Villas in San Gimignano: Rent luxury villas in San Gimignano

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75 Holiday homes

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(3) Very Good 

24

Splendid period farmhouse in the Tuscan countryside with 6 bedrooms, swimming pool and private garden - San Gimignano villa sleeps 17

Province of Siena / San Gimignano

6 17 7 nights min

  • 6 bedrooms
  • Sleeps 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid period farmhouse dating back many centuries which was once a water tower and mill. Expertly converted offering accommodation of large proportions and only 4 kms from San Gimignano and close for excursions for both Florence and Siena. The property stands in seve  …see more

from £154 / night

£1078 - £2837 / week

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from £154 / night

(4) Excellent 

21

La Chiesina - Casaglia villa sleeps 6

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
The villa was an ancient historical structure going back to before the year 1200, originally the chapel "Santa Maria Church", near the burg of Casaglia. Over the centuries, the chapel was deconsecrated to become, first a watchtower, and then a place where the  …see more

from £130 / night

£863 - £1983 / week

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from £130 / night

(5) Excellent 

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
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £302 / night

£1337 - £2156 / week

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from £302 / night

(14) Excellent 

24

Charming 2 bedroom Tuscan villa with private pool - San Gimignano villa sleeps 5

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
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 £173 / night

£475 - £1552 / week

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from £173 / night

(1) Excellent 

20

Villa Cafaggiola 3 bedroom villa with private pool - San Gimignano villa sleeps 6

Province of Siena / San Gimignano

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
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 £161 / night

£1121 / week

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from £161 / night

99

Province of Siena / San Gimignano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £104 / night

£647 - £690 / week

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from £104 / night

(11) Very Good 

17

Restored stone built villa near San Gimignano - San Gimignano villa sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
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 - £950 / week

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from £93 / night

(14) Excellent 

24

Renovated 5 bedroom villa surrounded by Tuscan vineyards, fetures private pool, log fire and terrace - San Gimignano villa sleeps 12

Province of Siena / San Gimignano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
The completely renovated property occupies a panoramic position within an estate of olive groves and vineyards, boasting an entrancing view of the famous towers of San Gimignano 4 km away. The characteristic architecture enables guests to experience a specifically Tusc  …see more

from £345 / night

£1552 - £2069 / week

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from £345 / night

13

15656-Holiday house San Gimign - San Gimignano villa sleeps 4

Province of Siena / San Gimignano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Two Bedroom Detached House San Gimignano Il Vecchio Fienile is a beautiful detached house with private swimming pool, surrounded by its own well kept garden with wonderful views over vineyards and cypress groves towards medieval San Gimignano visible in the distance. I  …see more

from £107 / night

£745 - £908 / week

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from £107 / night

100

San Gimignano 80249 - Larniano villa sleeps 10

San Gimignano / Larniano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Characteristic stone villa created from a carefully-renovated barn, just 5 km from the captivating medieval village of San Gimignano, and just 6 km from the charming town of Certaldo. The property is independent and offers a large, completely enclosed garden (2000 m2) a  …see more

from £339 / night

£1959 - £3265 / week

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from £339 / night

13

Province of Siena / San Gimignano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £173 / night

£992 - £2845 / week

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from £173 / night

(8) Excellent 

20

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

Province of Siena / San Gimignano

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
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 £185 / night

£1294 - £1466 / week

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from £185 / night

100

San Gimignano 69066 - San Gimignano villa sleeps 5

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful independent villa with private (above-ground) pool created from the restoration of an ancient barn dating back to the beginning of the 20th century. This property, nestling deep among green hills, is situated a short distance away from the lovely medieval town  …see more

from £169 / night

£993 - £1656 / week

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from £169 / night

100

San Gimignano 42393 - San Gimignano villa sleeps 5

Province of Siena / San Gimignano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
Charming restored barn situated in quiet and panoramic location on the hills surrounding the beautiful medieval town of San Gimignano. This property is private and offers a nice outside area enjoying extensive panoramic views over the surrounding landscape. The barn has  …see more

from £128 / night

£763 - £1523 / week

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from £128 / night

29

Tuscan Feeling - Casa Ornella - San Gimignano villa sleeps 6

Province of Siena / San Gimignano

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
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

£604 / week

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from £94 / night

29

Il Granaio - San Gimignano villa sleeps 2

Province of Siena / San Gimignano

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Private garden
<br>Il Granaio – San Gimignano – Tuscany<br>1 Double Bedroom – Shared Pool<br>This quaint cottage dates back to the 1400's when it was a granary, part of the farmers houses in a tiny village just 6 km from the center of San Gimignano. The &q  …see more

from £148 / night

£1035 - £1250 / week

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from £148 / night

(1) Very Good 

35

Province of Siena / San Gimignano

7 10 3 nights min

  • 7 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Private garden

 …see more

from £250 / night

£1638 - £1897 / week

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from £250 / night

9

15655-Holiday house San Gimign - San Gimignano villa sleeps 4

Province of Siena / San Gimignano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Two Bedroom Detached House San Gimignano La Doccia is a lovely example of a restored Tuscan barn. It has its own swimming pool, garden terrace, and lovely views of the countryside, yet is only a short walk from the Porta San Matteo gateway into medieval San Gimignano,  …see more

from £94 / night

£652 - £838 / week

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from £94 / night

26

Province of Siena / San Gimignano

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £138 / night

£966 / week

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from £138 / night

100

San Gimignano 16005 - San Gimignano villa sleeps 4

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
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 £196 / night

£1150 - £1607 / week

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from £196 / night

20

San Gimignano / Ulignano

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £364 / night

£2544 / week

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from £364 / night

(1) Excellent 

100

Magda - San Gimignano villa sleeps 12

Province of Siena / San Gimignano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Exterior:Perched on top on a hill, in the heart of Chianti countryside, Villa Magda boasts what must be one of the most enviable views of Tuscany: rolling Chianti hills decked with vines and olives, crowned by the incredible profile of San Gimignano's towers (located on  …see more

from £733 / night

£4656 - £5604 / week

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from £733 / night

100

Sacra - San Gimignano villa sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
ExteriorsLocation in San Gimignano can only mean one thing: endless options to explore natural sceneries and traditional, ancient villas and cities. Siena, Florence, Pisa, Volterra and even the Chianti Classico and its vineyards are less than 30km away from the property  …see more

from £130 / night

£863 - £1983 / week

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from £130 / night

(18) Excellent 

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
  • 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 £345 / night

£1466 - £1983 / week

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from £345 / night

(12) Excellent 

67

VILLA IRIS, LUXURY VILLA IN SAN GIMIGNANO - San Gimignano villa sleeps 12

Province of Siena / San Gimignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 71 km
  • Swimming pool
  • Child friendly
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 £432 / night

£3018 - £7156 / week

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from £432 / night

(1) Very Good 

16

Beautiful villa in the middle of a nature reserve with private outdoor pool, terrace and garden, sleeps 10 - Larniano villa sleeps 10

San Gimignano / Larniano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful Villa in the middle of a nature reserve near San Gimignano.Includes 6 bedrooms, 3 bathrooms, a large party room, a kitchen, a dining room for about 280 square meters, a large terrace and a garden with olive grove for about 2000 square meters.The garden has an  …see more

from £216 / night

£1509 / week

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from £216 / night

100

I Pini - San Gimignano villa sleeps 14

Province of Siena / San Gimignano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Exteriors       This sophisticated historic villa‘s location lets guests have a fabulous view of the typical Tuscan country landscape. It affords a terrace with commanding views and a swimming pool (5 x 12m) providing the best way for  …see more

from £456 / night

£3190 / week

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from £456 / night

100

Gaia - San Gimignano villa sleeps 14

Province of Siena / San Gimignano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Exterior Located in the heart of Tuscany, Villa Gaia is a wonderful renovated villa that sleeps 14. At only 35 kilometers from Florence, the property is strategically located within easy reach of Tuscany main cities, such as Lucca, Pisa and Siena.  Villa  …see more

from £317 / night

£2216 / week

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from £317 / night

40

Vico D'elsa - 95475001 - Ulignano villa sleeps 10

San Gimignano / Ulignano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Villa San Michele is an old farmhouse dating back to the 1600's, situated on the outskirts of the hamlet of Vico d'Elsa, on the hills between Florence and Siena , facing San Gimignano. Thanks to the meticulous restoration of the old building carried out by its owners,  …see more

from £518 / night

£3621 - £4255 / week

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from £518 / night

10

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£574 - £1207 / week

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from £87 / night

(1) Excellent 

13

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £104 / night

£746 - £1509 / week

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from £104 / night

14

San Gimignano / Castel San Gimignano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from £159 / night

£1113 - £1544 / week

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from £159 / night

51

San Gimignano / Pancole

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £250 / night

£1746 - £3233 / week

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from £250 / night

24

Province of Siena / San Gimignano

9 15 7 nights min

  • 9 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £407 / night

£2843 - £4291 / week

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from £407 / night

11

San Gimignano / Pancole

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £307 / night

£2145 - £3580 / week

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from £307 / night

15

San Gimignano / Ulignano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £542 / night

£3789 - £4479 / week

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from £542 / night

36

Province of Siena / San Gimignano

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £221 / night

£1546 - £2389 / week

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from £221 / night

32

Province of Siena / San Gimignano

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £1022 / night

£7152 - £11880 / week

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from £1022 / night

(1) Excellent 

20

Province of Siena / San Gimignano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £337 / night

£1938 - £3863 / week

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from £337 / night

27

Province of Siena / San Gimignano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £306 / night

£2137 - £3440 / week

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from £306 / night

Top Destination reviews

Restored stone built villa near San Gimignano
Fantastic

We had such a wonderful holiday in your beautiful villa. It was great having the baby things already there for our son. Lovely and peaceful with fantastic views. Really relaxing. … 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
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
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
Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool
Great apartment. Fantastic Tuscan hospitality.

My wife and I chose Casa Gelsomino because we were travelling with our 18-month old daughter and wanted to be in a location with amenities within walking distance. The hamlet of Castel San Gimignano itself is a sleepy one but offers a great little co … see more
Podere Lo Spadino
Absolutely wonderful and picturesque!

We rented this beautiful house with two other couples for two weeks and absolutely loved our stay. Barbara and her family are gracious and kind hosts, always going our of their way to make our stay comfortable and enjoyable. The view of San Gimigna … see more

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