List your home
Apply filters
£ to

103 Holiday homes in San Gimignano

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
2,489 properties
Florence
963 properties
Trapani
516 properties
Venice, Veneto
500 properties
Amalfi Coast
463 properties
Lucca
431 properties
Cortona
430 properties
Palermo
401 properties
Sorrento, Campania
353 properties
Cefalu
317 properties
San Gimignano
297 properties
Taormina
271 properties
Greve in Chianti
268 properties
Syracuse
257 properties

Filters applied: Horse riding (103)

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
103 Results  |  
16 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £118 /night

£824 - £1288 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Beautiful country house set in the heart of the Tuscan countryside  …see more

13 Photos

B&B | 11 Bedrooms | sleeps 24

4 Nights min stay

Add to shortlist

from £84 /night

£588 - £921 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Romantic location surrounded by olive trees and vineyards Beauiful B&B near San Gimignano in the heart of Tuscany New comfortable rooms Rich breakfast buffet on the terrace Large swimming pool with loungers Free parking Olive oil and precious wines from home production  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £185 /night

£1292 - £2764 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Stunning Tuscany villa near San Gimignano. Private pool, covered terrace with outdoor dining facilities & barbecue for al fresco dining. Six bedrooms all with en suite bathroom.  …see more

Featured properties

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

7 Nights min stay

Add to shortlist

from £92 /night

£640 - £800 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Romantic cottage with stunning views over San Gimignano. Ideal for couples and families.  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £194 /night

£1357 - £2120 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Not far from Siena, for 5 minutes along the road from San Gimignano goes towards Gambassi, we find the gates of Villa Panorama. It is an old building of more than 5 centuries and tastefully decorated and with quality furniture and style typical of the villas in Tuscany  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £61 /night

£424 - £764 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
An old Tuscan farmhouse nestled in a typical hilly tuscan landscape away from chaos and city traffic, but easy reachable. Swimming-pool, nice private gardens, solarium-terrace, fitness-room, barbecue-area, free wi-fi unlimited connection. The property is located very close to the characteristic medieval towns of San Gimignano and Volterra.  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £118 /night

£820 - £1416 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 5  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £146 /night

£1020 - £1764 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 7  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £152 /night

£1060 - £1654 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Offers a unique view of the surrounding valley typical of the Sienese hills (olives and grapes) and is located a short distance (3 km) from the town of San Gimignano famous for its medieval towers.  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £90 /night

£624 - £1000 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £100 /night

£700 - £1176 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £286 /night

£2000 - £3768 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 8  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £38 /night

£264 - £368 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £124 /night

£868 - £1552 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 5  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £135 /night

£944 - £1624 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 5  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £172 /night

£1200 - £1952 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 8  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £68 /night

£476 - £728 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £106 /night

£736 - £1248 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £116 /night

£812 - £1308 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £66 /night

£460 - £700 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 3

3 Nights min stay

Add to shortlist

from £76 /night

£527 - £1003 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 9

3 Nights min stay

Add to shortlist

from £214 /night

£1493 - £2349 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 9  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £103 /night

£717 - £1255 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £77 /night

£536 - £820 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £110 /night

£768 - £1266 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £125 /night

£874 - £1512 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 6  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £82 /night

£568 - £900 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 4  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £103 /night

£716 - £960 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Appartamento Il Riccio A is a romantic and welcoming two-story apartment surrounded by vineyards and olive groves. It sleeps four people. From Appartamento Il Riccio A you will enjoy an enchanting view of the Tuscan countryside and of the towers of San Gimignano  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £70 /night

£488 - £732 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £87 /night

£608 - £948 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £96 /night

£667 - £1188 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 2 bedrooms sleeps 4  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £65 /night

£454 - £807 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

9 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £143 /night

£1000 - £1792 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

10 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £137 /night

£956 - £1640 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

Add to shortlist

from £1372 /night

£9600 - £11200 / week

View

Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Luxury Villa seventeenth century, Private Chapel , private pool 10x20, sauna,Kitchen pool area Ideal location for weddings and parties Luxury villa, Ideal location for weddings and parties  …see more

18 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £43 /night

£296 / week

View

Key info:

  • Nearest beach 50 km
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Bellissimo appartamento situato nelle colline di San Gimignano, adatto per chi desidera tranquillità immersi tra i paesaggi inconfondibili di questa terra ricca di storia cultutale ed enogastronomica. Parcheggio privato , 5 posti letto.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £48 /night

£331 - £484 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
farm house inTuscany Italy, between Sienna Florence swimming pool facing San Gimignano, horseback riding, for families, food and wine tasting in the very nearby, bikes, relax, free wi-fi, Easy to reach 3 kinds of apartments available, tables in the garden  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £594 / week

View

Key info:

  • Nearest beach 69 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
La vacanza ideale per chi cerca tranquillità a contatto diretto con la natura. Da noi puoi portare il tuo cane in vacanza con te, sarà il benvenuto.  …see more

13 Photos

Guest house | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £55 /night

£382 - £1298 / week

View

Key info:

  • Nearest beach 110 km
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
La caratteristica delle camere è l'arredamento shabby-chic che però non tradisce lo stile toscano tipico dell cittadina e quindi ci sono mobili di arte povera toscana, letti in ferro battuto con soffitti con travi in legno originali e pavimento mattone cotto toscano.  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 3

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £43 /night

£297 - £340 / week

View

Key info:

  • Nearest beach 90 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
COTTAGE INDIPENDENTE CON CAMERA MATRIMONIALE, BAGNO, SOGGIORNO, AMPIO GIARDINO E TERRAZZO. ARIA CONDIZIONATA, RISCALDAMENTO, INTERNET WI-FI, CAMINETTO. INDEPENDENT COTTAGE, FULLY DEPT INTO SAN GIMIGNANO COUNTRYSIDE, QUIET AND RESERVED, WITH INTERNET AND AIRCO. FARMACIA, MEDICO, SUPERMERCATO E STAZIONE FERROVIARIA A 2 KM. SIENA 40 KM, FIRENZE(50 KM, PISA 70 KM.  …see more

21 Photos

Finca | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £54 /night

£374 - £590 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Podere la Marronaia è il luogo ideale per chi desidera trascorrere una vacanza in pieno relax, senza rinunciare alla comodità di essere vicino al centro storico di San Gimignano. Il centro città è facilmente raggiungibile, dopo 400 metri di strada bianca si raggiunge la Possibilità di frequentare corsi di cucina, nordic walking, equitazione; di noleggiare auto/moto/bici; di ef  …see more

21 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £180 /night

£1256 - £1968 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Podere la Marronaia è il luogo ideale per chi desidera trascorrere una vacanza in pieno relax, senza rinunciare alla comodità di essere vicino al centro storico di San Gimignano Non si accettano animali. Possibilità di frequentare corsi di cucina, nordic walking, equitazione; di nolegg  …see more

20 Photos

Finca | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £62 /night

£428 - £624 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Podere la Marronaia è il luogo ideale per chi desidera trascorrere una vacanza in pieno relax, senza rinunciare alla comodità di essere vicino al centro storico di San Gimignano. Il centro città è facilmente raggiungibile, dopo 400 metri di strada bianca si raggiunge la Possibilità di frequentare corsi di cucina, nordic walking, equitazione; di noleggiare auto/moto/bici; di ef  …see more

23 Photos

Finca | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £76 /night

£526 - £747 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Podere la Marronaia è il luogo ideale per chi desidera trascorrere una vacanza in pieno relax, senza rinunciare alla comodità di essere vicino al centro storico di San Gimignano. Possibilità di frequentare corsi di cucina, nordic walking, equitazione; di noleggiare auto/moto/bici; di ef  …see more

7 Photos

Townhouse | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £146 /night

£1018 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
antico borgo de' frati - casa vacanze - toscana - san gimignano - panorama - natura - campagna - passeggiate camera con letto a baldacchino - camera romantica con camino  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £679 / week

View

Key info:

  • Suitable for over 5s only
  • May take pets – please enquire
  • Private garden
Appartamento a San Gimignano, situato a pochi passi da Piazza Duomo. L'appartamento IL RUSTICO è dotati di tutti i confort per trascorrere una vacanza unica, wi-fi, biancheria da letto e bagno, pulizie finali e parcheggio.  …see more

19 Photos

Apartment | 10 Bedrooms | sleeps 22

Min stay varies

Add to shortlist

from £606 /night

£4240 - £6360 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The whole property Sassi Bianchi is ideal for large groups, because there are four farmhouses, each family live in its farmhouse and you can be together for dinner or to another at Lilium farmhouse Also swimming pool, tennis court, booling green is only for you  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

Min stay varies

Add to shortlist

from £72 /night

£500 - £800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

24 Photos

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

Min stay varies

Add to shortlist

from £472 /night

£3300 - £5800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £158 /night

£1100 - £1900 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more