Horse riding holiday villas and apartments Castellina In Chianti | Holiday Lettings

Close
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

27 Holiday homes

Filters applied: Horse riding (27)

(1) Very Good 

30

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £121 / night

£478 - £721 / week

Book View

from £121 / night

(2) Excellent 

48

Province of Siena / Castellina In Chianti

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 150 km
  • Child friendly
  • Private garden

 …see more

from £105 / night

£479 - £566 / week

Book View

from £105 / night

13

La Tinaia - beautiful 1 bedroom cottage & garden - Castellina In Chianti cottage sleeps 2

Province of Siena / Castellina In Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Private garden
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 £131 / night

£783 - £966 / week

Book View

from £131 / night

(3) Excellent 

24

Siena Chianti Farmhouse Flat - Castellina In Chianti apartment sleeps 8

Province of Siena / Castellina In Chianti

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Private garden
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 £100 / night

£700 - £761 / week

Book View

from £100 / night

8

Il Torrino - Castellina In Chianti villa sleeps 7

Province of Siena / Castellina In Chianti

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Inside, the property is set over 3 floors. On the ground floor, there is an open plan living and dining area, a separate well equipped kitchen, bathroom and 2 double bedrooms. A spiral staircase leads guests up the watchtower to a pretty single bedroom. Another spiral s  …see more

from £181 / night

£1261 - £2348 / week

Book View

from £181 / night

16

Luxury Chianti apartment with shared pool, private garden, barbecue - Castellina In Chianti castle sleeps 4

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
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 £138 / night

£962 - £1334 / week

Enquire View

from £138 / night

(1) Excellent 

24

Villa Patrignone 7 bedroom Tuscany villa with pool - Castellina In Chianti villa sleeps 14

Province of Siena / Castellina In Chianti

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
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 £397 / night

£2379 - £4107 / week

Book View

from £397 / night

24

Villa Rosa - Castellina In Chianti villa sleeps 12

Province of Siena / Castellina In Chianti

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 £578 / night

£4044 / week

Enquire View

from £578 / night

13

Il Granaio - Castellina In Chianti house sleeps 6

Province of Siena / Castellina In Chianti

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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 - £750 / week

Book View

from £83 / night

23

FIENILE AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 5

Province of Siena / Castellina In Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 View

Pricing unknown

14

NICCHIE AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 7

Province of Siena / Castellina In Chianti

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 View

Pricing unknown

(3) Very Good 

24

Province of Siena / Castellina In Chianti

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

 …see more

from £200 / night

£1394 / week

Book View

from £200 / night

14

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

Province of Siena / Castellina In Chianti

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
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 £187 / night

£1122 - £1448 / week

Book View

from £187 / night

16

Province of Siena / Castellina In Chianti

9 16 Min stay varies

  • 9 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

Book View

Pricing unknown

(2) Excellent 

17

Province of Siena / Castellina In Chianti

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £38 / night

£261 / week

Book View

from £38 / night

18

FORNO AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 3

Province of Siena / Castellina In Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 View

Pricing unknown

13

CISPIANO AGRITURISM IL CELLESE - Castellina In Chianti farmhouse sleeps 6

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 £131 / night

£522 / week

Book View

from £131 / night

24

SUITE " SERGIO " - Castellina In Chianti farmhouse sleeps 6

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 £174 / night

£1044 / week

Book View

from £174 / night

14

LOFT AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 4

Province of Siena / Castellina In Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 View

Pricing unknown

15

Province of Siena / Castellina In Chianti

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Private garden

 …see more

from £53 / night

£366 / week

Book View

from £53 / night

(2) Excellent 

19

Province of Siena / Castellina In Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £160 / night

£1120 - £1461 / week

Book View

from £160 / night

(3) Very Good 

59

Province of Siena / Castellina In Chianti

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 97 km
  • Child friendly
  • Ask about pets

 …see more

from £105 / night

£479 / week

Book View

from £105 / night

22

Province of Siena / Castellina In Chianti

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 193 km
  • Swimming pool
  • Child friendly

 …see more

from £578 / night

£4044 / week

Enquire View

from £578 / night

27

Province of Siena / Castellina In Chianti

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly

 …see more

from £118 / night

£824 / week

Book View

from £118 / night

(2) Excellent 

13

Province of Siena / Castellina In Chianti

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £94 / night

£653 - £761 / week

Book View

from £94 / night

(9) Excellent 

19

Province of Siena / Castellina In Chianti

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £162 / night

£1131 - £1661 / week

Book View

from £162 / night

17

Province of Siena / Castellina In Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £118 / night

£822 - £1187 / week

Book View

from £118 / 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