Air conditioned apartments and villas to rent in San Gimignano

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San Gimignano

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95 Holiday homes

Filters applied: Air conditioning (95)

(42) Excellent 

19

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
“A wonderful holiday home” Stayed at Azzurra in June and had the most wonderful holiday. We were a group of 3 couples, the home was spotlessly clean, very well furnished and the views, well.. they are just amazing, better than the photos show!! The o  …see more

from £189 / night

£1024 - £1497 / week

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from £189 / night

(45) Excellent 

25

Holiday home with shared pool in San Gimignano

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
“So good we came back in 2013 - Terrific Villa, Pool, Views & Airconditioning” A lovely traditional style Villa, extremely well appointed with the luxury of Airconditioned bedrooms - which meant a comfortable nights sleep for all. With two young childr  …see more

from £90 / night

£625 - £900 / week

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from £90 / night

(5) Excellent 

21

Holiday villa with swimming pool in Casaglia

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
“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 Monterigg  …see more

from £128 / night

£848 - £1950 / week

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from £128 / night

15

Holiday apartment in Larniano

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), 2-4 beds, inside San Gimignano. In a central position, but also surrounded by a rare and precious silence, our apartments offer the unique feeling of an ancient building with all the comfort of modern amenities.Car parking is not a p  …see more

from £76 / night

£526 / week

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from £76 / night

(5) Excellent 

46

Holiday farmhouse rental

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
A typical stone barn immersed in the Tuscan countryside of San Gimignano. A large garden overlooks the hills and surrounding countryside. Up to 7 people in a both modern and rustic atmosphere.  …see more

from £197 / night

£1441 - £1950 / week

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from £197 / night

(3) Excellent 

22

Holiday apartment with shared pool in San Gimignano

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
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-1 Oct), four-poster beds, rustic, classic furniture, air cond, garden, terrace, private sunbeds / umbrellas.Situated near San Gimignano with breathtaking views all the way to VolterraVery  …see more

from £36 / night

£246 - £839 / week

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from £36 / 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 £170 / night

£975 - £2797 / week

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from £170 / night

(9) Excellent 

16

Holiday farmhouse in San Gimignano

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 dinin  …see more

from £62 / night

£424 - £772 / week

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from £62 / night

(3) Excellent 

20

Holiday apartment with shared pool in San Gimignano

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
Rustic and romantic apartment for up to 6 people (4+2) with swimming pool, four-poster beds, rustic, classic furniture, air conditioning, garden, terrace, private sunbeds / umbrellas. Situated near San Gimignano with breathtaking views all the way to Volterra.Very well  …see more

from £34 / night

£238 - £814 / week

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from £34 / 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 £47 / night

£284 - £412 / week

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from £47 / night

100

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This property is a lovely villa set in Tuscany Italy. It has 2 bedrooms and 2 bathrooms, and it is perfect for those who are looking for a unique experience. This property features: a swimming Pool, air Conditioning .  …see more

from £165 / night

£967 - £1612 / week

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from £165 / night

(1) Excellent 

100

Holiday villa with swimming pool in San Gimignano

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
Villa Magda is a luxurious villa in San Gimignano, and is perfect for a large group of family or friends that appreciate tranquility, privacy, and beautiful natural surroundings.  …see more

from £721 / night

£4577 - £6611 / week

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from £721 / 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 £68 / night

£441 - £530 / week

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from £68 / night

(1) Very Good 

11

Holiday apartment in San Gimignano

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
Large outdoor area.Homely and friendly atmosphere.The tranquility of the countryside just a few steps away from the center.  …see more

from £60 / night

£356 / week

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from £60 / night

(1) Excellent 

99

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £106 / night

£653 - £975 / week

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from £106 / night

(1) Very Good 

39

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £102 / night

£594 - £742 / week

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from £102 / night

100

Larniano holiday villa rental

San Gimignano / Larniano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in Tuscany Italy, this vacation villa is the perfect place for your holidays. The villa features: a swimming Pool, air Conditioning, an internet Connection, a pet friendly space .  …see more

from £330 / night

£1907 - £3178 / week

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from £330 / night

19

Holiday apartment in Casaglia

San Gimignano / Casaglia

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in the elegantly renovated barn, Iris is particularly spacious and filled with natural light.Baby bed on request is free  …see more

from £127 / night

£816 - £1120 / week

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from £127 / night

7

Pancole holiday farmhouse rental

San Gimignano / Pancole

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
francigena, San Gimignano, Pool, Garden, relax, peace, privacy, Tuscuny, Chianti, Chiantishire, Vernaccia,The apt Tramonto is located on the first floor. From its windows you can admire wide landscape toward west.  …see more

from £53 / night

£339 / week

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from £53 / night

(14) Excellent 

17

Holiday apartment in San Gimignano

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
“Great Tuscan apartment... but not for summer heat.” My husband and I had originally hoped to stay in Il Duca for 2 months, but because of the heat in Tuscany this summer, we had to seek other accommodations with air conditioning. Pros: The apartme  …see more

from £88 / night

£611 / week

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from £88 / night

16

Holiday apartment rental

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 £125 / night

£873 - £1484 / week

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from £125 / night

23

Apartment rental in San Gimignano

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
"La Rocca" is a self-catering accommodation located in San Gimignano's historic centre, 5 minutes' walk from the Duomo Square. Free WiFi access is available. The apartment is decorated with oak-beamed ceiling and Tuscan terracotta tiles.Services: Fre  …see more

from £64 / night

£424 - £475 / week

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from £64 / night

11

Province of Siena / San Gimignano

1 4 1 night min

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

 …see more

from £64 / night

£445 / week

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from £64 / night

(1) Very Good 

16

Holiday villa with swimming pool, golf nearby in Larniano

San Gimignano / Larniano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Not far from Siena, for 5 minutes along the road from San Gimignano goes towards Gambassi, we find the gates of Villa Panorama.It is an old building of more than 5 centuries and tastefully decorated and with quality furniture and style typical of the villas in Tuscany  …see more

from £194 / night

£1356 - £2119 / week

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from £194 / night

(1) Excellent 

27

Holiday farmhouse rental

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 bedro  …see more

from £111 / night

£746 - £1356 / week

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from £111 / night

(1) Excellent 

19

San Gimignano holiday farmhouse rental

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 dinin  …see more

from £57 / night

£390 - £704 / week

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from £57 / night

20

Holiday apartment in Casaglia

San Gimignano / Casaglia

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • 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 has one double bedroom (with king size bed), single bedroom for 2 child, one bathroom (with shower stall ), kitchen/living roomBaby bed on reque  …see more

from £140 / night

£839 - £1166 / week

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from £140 / 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 £68 / night

£475 / week

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from £68 / night

20

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
'La Vista Grande' is a large beautiful two bedroom air conditioned apartment situated within a small collection of renovated 16th Century farm buildings converted into luxury houses and apartments. 'La Vista Grande' has been sympathetically restored and now offers a hig  …see more

from £71 / night

£500 - £835 / week

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from £71 / night

16

Province of Siena / San Gimignano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £51 / night

£295 - £379 / week

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from £51 / night

(12) Excellent 

70

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 71 km
  • Swimming pool
  • Child friendly
“Wonderful vacation villa!” Our family had a wonderful vacation. Gabrielle and Lucia are so nice and the best hosts. They are always available for anything you might need and willing to provide help in getting to local places. The villa is absolutely  …see more

from £509 / night

£2967 - £7034 / week

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from £509 / night

19

Province of Siena / San Gimignano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £186 / night

£975 - £1635 / week

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from £186 / 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 £64 / night

£445 / week

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from £64 / night

14

San Gimignano / Pancole

8 15 7 nights min

  • 8 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £439 / night

£3071 - £4625 / week

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from £439 / 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 £111 / night

£755 / week

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from £111 / night

21

Apartment rental in San Gimignano with shared pool

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.  …see more

from £77 / night

£534 / week

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from £77 / night

11

San Gimignano / Pancole

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £330 / night

£2306 - £3706 / week

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from £330 / night

20

San Gimignano / Ulignano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 110 km
  • Child friendly
  • Air conditioning

 …see more

from £178 / night

£1246 / week

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from £178 / 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 £111 / night

£772 - £1187 / week

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from £111 / night

(3) Excellent 

31

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £91 / night

£636 / week

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from £91 / 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
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
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
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
3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool
Perfect location with delightful owners

This is such a beautiful spot and ideal for exploring as very close to everything we wanted to see: Siena, San Gimignano, Volterra and many other less well known medieval towns and villages. The pool has a stunning view and is a perfect place to sun … see more