Cycling holiday villas and apartments Castellina In Chianti | Holiday Lettings

Close

View larger map

Price per night

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Siena
  • Castellina In Chianti

Location

  • All locations
  • Cagnano di Sotto (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
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

29 Holiday homes

Filters applied: Cycling holidays (29)

Travellers going to Castellina In Chianti are booking September dates now. Secure your holiday home today and have the perfect trip.

(1) Very Good 

1 / 30

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £58 / night

£458 - £1426 / week

Book Book View

from £58 / night

(3) Very Good 

1 / 59

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 97 km; Great for children of all ages ; Car essential;
 …see more

from £100 / night

£459 - £542 / week

Book Book View

from £100 / night

(2) Excellent 

1 / 48

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 150 km; Great for children of all ages ; Car essential;
 …see more

from £100 / night

£459 - £542 / week

Book Book View

from £100 / night

1 / 14

Tuscany / Province of Siena / Castellina In Chianti

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £40 / night

£266 - £625 / week

Book Book View

from £40 / night

(2) Excellent 

1 / 19

Tuscany / Province of Siena / Castellina In Chianti

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 97 km; Swimming pool; Great for children of all ages ;
 …see more

from £154 / night

£1074 - £1400 / week

Book Book View

from £154 / night

1 / 22

Tuscany / Province of Siena / Castellina In Chianti

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 193 km; Swimming pool; Great for children of all ages ;
 …see more

from £554 / night

£3875 / week

Enquire Enquire View

from £554 / night

1 / 24

Villa Rosa - Castellina In Chianti villa sleeps 12

Tuscany / Province of Siena / Castellina In Chianti

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Everything about this property is classically Tuscan. If you dream of typical Tuscany as breathtaking panoramas, misty hills covered in precision lines of vineyards, olive groves, gravel roads and driveways shadily lined with pointy cypress trees, and grand villas with  …see more

from £554 / night

£3875 / week

Enquire Enquire View

from £554 / night

1 / 13

Il Granaio - Castellina In Chianti house sleeps 6

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Luxury interior designed 2 bedroom house in stunning position in Chianti countryside with a private garden (half acre) and 2 terccaces. Shared swimming pool and tennis courts within a medieval village setting. 12km from Castellina in Chianti, 7km from Poggibonsi. Stunn  …see more

from £83 / night

£575 - £940 / week

Book Book View

from £83 / night

1 / 16

Luxury Chianti apartment with shared pool, private garden, barbecue

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Come to the heart of the Chianti region to discover a wonderfully charming inn and agritourism facility that offers hotel-like amenities in elegant apartment suites, set in the evocative atmosphere of the Tuscan hills. Resting on a rolling hill, the Borgo is located  …see more

from £132 / night

£922 - £1552 / week

Enquire Enquire View

from £132 / night

(2) Excellent 

1 / 17

Tuscany / Province of Siena / Castellina In Chianti

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Car advised;
 …see more

from £36 / night

£250 / week

Book Book View

from £36 / night

1 / 24

Siena Chianti Farmhouse Flat - Castellina In Chianti apartment sleeps 8

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 90 km; Great for children of all ages ; Car essential;
Immersed in the country but within walking distance of Castellina in Chianti, a 150 sq.m. apartment in an old stone, Chianti farmhouse with its own big, enclosed private garden. The rooms are all large, the ceilings are beamed and terracotta tiled, floors terracotta til  …see more

from £96 / night

£671 - £730 / week

Book Book View

from £96 / night

(2) Excellent 

1 / 24

Tuscany / Province of Siena / Castellina In Chianti

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
 …see more

from £191 / night

£1336 / week

Book Book View

from £191 / night

(1) Excellent 

1 / 24

Villa Patrignone 7 bedroom Tuscany villa with pool

Tuscany / Province of Siena / Castellina In Chianti

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
Villa Patrignone has 7 large double bedrooms, each with private bathroom, a cavernous kitchen-dining room with large fireplace, and a lovely living room, with high vaulted ceilings, comfortable sofas and a library. The house was built sometime in the 1500s and still has  …see more

from £380 / night

£2280 - £3936 / week

Book Book View

from £380 / night

1 / 13

La Tinaia - beautiful 1 bedroom cottage & garden

Tuscany / Province of Siena / Castellina In Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of fores  …see more

from £125 / night

£750 - £925 / week

Book Book View

from £125 / night

1 / 27

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 83 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £116 / night

£812 / week

Book Book View

from £116 / night

(4) Very Good 

1 / 8

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £109 / night

£750 - £1084 / week

Book Book View

from £109 / night

1 / 14

Le Stalle, Podere Patrignone - Castellina In Chianti apartment sleeps 5

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 55 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Rather unglamorously, this apartment used to house livestock owned by the tenant farmers. However, the transformation could not be more complete. Two large beautiful arched windows are the main feature of this bright 2-bedroom apartment.A covered entrance leads to a ver  …see more

from £180 / night

£1075 - £1388 / week

Book Book View

from £180 / night

1 / 23

FIENILE AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 5

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 18

FORNO AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 3

Tuscany / Province of Siena / Castellina In Chianti

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 14

NICCHIE AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 7

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 13

CISPIANO AGRITURISM IL CELLESE - Castellina In Chianti farmhouse sleeps 6

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

from £125 / night

£500 - £1250 / week

Book Book View

from £125 / night

1 / 14

LOFT AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 4

Tuscany / Province of Siena / Castellina In Chianti

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 11

Tuscany / Province of Siena / Castellina In Chianti

3 bedroomsSleeps 87 nights min stay

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

from £146 / night

£1021 / week

Book Book View

from £146 / night

1 / 24

SUITE " SERGIO " - Castellina In Chianti farmhouse sleeps 6

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Sergio is a two storey ground floor apartment at the one end of the main building. It has a private furnished terrace that overlooks the olive groves, vineyards ande the picturesque countryside.Entry is directly into the main living room, complete with a wood burning fi  …see more

from £167 / night

£1000 - £1750 / week

Book Book View

from £167 / night

1 / 17

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 97 km; Swimming pool; Great for children of all ages ;
 …see more

from £113 / night

£788 - £1138 / week

Book Book View

from £113 / night

1 / 19

Tuscany / Province of Siena / Castellina In Chianti

5 bedroomsSleeps 167 nights min stay

  • 5 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £298 / night

£2080 - £3333 / week

Book Book View

from £298 / night

1 / 30

Tuscany / Province of Siena / Castellina In Chianti

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Not suitable for children; Car essential; No pets allowed;
 …see more

from £75 / night

£417 / week

Book Book View

from £75 / night

1 / 10

Touristic Rent "Albergaccio" - Castellina Chianti

2 bedroomsSleeps 51 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
Pace e tranquillità nel cuore del vero Chianti, famoso in tutto il mondo per il suo vino e i prodotti della sua terra.Ideale per vacanze (inferiori a 30 giorni), fine settimana (week end) e anche per soggiorni di lavoro o affari.Un territorio ricco di natura, storia e  …see more

from £56 / night

£331 / week

Book Book View

from £56 / night

(1) Excellent 

1 / 16

Tuscany / Province of Siena / Castellina In Chianti / Cagnano di Sotto

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
 …see more

from £80 / night

£557 / week

Book Book View

from £80 / night

Top Destination reviews

Farm holidays in Chianti
A Christams dream

This year my husband and I decided to spend Christmas on our own, in the Chianti countryside. La Capanna delle Cozzole is just the perfect location: very quiet, romantic and private location. In the village you can find top quality food, wine and d … 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