List your home
Apply filters
£ to

Holiday homes 39

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
  • Castellina In Chianti Clear

Location

  • All locations
  • Cagnano di Sotto (1)

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

Filters applied: Apartment (39)

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
39 Results   |  
16 Photos

Castellina In Chianti / Cagnano di Sotto

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £48 / night

£332 - £483 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
TUSCAN STYLE STONE MADE APARTMENT WITH TERRACE OUTDOOR EATING SPACE AND POOL TO SHARE WITH TWO BEDROOMS THAT CAN ACCOMMODATE 4 ADULTS, THIS HOUSE IS SURROUND BY GREEN. HEART OF CHIANTI , PEACEFUL RELAXING AREA, PERFECTLY LOCATED TO TOUR AROUND  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 4 Bedrooms / sleeps 9

Short stays welcome

Add to shortlist

from £120 / night

£839 - £1529 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"Il Forno", 5-room apartment 130 m2 on 3 levels, on the ground floor, rustic furnishings: living/dining room. Exit to the loggia. 1 double bedroom, ceiling height 240 cm. Kitchenette (oven, dishwasher, freezer). Shower/bidet/WC. Upper floor: 1 double bedroom. 2nd upper  …see more

27 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £83 / night

£580 - £720 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Long-term Renters Welcome children welcome non smoking only pets not allowed wheelchair inaccessible  …see more

Featured properties

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

5 Nights min stay

Add to shortlist

from £132 / night

£919 - £1212 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Le Stalle is a lovely 2-bedroom apartment situated on the ground floor of Podere Patrignone, a 15th century farmhouse in the heart of Chianti, surrounded on all sides by olives, vines, hills and forest. It has a kitchen, dining area, outside porch and use of the pool.  …see more

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £120 / night

£837 - £990 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Four rooms, 90 sqm, fully equipped kitchen and living room, 3 double bedrooms (one with high window). Inside, each bedroom has TV and bathroom with shower (total 3 baths).  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

Add to shortlist

from £49 / night

£341 - £598 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
2-room apartment 40 m2 on 1st floor, rustic furnishings: living/dining room with 1 double sofabed. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC. Garden. Terrace furniture. Facilities: Internet (DSL/LAN, extra). Please note: ma  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

Short stays welcome

Add to shortlist

from £54 / night

£375 - £872 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room apartment 70 m2, on the ground floor, rustic furnishings: living/dining room with open-hearth fireplace. Exit to the garden. 1 double bedroom with 1 bed and 1 double sofabed. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £52 / night

£362 - £651 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room apartment 60 m2, on the ground floor, rustic furnishings: living room. 1 double bedroom with 1 bed. 1 room with 1 double bed (140 cm). Exit to the patio. Kitchenette (oven, dishwasher). Shower/bidet/WC. Garden. Terrace furniture. Facilities: Internet (DSL/LAN, ex  …see more

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £80 / night

£558 - £599 / week

View

Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Large, elegant, comfortable apartment in incomparable surroundings. Peaceful and relaxing with spectacular scenery. 3 km from Castellina in Chianti with its medieval town centre, shops, bars, restaurants. 22 km from Siena., 37km from Florence. No neighbours or noise. Perfect to come home to after the day's excursions. A glass of wine in the garden, dinner under the stars.  …see more

7 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £158 / night

£1102 - £1319 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beautiful and typical apartment for 4/6 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

9 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £99 / night

£689 - £885 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed
Beautiful and typical apartment for 2/4 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £51 / night

£356 - £432 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Bed and bathroom linen and kitchen teatowels, hairdryer, water, gas and electric consumption, central heating, final cleaning, pool use, car park, ping pong, barbecues, washing machine for common use, wi-fi in common area, 6 bikes for adults, on request iron and ironing  …see more

12 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £94 / night

£653 - £1015 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Le colline del Chianti a bordo piscina, il nostro giardino privato per le vostre cene estive, il barbecue e forno a legna, il camino, la chiesetta, i laghetti, il comfort e la pace... Chianti Suite Borgo Quornia offre tutto questo e soggiornarvi sarà un incanto!  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £51 / night

£356 - £432 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Double room, kitchen, bathroom with shower. First floor.40 sqm  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £78 / night

£545 - £649 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Double room, living room with truckle bed, kitchen, bathroom with shower. Ground floor. 60 sqm  …see more

17 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £78 / night

£541 - £644 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Three rooms, 60 square meters, with kitchen and TV, 2 double bedrooms (one with high window), a bathroom with shower. The apartment is at the first floor. enfant bed  …see more

23 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £52 / night

£363 - £441 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use.  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £51 / night

£356 - £432 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use.  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £77 / night

£533 - £635 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Three rooms, 55 sqm, consisting of small kitchen and TV, 2 double bedrooms, a bathroom with shower. The apartment is at the first floor.  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 5 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £138 / night

£966 - £1207 / week

View

Key info:

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
'Cispiano' is part of our Estate Il Palagione which offers a total of 10 Houses and apartments.  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £44 / night

£305 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Chianti, Castellina, Siena, Toscana, Firenze, Natura, Vino, Arte, Cultura  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £66 / night

£457 - £533 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Bed and bathroom linen and kitchen teatowels, hairdryer, water, gas and electric consumption, central heating, final cleaning, pool use, car park, ping pong, barbecues, washing machine for common use, wi-fi in common area, 6 bikes for adults, on request iron  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £84 / night

£584 - £685 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Three rooms, 70 sqm, a kitchen and TV, 2 double bedrooms, 2 bathrooms with shower. Access to people with disabilities. On the ground floor front with table, chairs and umbrella.  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £57 / night

£399 - £679 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"La Tinaia", 3-room apartment 85 m2, on the ground floor. Beautiful and tasteful furnishings: living/dining room with open-hearth fireplace and satellite TV. Exit to the garden, to the terrace. 1 double bedroom. 1 double bedroom. Exit to the garden. Kitchenette (4 hot p  …see more

Very Good 4.5/5 

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £49 / night

£337 - £561 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £123 / night

£856 - £1012 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Sidonia is a pleasant and spacious apartment in the characteristic style of the Tuscan countryside. It sleeps six people. It is appoximately 90 square meters (970 square feet)  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £155 / night

£1084 - £1846 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Carming apartments in a medieval hamlet in heart of Tuscany, all the apartments have been carefully restored, swimming pool  …see more

11 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 6

7 Nights min stay

Add to shortlist

from £67 / night

£463 - £1074 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 6 persons, with swimming pool , in Chianti  …see more

11 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £78 / night

£545 - £649 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla B is a characteristic apartment surrounded by the vegetation. It sleeps four people. It is appoximately 60 square meters (645 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1  …see more

16 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £78 / night

£545 - £649 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla C is a cozy apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 55 square meters (590 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

4 Nights min stay

Add to shortlist

from £52 / night

£363 - £441 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla E is a characteristic apartment in the characteristic style of the Tuscan countryside. It sleeps two people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £82 / night

£571 - £955 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Carming apartments in a medieval hamlet in heart of Tuscany, all the apartments have been carefully restored, swimming pool  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £133 / night

£929 - £1535 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Carming apartments in a medieval hamlet in heart of Tuscany, all the apartments have been carefully restored, swimming pool  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £118 / night

£820 - £1380 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Carming apartments in a medieval hamlet in heart of Tuscany, all the apartments have been carefully restored, swimming pool  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £52 / night

£363 - £441 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla F is an apartment in the characteristic style of the Tuscan countryside. It sleeps two people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 3

5 Nights min stay

Add to shortlist

from £67 / night

£467 - £545 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla G is an apartment in the characteristic style of the Tuscan countryside. It sleeps three people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

Add to shortlist

from £78 / night

£545 - £649 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla A is an apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 60 square meters (645 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

16 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £86 / night

£597 - £700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla D is a cozy apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 70 square meters (750 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £60 / night

£414 - £850 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 5 persons, with swimming pool , in Chianti  …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