List your home
Apply filters
£ to

82 Holiday homes in Certaldo

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
2,423 properties
Florence
947 properties
Trapani
498 properties
Venice, Veneto
481 properties
Amalfi Coast
457 properties
Cortona
428 properties
Lucca
428 properties
Palermo
383 properties
Sorrento, Campania
350 properties
Cefalu
310 properties
San Gimignano
296 properties
Greve in Chianti
267 properties
Taormina
260 properties
Syracuse
250 properties

Filters applied: Apartment (82)

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
82 Results  |  
24 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

1 night min stay

Add to shortlist

from £55 /night

£382 - £641 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Comfortable 2 rooms apt with pool and private garden between Siena and Florence,. The apartment has a panoromic view on the vineyards and equipped of table, chairs and parasol. A place where to relax and strategical departing point for visiting the Tuscan citie. Massage on demande Horse riding Wine tasting Cooking class At 6 Km Certaldo Restauants. Lake  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £77 /night

£535 - £802 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Confortable apartment in an Holiday House with pool and private garden on a top of a hill in the Chianti, between Siena, Florence, San Gimignano , Volterra and Pisa, . A place where to relax and strategical departing point for visiting, the Tuscan citie. Massage on demande Wine tasting Horse riding at at 5 minute walking. Cooking class  …see more

23 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £57 /night

£399 - £577 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Confortable apartment with pool and private terrace on the top of a hill in the Chianti region, between Pisa, Siena, San Gimignano and Florence. A place where to relax and strategical departing point for visiting, the Tuscan citie. Massage on demande Horse riding Wine tasting Cooking class At 6 Km Certaldo Restauants. Lake  …see more

Featured properties

14 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £47 /night

£323 - £509 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Charming House in the medieval town near Florence - Siena - Pisa - Lucca - Volterra.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £526 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Ideal for a romantic vacation in a relaxing surrounding, rich of history and culture in the hearth of Tuscany.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £51 /night

£357 - £518 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Apartments overlooking the Chianti country side and a pool surrounded of olives grove. With a double bedroom (canopy bed), a large living room with double sofà bed, a kichen corner, a bathroom ,private garden with a stunning view equipped with table and chair Massage on demande Baby sitting service Horse riding Walking in the nature  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £51 /night

£357 - £552 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Charming Country House near Florence - Siena - Pisa -Lucca - Volterra Changeover day - saturday - flexible on request depending on the season Extra service:heating (consumption)  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £61 /night

£424 - £679 / week

View

Key info:

  • Nearest beach 85 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Self-catering. Apartment in the medieval old town with views of the Tuscan countryside, about an hour away from the main cities of artistic and cultural interest such as Florence, Siena, Pisa, Lucca, Volterra and San Gimignano. The apartment is in the most beautiful palace of the medieval village of High Certaldo .  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £43 /night

£297 - £340 / week

View

Key info:

  • Suitable for over 5s only
  • No pets allowed
  • Private garden
appartamento sulle colline del chianti, è composto da una camera da letto con bagno, salotto, cucina e grande giardino privato. può ospitare comodamente due persone. l'arredamento è composto da mobili di prima qualità, nel salotto c'è il termocamino che offre un angolo. le caratteristiche sono l'assoluta tranquillità e la vicinanza al paese di Fiano con i servizi necessari.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

Add to shortlist

from £85 /night

£594 - £721 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
The apartment is situated in a beautiful position, just in front of the medieval castle of the structure and its gardens. The apartment is provided with parking area, FREE WIFI, fans. Close to our swimming-pool area, situated in a balcony overlooking the Chianti hills.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

6 Nights min stay

Add to shortlist

from £72 /night

£499 - £870 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
A spacious and well-equipped apartment with pool, set amongst rolling Chianti hills. You will enjoy breathtaking views and yet are within easy reach of Florence, Siena, San Gimignano and Chianti's main wine towns. Sleeps 4. Ideal for families. Only 7 Km from Certaldo with a convenient railway station with links to Florence, Siena and Pisa.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £712 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £98 /night

£680 - £912 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £712 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £74 /night

£512 - £640 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £143 /night

£1000 - £1096 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £98 /night

£680 - £912 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £712 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £98 /night

£680 - £912 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £98 /night

£680 - £912 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £712 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £124 /night

£864 - £1000 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £91 /night

£632 - £712 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £108 /night

£752 - £824 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £79 /night

£552 - £696 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £102 /night

£712 - £952 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £143 /night

£1000 - £1096 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £124 /night

£864 - £1000 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £136 /night

£952 - £1032 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £41 /night

£286 - £328 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
Apartment / Condo in Certaldo with 1 bedrooms sleeps 3  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £138 /night

£962 - £1070 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Allegra is part of a beautiful country estate located in the heart of Chianti conveniently situated between Florence and Siena and a stones throw from the charming 'city of towers' San Gimignano. The property is located on a hill, amidst a lush working farm  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £84 /night

£585 - £1049 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 8 persons, with swimming pool , in Chianti  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £45 /night

£310 - £350 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 3 persons in San Gimignano  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £60 /night

£420 - £600 / week

View

Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Apartment / Condo in Certaldo with 1 bedrooms sleeps 4  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £48 /night

£334 - £600 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The apartments are located in the heart of the Chianti area, near San Gimignano, a small Tuscan village within the municipality of Capezzano which stands at the top of a hill - a breathtaking landscape.The ancient houses of the village, with a splendid view of San Gi...  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £52 /night

£364 - £944 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The apartments are located in the heart of the Chianti area, near San Gimignano, a small Tuscan village within the municipality of Capezzano which stands at the top of a hill - a breathtaking landscape. The ancient houses of the village, with a splendid view of San G...  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £41 /night

£286 - £328 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
Apartment / Condo in Certaldo with 1 bedrooms sleeps 3  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £84 /night

£585 - £1049 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 8 persons, with swimming pool , in Chianti  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £52 /night

£364 - £520 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Antonellaandnbsp;is on theandnbsp;first floorandnbsp;of a historic building in a narrow street in the old, picturesque village, an oasis of peace and quiet, and has its own private entrance.andnbsp;andnbsp; Particular attention has been reserved for the  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £77 /night

£533 - £950 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 6 persons, with swimming pool , in Chianti  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £153 /night

£1068 - £1188 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Giuseppaandlt;/bandgt; is part of a beautiful villa in the central Chianti region, splendidly located between Florence and Siena. The villa offers breathtaking views which span the entire area, starting with the magnificent hills right up to the  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

Add to shortlist

from £103 /night

£720 - £828 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Lorenzaandlt;/bandgt; is part of a beautiful villa in the central Chianti region, splendidly located between Florence and Siena. The villa offers breathtaking views which span the entire area, starting with the magnificent hills right up to the  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £47 /night

£327 - £453 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons in San Gimignano  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £121 /night

£843 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Agataandlt;/bandgt; is found in a lovely villa, centrally placed in Chianti. The villa spreads across a low-lying cliff, surrounded on all sides by a dense, inviting farm which houses olive orchards and teeming vineyards. Should you choose to  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

Add to shortlist

from £102 /night

£711 - £817 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The delightful spacious apartment Valtina is fully renovated and decorated for a great stay in Tuscany. The apartment has 85 sq m including a living area with fireplace and an additional single bed, a wooden table for a large group; a small kitchen with a small  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £64 /night

£448 - £643 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 4 persons in Chianti  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

Add to shortlist

from £103 /night

£720 - £828 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Felicitaandlt;/bandgt; is part of a beautiful villa in the central Chianti region, splendidly located between Florence and Siena. The villa offers breathtaking views which span the entire area, starting with the magnificent hills right up to the  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

Add to shortlist

from £153 /night

£1068 - £1188 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Luigiaandlt;/bandgt; is part of a beautiful villa in the central Chianti region, splendidly located between Florence and Siena. The villa offers breathtaking views which span the entire area, starting with the magnificent hills right up to the  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £138 /night

£962 - £1070 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Nicolina is part of a beautiful country estate located in the heart of Chianti conveniently situated between Florence and Siena and a stones throw from the charming 'city of towers' San Gimignano. The property is located on a hill, amidst a lush working farm  …see more

7 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £84 /night

£585 - £1049 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 8 persons, with swimming pool , in Chianti  …see more