List your home
Apply filters
£ to

Holiday homes 40

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 Florence Clear
  • Certaldo Clear

Location

  • All locations
  • Certaldo Alto (4)
  • Il Pino (13)

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
Certaldo Alto
19 properties

Filters applied: Pets allowed (40)

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
40 Results   |  

Excellent 5/5 

15 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £41 / night

£284 - £447 / week

View

Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Ideal for a romantic vacation in a relaxing surrounding, rich of history and culture in the hearth of Tuscany.  …see more


3 Sep 2013

5/5

"Absolutely charming"

We had a wonderful trip in late May 2013. The apartment is not fancy, but it was exactly what we needed. Central location, good train access, and wonderful dining experiences in Certaldo Alto. We tr… More

See all reviews Continue

11 Photos

Certaldo / Il Pino

Apartment / 3 Bedrooms / sleeps 9

2 Nights min stay

Add to shortlist

from £135 / night

£944 - £1937 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Frantoio house features a spacious living room with dining room and a loft to be used as studio with a single bedroom, 3 bedrooms (one with en-suite bathroom with shower and two bedrooms with the same bathroom with shower), 2 bathrooms, a big kitchen,  …see more

14 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £41 / night

£284 - £426 / week

View

Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Charming House in the medieval town near Florence - Siena - Pisa - Lucca - Volterra.  …see more

Featured properties

12 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £114 / night

£795 - £1341 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Forno house features a "double" kitchen (with cooking and washing area, fridge and pantry), a living room with a fireplace and 2 bedrooms (one large and one small perfect for children) both with en-suite bathrooms and a private garden  …see more

28 Photos

Certaldo / Certaldo Alto

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £38 / night

£263 - £341 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Casa Chiara, appartamento completamento ristrutturato, lungo la famosa Via del Castello, strada di accesso al pittoresco borgo medioevale di Certaldo Alto. Possibilità di internet WI-FI con un supplemento di euro 30,00 a prenotazione.  …see more

23 Photos

Certaldo / Il Pino

Villa / 13 Bedrooms / sleeps 30

Short stays welcome

Add to shortlist

from £82 / night

£568 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Free Wi-Fi 11 apartments, 4 in the main building. Air conditioning in 4 apartments  …see more

11 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £507 / night

£3547 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casa Lorenzo is an apartmente of the more big estate of Villa Bacìo a 19th typical Tuscan Villa, that originally was a monastery. For five generations it has belonged to a family who restored it and started to host many events. From the Garden of the Villa you'll have  …see more

12 Photos

Certaldo / Il Pino

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £274 / night

£1915 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casina have a beautiful terrace witha a magival view on Tuscany rolling green hills. A little side of paradise of your eyes.  …see more

24 Photos

Province of Florence / Certaldo

Townhouse / 3 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £64 / night

£447 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
L'Agriturismo Cameli si trova immerso tra le colline del Chianti fiorentino, nel comune di Certaldo - paese natale del Boccaccio, in mezzo a vigneti e oliveti da cui si gode una bellissima vista su antichi borghi medioevali: Montaione, S. Gimignano, Volterra, Certaldo  …see more

12 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £41 / night

£284 - £547 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Troverete ogni confort nel nostro appartamento, così da poter trascorrere una stupenda vacanza nel cuore della Toscana  …see more

24 Photos

Province of Florence / Certaldo

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £90 / night

£625 - £781 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
campagna toscana, giardino privato pieno di fiori e alberi da frutta, silenzio e tranquillita', piscina panoramica,  …see more

20 Photos

Province of Florence / Certaldo

House / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £43 / night

£298 / week

View

Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Appartamento situato a metà strada tra Firenze e Siena e a 10 minuti da San Gimignano. Dispone di due belle stanze con bagni , salotto , sala pranzo e una grande cucina . Ideale per le grandi famiglie .  …see more

12 Photos

Province of Florence / Certaldo

Townhouse / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £61 / night

£426 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Situata a 1.5km dal borgo medievale di Lucardo, Casa Maggiano è un loft ricavato dalla ristrutturazione di una piccola chiesa del '600. Monolocale arredato per 2 persone, letto matrimoniale, 2 bagni, cucina attrezzata, barbecue, giardino.  …see more

16 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £48 / night

£334 - £440 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
"Poggio ai Venti" si trova nel cuore della Toscana, a poca distanza dal borgo medievale di Certaldo Alto e da altri luoghi d'arte come San Gimignano, Firenze, Siena, Volterra ecc...La struttura dispone di 2 ampi monolocali, il Papavero ed il Girasole, in stile toscano P  …see more

23 Photos

Province of Florence / Certaldo

Townhouse / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £48 / night

£334 - £440 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
"Poggio ai Venti" si trova nel cuore della Toscana, a poca distanza dal borgo medievale di Certaldo Alto e da altri luoghi d'arte come San Gimignano,Firenze,Siena,Volterra ecc... La struttura dispone di 2 ampi monolocali, il Papavero ed il Girasole. Pulizie finali e for  …see more

19 Photos

Certaldo / Certaldo Alto

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £69 / night

£483 - £497 / week

View

Key info:

  • Nearest beach 50 km
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Appartamento in campagna nel cuore della Toscana,tranquillo e sicuro ottimo per famiglie ,per visitare in treno o macchina la toscana.La ristrutturazione in stile lo rende caratteristico così come la sua posizione sotto il castello medievale. Nella casa non c è intern  …see more

27 Photos

Certaldo / Il Pino

Townhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £39 / night

£270 - £454 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Il Petriccio si trova a pochi Km da Certaldo e dalle maggior città d'arte toscane.L'appartamento "A" dispone di soggiorno/cucina con divano letto,camera matrimoniale, camera doppia e bagno.A disposizione giardino comune di 2500 mq, barbecue e piscina Pulizie finali e f  …see more

26 Photos

Certaldo / Il Pino

Townhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £39 / night

£270 - £454 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
L'appartamento "B" della casa vacanze si trova a piano terra ed è composto da soggiorno/cucina con divano letto, camera matrimoniale, camera doppia e bagno con doccia. Possibilità di aggiungere un terzo letto in ogni camera. A disposizione giardino, barbecue e piscina  …see more

16 Photos

Province of Florence / Certaldo

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £31 / night

£213 - £320 / week

View

Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
contesto geografico ideale per visitare Firenze, Siena ,San Gimignano ,Volterra e tutto il Chianti. Nazione: Italia Regione: Toscana Firenze Città: certaldo Nel cuore del chianti, a pochi chilometri dalla città medievale di San Gimignano, contornato da verdi vignet  …see more

24 Photos

Province of Florence / Certaldo

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £254 / night

£1774 - £3192 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you.  …see more

14 Photos

Province of Florence / Certaldo

House / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £254 / night

£1774 - £4610 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Nine Bedroom Independent Villa Chianti Villa Pucci is a splendid 19th Century independent villa with private swimming pool, surrounded by gardens. The villa is in a perfect position enjoying fabulous unspoilt views of the unique rolling countryside of the famous Chiant  …see more

17 Photos

Province of Florence / Certaldo

House / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £824 / night

£5763 - £8422 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Six Bedroom Independent Villa Chianti Villa Il Castello, whose origins date back to 13th Century, is an elegant country villa in a perfect position enjoying fabulous unspoilt views over the sweeping Chianti countryside. Surrounded by gardens with lawns and terraces, t  …see more

20 Photos

Certaldo / Certaldo Alto

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £487 / night

£3405 - £4823 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This is one of the most important Renaissance Villas in Chianti area, located in a few km from Certaldo village, exactly between Florence and Siena.  …see more

13 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £128 / night

£894 - £1664 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Now it is composed of a living room with a fireplace, kitchen, one double bedroom with a loft with a single bed and private bathroom with shower, one double bedroom with en suite bathrooms with shower.  …see more

10 Photos

Certaldo / Il Pino

Apartment / 3 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £149 / night

£1043 - £2086 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. - First floor: double bedroom with private bathroom and studio with sofa bed. - Second floor: 2 double bedrooms with bathroom. Maximum capacity 8 people  …see more

15 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £41 / night

£284 - £426 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Il complesso dista circa 4 km da Certaldo, dove si trovano negozi di tutti i generi, 8 km da Poggibonsi, 10 km da Barberino Val d'Elsa, 15 km da San Gimignano, 30 km da Siena, 40 km da Firenze, 45 km aeroporto Firenze, 75 km aeroporto di Pisa. Lavatrice comune. Wi-fi fr  …see more

34 Photos

Certaldo / Certaldo Alto

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £38 / night

£263 - £362 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Casa Al Pozzo, nel borgo medioevale di Certaldo Alto, nel cuore della Toscana, è caratterizzata dal tipico stile toscano, con pavimenti in cotto e soffitti con travi a vista, ed ha il suo ingresso nella via principale, Via Boccaccio.  …see more

12 Photos

Certaldo / Il Pino

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £274 / night

£1915 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Palavigne small house is perfect for a couple, romantic, typical restored Tuscanic farm house. At Tuscany Cook in this accomodation you'll have your privacy and the peace and tranquillity of a place between our Chianti vineyard  …see more

10 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £507 / night

£3547 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
the property is insiede a big estate called Villa Bacìo, that originally was a monastery. For five generations it has belonged to the Cascino family who restored it and started to host events like weddings, painting, theatre, tango courses and cooking classes. Tuscany  …see more

14 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £507 / night

£3547 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The apartment is part of a big estate of a 19th century Villa that was a monastery in the past. Restored recently by the owners, The Villa has a beautiful garden from wehre you can view the ancient tower of San Gimignano, moreover the peace of the pleace is lovely. Inc  …see more

26 Photos

Province of Florence / Certaldo

House / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £34 / night

£235 - £383 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
La dependance della casa vacanze "Il Petriccio" è una capanna completamente ristrutturata ma che ancora oggi conserva dettagli tipici di un tempo (come i soffitti con travi a vista). Essa dispone di soggiorno/cucina con divano letto, 1 camera matrimoniale ed 1 bagno. B  …see more

Very Good 4.5/5 

27 Photos

Province of Florence / Certaldo

House / 7 Bedrooms / sleeps 13

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £261 / night

£1825 - £3731 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Immerse yourself in the Victorian-era atmosphere of this gorgeous Tuscany vacation rental, an excellent choice for a family holiday, full of period furniture and elegant decor. Surrounded by olive trees, rolling hills, and the vineyards of Tuscany, you will be at your l  …see more


7 Jul 2012

5/5

"Vee's review of Villa Barberino"

The villa was wonderful. It was quiet and the view was beautiful. It was spacious and very clean. Proximity to Fireze was great. We would come and stay here again. The pool with its view and the prox… More


22 Oct 2011

5/5

"Bill's review of Villa Barberino"

Excellent. Our group was so excited when we all arrived. They could not believe how great our accommodation was. The view over the pool, the noise of hunters in the nearby forest, and the feeling of h… More


16 Jul 2011

5/5

"Dr Leslie Jay's review of Villa Barberino"

It was a great value for the money. Very private. Simple and straight forward.… More

See all reviews Continue

22 Photos

Province of Florence / Certaldo

Farmhouse / 3 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £69 / night

£483 - £869 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Certaldo with 3 bedrooms sleeps 8  …see more

10 Photos

Province of Florence / Certaldo

Farmhouse / 1 Bedroom / sleeps 3

3 Nights min stay

Add to shortlist

from £31 / night

£215 - £359 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Certaldo with 1 bedrooms sleeps 3  …see more

24 Photos

Province of Florence / Certaldo

Farmhouse / 3 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £69 / night

£483 - £869 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Certaldo with 3 bedrooms sleeps 8  …see more

24 Photos

Province of Florence / Certaldo

Farmhouse / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £48 / night

£333 - £520 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Certaldo with 1 bedrooms sleeps 4  …see more

20 Photos

Province of Florence / Certaldo

Farmhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £63 / night

£441 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Certaldo with 2 bedrooms sleeps 6  …see more

24 Photos

Province of Florence / Certaldo

Farmhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £172 / night

£1203 - £2213 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Certaldo with 3 bedrooms sleeps 8  …see more

24 Photos

Province of Florence / Certaldo

Farmhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £66 / night

£462 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Certaldo with 2 bedrooms sleeps 6  …see more

24 Photos

Province of Florence / Certaldo

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £116 / night

£812 - £1418 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Certaldo with 3 bedrooms sleeps 6  …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