Apartments and villas with parking in Province of Siena | Holiday Lettings UK

Close

View larger map

Price per night

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Siena

Location

  • All locations
  • Abbadia San Salvatore (1)
  • Asciano (84)
  • Bagni di San Filippo (2)
  • Bagno Vignoni (6)
  • Brenna (4)
  • Buonconvento (29)
  • Campiglia d'Orcia (1)
  • Casciano (1)
  • Casole d'Elsa (139)
  • Castellina In Chianti (101)
  • Castelmuzio (9)
  • Castelnuovo Berardenga (138)
  • Castiglioncello del Trinoro (4)
  • Castiglione D'Orcia (21)
  • Cetona (60)
  • Chianciano Terme (37)
  • Chiusdino (22)
  • Chiusi (21)
  • Colle di Val d'Elsa (139)
  • Gaiole in Chianti (143)
  • Gallina (3)
  • Le Piazze (6)
  • Lucarelli (1)
  • Montalcino (60)
  • Montecchio (6)
  • Montepulciano (198)
  • Monteriggioni (64)
  • Monteroni d'Arbia (31)
  • Monticiano (18)
  • Montisi (15)
  • Murlo (20)
  • Orgia (4)
  • Palazzone (11)
  • Piancastagnaio (7)
  • Pienza (68)
  • Pievescola (3)
  • Poggibonsi (117)
  • Radda in Chianti (43)
  • Radicofani (41)
  • Radicondoli (70)
  • Rapolano Terme (86)
  • Rosia (3)
  • San Casciano dei Bagni (37)
  • San Gimignano (314)
  • San Giovanni d'Asso (26)
  • San Lorenzo a Merse (1)
  • San Quirico d'Orcia (18)
  • Sarteano (38)
  • Siena (283)
  • Sinalunga (91)
  • Sovicille (59)
  • Strove (1)
  • Torre A Castello (1)
  • Torrita di Siena (28)
  • Trequanda (12)
  • Ville di Corsano (12)
  • Vivo d'Orcia (2)
  • Volte Basse (1)

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Siena
485 properties
Villas San Gimignano
428 properties
Villas Montepulciano
270 properties
Villas Casole d'Elsa
189 properties
Villas Poggibonsi
173 properties
Apartments Colle di Val d'Elsa
172 properties
Gaiole in Chianti
158 properties
Villas Castelnuovo Berardenga
158 properties
Villas Pienza
147 properties
Villas Sinalunga
146 properties
Villas Castellina In Chianti
142 properties
Villas Montalcino
139 properties
Asciano
109 properties
Rapolano Terme
95 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,763 Holiday homes

Filters applied: Parking (2,763)

(2) Excellent 

1 / 18

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 27 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £75 / night

£525 - £800 / week

Book Book View

from £75 / night

(1) Excellent 

1 / 64

Tuscany / Province of Siena / Chiusdino

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £385 / night

£2692 - £3967 / week

Enquire Enquire View

from £385 / night

1 / 29

Tuscany / Province of Siena / Siena

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £193 / night

£1350 - £2309 / week

Enquire Enquire View

from £193 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £84 / night

£459 - £709 / week

Book Book View

from £84 / night

1 / 36

Tuscany / Province of Siena / Montalcino

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £206 / night

£1442 - £2287 / week

Enquire Enquire View

from £206 / night

(1) Excellent 

1 / 14

New Casa Titta apt 3 bedrooms , amazing view

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 55 km; Great for children of all ages ; Car advised;
C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has  …see more

from £84 / night

£459 - £709 / week

Book Book View

from £84 / night

(21) Excellent 

1 / 29

Tuscany / Province of Siena / San Gimignano / Pancole

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 90 km; Great for children of all ages ; Car essential;
 …see more

from £46 / night

£280 - £405 / week

Book Book View

from £46 / night

1 / 12

Tuscany / Province of Siena / San Quirico d'Orcia

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £65 / night

£417 - £602 / week

Book Book View

from £65 / night

1 / 14

Tuscany / Province of Siena / Castellina In Chianti

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £225 / night

£1575 - £2625 / week

Enquire Enquire View

from £225 / night

1 / 32

Tuscany / Province of Siena / Siena

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £236 / night

£1650 - £2475 / week

Enquire Enquire View

from £236 / night

(1) Excellent 

1 / 24

Villa Montebello - Montalcinello villa sleeps 18

Tuscany / Province of Siena / Chiusdino / Montalcinello

8 bedroomsSleeps 18Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
Characteristic Tuscan stone farmhouse situated in a dominant position just 5 minutes’ walk from a magical medieval village 35 km west of Siena . The property has been completely renovated a few years ago and turned into a most cozy and comfortable luxury holiday vill  …see more

from £328 / night

£2084 - £3750 / week

Enquire Enquire View

from £328 / night

(5) Excellent 

1 / 52

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
 …see more

from £117 / night

£667 - £750 / week

Book Book View

from £117 / night

(1) Very Good 

1 / 40

Tuscany / Province of Siena / Siena

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £240 / night

£1677 - £3423 / week

Enquire Enquire View

from £240 / night

1 / 54

Tuscany / Province of Siena / Torre A Castello

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £59 / night

£417 - £542 / week

Book Book View

from £59 / night

(30) Excellent 

1 / 25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the oliv  …see more

from £84 / night

£459 - £709 / week

Book Book View

from £84 / night

1 / 24

Tuscany / Province of Siena / Pienza

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£0 / week

Book Book View

from £105 / night

1 / 31

Villa Colombaio - Asciano villa sleeps 9

Tuscany / Province of Siena / Asciano

5 bedroomsSleeps 9Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
As guests enter the property there is an entrance hall leading off to a living area on the right and large kitchen on the left. This area has an open plan feel to it. The kitchen is superbly equipped with everything guests could possibly need and want during their stay.  …see more

from £233 / night

£1625 - £3500 / week

Book Book View

from £233 / night

(2) Excellent 

1 / 52

Tuscany / Province of Siena / Montepulciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £264 / night

£1842 - £2834 / week

Enquire Enquire View

from £264 / night

(1) Excellent 

1 / 16

Classic Tuscan farmhouse on a hilltop with brilliant views of the countryside, outdoor pool

Tuscany / Province of Siena / San Gimignano

7 bedroomsSleeps 131 night min stay

  • 7 bedrooms
  • Sleeps 13
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Torreprima holidays house is 3 Km away from the historical center of San Gimignano, and is situated on top of a hill from where it is possible to delight the beautiful view over the surrounding valleys of olive groves and vineyards. It has availability of 5 apartments.  …see more

from £117 / night

£517 / week

Book Book View

from £117 / night

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

Tuscany / Province of Siena / Montepulciano / Gracciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £67 / night

£384 - £1717 / week

Enquire Enquire View

from £67 / night

1 / 24

Tuscany / Province of Siena / Siena

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £176 / night

£1227 - £2336 / week

Enquire Enquire View

from £176 / night

(54) Excellent 

1 / 52

Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence

Tuscany / Province of Siena / Sinalunga

12 bedroomsSleeps 26Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
Key info: Nearest beach 170 km; Swimming pool; Great for children of all ages ;
Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedro  …see more

from £331 / night

£2318 - £7500 / week

Book Book View

from £331 / night

1 / 21

Tuscany / Province of Siena / Casole d'Elsa

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 79 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£667 - £945 / week

Book Book View

from £105 / night

1 / 20

Villa Olmo - Radicofani villa sleeps 14

Tuscany / Province of Siena / Radicofani

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
The villa lies in a hilly location with stunning panoramic views of the surrounding hills and mountains, about 8 km from the village of Radicofani. It is an ideal starting point for enjoying the tranquility of the surrounding mountainous landscape and on the other to ma  …see more

from £417 / night

£1667 - £2917 / week

Book Book View

from £417 / night

(6) Excellent 

1 / 31

Tuscany / Province of Siena / Siena

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Not suitable for children; Pets welcome;
 …see more

from £136 / night

£816 - £1060 / week

Enquire Enquire View

from £136 / night

(7) Excellent 

1 / 18

3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 6

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £82 / night

£550 - £1042 / week

Enquire Enquire View

from £82 / night

(40) Excellent 

1 / 19

Stunning farmhouse apartment located between Tuscan cities of San Gimignano and Volterra, shared pool, private garden, sleeps 6

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car essential;
Azzurra is an apartment in Poderra Torrichi, a gated community of three farm buildings, which is located between the medieval cities of San Gimignano and Volterra. Podera Torrichi is newly renovated and has retained the charm of the traditional Tuscan farm buildings, wi  …see more

from £182 / night

£985 - £1440 / week

Book Book View

from £182 / night

(32) Excellent 

1 / 24

1 bedroom luxury apartment with Private Garden, Gaiole in Chianti

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car advised;
Surrounded by the famous rolling hills covered with vineyards and olive groves, which give the name to some of the most prestigious Chianti wine is Borgo di Gaiole. The apartment is on the ground floor as you enter the Borgo, private and self contained around 60sq meter  …see more

from £90 / night

£630 - £770 / week

Book Book View

from £90 / night

1 / 15

Tuscany / Province of Siena / Castellina In Chianti

5 bedroomsSleeps 117 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £261 / night

£1825 - £3042 / week

Enquire Enquire View

from £261 / night

(14) Excellent 

1 / 22

Casacorvo Minore *Late Booking Discounts*

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships.The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with sol  …see more

from £85 / night

£525 - £725 / week

Enquire Enquire View

from £85 / night

1 / 17

Tuscany / Province of Siena / Castellina In Chianti

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £297 / night

£2075 - £3459 / week

Enquire Enquire View

from £297 / night

1 / 48

Tuscany / Province of Siena / Pienza

6 bedroomsSleeps 117 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £269 / night

£1877 - £2780 / week

Enquire Enquire View

from £269 / night

1 / 24

Tuscany / Province of Siena / Siena

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 161 km; Swimming pool; Great for children of all ages ;
 …see more

from £358 / night

£2500 - £3292 / week

Enquire Enquire View

from £358 / night

(10) Excellent 

1 / 9

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £66 / night

£456 - £805 / week

Enquire Enquire View

from £66 / night

1 / 19

Stunning Villa near Pienza - Pienza villa sleeps 10

Tuscany / Province of Siena / Pienza

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the S  …see more

from £155 / night

£1084 - £2000 / week

Book Book View

from £155 / night

1 / 24

34184-Holiday house Chianti - Radda in Chianti villa sleeps 12

Tuscany / Province of Siena / Radda in Chianti

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Beautiful and characteristic villa (330 m2) obtained from the renovation of an ancient farmhouse in the heart of the Chianti near Castellina in Chianti. The villa is situated inside a property that also includes other 6 apartments approximately 30 m away from the villa  …see more

from £318 / night

£2226 - £4173 / week

Enquire Enquire View

from £318 / night

1 / 52

Tuscany / Province of Siena / Siena

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £275 / night

£1925 - £3465 / week

Enquire Enquire View

from £275 / night

1 / 24

47263-Holiday house Siena - Pievescola villa sleeps 4

Tuscany / Province of Siena / Pievescola

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
This interesting one bedroom house is peacefully located at the edge of an ancient small hamlet overlooking the Elsa valley near Colle di Val d'Elsa. Ideal spot for couples and small families looking for a relaxing & cultural holiday in the heart of Tuscany.<  …see more

from £70 / night

£485 - £605 / week

Enquire Enquire View

from £70 / night

1 / 36

Villa Le Crete - Castelmuzio villa sleeps 6

Tuscany / Province of Siena / Castelmuzio

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials. Set on a gentle elevation in a remote spot, it is entirely surrounded by the clay hills called “Crete Senesi”  …see more

from £150 / night

£875 - £1250 / week

Enquire Enquire View

from £150 / night

1 / 18

Tuscany / Province of Siena / Trequanda

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £166 / night

£1161 - £1745 / week

Book Book View

from £166 / night

Top Destination reviews

The Grifo Apartment
Perfect!!

The apartment is spacious and clean. It's inside the historical center and it's perfect to visit it. We had a quiet stay . … see more
COSOLI CHARMING HISTORICAL VILLA IN CHIANTI
Tuscan Heaven

Cosoli is a beautiful villa in a stunning location. It was a superb family holiday location. thanks. … see more
Perfect, beautifil little place in tuscany

A beautiful place full of happines, were you can stay The time you want for a very very good price ,there's a beautiful view, is very relaxing and you can enjoy The animals and nature … see more
The Beautiful Sun Apartment
Well maintained apartment and very helpful owner

Elias iwas most helpful meeting us on arrival and going through everything with us and all places to visit in the area even giving us a map with this all marked on The apartment is beautifully kept and everything we needed was there. All to a good s … see more
Villa Vianci
Best vacation ever!

Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara were the best, any que … see more
Pink Holiday-apartment with pool in Chianti
Wanderful stayin

The location of the house is in a very typical Tuscan environment: hills, vineyards, olive trees. Even if you might thing to be in a faraway place, the location is very convenient to Siena, San Giminiano, Firenze, and to other spots, such as Pisa an … 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