List your home
Apply filters
£ to

128 Holiday homes in Casole d'Elsa

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
2,420 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
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
128 Results  |  
24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £70 /night

£488 - £891 / week

View

Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A beautiful farm where you can relax on the porch with a good book and a glass of Chianti or walking on the grass in the magnificent park of oak trees, it is also an excellent base for exploring the heart of Tuscany, between Siena and Florence.  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £73 /night

£509 - £1171 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage With Private Garden And Hills View Panoramic Location,10 Min Walk From The Lovely Medieval Village Of Casole D'elsa Sleeps 4 (2 Bedrooms)  …see more

10 Photos

Farmhouse | 3 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £61 /night

£424 - £1103 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
located in the heart of the Siena countryside, just a few kilometres from Siena, Florence, San Gimignano, Volterra, Chianti and Val d'Elsa, a perfect place to visit the main attractions of Tuscany.  …see more

Featured properties

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £586 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Siena, San Gimignano and Volterra are 40 min. away. Florence is an hour away, the beautiful Tuscan coast just over an hour and there are also plenty of smaller and lesser known cultural, artistic, gastronomic and natural gems all within easy reach. In the middle of Tuscany, away from it all.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

23 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £133 /night

£927 - £1900 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
LARGE 6/10 people (120 sq m.)- on two floors (ground floor/first floor)  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (50 sq m.) - ground floor  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £62 /night

£428 - £879 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (70 sq m.) - first floor  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £48 /night

£333 - £665 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta flooring.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £1268 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 5/7 people (70 sq m) – ground floor- facing swimming pool  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
TRILO 4/6 posti (mq.61)  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our 15 APARTMENTS of various sizes, and our 3 ONE-ROOM APARTMENTS, are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £1268 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £65 /night

£452 - £879 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (46 sq m.) - first floor  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 4/6 people (62 sq m) – first floor - facing swimming pool  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 22

3 Nights min stay

Add to shortlist

from £826 /night

£5780 - £10240 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Halfway between Siena and Florence in the splendid Tuscan is the Villa Azzurra. The location of the villa is in a strategic position where it is easy to admire the most important Tuscan cities without having to renounce a relaxing and tranquil holiday in the countryside  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £67 /night

£467 - £1171 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage With Private Garden And Hills View Panoramic Location,10 Min Walk From The Lovely Medieval Village Of Casole D'elsa Sleeps 4 (2 Bedrooms) wi fi SYSTEM  …see more

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £61 /night

£424 - £755 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Sleeps 4. 2 bedrooms 90 m².The Ciliegio House is composed by a typical Tuscan living room, kitchen, two double bedrooms and a bathroom with shower. Outdoor: swimming pool exclusive view on the tuscan hills , Barbecue area, Private lighting system, Parking.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £55 /night

£382 - £976 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Sleeps 4. (2 bedrooms) 'Leccio' is a comfortable farmhouse cottage with splendid pool. Authentically restored to reveal original chestnut beams, terracotta tile ceilings and floors. Located in the heart of the country side but less than 15 minute walk to village.  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £63 /night

£441 - £1230 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Farmhouse with Garden and Pool Fantastic Location near the most important Turistic Points Sleeps 6 (3 Bedrooms)  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £55 /night

£382 - £755 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Elegnt Accommodation With Pool And 360° Hills Views Ideal For Families And Couples, In The Heart Of The Splendid Chianti Countryside. Sleeps 4 + 1 (2 Bedrooms)  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £52 /night

£360 - £440 / week

View

Key info:

  • Nearest beach 55 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Excellent base for exploring the jewels of Tuscany.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £80 /night

£560 - £920 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Independent villa to spend wonderful moments of relaxation in the Tuscan countryside. Total privacy and relaxation Excellent base to explore the gems of this wonderful Italian region. Private house private garden, about 1300 meters, private pool. Only you and your family can enjoy this  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £80 /night

£560 - £840 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
For your romantic holiday because this is very romantic cottege culture holiday because from casa daniela a few minutes with your car you can reach the most beautiful cities of tuscany relaxing holiday because this cottege is only for you, Private pool large private garden Children's play private forest property only for you, your family  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £64 /night

£448 - £1120 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Cosy Tuscany cottage with private pool. Perfect for families and couples. Ideally situated for visiting the most renowned historical and art centres in Tuscany.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 13

Excellent 5/5 

Short stays welcome

Add to shortlist

from £720 /night

£5040 - £7840 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Newly rebuilt eco friendly Tuscan estate a few miles from Volterra/S.Gimignano/ Siena. Infinity edge pool. Pergolas for outdoor dining, BBQ.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £1360 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Self-catering Tuscany farmhouse with private pool and garden for al fresco dining. Ideal for families and couples seeking relaxation.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £149 /night

£1040 - £2240 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Lovely farmahouse with private garden & pool in Siena  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £82 /night

£572 - £736 / week

View

Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Ground floor of the smaller farmhouse.Accommodates up to 4 Large master bedroom and a 2nd bedroom with twin beds.Big living room with fireplace, flat screen TV,a comfortable sofa and armchair. Outside a very big loggia with private BBQ for alfresco dining and relaxing Agriturismo Siena, Tuscany, Countryside,Pool, Self catering, San Gimignano, Firenze, Trekking, Mountain bike  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £63 /night

£438 - £584 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Colle Di Val D'elsa with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £83 /night

£576 - £768 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Colle Di Val D'elsa with 1 bedrooms sleeps 4  …see more

8 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £1132 /night

£7920 - £12400 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Colle Di Val D'elsa with 6 bedrooms sleeps 12  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £53 /night

£369 - £662 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Casole D'elsa with 1 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £1015 /night

£7104 - £10656 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Colle Di Val D'elsa with 5 bedrooms sleeps 10  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £75 /night

£520 - £680 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Colle Di Val D'elsa with 1 bedrooms sleeps 4  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £45 /night

£310 - £505 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Attractive apartment for 4 persons, with swimming pool , in San Gimignano  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £66 /night

£460 - £904 / week

View

Key info:

  • Nearest beach 72 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
This charming farmhouse complex is the result of a recent and elegant restoration of a typical Tuscan country complex, near the town of Casole d'Elsa, in the province of Siena.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £80 /night

£557 - £723 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in San Gimignano  …see more

19 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £123 /night

£855 - £1411 / 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 Siena  …see more

10 Photos

Farmhouse | 5 Bedrooms | sleeps 11

3 Nights min stay

Add to shortlist

from £186 /night

£1296 - £2160 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Casole D'elsa with 5 bedrooms sleeps 11  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £84 /night

£585 - £849 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Attractive apartment for 8 persons, with swimming pool , in San Gimignano  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £57 /night

£396 - £706 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Siena  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £57 /night

£396 - £706 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Siena  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £68 /night

£471 - £557 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Casole D'elsa with 2 bedrooms sleeps 6  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £73 /night

£505 - £597 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 6 persons, with swimming pool , in San Gimignano  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £58 /night

£402 - £534 / week

View

Key info:

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