List your home
Apply filters
£ to

25 Holiday homes in Castelfiorentino

Reset search

Show results on map

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
Rome
2,500 properties
Florence
982 properties
Venice, Veneto
487 properties
Trapani
475 properties
Amalfi Coast
453 properties
Lucca
437 properties
Palermo
414 properties
Cortona
411 properties
Sorrento, Campania
351 properties
Cefalu
313 properties
San Gimignano
288 properties
Taormina
275 properties
Greve in Chianti
262 properties
Massa Lubrense
245 properties

Filters applied: Pets allowed (25)

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
25 Results  |  
23 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £243 /night

£1700 - £2500 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in the top of the hill in the Tuscan countryside, there are 5 bedrooms 3 bathrooms, large living room with fireplace, dining table for 10 people, sofa and armchairs, fully equipped kitchen. Panoramic terrace overlooking the pool and garden The services: personal chef, cooking class, pizza party, wine tasting, pick up olive and grape, walk.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £160 /night

£1118 - £2069 / week

View

Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Single family independent villa from the 1850's situated in a charming village. Villa Maria is in the small and charming village of Renai, 3 km from Castelfiorentino. The villa is encircled by vineyards and olive groves.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £342 /night

£2394 - £2565 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The estate is one of the few that still keeps all the traces of the ancient times and its fascination. It lies in the charming tuscan hills, sorrounded by cypresses, olive trees and vineyards.  …see more

Featured properties

24 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £37 /night

£255 - £433 / week

View

Key info:

  • Great for children of all ages 5
  • Pets welcome
2 bedroom, 1 bath, sleeps 6 with a kitchen and wifi. Located in Castelfiorentino, Italy  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £83 /night

£581 - £896 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Castelfiorentino with 3 bedrooms sleeps 6  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £144 /night

£1007 - £1678 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Primoandnbsp;is situated in the small and charming village called Renai, 3 Km from Castelfiorentino, encircled by vineyards and olive groves. In the small town of Castelfiorentino you will be able to find Railway station, supermarket, banks, post office,  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £799 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 4  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £67 /night

£465 - £769 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in Florentine Hills  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £899 /night

£6291 - £9194 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castelfiorentino with 6 bedrooms sleeps 12  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £799 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 4  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £799 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 5  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £63 /night

£436 - £726 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 4  …see more

9 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £80 /night

£557 - £815 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 3 bedrooms sleeps 6  …see more

22 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £1020 /night

£7139 - £10433 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
About 30 Km from Florence, Villa Alberti, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a multitude of ancient influences.  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £799 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £191 /night

£1331 - £2299 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castelfiorentino with 5 bedrooms sleeps 10  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £799 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 5  …see more

8 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £83 /night

£581 - £896 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Castelfiorentino with 3 bedrooms sleeps 6  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £78 /night

£541 - £799 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Castelfiorentino with 2 bedrooms sleeps 4  …see more

22 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £25 /night

£171 - £214 / week

View

Key info:

  • Nearest beach 60 km
  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
Casa in campagna in borgo antico e caratteristico della Toscana, indicato per persone che desiderano trascorrere momenti di relax e tranquillità tra passeggiate, gite nei paesi vicini e città quali Firenze, Pisa, Siena, Livorno, Lucca. Il borgo è molto antico e molto vivibile,ci sono un alimentari,un panificio,due ristoranti caratteristici  …see more

24 Photos

Barn | 5 Bedrooms | sleeps 9

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £125 /night

£875 - £1767 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Perché Casa Vacanze Gli Oleandri? Perché è un'oasi di tranquillità e la sua posizione strategica è la base ideale per escursioni e visite guidate nei maggiori centri di interesse storico e culturale come Firenze, Siena e San Gimignano.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £49 /night

£342 / week

View

Key info:

  • Nearest beach 85 km
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
Nuovo e completamente integrato ,con mattoni esterni " facciate " terrazzi coperti e terrazzo comune con vista sui tetti del borgo ! affacciato sul fiume Elsa dove si vedono anatre e fauna caratteristica Lavastoviglie ,lavatrice , tv cucina attrezzata  …see more

11 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £159 /night

£1112 - £1625 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Villa La Bambagina fa parte della fattoria biologica Sorbigliana che si trova su una collina al centro del triangolo formato dalle città d'arte Firenze, Siena, Pisa. Qui potrete godere di una splendida vacanza di tutto relax ,immersi nella campagna toscana, ma anche dic  …see more

15 Photos

Barn | 3 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £73 /night

£511 - £1037 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Perché Casa Vacanze Gli Oleandri? Perché è un'oasi di tranquillità e la sua posizione strategica è la base ideale per escursioni e visite guidate nei maggiori centri di interesse storico e culturale come Firenze, Siena e San Gimignano  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £59 /night

£413 - £835 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
Perché Casa Vacanze Gli Oleandri? Perché è un'oasi di tranquillità e la sua posizione strategica è la base ideale per escursioni e visite guidate nei maggiori centri di interesse storico e culturale come Firenze, Siena e San Gimignano  …see more