Long term rentals San Gimignano | Holiday Lettings

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Location

  • 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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414 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

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 £85 / night

£463 - £715 / week

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from £85 / night

(6) Excellent 

1 / 24

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 £93 / night

£589 - £706 / week

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from £93 / night

(40) Excellent 

1 / 19

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

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 £184 / night

£993 - £1451 / week

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from £184 / night

(40) Excellent 

1 / 25

Lovingly restored stone-built Tuscan barn

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

(18) Excellent 

1 / 49

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

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 £85 / night

£463 - £715 / week

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from £85 / night

(7) Excellent 

1 / 18

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

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 £83 / night

£555 - £1051 / week

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from £83 / night

(1) Excellent 

1 / 17

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

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 £62 / night

£416 - £925 / week

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from £62 / night

(1) Excellent 

1 / 8

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 £94 / night

£655 - £1174 / week

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from £94 / night

(21) Excellent 

1 / 29

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 £47 / night

£282 - £408 / week

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from £47 / night

(1) Excellent 

1 / 14

New Casa Titta apt 3 bedrooms , amazing view

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 £85 / night

£463 - £715 / week

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from £85 / night

(5) Very Good 

1 / 11

Province of Siena / San Gimignano

3 bedroomsSleeps 57 nights min stay

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

from £68 / night

£474 - £959 / week

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from £68 / night

1 / 13

Piccolo Cottage San Gimignano - San Gimignano cottage sleeps 4

Province of Siena / San Gimignano

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Great for children of all ages ; Pets welcome; Private garden;
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 modern-style using and bright terracotta floors, the airy home contains 1 double bedroom.  …see more

from £40 / night

£0 / week

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from £40 / night

(6) Very Good 

1 / 18

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

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 / 15

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 £528 / night

£3694 - £5211 / week

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from £528 / night

(9) Very Good 

1 / 31

Le Fontanelle - rustic farm buildings with pool

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 £97 / night

£601 - £795 / week

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from £97 / night

(1) Excellent 

1 / 22

Granaio 6 - San Gimignano apartment sleeps 7

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 £84 / night

£412 - £908 / week

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from £84 / night

(3) Excellent 

1 / 35

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 £85 / night

£530 - £883 / week

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from £85 / night

(1) Excellent 

1 / 16

Classic Tuscan farmhouse on a hilltop with brilliant views of the countryside, outdoor pool

Province of Siena / San Gimignano

7 bedroomsSleeps 131 night min stay

  • 7 bedrooms
  • Sleeps 13
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Torreprima holidays house is 3 Km away from the historical center of San Gimignano, and is situated on top of a hill from where it is possible to delight the beautiful view over the surrounding valleys of olive groves and vineyards. It has availability of 5 apartments.  …see more

from £118 / night

£522 / week

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from £118 / night

1 / 9

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 £90 / night

£629 - £1104 / week

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from £90 / night

1 / 20

Villa Cafaggiola 3 bedroom villa with private pool

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 £157 / night

£1093 - £1891 / week

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from £157 / night

1 / 60

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 £39 / night

£252 - £454 / week

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from £39 / night

1 / 11

Province of Siena / San Gimignano

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £67 / night

£463 - £883 / week

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from £67 / night

1 / 9

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+; Air conditioning;
 …see more

from £116 / night

£806 - £1330 / week

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from £116 / night

(3) Very Good 

1 / 10

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 £90 / night

£629 - £1104 / week

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from £90 / night

(1) Excellent 

1 / 24

I Cipressi - San Gimignano cottage sleeps 7

Province of Siena / San Gimignano

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 97 km; Swimming pool; Great for children of all ages ;
A charming villa set in a cypress-tree-lined garden with a lovely pool at just 4 km from the historic town of San Gimignano famous for its medieval towers, historical sights and craft shops, as well as having an excellent selection of restaurants and local amenities. T  …see more

from £121 / night

£799 - £2143 / week

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from £121 / night

(6) Very Good 

1 / 17

Restored stone built villa near San Gimignano

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 / 8

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 £94 / night

£655 - £1174 / week

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from £94 / night

(16) Excellent 

1 / 24

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

Province of Siena / San Gimignano

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
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 £337 / night

£1429 - £2437 / week

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from £337 / night

1 / 15

Contessa Apt San Gimignano - Larniano apartment sleeps 4

San Gimignano / Larniano

2 bedroomsSleeps 47 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 £75 / night

£522 / week

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from £75 / night

(1) Excellent 

1 / 19

Farmhouse holiday rental with private pool and garden in San Gimignano

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 £68 / night

£463 - £967 / week

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from £68 / night

1 / 24

Villa La Torre - Larniano villa sleeps 16

San Gimignano / Larniano

8 bedroomsSleeps 167 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
Villa La Torre is a medieval lookout tower, built more than 8 centuries ago on Etruscan foundations, and at a later date incorporated into the farmhouse structure. Over the centuries, the Torre has been inhabited by generations of farmers who have molded the available s  …see more

from £505 / night

£3530 - £5211 / week

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from £505 / night

(3) Excellent 

1 / 20

Granaio 7 - San Gimignano apartment sleeps 6

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

£404 - £883 / week

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from £58 / night

1 / 12

Agriturismo B&B I Pini - San Gimignano guest house sleeps 2

Province of Siena / San Gimignano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Not suitable for children;
Our romantic Agriturismo I Pini, whose roots date back to the 17th Century, represents an alternative to the typical Hotel accommodation: Here nature meets culture, design tradition and harmony lifestyle. The Guesthouse I Pini awaits you with familiar atmosphere and off  …see more

from £93 / night

£589 - £748 / week

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from £93 / night

1 / 9

Province of Siena / San Gimignano

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £49 / night

£337 - £757 / week

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from £49 / night

1 / 36

Province of Siena / San Gimignano

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £216 / night

£1507 - £2329 / week

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from £216 / night

1 / 10

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 £85 / night

£559 - £1177 / week

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from £85 / night

1 / 9

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 £61 / night

£421 - £673 / week

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from £61 / night

(5) Excellent 

1 / 9

Province of Siena / San Gimignano

1 bedroomSleeps 27 nights min stay

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

from £42 / night

£288 - £505 / week

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from £42 / night

(13) Excellent 

1 / 24

Charming stone-built 2 bedroom Tuscan villa with private outdoor pool and gardens, kids and pets welcome!

Province of Siena / San Gimignano

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
Charming stone-built house located in a peaceful and panoramic position on the green, rolling hills near San Gimignano.The villa is the result of a recent renovation which has transformed this ancient barn into a beautiful and comfortable detached villa, ideal for spend  …see more

from £68 / night

£471 - £1513 / week

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from £68 / night

(9) Excellent 

1 / 65

VILLA IRIS, LUXURY VILLA IN SAN GIMIGNANO

Province of Siena / San Gimignano

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 71 km; Swimming pool; Great for children of all ages ;
This superb villa, obtained from the careful restoration of an old brick kiln of 1737, is situated in a unique position on a hill opposite the towers of San Gimignano. The villa has been lovingly restored with materials of the highest quality and finished after long and  …see more

from £421 / night

£2942 - £6975 / week

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from £421 / 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
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
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
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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