List your home
Apply filters
£ to

Holiday homes 11

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
  • Radda in Chianti Clear

Location

  • All locations

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: Cycling holidays (11)

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
11 Results   |  

from £50 / night

£350 / week

View

Excellent 5/5 

16 Photos

Province of Siena / Radda in Chianti

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £50 / night

£350 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
A very comfortable one bedroom apartment in a farmhouse whose origins go back 1000 years, immersed in the heart of the Chianti countryside, ideal for complete relaxation, pleasant walks and visits to the cultural cities and nearby villages.  …see more

from £93 / night

£648 - £1727 / week

View

Very Good 4/5 

24 Photos

Province of Siena / Radda in Chianti

Villa / 3 Bedrooms / sleeps 7

Very Good 4/5 

4 Nights min stay

Add to shortlist

from £93 / night

£648 - £1727 / week

View

Late Deal: save up to €458 (approx. £329)

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
What makes a holiday at LisiDor an unforgettable memory? the people you will meet ... * our Chef * our lovely housekeeper * our professional tennis teacher * our local guide * our 'PERSONAL DAILY HOLIDAY PLANNER' !! ... EXPERIENCE REAL TUSCANY ... Self-catering villa stunning view over hills Private pool. tennis court wifi  …see more

from £122 / night

£853 - £2350 / week

View

Excellent 5/5 

23 Photos

Province of Siena / Radda in Chianti

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £122 / night

£853 - £2350 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
What makes a holiday at LisiDor an unforgettable memory? the people you will meet ... * our Chef * our lovely housekeeper * our professional tennis teacher * our local guide * our 'PERSONAL DAILY HOLIDAY PLANNER' !! ... EXPERIENCE THE REAL TUSCANY Typical Tuscany stone house. private villa private swimming pool fenced garden tennis court wifi  …see more

Featured properties

from £37 / night

£259 - £324 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Radda in Chianti

Farmhouse / 1 Bedroom / sleeps 2

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £37 / night

£259 - £324 / week

View

Key info:

  • Nearest beach 130 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A holiday in Tuscany at Podere Tegline Farmhouse to enjoy and get to know life in Chianti Classico wine territory.You can live in an ancient house of 1500 restored to offer the authenticity of the past with an old charm in a virgin natural Oasis here you are WELCOME Our house is in a central position between art cities as Florence, Siena, S.Gimignano, Lucca, Pisa, Arezzo.  …see more

from £65 / night

£454 - £864 / week

View

10 Photos

Province of Siena / Radda in Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £65 / night

£454 - £864 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
We are situated in the historical heart of Tuscany and Chianti, half way between Siena and Firenze, on a hill overlooking a green and striking valley.The apartments are located in a picturesque hamlet that has been completely ristored- chianti full immersion, wine, food, striking landscape and culture  …see more

from £108 / night

£756 - £907 / week

View

4 Photos

Province of Siena / Radda in Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £108 / night

£756 - £907 / week

View

Key info:

  • Suitable for children over 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Thanks to the “Self-catering Formula” our guests will feel like they're at home, the equipments of every flat are really complete. The position in the heart of Chianti makes Resort Olmo a privileged starting point to explore Tuscany.  …see more

from £1028 / night

£7195 - £8274 / week

View

18 Photos

Province of Siena / Radda in Chianti

Villa / 8 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £1028 / night

£7195 - £8274 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Between the two small towns of Radda and Gaiole in Chianti, two historical sites for the production of Chianti Classico, right in the heart of Tuscany, there lies Fattoria of Villa Divina, a large farm of approx 500 acres  …see more

from £83 / night

£576 - £720 / week

View

19 Photos

Province of Siena / Radda in Chianti

Farmhouse / 3 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £83 / night

£576 - £720 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Casale in pietra nel cuore del Chianti Classico, immerso nella fantastica campagna Toscana. Struttura rustica ma confortevole, arredata con gusto, ideale per vacanza all'insegna di relax, tranquillità, contatto con la natura, buona gastronomia e visite a città d'arte.  …see more

from £88 / night

£612 - £648 / week

View

25 Photos

Province of Siena / Radda in Chianti

Tower / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £88 / night

£612 - £648 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Torre Romantic View Lake Vineyards Olive Grouth Swimming Pool Wine Relax Families Childrens Peacefull The Torre is 1,5 km from Radda enjoing all the facilities of a charming small village. Full of Activities!  …see more

from £162 / night

£1130 - £1882 / week

View

Very Good 4/5 

24 Photos

Province of Siena / Radda in Chianti

Villa / 3 Bedrooms / sleeps 6

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £162 / night

£1130 - £1882 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Adine is a fantastic, private villa situated in a typical Tuscan hamlet of private homes. It is a few minutes drive from the quaint village of Lecchi in Chianti . There are breathtaking views from the windows, terraces and pool area.  …see more

from £48 / night

£331 - £601 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Radda in Chianti

Villa / 1 Bedroom / sleeps 3

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £48 / night

£331 - £601 / 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
Within easy reach of Florence, Siena and San Gimignano this lovely one bedroomed villa makes for a romantic getaway with its two private terraces with spectacular views over the Tuscan countryside.  …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