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
2,501 properties
Florence
982 properties
Venice, Veneto
488 properties
Trapani
476 properties
Amalfi Coast
453 properties
Lucca
438 properties
Palermo
413 properties
Cortona
411 properties
Sorrento, Campania
351 properties
Cefalu
315 properties
San Gimignano
288 properties
Taormina
275 properties
Greve in Chianti
262 properties
Massa Lubrense
245 properties

Filters applied: City breaks (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  |  
16 Photos

Farmhouse | 1 Bedroom | sleeps 4

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £64 /night

£446 - £536 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £39 /night

£270 - £360 / week

View

Key info:

  • Nearest beach 75 km
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
HOME / COTTAGE INDEPENDENT OF NEW CONSTRUCTION IN THE OPEN COUNTRYSIDE panoramic view on San Gimignano Pets: maximum 2 (small)  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £84 /night

£582 / week

View

Key info:

  • Nearest beach 65 km
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
In a central position, but also surrounded by a rare and precious silence, our apartment offer the unique feeling of an ancient building with all the comfort of modern amenities. Apartment with private garage in the heart of San Gimignano, Siena, Tuscany.  …see more

Featured properties

14 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

Add to shortlist

from £62 /night

£428 - £795 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Ideal holiday house for vacation in Tuscany. It is located near San Gimignano, a stopping point of the Via Francigena. It is part of a renovated rural hamlet with a swimingpool, surrounded by green nature. Siena, Volterra and Florence area are within one hour's drive. Indipendent heating. Free 2G WiFi is available. No-smoking apartment. No pets. Car is essential.  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £58 /night

£400 - £600 / week

View

Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

Add to shortlist

from £92 /night

£642 - £813 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £54 /night

£377 - £435 / week

View

Key info:

  • Nearest beach 68 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Apartment, for two people, was renovated and first opened in June 2009 by the owners, Duccio and Renata Nacci, who take care personally of the flat, providing it of all comforts to give their guests a pleasant holiday. Services: Free Wi-Fi - Air conditioned - Fully equipped kitchen - Central heating - all for the breakfast -  …see more

21 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £62 /night

£428 - £763 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

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 5
  • 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

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £59 /night

£411 - £513 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Ideal for a couple in search of the tranquility the countryside around San Gimignano. The entrance is into a spacious living room with a kitchenette hidden by a wardrobe, a bedroom overlooking a suggestive panorama a modern toilet and a green space fully equipped  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £86 /night

£599 - £770 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
A typical apartment of the senese countryside extends around a big kitchen. carefully renovated in line with the Tuscan country house tradition it offers all modern comforts. with three big double bedrooms overlooking the rolling hills and an open space with a gazebo  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £60 /night

£420 - £700 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £83 /night

£575 - £850 / week

View

Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Holiday apartment with shared pool and gardens. Its rural position offers complete relaxation and a wonderful panoramic view. Near Volterra and San Gimignano, it's a perfect starting point for visiting Florence, Pisa and Siena. Perfect for families or couples. Excellent restaurants, sport facilities, city tours, and excursions in beautiful Tuscan countryside.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £80 /night

£560 - £800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Casa Florio is situated in Podere Torrichi of 16th Century farm buildings. Communal garden and large pool. Own private garden with terrace and gazebo, ideal for al fresco dining.  …see more

21 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £97 /night

£678 - £799 / week

View

Key info:

  • Nearest beach 72 km
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The Podere Magione Holiday Farm is capable of offering various possibilities for your stay in Tuscany, also maintaining an intimate, family atmosphere, considering its modest size. The apartments and rooms have been furnished in rustic Tuscan style.  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £83 /night

£575 - £925 / week

View

Key info:

  • Nearest beach 66 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Holiday apartment with shared pool and gardens. Its rural position offers complete relaxation and a wonderful panoramic view. Near Volterra and San Gimignano, it's a perfect starting point for visiting Florence, Pisa and Siena. Perfect for families or couples. Excellent restaurants, sport facilities, city tours, and excursions in beautiful Tuscan countryside.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £65 /night

£452 - £565 / week

View

Key info:

  • Nearest beach 72 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
This apartment is situated on one of the most ancient routes of the pilgrims, just a few kilometres from San Gimignano. All the windows offer a beautiful view of the neighbouring villages and hills. Podere Magione is a farm house we produce Chianti wine, White wine and olive oil, our guests can test them.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £33 /night

£226 - £283 / week

View

Key info:

  • Nearest beach 72 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
The Podere Magione is immersed in the San Gimignano countryside, amidst hills covered with olive trees and vineyards. From its ideal position it is possible to quickly reach the most beautiful, historical and artistic towns of Tuscany. Podere Magione is a farm house; we produce Chianti wine, White wine and Olive oil, our Guests can test them.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £104 /night

£722 - £968 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

13 Photos

B&B | 11 Bedrooms | sleeps 24

4 Nights min stay

Add to shortlist

from £85 /night

£593 - £856 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £219 /night

£1533 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment in a naturally cool stone villa with large pool & gardens in San Gimignano area  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £219 /night

£1533 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Naturally cool stone villa for 11 persons with large private pool & gardens in San Gimignano area  …see more

18 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £43 /night

£299 / week

View

Key info:

  • Nearest beach 50 km
  • Great for children of all ages 5
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £49 /night

£342 - £385 / week

View

Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
Appartamento immerso nelle colline di San Gimignano  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £48 /night

£334 - £402 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

£342 - £590 / week

View

Key info:

  • Nearest beach 69 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Log cabin | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £49 /night

£342 - £454 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Merope è una capanna totalmente ristrutturata, immersa nel verde delle campagne Toscane, tra vigneti ed oliveti, a due passi dalla bellissima San Gimignano, conosciuta anche come "la città delle torri".  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 3

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £43 /night

£300 - £342 / week

View

Key info:

  • Nearest beach 90 km
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

13 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £49 /night

£342 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Essendo l'appartamento situato nel cuore del paese, l'ospite può trovare locali negozi e siti d'arte, in meno di un'ora si raggiungono Siena, Firenze, Volterra e la costa  …see more

7 Photos

Townhouse | 4 Bedrooms | sleeps 12

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £147 /night

£1026 / week

View

Key info:

  • Great for children of all ages 5
  • 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

22 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £181 /night

£1266 - £2086 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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 Non si accettano animali. Possibilità di frequentare corsi di cucina, nordic walking, equitazione; di nolegg  …see more

22 Photos

Finca | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £62 /night

£431 - £496 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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. 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

24 Photos

Finca | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £76 /night

£530 - £838 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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. Possibilità di frequentare corsi di cucina, nordic walking, equitazione; di noleggiare auto/moto/bici; di ef  …see more

13 Photos

Guest house | 3 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

Add to shortlist

from £55 /night

£385 - £1308 / week

View

Key info:

  • Nearest beach 110 km
  • Suitable for children over
  • 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

10 Photos

B&B | 6 Bedrooms | sleeps 10

1 night min stay

Add to shortlist

from £35 /night

£240 - £2394 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

Min stay varies

Add to shortlist

from £472 /night

£3300 - £5400 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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 | 5 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £158 /night

£1100 - £1700 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

12 Photos

Condo | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • No pets allowed
E' un punto strategico per la visita alle maggiori città toscane, nonché ai piccoli borghi medioevali come Volterra, Certaldo, Colle Val D'Elsa e Monteriggioni, tuti facilmente raggiungibili in pochi minuti con l'auto.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

Add to shortlist

Key info:

  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Large outdoor area. Homely and friendly atmosphere. The tranquility of the countryside just a few steps away from the center.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
san gimignano affittacamere appartamento casa vacanze camere edera1 ferie festivita' città medievale toscana vernaccia zafferano Siamo a San Gimignano, in una zona strategica ricca di posti auto gratis e a 5 min. a piedi dalle Mura.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

Min stay varies

Add to shortlist

from £72 /night

£500 - £750 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

Farmhouse | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £118 /night

£820 - £1400 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

Farmhouse | 2 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

from £72 /night

£500 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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