List your home
Apply filters
£ to

43 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
4,145 properties
Florence
1,435 properties
Milan
507 properties
Cefalu
399 properties
Catania
355 properties
Naples
308 properties
Ostuni
293 properties
Venice
245 properties
Montaione
243 properties
Noto
241 properties
Turin
218 properties
Bologna
184 properties
Praiano
182 properties
Sciacca
159 properties

Filters applied: Villa (43)

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
43 Results  |  
20 Photos

Villa | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £116 /night

£807 - £1855 / 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
Villa La chiesina is ideal for families, for groups of friends and for all those who prefer to spend their holidays in well-appointed, welcoming and private surroundings. They offer an exclusive peaceful location that makes each stay in Tuscany pleasant and relaxing. The villa and the pool are let with the exclusive use  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £179 /night

£1250 - £2017 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday accommodation / Villa in S. Gimignano PANORAMIC VIEWS  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

Short stays welcome

Add to shortlist

from £242 /night

£1694 - £2654 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Beautiful renovated stone house just a few minutes' drive from San Gimignano, Volterra and Siena, sleeps from 12 to 15 people, private swimming pool, adapt for a family vacation. Only some minutes drive to shops, restaurants, trattorias  …see more

Featured properties

8 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £185 /night

£1291 - £2017 / week

View

Key info:

  • Swimming pool
  • Great 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

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £150 /night

£1049 - £1775 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great 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

11 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £154 /night

£1075 - £2466 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
4-room house 95 m2, on the upper floor, tasteful furnishings: living room with open fireplace, satellite-TV, CD-player and DVD. 3 double bedrooms, each room with shower/WC and satellite-TV. Open kitchen (4 hotplates, oven, dishwasher, micro wave, freezer) with dining ta  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £350 /night

£2445 - £4274 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"This lovely property is located in the countryside, only 5 kms from the center of San Gimignano famous for its beautiful towers. The area is very well known for its unspoiled beauty and is a perfect base for exploring Tuscany. ""Molinoa Sana Lucia"" is located in a quiet  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 10

1 night min stay

Add to shortlist

from £208 /night

£1451 - £2882 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
7-room house 275 m2 on 2 levels, on the ground floor, spacious, renovated, nice and tasteful furnishings: large living room with open fireplace, satellite-TV and CD-player. Open dining room. Exit to the garden, to the loggia. Kitchen (4 hotplates, oven, dishwasher, elec  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £318 /night

£2224 - £3535 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
10-room house 300 m2 on 3 levels, spacious, renovated, nice and rustic furnishings: large living/dining room with open fireplace. Exit to the terrace. 1 double bedroom. Large kitchen-/living room (6 hotplates, oven). Exit to the garden. On the lower ground floor: open s  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £404 /night

£2823 - £5242 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury air-conditioned villa with pool, Jacuzzi and sauna close to San Gimignano – sleeps 12 From 3500€ to 6500€ a week  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £121 /night

£842 - £2380 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Le fonti di santa Lucia e una bella villa in posizione panoramica a San Gimignano. Da questa villa isolata e possibile facilmente raggiungere le città di Siena, Firenze, Pisa . la casa situata sulla Via Francigena dove e possibile fare trekking su percorsi segnalati. la casa è stata costruita per permettere una comoda vacanza a 10 persone con tutti i confort  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £265 /night

£1855 - £3226 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Ragnaia is located about 500 metres walk from San Gimignano. It's the ideal villa to enjoy the medieval Tuscan town and has great access to the Chianti and other sights in Tuscany. The old stone villa has the most spectacular views.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £81 /night

£565 - £1412 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Charming stone-built house located in a peaceful and panoramic position on the green, with private pool. Ideal for families and couples seeking relaxation near San Gimignano.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £185 /night

£1291 - £2380 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering Tuscan villa with private pool ideal for 8-12 persons. Each room with ensuite bathroom Private infinity swimming pool The skilful renovation of the premises has fully preserved the typical rustic Tuscan style.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £156 /night

£1089 - £2178 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering Tuscan villa with private pool ideal for 8-9 persons. Each room with ensuite bathroom Very close to the town  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £187 /night

£1303 - £2787 / week

View

Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 6 Bedrooms | sleeps 17

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £162 /night

£1130 - £2654 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering Tuscany villa just 4 kms from San Gimignano. Private pool and garden for al fresco dining. Perfect centre for taking day trips to the cities and towns of Tuscany.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £140 /night

£978 - £1369 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
This property is a charming villa set in Tuscany Italy. It has 2 bedrooms and 1 bathroom, and it is ideal for those who are looking for an amazing experience. This property features: a perfect holiday stay.  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £117 /night

£817 - £1877 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 4 persons, with swimming pool , in San Gimignano  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £301 /night

£2106 - £4000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Toiano is a quaint, lovingly decorated property. The stones and the old ceiling beams have been incorporated into a beautifully-finished new country home that oozes personality and charm.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £392 /night

£2742 - £4839 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa La Corte is a large farmhouse from the early 15th century, built around a thousand-year-old lookout Lombard tower and set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, just outside of San Gimignano.  …see more

432 Photos

Villa | 4 Bedrooms | sleeps 11

7 Nights min stay

Add to shortlist

from £122 /night

£850 - £2742 / week

View

Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
This villa is located just 2 km from the beautiful town of Volterra in a place of absolute tranquillity: an old Tuscan house with stone exterior that has been completely renovated and divided into two separate, comfortable flats. The villa is ideal for two fam...  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

Add to shortlist

from £1383 /night

£9678 - £11291 / week

View

Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £265 /night

£1855 - £2984 / week

View

Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The villa is located in a natural reserve and offers walking paths and mountain bike trails, horse riding , historical churches and villas, refreshing dips in the rivers and small lakes.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £288 /night

£2016 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This property in Tuscany Italy is a wonderful accommodation that sleeps 8 people, so it is ideal for large families. The accommodation offers the following: a swimming Pool, air Conditioning, a pet friendly space .  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £102 /night

£714 - £1425 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This property is a lovely house set in Tuscany Italy. It has 3 bedrooms and 1 bathroom, and it is perfect for those who are looking for a charming holiday. This property features: a swimming Pool .  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £178 /night

£1240 - £2165 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Villa Fienile is a beautifully presented converted barn, located just 1.2km from the village of Monticiano. The villa is private and surrounded by a lovely garden with salt-water swimming pool.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 17

7 Nights min stay

Add to shortlist

from £437 /night

£3055 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
lovely accommodation sleeps 17 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is ideal if you seek an amazing experience. The villa offers: a swimming Pool, a pet friendly space .  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £82 /night

£569 - £949 / week

View

Key info:

  • Nearest beach 60 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Attractive holiday house for 5 persons in San Gimignano  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £929 /night

£6500 - £6815 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Crocoandnbsp;suffices those who look forward for fun and gaiety. This exists in the middle of the city assuring a romantic and superior stay. Spread far and wide.andnbsp; on theandnbsp;ground floor are theandnbsp;entrance hall, drawing room, kitchen, laundry  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £111 /night

£776 - £1066 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Appartamento Reginaldo G is a charming villa in the characteristic style of the Tuscan countryside. It sleeps five people. From Appartamento Reginaldo G you will enjoy an enchanting view of the surrounding countryside and of the towers of San Gimignano  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £103 /night

£715 - £1653 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in San Gimignano  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £623 /night

£4357 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Fortunaandnbsp;comprisesandnbsp;5 spacious double bedrooms,andnbsp;each one having its own individual character, stunning views and all being en suite. In addition all theandnbsp;bedroomsandnbsp;have original beamed ceilings, under floor heating and air  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

Add to shortlist

from £214 /night

£1492 - £2089 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa near Colle Val d'Elsa, north of Siena. Ideal lodging for relaxing in the peaceful Tuscan countryside and excellent departure point for visiting Siena, Florence and the Chianti region. Swimming pool, swing set and slide, Internet connection.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £133 /night

£930 - £1550 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This property is a lovely villa set in Tuscany Italy. It has 2 bedrooms and 2 bathrooms, and it is perfect for those who are looking for a unique experience. This property features: a swimming Pool, air Conditioning .  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £262 /night

£1834 - £3055 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Set in Tuscany Italy, this vacation villa is the perfect place for your holidays. The villa features: a swimming Pool, air Conditioning, an internet Connection, a pet friendly space .  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £158 /night

£1100 - £1400 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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 | 8 Bedrooms | sleeps 16

7 Nights min stay

Add to shortlist

from £392 /night

£2742 - £4759 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa La Torre is a medieval lookout tower, built more than 8 centuries ago on Etruscan foundations, and at a later date incorporated into the farmhouse structure.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £114 /night

£798 - £1109 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Appartamento Reginaldo A is a pleasant and spacious villa in the characteristic style of the Tuscan countryside. It sleeps six people. From Appartamento Reginaldo A you will enjoy a view of the surrounding countryside and of the towers of San Gimignano  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

7 Nights min stay

Add to shortlist

from £221 /night

£1542 - £3133 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 13 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £242 /night

£1690 - £3381 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 14 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £355 /night

£2481 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Set in Tuscany Italy, this elegant accommodation is the ideal place for your holidays. The accommodation features: a swimming Pool .  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £288 /night

£2016 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This elegant accommodation set in Tuscany, Italy, has 4 bedrooms and 4 bathrooms. This pet-friendly property comes with a swimming pool, air conditioning and an Internet connection.  …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