed il ritiro in preghiera.  …see more

from £48 / night

£331 - £515 / week

View

1 / 9

Radicondoli holiday apartment rental

Province of Siena / Radicondoli

Apartment / 1 Bedroom / sleeps 4

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £48 / night

£331 - £515 / week

View

In Tuscany in an Old Mill fine restructured typical apartment with private patio, pool garden and wonderful panorama. Located in the magnificent green Sienese hills,Vecchio Mulino is conveniently situated near all the most important City of Art.  …see more

Pricing unknown

View

1 / 22

San Gimignano holiday finca let

Province of Siena / San Gimignano

Finca / 1 Bedroom / sleeps 4

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

Pricing unknown

View

Podere la Marronaia is the ideal place for those looking for a relaxing holiday without sacrificing the convenience of being close to the historic center of San Gimignano. Animals on request. Wine&Oil tasting.Animali accettati su richiesta.Degustazione vino e olio produzione  …see more

Pricing unknown

View

1 / 4

Ulignano holiday farmhouse rental

San Gimignano / Ulignano

Farmhouse / 5 Bedrooms / sleeps 11

  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

Pricing unknown

View

Appartamenti spaziosi di circa 50 metri quadri con vista e balcone.Ampio giardino con annesso orto a disposizione degli ospiti. spazio esterno attrezzato con barbecue sedie e tavoli.zona relax con piscina .Presenza piccoli animali da cortile.Ideale per famiglie  …see more

from £63 / night

£435 / week

View

1 / 15

Holiday b&b in Siena

Province of Siena / Siena

B&B / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £63 / night

£435 / week

View

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

from £53 / night

£368 - £736 / week

View

1 / 18

Holiday home in Rigaiolo

Sinalunga / Rigaiolo

House / 2 Bedrooms / sleeps 6

  • Suitable for children over 5
  • No pets allowed

Add to shortlist

from £53 / night

£368 - £736 / week

View

Volete vivere la vera Toscana allora guardate le meraviglie della Val di Chiana della vicina Val d'Orcia e Val d'Arno. Non ve ne pentirete le città i paesi, la cucina, il vino, la campagna, le terme sembra tutto pronto per darvi solo relax.  …see more

from £421 / night

£2942 - £4412 / week

View

1 / 24

Holiday farmhouse rental

San Gimignano / Larniano

Farmhouse / 7 Bedrooms / sleeps 17

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden

Add to shortlist

from £421 / night

£2942 - £4412 / week

View

La TORRE di Larniano è indicata a chi cerca la natura incontaminata, la pace, la vista ed allo stesso tempo la vicinanza a luoghi di interesse come Siena, Firenze e Pisa. E' ideale sia per gruppi di amici, sia per famiglie con bambini. Piscina, passeggiate, trekking, golf a circa 15 km, maneggio a circa 8 km. Organizziamo lezioni di cucina.  …see more

from £146 / night

£1022 - £1168 / week

View

1 / 17

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

Farmhouse / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden

Add to shortlist

from £146 / night

£1022 - £1168 / week

View

Beautiful country house in Tuscany, Siena  …see more

from £158 / night

£1103 / week

View

1 / 24

Holiday apartment in Buonconvento

Buonconvento / Chiusure

Apartment / 3 Bedrooms / sleeps 7

  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

from £158 / night

£1103 / week

View

The Farm where inside stay this apartment is of 1500 century , here you can have the typical italian style. You can see the very beautiful medieval small town The unique landescape  …see more

from £102 / night

£709 - £949 / week

View

1 / 10

Siena holiday apartment rental

Province of Siena / Siena

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome

Add to shortlist

from £102 / night

£709 - £949 / week

View

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

from £65 / night

£454 - £684 / week

View

1 / 24

Colle di Val d'Elsa holiday apartment rental

Colle di Val d'Elsa / Campiglia dei Foci

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £65 / night

£454 - £684 / week

View

These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

from £69 / night

£478 - £699 / week

View

1 / 23

Castellina In Chianti holiday b&b rental

Province of Siena / Castellina In Chianti

B&B / 21 Bedrooms / sleeps 46

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Add to shortlist

from £69 / night

£478 - £699 / week

View

Villa hotel Castellina Chianti Siena giardino parco piscina tennis camere vista ristorante bar terrazza camino parcheggio wi-fi degustazioni vino cucina tartufi italiano biciclette escursioni cavallo animali accettati. Matrimoni cerimonie eventi. Albergo storico del Chianti  …see more

from £1088 / night

£7612 / week

View

1 / 24

Holiday villa in Sarteano

Province of Siena / Sarteano

Villa / 5 Bedrooms / sleeps 11

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £1088 / night

£7612 / week

View

Luxury Independent farmhouse sleeps 10 +1 . Complimentary arrival dinner. Complimentary buffet breakfast prepared every morning, please read on. The closest Village is Castiglioncello del Trinoro which is about 2 kilometres away.  …see more

from £145 / night

£1015 - £1812 / week

View

1 / 17

B&b rental in Larniano with shared pool

San Gimignano / Larniano

B&B / 5 Bedrooms / sleeps 11

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £145 / night

£1015 - £1812 / week

View

Camere con bagno e colazione.Su prenotazione cena e degustazione prodotti.Parcheggio e piscina con ampio parco.Luogo rustico e tranquillo.Si organizzano corsi di cucina.wi-fi gratuito.accoglienza calorosa e familiare  …see more

from £254 / night

£1776 - £2899 / week

View

1 / 10

Holiday villa in Siena

Province of Siena / Siena

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £254 / night

£1776 - £2899 / week

View

Villa “ La Strega “, antica dimora padronale del 1600 che è stata di recente completamente ristrutturata.Dal piazzale della villa si gode di un panorama fantastico, tanto da rimanerne “Stregati”. Siena, infatti, si staglia nella collina di fronte.  …see more

from £255 / night

£1785 / week

View

1 / 24

Holiday villa with swimming pool in Buonconvento

Buonconvento / Chiusure

Villa / 6 Bedrooms / sleeps 13

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £255 / night

£1785 / week

View

This is for the complete Villa - All amenities solely for the guests. A very nice well appointed farmhouse (sleeps thirteen people). Very picturesque with fields of sunflowers in a quiet, peaceful location which lies near Buonconvento & Monteroni d'Arbia.  …see more

from £61 / night

£421 - £662 / week

View

1 / 24

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa / Campiglia dei Foci

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £61 / night

£421 - £662 / week

View

These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art. Surrounded by vineyards and olive groves, the residen  …see more

from £61 / night

£421 - £662 / week

View

1 / 24

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa / Campiglia dei Foci

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £61 / night

£421 - £662 / week

View

These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art.  …see more

Also consider

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