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124 Holiday homes

Filters applied: Non-Smoking property (124)

Travellers going to San Gimignano are booking October dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

1 / 18

3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 6 - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £84 / night

£565 - £941 / week

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from £84 / night

(30) Excellent 

1 / 25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the oliv  …see more

from £86 / night

£471 - £727 / week

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from £86 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £86 / night

£471 - £727 / week

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from £86 / night

(16) Excellent 

1 / 10

Sunny 1 bedroom apartment on the Podere Magione Holiday Farm in the San Gimignano region of Tuscany - San Gimignano apartment sleeps 2

Province of Siena / San Gimignano

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 72 km; Child friendly ; Car essential;
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.CIPRESSO APARTMENT has one bedroom with twins beds(or the possibility to have a big bed as  …see more

from £43 / night

£257 - £317 / week

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from £43 / night

(6) Very Good 

1 / 15

2 bedroom holiday apartment in San Gimignano surrounded by stunning Tuscan landscape - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 72 km; Child friendly ; Car essential;
This apartment is for 2/4 people and is made up of two spacious rooms with double bed, two bathrooms with shower, a large and fully equipped kitchen/dining room and an outdoor area paved with terracotta tiles like the yards of old country farmhouses, offering a fabulous  …see more

from £89 / night

£496 - £556 / week

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from £89 / night

1 / 9

APARTMENT " IL PICCOLO GUFO" - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Ask about pets;
The little owl" is a lovely apartment ideal for enjoying a relaxing holiday in the wonderful Tuscan countryside.   It is located on a hill, surrounded by vineyards, in front of San Gimignano, a medieval town famous for its 7 towers. It's in an excellent posi  …see more

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(1) Excellent 

1 / 14

New Casa Titta apt 3 bedrooms , amazing view - Castel San Gimignano apartment sleeps 5

San Gimignano / Castel San Gimignano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 55 km; Child friendly ; Car advised;
C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has  …see more

from £86 / night

£471 - £727 / week

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from £86 / night

1 / 24

Podere la Marronaia Yellow 2p - San Gimignano farmhouse sleeps 2

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
Podere la Marronaia is a small and welcoming farmhouse situated on a small hill among vineyards and olive groves, close to the historical centre of San Gimignano (2km). The central part of this historical building is the watching tower built in 1200 ad as part of the c  …see more

Pricing unknown

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1 / 20

San Gimignano / Ulignano

4 9 7 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Suitable for children age 5+;
 …see more

from £361 / night

£2522 / week

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from £361 / night

1 / 26

Province of Siena / San Gimignano

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £137 / night

£958 / week

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from £137 / night

1 / 7

Lovely countryside Podere San Luigi Apt Tramonto - Pancole farmhouse sleeps 2

San Gimignano / Pancole

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
You can enjoy a relaxing holiday in the center of Tuscany surrounded by nature and the countryside. Very close to San Gimignano, on the "VIA FRANCIGENA", the casale is the starting point for visiting the important Tuscan cities of Art, villages, and the famous  …see more

from £53 / night

£342 / week

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from £53 / night

1 / 20

Podere la Marronaia Blue 2p - San Gimignano farmhouse sleeps 2

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Podere la Marronaia is a small and welcoming farmhouse situated on a small hill among vineyards and olive groves, close to the historical centre of San Gimignano (2km). The central part of this historical building is the watching tower built in 1200 ad as part of the c  …see more

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(40) Excellent 

1 / 25

Lovingly restored stone-built Tuscan barn - San Gimignano house sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully r  …see more

from £90 / night

£625 - £925 / week

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from £90 / night

1 / 11

Province of Siena / San Gimignano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £69 / night

£479 / week

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from £69 / night

(5) Excellent 

1 / 6

Province of Siena / San Gimignano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; Pet friendly;
 …see more

from £69 / night

£479 / week

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from £69 / night

(6) Very Good 

1 / 18

Holiday apartment in restored Tuscan farmhouse, sleeps 4, features private garden and shared pool - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
'Podere Torricchi' is a small collection of renovated 16th Century farm buildings converted into luxury houses and apartments. 'Torricchi 6' is a beautiful spacious ground floor house and is located on a hill with stunning views of the Tuscan hills. The renovation has r  …see more

from £75 / night

£525 - £800 / week

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from £75 / night

(1) Excellent 

1 / 21

Podere Magione - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 72 km; Child friendly ; Car essential;
The holiday farm is immersed in the San Gimignano countryside, amidst hills covered with olive trees and vineyards, between the Val d'Elsa and Chianti. From its ideal position it is possible to quickly reach the most beautiful, historical and artistic towns of Tusc  …see more

from £134 / night

£753 - £804 / week

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from £134 / night

1 / 5

Province of Siena / San Gimignano

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £135 / night

£941 / week

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from £135 / night

1 / 23

Fantastic 2 bedroom apartment in Traditional Tuscan villa with amazing views of the countryside and pool access, sleeps 4 - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
Girasole is a very comfortable, quiet, self catering apartment on the first and second floor of a traditional Tuscan country villa commanding fabulous views over rolling hills, vineyards and olive groves. It has been totally refurbished but retains all its original f  …see more

from £180 / night

£1197 / week

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from £180 / night

1 / 7

10392 - Farmhouse Graziano Sta - San Gimignano farmhouse sleeps 2

Province of Siena / San Gimignano

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
Farmhouse Graziano Stalla is one of 3 independent country homes located on a vast farm estate, where stately cypress trees welcome you to a captivating Tuscan experience.andnbsp;The house is at the medieval town of San Gimignano with its well-known towers, as well as a  …see more

from £163 / night

£906 / week

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from £163 / night

1 / 15

Contessa Apt San Gimignano - Larniano apartment sleeps 4

San Gimignano / Larniano

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Air conditioning;
Lovely Two-roomed apartment (55 mq) with a comfortable terrace for outdoor dinners (10 mq). It is finely furnished with "arte povera toscana" furniture. Living room, separate kitchen corner, bathroom with shower, bedroom with a charming mezzanin floor from whi  …see more

from £76 / night

£530 / week

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from £76 / night

1 / 29

Tuscan Feeling - Casa Ornella - San Gimignano villa sleeps 6

Province of Siena / San Gimignano

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; No pets allowed;
Located in the hills of the Val d'Elsa area, San Gimignano is famous mainly for its numerous noble towers that make this town, at the ancient atmosphere, one of the most striking and characteristic of Tuscany. A place where time has stopped, that has kept intact th  …see more

from £94 / night

£599 / week

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from £94 / night

(1) Excellent 

1 / 17

Tuscan hillside farmhouse with private pool, terrace and garden, great for family holidays - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £56 / night

£342 - £812 / week

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from £56 / night

(8) Excellent 

1 / 20

Three bedroom apartment in stunning villa - San Gimignano villa sleeps 6

Province of Siena / San Gimignano

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Not suitable for children; Car advised;
Osservatorio is a stunning villa for up to 11guests divided into two independent units. Orione apartment for up to 6 guests.The property is extraordinarily cool and pleasant throughout the summer, thanks to its location on a higher altitude (about 500 AMSL) and the beau  …see more

from £183 / night

£1283 - £1453 / week

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from £183 / night

1 / 100

San Gimignano - 2+2 pax - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
2+2 paxThis ground floor country apartment of 90 sq-m is a lovely haven to spend holidays in Tuscany. The apartment features a spacious living room with dining area and kitchenette provided with all comforts. It can host 2+2 guests as it features a double bedroom and tw  …see more

from £107 / night

£624 - £851 / week

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from £107 / night

(1) Very Good 

1 / 9

TYCHEHOUSE - Larniano apartment sleeps 4

San Gimignano / Larniano

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; No pets allowed;
Tyche House, in a holiday village "Borgo la Fornace", made the appearance of a typical rural Tuscan village. Nature: Tyche House is surrounded by woods, in the famous Tuscan hills. Well-being: Tyche House offers a fitness center & SPA for aesthetics and ha  …see more

from £80 / night

£556 / week

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from £80 / night

(4) Excellent 

1 / 23

Podere Lo Spadino - San Gimignano villa sleeps 9

Province of Siena / San Gimignano

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The villa, on two floors, is just 5 km from the historic center of San Gimignano, in a secluded location is surrounded by large well kept garden and green, with lawn, where you can spend time and relax. The garden also features a gazebo with garden furniture, barbecue.  …see more

from £300 / night

£1325 - £2137 / week

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from £300 / night

1 / 18

San Gimignano - 81678003 - San Gimignano apartment sleeps 2

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Poggiluglio is a farm with apartments facilities, located in a rural house originally build around 1400, carefully restored and equipped with all comforts that will make your stay an unforgettable experience. Located only 200 meters away from the main gate of San Gim  …see more

from £94 / night

£578 - £734 / week

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from £94 / night

(1) Excellent 

1 / 20

Podere le Monache 1 - San Gimignano farmhouse sleeps 4

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £56 / night

£342 - £744 / week

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from £56 / night

1 / 100

San Gimignano - 4 pax - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
4 paxThese country apartments in Tuscany range from 60 to 100 sq-m. They are situated on the ground or first floor and afford stunning picture postcard views of the landscape. They feature dining room with a fully fitted kitchen area, a double bedroom and a twin bedroom  …see more

from £120 / night

£770 - £1120 / week

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from £120 / night

1 / 10

Province of Siena / San Gimignano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £77 / night

£471 / week

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from £77 / night

(3) Excellent 

1 / 20

Granaio 7 - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
This unique, rustic and romantic self catering apartment has sleeping capacity for up to 6 people (4+2) in total. The apartment is next to Granaio nr 6 (nr 277512) and is a part of a small complex. It's perfektly located in West Chianti only 20 minutes from San Gimignan  …see more

from £35 / night

£240 - £582 / week

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from £35 / night

(14) Very Good 

1 / 16

Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 4 - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 55 km; Swimming pool;
Casa Florio' is a 2 bedroom apartment incorporated into an ancient farm comprising 12 beautifully renovated stone buildings . Designed in traditional Tuscan country style with chestnut beamed ceilings and terraccota tiled floors. It is light and spacious with doors lea  …see more

from £71 / night

£500 - £750 / week

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from £71 / night

(1) Excellent 

1 / 22

San Gimignano - 81678001 - San Gimignano apartment sleeps 3

Province of Siena / San Gimignano

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Poggiluglio is a farm with apartments facilities, located in a rural house originally build around 1400, carefully restored and equipped with all comforts that will make your stay an unforgettable experience. Located only 200 meters away from the main gate of San Gim  …see more

from £81 / night

£475 - £906 / week

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from £81 / night

(14) Excellent 

1 / 17

Fabio Apartments San Gimignano - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 65 km; Child friendly ; Car advised;
Apartment "Il Duca" (2-6 beds)Bright three-roomed apartment (85 mq). With its twelve windows it offers a beautiful panoramic view of the surrounding Chianti countryside, the nearby gardens, the ancient buildings and the legendary Torre del Diavolo. It is finel  …see more

from £88 / night

£616 / week

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from £88 / night

1 / 9

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

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(16) Excellent 

1 / 24

Attractive stone-built villa in extraordinary Tuscan locale, private terrace and swimming pool, incredible views, sleeps up to 9 - San Gimignano villa sleeps 9

Province of Siena / San Gimignano

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
Villa La Porticciola take its charm from the extroardinary position in front of the silhouette of San Gimignano towers. Everywhere it is possible to admire the unforgettable panoramic view of the town or the hilly landscape of the Chianti region. Ideal position for excu  …see more

from £342 / night

£1453 - £2308 / week

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from £342 / night

1 / 15

Il Pozzo - San Gimignano apartment sleeps 2

Province of Siena / San Gimignano

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
Charming and comfortable apartment, situated in the heart of historical centre of San Gimignano but a little out of the busy tourist street. A self catering solution finely furnished with a personal touch and details of Tuscan-style architectureView of the "Torre  …see more

from £95 / night

£556 / week

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from £95 / night

1 / 12

Province of Siena / San Gimignano

2 4 30 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £129 / night

£855 / week

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from £129 / night

1 / 22

Apartment Corbezzolo - Castel San Gimignano apartment sleeps 5

San Gimignano / Castel San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 65 km; Swimming pool; Child friendly ;
IMPORTANT: This holiday house is registered and has the licence number 19814 - San Gimignano. Welcome to San Gimignano in Tuscany."LE FONTANELLE", a completely restored rural hamlet, is located eight km from the medieval town of San Gimignano. San Gimignano was a st  …see more

from £66 / night

£428 - £812 / week

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from £66 / night

Top Destination reviews

Podere Lo Spadino
What a wonderful place in Italy

We stayed now the second time in Podere Lo Spadino, we are a Group with 8 peoples, and everything in this house is amazing. The whole house, the garden, the pool and of course Barbara with her Family, they are helpful and very friendly and nice. We … see more
Very clean and pleasant apartment

The apartment is very clean, the kitchen equipment is brand new. Even the owner changed both the TV's, so we could watch the European Football Championship. Veronica very kindly meet us late in the evening and drove us from the parking lot to the a … see more
6 bedroom villa Tuscany (BFY13480)
excellent place, very ingoibale holliday

we stay in the villa for 5 nights. 5 couples 3 infants. everything was like it describe in the site. very large rooms with all the facilities you need. wifi works perfect, the pool was very clean. the kitchen was well equipped, the dining room ver … see more
Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool
What a great place to stay

My wife and I, along with our friends from Edinburgh, rented for a week at the end of June. What great accommodation, well presented, and the gardens, pool etc was a wonderful environment to relax in. Easy travelling to all the major Tuscan sights, … see more
La Chiesina
An awesome villa in the Tuscan hills

A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monteriggioni. The location is superb and we d … see more

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