Air conditioned apartments and villas to rent in San Gimignano

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  • Italy
  • Tuscany
  • Province of Siena
  • San Gimignano
  • All locations
  • Casaglia (3)
  • Castel San Gimignano (1)
  • Larniano (4)
  • Montauto (1)
  • Pancole (13)
  • Santa Maria, San Gimignano (1)
  • Ulignano (5)

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84 Holiday homes

Filters applied: Air conditioning (84)

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

(43) Excellent 

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
  • 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 - £900 / week

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from £90 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £48 / night

£292 - £422 / week

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from £48 / night

(5) Excellent 

46

Villa Sangimignano - Montauto farmhouse sleeps 5

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
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 £202 / night

£1479 - £2000 / week

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from £202 / night

(40) Excellent 

19

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

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
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 £185 / night

£1000 - £1462 / week

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from £185 / night

(7) Excellent 

15

Holiday farmhouse apartment rental in Tuscany, property features beautiful garden and private fishing lake - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
House with two apartments near San Gimignano in TuscanyHoliday Apartment offers 2 flats inside an old barn that were recently restructured.Both the apartments can accommodate up to 4 people and are composed of a bedroom with bathroom, a small bedroom and a dining room/k  …see more

from £61 / night

£418 - £792 / week

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from £61 / night

16

Maccalli - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful country house situated just a stone's throw away from San Gimignano, an attractive medieval town with a unique collection of towers and winding lanes set in the heart of the Tuscan countryside. This farmhouse enjoys spectacular views over a picturesque rural l  …see more

from £128 / night

£895 - £1011 / week

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from £128 / night

15

Contessa Apt San Gimignano - Larniano apartment sleeps 4

San Gimignano / Larniano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • 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 £78 / night

£540 / week

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from £78 / 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 £131 / night

£870 - £2000 / week

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from £131 / night

7

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

San Gimignano / Pancole

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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 £54 / night

£348 / week

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from £54 / 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 £174 / night

£479 - £1566 / week

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from £174 / night

(2) Excellent 

22

Granaio 6 - San Gimignano apartment sleeps 7

Province of Siena / San Gimignano

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
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 £37 / night

£253 - £861 / week

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from £37 / 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 £171 / night

£1001 - £1670 / week

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from £171 / 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 £174 / night

£1000 - £2870 / week

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from £174 / night

(1) Excellent 

30

San Gimignano / Santa Maria, San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £70 / night

£453 - £544 / week

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from £70 / night

(1) Very Good 

11

La Capanna di Sovestro - San Gimignano apartment sleeps 3

Province of Siena / San Gimignano

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets
The apartment is composed of a large double room with the possibility of additional sofa bed, a small double room , a private bathroom, fully equipped kitchen, private parking and a large terrace where you can play barbecue, solarium or reading.Free WiFi available every  …see more

from £61 / night

£366 / week

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from £61 / 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

(3) Excellent 

20

Granaio 7 - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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

£244 - £835 / week

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from £35 / night

15

Province of Siena / San Gimignano

9 21 1 night min

  • 9 bedrooms
  • Sleeps 21
  • 1 night min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £92 / night

£640 / week

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from £92 / 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 £105 / night

£653 - £696 / week

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from £105 / night

(1) Very Good 

39

Province of Siena / San Gimignano

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £105 / night

£609 / week

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from £105 / 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 £342 / night

£1976 - £3294 / week

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from £342 / night

(1) Very Good 

8

Province of Siena / San Gimignano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning

 …see more

from £120 / night

£670 / week

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from £120 / night

20

APARTMENT GLICINE 2207 - Casaglia apartment sleeps 2

San Gimignano / Casaglia

3 2 3 nights min

  • 3 bedrooms
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in the annex, Glicine is our largest apartment and probably the most private as it is detached from the main villa.It hasone double bedroom (with king size bed), single bedroom for 2 child( plus one baby bad on request ), one bathroom (with shower stall ), kitch  …see more

from £144 / night

£860 - £1016 / week

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from £144 / 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

7

10392 - Farmhouse Graziano Sta - San Gimignano farmhouse sleeps 2

Province of Siena / San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Air conditioning
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 £166 / night

£922 / week

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from £166 / 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 £740 / night

£4696 - £5653 / week

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from £740 / night

19

APARTMENT IRIS 2206 - Casaglia apartment sleeps 2

San Gimignano / Casaglia

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in the elegantly renovated barn, Iris is particularly spacious and filled with natural light. It has a large kitchen which can also be used as a cosy dining room, a living room, a double bedroom (with king size bed ) and a twin bedroom (the twin beds for child u  …see more

from £130 / night

£837 - £971 / week

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from £130 / night

(14) Excellent 

17

Fabio Apartments San Gimignano - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 65 km
  • Child friendly
  • Air conditioning
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 £90 / night

£627 / week

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from £90 / night

(5) Excellent 

6

Province of Siena / San Gimignano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning
  • Pet friendly

 …see more

from £70 / night

£487 / week

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from £70 / night

23

Romantic apartment in the heart of San Gimignano! - San Gimignano apartment sleeps 2

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 68 km
  • Child friendly
  • Car not necessary
In the historic centre of San Gimignano, right in front of “La Rocca” (the Fortress) and only about 80 metres away from the famous Dome Square, you will find this charming small flat in absolute quiet position. La Rocca Apartment fully renovated and restored by Marc  …see more

from £66 / night

£435 - £487 / week

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from £66 / night

11

Province of Siena / San Gimignano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Air conditioning

 …see more

from £66 / night

£457 / week

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from £66 / night

24

Podere San Galgano Villa with private fishing lake - San Gimignano farmhouse sleeps 8

Province of Siena / San Gimignano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
House with two apartments near San Gimignano in TuscanyHoliday Apartment offers 2 flats communicating inside in old barn that were recently restructured.Both the apartments can accommodate up to 4 people and are composed of a bedroom with bathroom, a small bedroom, a di  …see more

from £109 / night

£748 - £1392 / week

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from £109 / night

(1) Excellent 

17

Podere San Galgano apartment Timo - San Gimignano farmhouse sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
House with two apartments near San Gimignano in TuscanyHoliday Apartment offers 2 flats inside an old barn that were recently restructured.Both the apartments can accommodate up to 4 people and are composed of a bedroom with bathroom, a small bedroom and a dining room/k  …see more

from £57 / night

£383 - £722 / week

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from £57 / night

(12) Excellent 

70

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 £435 / night

£3044 - £7218 / week

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from £435 / 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 £218 / night

£1522 / week

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from £218 / night

(1) Excellent 

17

San Gimignano / Larniano

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

 …see more

from £166 / night

£1218 - £2174 / week

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from £166 / night

18

San Gimignano / Ulignano

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £114 / night

£774 / week

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from £114 / night

(2) Excellent 

23

San Gimignano Tuscany, Castelfalfi resort - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Il Cipresso is a luxurious and contemporary fully air conditioned 1 bedroom, open plan, 1 bathroom condo with designated parking space, private terrace and garden. Located in the newly restored, 800 year old hill town resort of Castelfalfi in Tuscany, 20 minutes driving  …see more

from £77 / night

£536 / week

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from £77 / night

(3) Excellent 

18

Province of Siena / San Gimignano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £66 / night

£457 / week

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from £66 / night

21

Podere al Prato - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This property impresses at first sight with its superb location and its wonderful garden. A small road which meanders its way up the hill leads to the house, coming from San Gimigniano the last 800 m are on a dirt road. You will soon realise that you are in one of the l  …see more

from £79 / night

£548 - £609 / week

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from £79 / night

Top Destination reviews

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
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
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
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
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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