List your home
Apply filters
£ to

Holiday homes 2,844

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear

Location

  • All locations
  • Abbadia San Salvatore (6)
  • Asciano (107)
  • Bagni di San Filippo (1)
  • Bagno Vignoni (16)
  • Brenna (1)
  • Buonconvento (39)
  • Casciano (1)
  • Casole d'Elsa (139)
  • Castellina In Chianti (97)
  • Castelmuzio (11)
  • Castelnuovo Berardenga (140)
  • Castelnuovo Dell'abate (1)
  • Castiglione D'Orcia (30)
  • Cetona (66)
  • Chianciano Terme (34)
  • Chiusdino (17)
  • Chiusi (32)
  • Colle di Val d'Elsa (94)
  • Gaiole in Chianti (143)
  • La Piazza (1)
  • Le Piazze (7)
  • Lucarelli (1)
  • Montalcino (75)
  • Montepulciano (195)
  • Monteriggioni (68)
  • Monteroni d'Arbia (37)
  • Monticiano (36)
  • Montisi (19)
  • Murlo (19)
  • Orgia (1)
  • Palazzone (11)
  • Piancastagnaio (6)
  • Pienza (110)
  • Pievasciata (1)
  • Pievescola (12)
  • Poggibonsi (120)
  • Radda in Chianti (41)
  • Radicofani (44)
  • Radicondoli (74)
  • Rapolano Terme (61)
  • Rocca d'Orcia (1)
  • Rosia (7)
  • San Casciano dei Bagni (33)
  • San Gimignano (331)
  • San Giovanni d'Asso (27)
  • San Quirico d'Orcia (14)
  • Sarteano (36)
  • Siena (258)
  • Sinalunga (104)
  • Sovicille (47)
  • Strove (1)
  • Torre A Castello (1)
  • Torrita di Siena (32)
  • Trequanda (15)
  • Ville di Corsano (15)
  • Vivo d'Orcia (2)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
San Gimignano
329 properties
Siena
264 properties
Montepulciano
194 properties
Casole d'Elsa
137 properties
Gaiole in Chianti
129 properties
Poggibonsi
120 properties
Castelnuovo Berardenga
117 properties
Pienza
109 properties
Sinalunga
103 properties
Asciano
102 properties
Castellina In Chianti
97 properties
Colle di Val d'Elsa
93 properties
Radicondoli
74 properties
Montalcino
73 properties
Monteriggioni
71 properties
Cetona
64 properties
Rapolano Terme
61 properties
Sovicille
47 properties
Buonconvento
46 properties
Radicofani
44 properties
Radda in Chianti
40 properties
Monteroni d'Arbia
37 properties
Monticiano
36 properties
Sarteano
36 properties
Chianciano Terme
33 properties
San Casciano dei Bagni
33 properties
Chiusi
32 properties
Torrita di Siena
32 properties
Castiglione D'Orcia
30 properties
San Giovanni d'Asso
27 properties
Murlo
19 properties
Chiusdino
17 properties
Montisi
17 properties
Bagno Vignoni
16 properties
San Quirico d'Orcia
14 properties
Trequanda
14 properties
Ville di Corsano
14 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
2,844 Results   |  

from £124 / night

£868 - £1324 / week

View

25 Photos

Province of Siena / San Gimignano

Apartment / 4 Bedrooms / sleeps 11

3 Nights min stay

Add to shortlist

from £124 / night

£868 - £1324 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
If you are a big group (6-11 persons), you can spent your holidays together. We offer you two attached apartments, so if you want to have meals and to spend your time together, you can. But, at the same time, everybody has its own place.  …see more

from £242 / night

£1692 - £4192 / week

View

18 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £242 / night

£1692 - £4192 / week

View

Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The villa is located 800 meters from a traditional Tuscan restaurant and four kilometers from the nearest village of Montepulciano where you'll find a few shops, restaurants, and a market. Nearby: Pienza, Montefollonico, Bagno Vignoni, Cortona, Orvieto, Castiglion del Lago, S.Quirico, Montalcino  …see more

from £70 / night

£489 - £567 / week

View

16 Photos

Province of Siena / Rapolano Terme

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £70 / night

£489 - £567 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Sunflower twin beds bedroom with full size beds, bathroom with shower, toilet, hairdryer, courtesy set, air conditioning, Wi-Fi, TV in room upon request.Buffet breakfast included. Reception available from 8:00 until 18:00. Breakfast is served from 8:30-10:00  …see more

Featured properties

from £200 / night

£1398 - £3067 / week

View

24 Photos

Province of Siena / Castiglione D'Orcia

Villa / 8 Bedrooms / sleeps 21

3 Nights min stay

Add to shortlist

from £200 / night

£1398 - £3067 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This beautiful holiday home in the Val d'Orcia, surrounded by gently rolling hills, is near Castiglione d'Orcia (12km), just a few kilometres from the famous spa waters at Bagno Vignoni (10km) and Bagni San Filippo (7km). Surrounded by peace and quiet  …see more

from £106 / night

£736 - £1471 / week

View

17 Photos

Province of Siena / Cetona

Villa / 4 Bedrooms / sleeps 9

2 Nights min stay

Add to shortlist

from £106 / night

£736 - £1471 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Independent self catering farmhouse with pool in exclusive setting in the mist of the Tuscan countryside  …see more

from £295 / night

£2059 - £4118 / week

View

30 Photos

Province of Siena / San Casciano dei Bagni

Villa / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £295 / night

£2059 - £4118 / week

View

Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Le Radici is an ancient residence placed in the south of Tuscany, not far from the village of San Casciano dei Bagni, famous for its thermal waters and spas.  …see more

from £66 / night

£459 - £609 / week

View

94 Photos

Province of Siena / Asciano

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £66 / night

£459 - £609 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
"La Torre di Elisa", 4-room house 80 m2, on the ground floor. Renovated in 2013, very comfortable and tasteful furnishings: kitchen (4 hot plates, oven, dishwasher, microwave, freezer, electric coffee machine) with satellite TV (flat screen). Exit to the garden. Shower/  …see more

from £41 / night

£287 - £563 / week

View

17 Photos

Province of Siena / Torrita di Siena

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £41 / night

£287 - £563 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

from £125 / night

£875 - £1030 / week

View

20 Photos

Province of Siena / Radicondoli

Apartment / 4 Bedrooms / sleeps 9

1 night min stay

Add to shortlist

from £125 / night

£875 - £1030 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
On the ground floor of a 1600 Villa ,completely renovated for the maximum comfort of guests. All windows facing the valley and the natural reserve below.50 square meter private terrace with incredible view on the countryside.15x4 meter swimming pool .  …see more

from £475 / night

£3320 - £5302 / week

View

22 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £475 / night

£3320 - £5302 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Enchanting typical Villa located in the very heart of Chianti between Siena and Firenze.  …see more

from £316 / night

£2206 - £3162 / week

View

24 Photos

Gaiole in Chianti / Lecchi

Castle / 6 Bedrooms / sleeps 16

Short stays welcome

Add to shortlist

from £316 / night

£2206 - £3162 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

from £610 / night

£4265 - £6931 / week

View

24 Photos

Province of Siena / San Casciano dei Bagni

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £610 / night

£4265 - £6931 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in San Casciano Dei Bagni with 5 bedrooms sleeps 10  …see more

from £736 / night

£5148 - £9192 / week

View

23 Photos

Province of Siena / Siena

Villa / 5 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £736 / night

£5148 - £9192 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Amazing villa,with pool and large garden close to Siena  …see more

from £176 / night

£1228 - £1559 / week

View

22 Photos

Sinalunga / Farnetella

Cottage / 3 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £176 / night

£1228 - £1559 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This holiday home in Tuscany is immersed in the green countryside of the Sienese hills, between the Chianti area and the Val d'Orcia. Located 40 km east of Siena, this charming old farmhouse is quite near to the medieval villages of Lucignano and Sinalunga,  …see more

from £358 / night

£2500 - £3530 / week

View

17 Photos

Province of Siena / Radda in Chianti

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £358 / night

£2500 - £3530 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Cosoli is located in Chianti Classico, conveniently half way from Florence and Siena. The villa overlooks a massive olive grove but yet surrounded by a great view of surrounding vineyards and small cities in the distance. 3 hours weekly housekeeping is included as well as the complete house cleaning after leaving.  …see more

from £54 / night

£376 - £515 / week

View

13 Photos

Province of Siena / Castelnuovo Berardenga

Gite / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £54 / night

£376 - £515 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Rocche di Valiano 1 is a beautiful bedroom in Borgo Le Rocche di Valiano. The room, with private bathroom, can host up to 2 guests, and has direct access to the gardend.  …see more

from £74 / night

£512 - £726 / week

View

97 Photos

Rapolano Terme / Serre di Rapolano

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £74 / night

£512 - £726 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
3-room apartment 60 m2 on 1st floor: living/dining room with satellite TV. 1 double bedroom. 1 room with 1 double bed (140 cm). Kitchenette. Shower/bidet/WC. Facilities: Internet (Dial up/ISDN). Entrance from external staircase (common with La Torretta). Included: Cot  …see more

from £137 / night

£956 - £1361 / week

View

19 Photos

Province of Siena / Siena

Cottage / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £137 / night

£956 - £1361 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Following a road that climbs the hills of the Sienese Montagnola, there is a small ancient village which houses the remains of an ancient church and some houses inhabited partly by the owners. Here, surrounded by greenery and tranquility is this small cottage.  …see more

from £53 / night

£368 - £515 / week

View

8 Photos

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £53 / night

£368 - £515 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
ADATTO PER FAMIGLIE CON BAMBINI E GRUPPI DI AMICI  …see more

from £87 / night

£603 - £670 / week

View

18 Photos

Province of Siena / Rapolano Terme

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £87 / night

£603 - £670 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Apartment totally renewed in 1999.It is composed by 2 bedrooms (one with a duoble bed and the other with two single beds), bathroom (with the shower), a spacious kitchen and dining room with TV and an outside area with table and chairs.  …see more

from £177 / night

£1236 / week

View

21 Photos

Castiglione D'Orcia / Gallina

Villa / 5 Bedrooms / sleeps 12

4 Nights min stay

Add to shortlist

from £177 / night

£1236 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Farmhouse Casa Orcia is situated in the province of Siena in the peaceful heart of Val d'Orcia, a beautiful landscape of UNESCO patrimony. Also available for long term rentals Security deposit € 500 city tax € 2,50 for person/night up to 4 nights heat on consumption €50/day ask rega  …see more

from £38 / night

£261 - £573 / week

View

56 Photos

Province of Siena / San Casciano dei Bagni

Apartment / 2 Bedrooms / sleeps 5

Short stays welcome

Add to shortlist

from £38 / night

£261 - £573 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
"Il Cerro", 3-room apartment 70 m2, on the ground floor, comfortable, rustic and tasteful furnishings: dining room with 1 double sofabed and open-hearth fireplace. Exit to the veranda. 1 double bedroom. 1 room with 1 bed. Small kitchen (4 hot plates, oven, freezer). Sho  …see more

from £354 / night

£2478 - £3250 / week

View

12 Photos

Gaiole in Chianti / Montefienali

Villa / 7 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £354 / night

£2478 - £3250 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The Village was completely restored for everyone loves take a refuge in a uncontaminated place that is the kingdom of silence and serenity. Come to Villa degli Albizi to stay the calm of a panorama out of the time. Montefienali, 53010 Gaiole in Chianti (SI)  …see more

from £53 / night

£368 - £662 / week

View

10 Photos

Province of Siena / San Gimignano

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £53 / night

£368 - £662 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
An old Tuscan farmhouse nestled in a typical hilly tuscan landscape away from chaos and city traffic, but easy reachable. Swimming-pool, nice private gardens, solarium-terrace, fitness-room, barbecue-area, free wi-fi unlimited connection. The property is located very close to the characteristic medieval towns of San Gimignano and Volterra.  …see more

from £48 / night

£331 - £545 / week

View

10 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £48 / night

£331 - £545 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned. Availabil  …see more

from £45 / night

£309 - £500 / week

View

13 Photos

Province of Siena / Torrita di Siena

House / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £45 / night

£309 - £500 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
it is the ideal place if you are looking to relax  …see more

from £184 / night

£1287 - £2905 / week

View

33 Photos

Province of Siena / Asciano

Villa / 5 Bedrooms / sleeps 9

3 Nights min stay

Add to shortlist

from £184 / night

£1287 - £2905 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
This is a spectacular villa, immaculately furnished and presented in a wonderful part of Italy. The owners have imported furniture from around the world to create a unique setting for guests to enjoy their stay. Complete with private pool and beautiful gardens, it's a fabulous setting for a stay in Tuscany. The gardens are extremely well tended and are full of lavender, olive trees and other attractive plants, flowers and shrubs. The location of the property makes it an ideal place from which to explore the local countryside by foot, bike or by car. There are thermal baths nearby at Rapolano Terme offering various beauty treatments and relaxing cures. The property is ideally situated for day visits by car to Siena, Florence, Cortona, Perugia and Arezzo, whilst the vineyards of southern Tuscany and Chianti, and many medieval hilltop towns are within easy driving distance. The local towns of Asciano and Sinalunga offer the closest grocery stores and local amenities. The nearest restaurants are within 2 kms of the villa.  …see more

from £103 / night

£721 - £2162 / week

View

22 Photos

Province of Siena / Radicondoli

Guest house / 1 Bedroom / sleeps 12

4 Nights min stay

Add to shortlist

from £103 / night

£721 - £2162 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Come and enjoy a taste of authentic Tuscan country life in stunning settings, amidst olive groves and vineyards tendered by a most hospitable family who run this organic farm and live in your hosts' homestead or in newly refurbished independent apartments. Perfect for family and group of friends  …see more

from £84 / night

£588 - £809 / week

View

11 Photos

Province of Siena / Sinalunga

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £84 / night

£588 - £809 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
In perfect Tuscany style, all equipped, situated at the main floor, near the swimming-pool.  …see more

from £58 / night

£405 - £920 / week

View

17 Photos

Province of Siena / Siena

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £58 / night

£405 - £920 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful farmhouse with wonderful swimming pool set close to Siena. Quiet location in strategic position to visit the famous Crete Senesi as well as the Val d'Orcia region and of course Siena and Florence. The sapcious garden allows to enjoy privacy and peace. The farmhouse is also suitable for families with children thanks to our children play ground and play room!  …see more

from £89 / night

£618 - £1648 / week

View

20 Photos

Province of Siena / Monteriggioni

Apartment / 3 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £89 / night

£618 - £1648 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to enjoy: Breakfast Dinner Wine tasting  …see more

from £184 / night

£1287 - £1866 / week

View

13 Photos

Province of Siena / Radicondoli

Apartment / 5 Bedrooms / sleeps 10

3 Nights min stay

Add to shortlist

from £184 / night

£1287 - £1866 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Around the 1756 building, the lawn borders the pinewood and surrounds the “Podere Costarella” swimming pool.
 Located on the ridge of a hillock overlooking the valley, the swimming pool with perimeter overflow offers guests a unique and suggestive view of the Tuscany co  …see more

from £89 / night

£618 - £1030 / week

View

23 Photos

Province of Siena / San Gimignano

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £89 / night

£618 - £1030 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Girasole is one of 4 apartments in our family Villa. It is very centrally situated so that guests can discover the major treasures of Tuscany in half or whole day trips. Over the last 30 years our family has offered a personal, caring hospitality and guests have often returned  …see more

from £123 / night

£860 - £1025 / week

View

11 Photos

Siena / Cerchiaia

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £123 / night

£860 - £1025 / week

View

Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Rose apartment is a charming house, perfect for a pleasant holiday in Siena. Located in a noble palace, in the heart of the city, it is furnished with elegance, style, antique furniture, features fully equipped kitchen, two double bedrooms, two bathrooms, sitting area .  …see more

from £106 / night

£740 - £1000 / week

View

7 Photos

Province of Siena / Asciano

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £106 / night

£740 - £1000 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
Set in the rolling hills of the Crete Senesi with breathtaking views over the spectacular countryside. There are 8 spacious apartments, private outside areas and swimming pool from March to November.  …see more

from £53 / night

£366 - £519 / week

View

28 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £53 / night

£366 - £519 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
The apartment Gaiole 13, is a wonderful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 3 person.  …see more

from £63 / night

£437 - £1022 / week

View

100 Photos

Province of Siena / Poggibonsi

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £63 / night

£437 - £1022 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
"Fattore", 3-room apartment 70 m2 on 1st floor, comfortable and rustic furnishings: living/dining room with 1 double sofabed and TV. 1 double bedroom. 1 double bedroom. Kitchenette (dishwasher, microwave, freezer) with dining table. Shower/bidet/WC. Included: Cot (up t  …see more

from £151 / night

£1052 - £2280 / week

View

20 Photos

Province of Siena / Radicofani

Villa / 7 Bedrooms / sleeps 14

5 Nights min stay

Add to shortlist

from £151 / night

£1052 - £2280 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Alonestanding villa with private pool in Southern Tuscany. Quiet location and privacy.  …see more

from £163 / night

£1140 - £1361 / week

View

21 Photos

Montalcino / Val d'Orcia

Apartment / 4 Bedrooms / sleeps 9

7 Nights min stay

Add to shortlist

from £163 / night

£1140 - £1361 / 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 cosy mansard in the ancient stone villa Pian dell'Asso near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for a relaxing holiday: good food and wine, art and sport.  …see more

from £161 / night

£1123 - £2659 / week

View

100 Photos

Province of Siena / Radicofani

House / 5 Bedrooms / sleeps 10

Short stays welcome

Add to shortlist

from £161 / night

£1123 - £2659 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
7-room house 300 m2 on 2 levels, spacious, rustic furnishings: living room with open-hearth fireplace and satellite TV. Exit to the garden. Large dining room. Exit to the loggia. 1 room with 1 double bed, 1 pull-out bed and shower/bidet/WC. 1 small room with 1 double be  …see more

from £22 / night

£148 - £1177 / week

View

16 Photos

Province of Siena / Siena

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £22 / night

£148 - £1177 / week

View

Key info:

  • Nearest beach 90 km
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Located in area of Logge del Papa at 100m from famous Piazza del Campo inside Leocorno neighborhood. We can organize guided tours inside the city, in Chianti or Valdorcia areas, book restaurants, vine tastings etc.  …see more

from £50 / night

£350 - £478 / week

View

24 Photos

Province of Siena / Ville di Corsano

Castle / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £50 / night

£350 - £478 / week

View

Key info:

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

from £54 / night

£375 - £736 / week

View

11 Photos

Sinalunga / Rigomagno

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £54 / night

£375 - £736 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Splendid old farmhouse carefully restored to maintain its original structural features and divided into two apartments.  …see more

from £108 / night

£750 - £950 / week

View

13 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £108 / night

£750 - £950 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Italy, Tuscany, Chianti, Castellina in Chianti, Florence, swimming pool, tennis court, private garden, stunning views, Luxury interior designed, house, beautiful gardens, San Gimignano, Siena, Florence, Firenze.  …see more

from £253 / night

£1765 - £2059 / week

View

9 Photos

Province of Siena / Castelnuovo Berardenga

Castle / 3 Bedrooms / sleeps 7

3 Nights min stay

Add to shortlist

from £253 / night

£1765 - £2059 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

from £127 / night

£883 - £1103 / week

View

12 Photos

Province of Siena / Sarteano

Apartment / 3 Bedrooms / sleeps 11

3 Nights min stay

Add to shortlist

from £127 / night

£883 - £1103 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
Comfortable and stilish Renaissance house in the heart of the medieval Tuscan village of Sarteano, between Val d'Orcia and Val di Chiana. The house provides also connections for motorbyke rentals and tours, and saling on the near lake of Trasimeno. The home is of two fl  …see more

from £79 / night

£552 / week

View

11 Photos

Province of Siena / La Piazza

House / 3 Bedrooms / sleeps 7

2 Nights min stay

Add to shortlist

from £79 / night

£552 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is a lovely big holiday house, located in the very heart of Chianti hill, in the middle of the best landscape, the best food and the best wines. The house is completely furnished and adapt to guest you for your perfect 'dolcevita' tuscan holiday.  …see more

from £73 / night

£510 - £6146 / week

View

13 Photos

Province of Siena / San Gimignano

B&B / 11 Bedrooms / sleeps 24

3 Nights min stay

Add to shortlist

from £73 / night

£510 - £6146 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Romantic location surrounded by olive trees and vineyards Beauiful B&B near San Gimignano in the heart of Tuscany New comfortable rooms Rich breakfast buffet on the terrace Large swimming pool with loungers Free parking Olive oil and precious wines from home production  …see more

from £111 / night

£773 - £1545 / week

View

24 Photos

Castelnuovo Berardenga / Vagliagli

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £111 / night

£773 - £1545 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
large 2 bedroom Apartment, with independent entrance, located in the main in villa where the owner lives. Large garden (400 square meters) shared with the owner. internet wi fi, sat tv, private car parking. Wonderful terrace with view over Siena. Breakfast included.  …see more

from £55 / night

£380 - £595 / week

View

8 Photos

Murlo / Casciano di Murlo

Apartment / 1 Bedroom / sleeps 3

7 Nights min stay

Add to shortlist

from £55 / night

£380 - £595 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
An old stone farmhouse on the edge of a village. Restaurant close by. The friendly owners on site produce olive oil and Chianti. For those who want a simple rural property, a wonderful spot for walking and ideal base for exploring this beautiful part of Tuscany.  …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