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69 Holiday homes in San Gimignano

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69 Results  |  
24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £206 /night

£1439 - £1947 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
A typical stone barn immersed in the Tuscan countryside of San Gimignano. A large garden overlooks the hills and surrounding countryside. Up to 7 people in a both modern and rustic atmosphere.  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £52 /night

£363 - £888 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self catering Farmhouse and 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence one hour .  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £84 /night

£585 - £900 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautifully restored 16th century Granary building; stunning views of the Tuscan hills. Perfect for a romantic holiday; explore the best Tuscany has to offer or a family getaway. Gorgeous pool area and large private garden. Easy access to Florence, Pisa and Siena. The house has been tastefully renovated and is equipped to a very high standard throughout.  …see more

Featured properties

16 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £59 /night

£410 - £505 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic one bedroom apartment in a converted traditional Tuscan farmhouse between San Gimignano and Volterra. Beautifully renovated farm building, Terraces with fantastic views, pool, ideal for rest and relaxation! Easy access Siena , Pisa and Florence.  …see more

15 Photos

Farmhouse | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £47 /night

£323 - £767 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self catering Farmhouse with 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence, Siena and Pisa one hour from the house.  …see more

21 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £62 /night

£428 - £763 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Self-catering child-friendly Tuscan farm building. On 10 hectares of wooded hillside, outside midieval fortress town of San Gimignano. Large shared pool, and private shaded terrace for al fresco dining. Perfect base for exploring San Gimignano, Siena and Florence. Family-friendly two-bed, two-bath restored Tuscan farm with shared pool sleeps 5 just outside San Gimignano  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

6 Nights min stay

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from £49 /night

£339 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
HOME / COTTAGE INDEPENDENT OF NEW CONSTRUCTION IN THE OPEN COUNTRYSIDE panoramic view on San Gimignano The cottage is provided with baby bed and bay chair. Pets: maximum 2 (small)  …see more

7 Photos

Townhouse | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

2 Nights min stay

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from £116 /night

£807 - £968 / week

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Key info:

  • Great 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

11 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

5 Nights min stay

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from £68 /night

£475 - £750 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • No pets allowed
  • Private garden
A spacious detached restored barn set on the private Casale San Frediano estate in beautiful Tuscan countryside. Benefitting from swimming pool, solarium private gardens and grounds. Close to San Gimignano, Volterra, Florence and Siena, Perfect for couples. Set in beautiful rural Tuscany the perfect blend of relaxation and access to historic sights.  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £93 /night

£646 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Consists of living room with kitchenette, 2 double rooms with a double bed from where you have a great view over San Gimignano, bedroom with French bed, bathroom. For 5-6 people, independent entrance.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £58 /night

£404 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Upper ground floor. Living room with cooking area (4 fires, oven and fridge) , double sofa bed and fireplace, 1 double bedroom bathroom with shower. Independent entry with a spacious garden in front of the apartment.  …see more

18 Photos

Farmhouse | 8 Bedrooms | sleeps 22

3 Nights min stay

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from £225 /night

£1573 - £3589 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Perfect location self - catering accommodation for a group holiday in the historical and cultural heart of Tuscany. Conveniently situated in a small village with restaurants, mini market and cafe/bar all at our door step. Beautiful setting for a memorable occasion.  …see more

22 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £171 /night

£1194 - £1968 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
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 Si accettano animal su richiesta.Degustazione gratuita vino e olio bio nos produzione  …see more

10 Photos

Townhouse | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £94 /night

£654 - £1000 / week

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Key info:

  • Nearest beach 77 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
It is a typical example of old Tuscan country houses, with floors made with terracotta tiles, and wooden beams on the ceiling, it also has a wide farmyard, still with floor done in terracotta tiles with an enchanting view on the heart of the Tuscan Countryside.  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £75 /night

£522 - £799 / week

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Key info:

  • Not suitable for children
  • No pets allowed

"Fienile", 2-room house 60 m2 on 2 levels, on the ground floor, simple and rustic furnishings: living/dining room with open fireplace and satellite-TV. Exit to the terrace. 1 double bedroom with 1 double bed. Exit to the terrace. Kitchenette (4 hotplates, oven). 2 showers/WC.  …see more

3 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £117 /night

£817 - £1271 / week

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Key info:

  • Not suitable for children
  • Pets welcome

4-room house 120 m2 on 2 levels, on the ground floor: entrance hall. Living room with open fireplace and satellite-TV. 1 room with 2 beds. Kitchen-/living room (dishwasher). Shower/bidet/WC. Upper floor: 2 double bedrooms. Shower/bidet/WC. Wood heating. Facilities: washing machine. Maximum  …see more

20 Photos

House | 6 Bedrooms | sleeps 12

1 night min stay

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from £245 /night

£1715 - £4205 / week

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Key info:

  • Not suitable for children
  • Pets welcome

7-room house 230 m2 on 3 levels, on the ground floor, rustic and tasteful furnishings: large living room with open fireplace, satellite-TV, CD-player and stereo unit. Exit to the garden, to the veranda. Open dining room. Large double bedroom. Exit to the garden. Open kitchen (5 hotplates,  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £47 /night

£323 - £476 / week

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Key info:

  • Nearest beach 69 km
  • Swimming pool
  • Great 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

10 Photos

B&B | 6 Bedrooms | sleeps 10

1 night min stay

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from £33 /night

£226 - £2259 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
La villa immersa nella natura è luogo in cui rilassarsi in piscina o passeggiando nel parco oppure partenza ideale per visite turistiche di San Gimignano, Volterra e Siena e della campagna toscana. La cucina interna alla struttura offre ricche colazioni e cene toscane.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £45 /night

£315 - £460 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great 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

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £404 /night

£2823 - £5242 / week

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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

24 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £265 /night

£1855 - £3226 / week

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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

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

2 Nights min stay

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from £472 /night

£3300 - £4500 / week

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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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £68 /night

£476 - £638 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
It is a family-managed farmhouse, immersed in nature, which offers its guests an excellent balance between quality and price; its main features are spacious and bright apartments, its marvelous panoramic position, which offers a 360° view on the Sienese Chianti Hills. It is located in the heart of Tuscany.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £81 /night

£565 - £1412 / week

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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

Cottage | 3 Bedrooms | sleeps 8

Very Good 4/5 

7 Nights min stay

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from £81 /night

£565 - £1573 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Self-catering Tuscany cottage with stunning views over the Chianti hills, half way (35 km) between Florence and Siena.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £185 /night

£1291 - £2380 / week

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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

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from £156 /night

£1089 - £2178 / week

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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

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from £187 /night

£1303 - £2787 / week

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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

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from £162 /night

£1130 - £2654 / week

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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

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

7 Nights min stay

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from £98 /night

£686 - £888 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Romantic cottage with stunning views over San Gimignano. Ideal for couples and families.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £60 /night

£420 - £735 / week

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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. Fantastic swimming pool with amazing view of San Gimignano and Tuscany country side. It is very Relax Place!  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £345 /night

£2412 - £2783 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
This very special property is located on the edge of Castello di San Donato in Perano (Chianti), a beautiful hamlet which has recently been restored to such a high standard that it was awarded by the International Property Awards 2006.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £195 /night

£1363 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage Clarissa, once a farms barn has now acquired a refined look with a private entrance, gardens, and terrace.andnbsp; The outside cottage garden directs you to the swimming pool amidst the woods that is shared by another Cottage named Virginia.andnbsp;andnbsp;  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £171 /night

£1196 - £2146 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £301 /night

£2106 - £4000 / week

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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

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

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from £1383 /night

£9678 - £11291 / week

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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 | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £929 /night

£6500 - £6815 / week

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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

15 Photos

Cottage | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £174 /night

£1212 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage Virginiaandnbsp;is a stunning conversion of the farms former barn. The cottage has its own entrance, private gardens, terrace and have been designed and furnished to a high standard. Aandnbsp;spacious dining areaandnbsp;easily seats up toandnbsp;12 people. Al  …see more

5 Photos

Apartment | 5 Bedrooms | sleeps 6

5 Nights min stay

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from £210 /night

£1468 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The stairs near the dining area leads onto the top, theandnbsp;first floor. As one enters the top, a gallery unfolds with a sofa cum bed.andnbsp; The gallery again extends to theandnbsp;two bedrooms with assorted ensuiteandnbsp;bathrooms. The whole area is blemished  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £178 /night

£1240 - £2165 / week

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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

5 Photos

Apartment | 3 Bedrooms | sleeps 5

Min stay varies

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from £81 /night

£565 - £839 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This lovely apartment is in the exact midpoint of the city. Totally away from the luxuriant landscape and country life,andnbsp;Antico Postaandnbsp;apartment is in the heart of San Gimignano, Italy.andnbsp; The entrance hall has aandnbsp;small sitting areaandnbsp;and  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £623 /night

£4357 / week

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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

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £171 /night

£1196 - £2255 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £75 /night

£522 - £652 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £59 /night

£408 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 1 bedrooms sleeps 2  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £187 /night

£1304 - £2078 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £61 /night

£421 - £771 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Ulignano with 2 bedrooms sleeps 5  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £80 /night

£555 - £799 / week

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Key info:

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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £74 /night

£517 - £738 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

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