List your home
Apply filters
£ to

23 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
2,543 properties
Florence
977 properties
Trapani
511 properties
Venice, Veneto
492 properties
Amalfi Coast
465 properties
Lucca
427 properties
Cortona
419 properties
Palermo
418 properties
Sorrento, Campania
355 properties
Cefalu
310 properties
San Gimignano
298 properties
Taormina
270 properties
Greve in Chianti
269 properties
Alghero
259 properties

Filters applied: Wi-Fi available (23)

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
23 Results  |  
17 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £340 /night

£2375 - £2714 / 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

13 Photos

Farmhouse | 5 Bedrooms | sleeps 11

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £109 /night

£760 - £1352 / week

View

Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
The Fattoria Il Petriccio is located on the hills of Valdelsa, 2 miles from Castelfiorentino (Florence), in an area rich of history near the medieval paths of the via Francigena and close to the villages where Leonardo and Boccaccio were born.  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

Add to shortlist

from £52 /night

£360 - £640 / week

View

Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ideal location in Tuscany for visiting all the tuscan art cities and for relaxing living the countryside life and tasting local products such as wine, vinsanto and olive oil  …see more

Featured properties

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

15 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £59 /night

£413 - £861 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
On the top of a green hill a self-catering apartment with a stunning view while sunbathing by the pool. Ideal to reach main art Tuscan cities. Private garden with porch for fresh dining. Pool, bocce ball court and table tennis. Wine and extravergin olive oil tasting of our production at the farm (20 min.)  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £48 /night

£335 - £662 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Farmhouse in the Tuscan's country near Florence. Ideal for family and for who want relax. Swimmingpool and big garden with bbq.  …see more

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £38 /night

£263 - £501 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Farmhouse in the Tuscan's country near Florence. Ideal for family and for who want relax. Swimmingpool and big garden with bbq.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £67 /night

£467 - £742 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
For the independent traveler in a perfect position to visit the local medieval villages taste the local cuisine and excellent famous wines.Soak up Tuscan landscape from your 700 sqm garden and admire the panoramic views this house offers.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £836 /night

£5852 - £8796 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Every building in the Tuscan landscape is pervaded of the many cultures that inhabited it throughout the centuries.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £159 /night

£1109 - £2052 / week

View

Key info:

  • 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

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £58 /night

£400 - £712 / week

View

Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ideal location in Tuscany for visiting all the tuscan art cities and for relaxing living the countryside life and tasting local products such as wine, vinsanto and olive oil  …see more

24 Photos

Castle | 6 Bedrooms | sleeps 12

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £909 /night

£6360 - £9538 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The most stylish holiday today is choose a large Villa where to meet with the family or friends. About 30 Km from Florence, Castle of Cabbiavoli, which history dates back to 1210 has been completely restored and it can accommodate 12 people in luxurious comfort  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £63 /night

£437 - £1118 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
On the top of a green hill a self-catering apartment with a stunning view while sunbathing by the pool. Ideal to reach main art Tuscan cities. Private garden with porch for fresh dining. Pool, bocce ball court and table tennis. Wine and extravergin olive oil tasting of our production at the farm (20 min.)  …see more

20 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £93 /night

£650 - £1350 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Picea C is a welcoming two-story apartment that is part of an ancient country house located on top of a small hill. It sleeps eight people. From Casa Picea C you will have a pleasant view of the Chianti hills and of the vineyards  …see more

20 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £50 /night

£350 - £750 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Picea B is a characteristic apartment that is part of an ancient country house located on top of a small hill. It sleeps four people. From Casa Picea B you will enjoy a splendid view of the Chianti hills and of the vineyards  …see more

20 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £50 /night

£350 - £750 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Picea D is a characteristic apartment that is part of an ancient country house located on top of a small hill. It sleeps four people. From Casa Picea D you will enjoy a splendid view of the Chianti hills and of the vineyards  …see more

20 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

Add to shortlist

from £208 /night

£1450 - £2650 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Villa Tessa is a splendid two-story villa with the strong charachter which derives from it actually being a converted barn house. It sleeps ten people. From Villa Tessa you will enjoy a charming view of the Chianti hills and of the vineyards  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £79 /night

£550 - £1100 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Picea A is a graceful two-story apartment that is part of an ancient country house located on top of a small hill. It sleeps six people. From Casa Picea A you will have a pleasant view of the surrounding countryside  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £892 /night

£6240 - £9392 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Atop a hill with sweeping views over its vast estate of vineyards, olive groves and farmland in the beautiful Chianti country, this grand villa with pool and chapel is the ideal setting for a special wedding or luxury holiday.  …see more

24 Photos

Barn | 5 Bedrooms | sleeps 9

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £124 /night

£868 - £1752 / 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

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £158 /night

£1103 - £1612 / 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

£507 - £1029 / 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

£410 - £828 / 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