Villas in San Gimignano and Apartments – Holiday Lettings - Holiday Rentals San Gimignano

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  • Italy
  • Tuscany
  • Province of Siena
  • San Gimignano

Location

  • All locations
  • Casaglia (9)
  • Castel San Gimignano (13)
  • Larniano (37)
  • Montauto (1)
  • Pancole (22)
  • San Donato in Siena (9)
  • Santa Maria, San Gimignano (3)
  • Ulignano (19)

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441 Holiday homes

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

(30) Excellent 

1 / 25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
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 £84 / night

£459 - £709 / week

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from £84 / night

(40) Excellent 

1 / 25

Lovingly restored stone-built Tuscan barn

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
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

(21) Excellent 

1 / 29

Tuscany / Province of Siena / San Gimignano / Pancole

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 90 km; Great for children of all ages ; Car essential;
 …see more

from £46 / night

£280 - £405 / week

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from £46 / night

(9) Very Good 

1 / 31

Le Fontanelle - rustic farm buildings with pool

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Nestled in a centuries-old complex of farm-house buildings, just 10 minutes drive from the medieval "skyscraper" fortress town of San Gimignano...Le Fontanelle is the perfect place to soak in Tuscany's sunshine, culture, food and fun.An easy drive from Pi  …see more

from £96 / night

£596 - £788 / week

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from £96 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
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 £84 / night

£459 - £709 / week

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from £84 / night

(1) Excellent 

1 / 14

New Casa Titta apt 3 bedrooms , amazing view

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 55 km; Great for children of all ages ; 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 £84 / night

£459 - £709 / week

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from £84 / night

(1) Excellent 

1 / 22

Granaio 6 - San Gimignano apartment sleeps 7

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
This unique, rustic and romantic self catering apartment has sleeping capacity for up to 7 (5+2) people in total. The apartment is next to Granaio nr 7 (advert nr 277234 ) and is a part of a small complex. It's perfektly located in West Chianti only 20 minutes from San  …see more

from £83 / night

£409 - £900 / week

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from £83 / night

(7) Excellent 

1 / 18

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

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
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 £82 / night

£550 - £1042 / week

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from £82 / night

(1) Excellent 

1 / 17

Tuscan hillside farmhouse with private pool, terrace and garden, great for family holidays

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
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 £61 / night

£413 - £917 / week

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from £61 / night

(6) Very Good 

1 / 18

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

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
'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 / 20

Villa Cafaggiola 3 bedroom villa with private pool

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
The Villa has been completely renovated from an old barn and materials have been used for its original restructuring terracotta floors and exposed beams on the ceilings. It 'a great place to spend a quiet holiday without sacrificing the various excursions just a short d  …see more

from £155 / night

£1084 - £1875 / week

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from £155 / night

(6) Excellent 

1 / 24

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 70 km; Great for children of all ages ; Car advised;
 …see more

from £92 / night

£584 - £700 / week

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from £92 / night

1 / 20

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £146 / night

£766 - £1258 / week

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from £146 / night

(40) Excellent 

1 / 19

Stunning farmhouse apartment located between Tuscan cities of San Gimignano and Volterra, shared pool, private garden, sleeps 6

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car essential;
Azzurra is an apartment in Poderra Torrichi, a gated community of three farm buildings, which is located between the medieval cities of San Gimignano and Volterra. Podera Torrichi is newly renovated and has retained the charm of the traditional Tuscan farm buildings, wi  …see more

from £182 / night

£985 - £1440 / week

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from £182 / night

(5) Excellent 

1 / 18

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £96 / night

£671 / week

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from £96 / night

(3) Excellent 

1 / 26

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Nearest beach 89 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£730 - £1395 / week

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from £105 / night

(3) Excellent 

1 / 35

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
 …see more

from £84 / night

£525 - £875 / week

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from £84 / night

(6) Excellent 

1 / 27

Bright and Spacious Apartment in the heart of town

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
Holiday in San Gimignano ... a journey into the heart of Tuscany.Dear Guests, we are the sisters Stefania and Margherita and we are the owners of Appartamento Margherita. We decided to rent the apartment where we were born about 15 years ago, when we understood that it  …see more

from £84 / night

£500 / week

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from £84 / night

(1) Excellent 

1 / 19

Farmhouse holiday rental with private pool and garden in San Gimignano

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
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 £67 / night

£459 - £959 / week

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from £67 / night

1 / 25

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
 …see more

from £71 / night

£434 - £794 / week

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from £71 / night

1 / 60

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 81 km; Great for children of all ages ; Car essential;
 …see more

from £38 / night

£250 - £450 / week

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from £38 / night

1 / 15

Tuscany / Province of Siena / San Gimignano / Ulignano

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £524 / night

£3663 - £5167 / week

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from £524 / night

(3) Excellent 

1 / 20

Granaio 7 - San Gimignano apartment sleeps 6

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
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 £58 / night

£400 - £875 / week

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from £58 / night

1 / 7

Charming rooms with amazing view and breakfast.

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Conveniently placed between world famous hilltop towns of San Gimignano Florence and Siena. We offer 360° views from the top of a hill surrounded by vines and olive trees. Abundant buffet breakfast and home cooked evening meals are avaialble for our guests, relax by t  …see more

from £80 / night

£525 - £700 / week

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from £80 / night

(14) Excellent 

1 / 49

Lovely detached cottage with view of San Gimignano

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 56 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min stay
Key info: Nearest beach 75 km; Great for children of all ages ; Car essential;
Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in a typical country-style using rustic furniture and bright terracotta floors, the airy hom  …see more

from £50 / night

£350 / week

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from £50 / night

(14) Very Good 

1 / 16

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

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 4Min 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 / 27

Tuscany / Province of Siena / San Gimignano

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £295 / night

£2065 - £3325 / week

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from £295 / night

(16) Excellent 

1 / 10

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

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 72 km; Great for children of all ages ; 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 £42 / night

£250 - £309 / week

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from £42 / night

(5) Excellent 

1 / 46

Villa Sangimignano - Montauto farmhouse sleeps 5

Tuscany / Province of Siena / San Gimignano / Montauto

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
The 200 sqm villa is a typical stone barn in an early '900 style, characterized by the tranquility of the Tuscan countryside of San Gimignano in which it is immersed.It can be accessed via a large private and completely fenced garden of 2,000 sqm.The house is the r  …see more

from £194 / night

£1417 - £1917 / week

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from £194 / night

1 / 10

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
 …see more

from £84 / night

£555 - £1167 / week

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from £84 / night

(4) Excellent 

1 / 23

Podere Lo Spadino - San Gimignano villa sleeps 9

Tuscany / Province of Siena / San Gimignano

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 £292 / night

£1292 - £2084 / week

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from £292 / night

1 / 100

San Gimignano 16005 - San Gimignano villa sleeps 4

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; No pets allowed;
Splendid tower situated on the main square (Piazza del Duomo) of San Gimignano. This tower, which is the only one habitable among the 14 of the town, was built in the 13th century by the Salvucci family and is the highest private tower of San Gimignano (48 m). This buil  …see more

from £190 / night

£1111 - £1553 / week

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from £190 / night

(4) Excellent 

1 / 24

Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 6

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Podere Torricchi is in a typical tuscan landscape characterised by hills with olive trees and mediterrenean bush. Podere Torricchi is a group of converted farm buildings. The apartment has been newly restored in a traditional Tuscan style.Gambassi Terme and San Gimignan  …see more

from £71 / night

£497 - £959 / week

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from £71 / night

(2) Very Good 

1 / 12

Podere Remignoli Apt Luna - San Gimignano farmhouse sleeps 2

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Swimming pool;
The farm Podere Remignoli is set halfway between Florence and Siena on top of a hill overlooking the unique scenery of San Gimignano, from where you can admire the Chianti hills on the east, the Elsa valley on the north and the Montagnola Senese on the south. The farmho  …see more

from £75 / night

£500 / week

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from £75 / night

(10) Excellent 

1 / 9

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £66 / night

£456 - £805 / week

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from £66 / night

1 / 23

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Not suitable for children; Pets welcome;
 …see more

from £135 / night

£786 - £1364 / week

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from £135 / night

(6) Very Good 

1 / 17

Restored stone built villa near San Gimignano

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Podera collinella is ideally situated in a beautiful rural location with fabulous panoramic 360 degree views. The villa is a newly renovated 16th century converted farmhouse with a light & open feel. It has all 21st century amenities with well equipped bathrooms & kitch  …see more

from £93 / night

£650 - £900 / week

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from £93 / night

(2) Very Good 

1 / 21

Tuscany / Province of Siena / San Gimignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 77 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£609 - £925 / week

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from £105 / night

1 / 100

San Gimignano - 2 pax - San Gimignano apartment sleeps 2

Tuscany / Province of Siena / San Gimignano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
2 paxThese country apartments in Tuscany ranging from 45 to 60 sq-m are called after the purpose they were used for long ago. They are situated on the ground or first floor and feature each a large dining room with fully fitted kitchen area. Only one of them features a  …see more

from £100 / night

£575 - £775 / week

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from £100 / night

1 / 10

la Stadera - Castel San Gimignano apartment sleeps 4

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 60 km; Great for children of all ages ; Car essential;
The apartment (max 4 people) located on a beautiful hill overlooking San Gimignano, is situated in Castel San Gimignano at 375 m above sea level. The village of 400 inhabitants, offers a restaurant, a grocery store and tranquility. From there you can quickly reach the  …see more

from £38 / night

£250 - £267 / week

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from £38 / night

Top Destination reviews

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
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
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
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

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