Villas in San Gimignano: Rent luxury villas in San Gimignano

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San Gimignano

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74 Holiday homes

Filters applied: Villa (74)

(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

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

(1) Excellent 

20

Holiday villa with swimming pool in San Gimignano

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
Offers a unique view of the surrounding valley typical of the Sienese hills (olives and grapes) and is located a short distance (3 km) from the town of San Gimignano famous for its medieval towers.  …see more

from £158 / night

£1102 / week

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from £158 / night

(6) Excellent 

23

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“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  …see more

from £297 / night

£1314 - £2119 / week

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from £297 / 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) Very Good 

35

Province of Siena / San Gimignano

7 10 Min stay varies

  • 7 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £246 / night

£1611 - £2289 / week

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from £246 / night

(14) Excellent 

24

Holiday villa in San Gimignano

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
“If only we could live here!” We spent the 1st 2 weeks of June here with 7 of us in total, 6 adults 1 child. The property is fantastic, it has all the facilities you want with huge rooms. We didn't realise that 2 of the rooms were adjoining which was a  …see more

from £170 / night

£1526 - £2712 / week

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from £170 / 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 

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

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

100

San Gimignano holiday villa rental

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
This property is a charming villa set in Tuscany Italy. It has 2 bedrooms and 1 bathroom, and it is ideal for those who are looking for an amazing experience. This property features: a perfect holiday stay.  …see more

from £270 / night

£1579 / week

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from £270 / night

100

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
This property is a lovely house set in Tuscany Italy. It has 3 bedrooms and 1 bathroom, and it is perfect for those who are looking for a charming holiday. This property features: a swimming Pool .  …see more

from £247 / night

£742 - £1483 / week

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from £247 / night

(9) Excellent 

20

San Gimignano holiday villa rental

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about pets
  • Private garden
Naturally cool stone villa for 11 persons with large private pool & gardens in San Gimignano area. Divided into two apartments for 6 and 5 people.  …see more

from £182 / night

£1102 - £2034 / week

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from £182 / night

29

Villa rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Private garden
<br>This quaint cottage dates back to the 1400's when it was a granary, part of the farmers houses in a tiny village composed of a total of 7 apartments plus Il Granaio, all of which with access to the property's panoramic pool, just 6 km from the center  …see more

from £146 / night

£1017 / week

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from £146 / 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

100

Villa accommodation in San Gimignano with swimming pool

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
Set in the heart of the Tuscan countryside, offering full privacy and a warm atmosphere in its interiors, this lovely villa is ready to welcome guests. It is fitted with modern comforts, and it sleeps up to six people.  …see more

from £128 / night

£848 - £1950 / week

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from £128 / night

(12) Very Good 

17

San Gimignano holiday villa accommodation

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Brilliant weeks holiday” We have had a great family holiday, two couples enjoying your fabulous house and views. Such a lot to see and do in the area, particularly enjoyed San Gimignano and Volterra, although sitting on your terrace takes a lot to bea  …see more

from £93 / night

£650 - £950 / week

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from £93 / 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 £358 / night

£2500 / week

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from £358 / night

29

Holiday villa in San Gimignano

Province of Siena / San Gimignano

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
This particular house, situated within the walls, offers to its guests the opportunity to enjoy the beauty of this historical village, as well as the unforgettable landscapes of the Tuscan countryside.  …see more

from £93 / night

£594 / week

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from £93 / night

100

Villa rental in San Gimignano with swimming pool

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
This Tuscan villa can host up to 14 guests in 7 double bedrooms. It has a fully equipped kitchen with its own dining area, formal dining room, 2 living rooms, 6 bathrooms and an outdoor swimming pool.  …see more

from £448 / night

£3136 - £4068 / week

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from £448 / night

(19) Excellent 

24

Holiday villa with swimming pool in San Gimignano

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
“Fabulous house with stunning view and great location, 20 minute walk to the town.” We visited villa La Porticciola on the outskirts of San Gimignano in May with a group of friends and had a fantastic time. Everything was perfect, the house had everyt  …see more

from £170 / night

£1356 - £2458 / week

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from £170 / 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

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

100

Holiday villa with swimming pool, tennis court in San Gimignano

Province of Siena / San Gimignano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Gaia is a stunning villa for 14 people, conveniently located in the heart of Tuscany, within easy reach of the region’s main cities, such as Florence, Lucca, Pisa, and Siena.  …see more

Pricing unknown

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Pricing unknown

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

(4) Very Good 

25

Province of Siena / San Gimignano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £313 / night

£2187 - £3382 / week

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from £313 / 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 £157 / night

£1094 - £1517 / week

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from £157 / 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

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 £273 / night

£1907 - £3178 / week

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from £273 / night

27

Province of Siena / San Gimignano

5 10 7 nights min

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

 …see more

from £300 / night

£2100 - £3382 / week

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from £300 / 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 £218 / night

£1520 - £2349 / week

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from £218 / night

(1) Excellent 

13

Province of Siena / San Gimignano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £212 / night

£1484 / week

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from £212 / night

24

Province of Siena / San Gimignano

9 15 7 nights min

  • 9 bedrooms
  • Sleeps 15
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from £400 / night

£2795 - £4218 / week

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from £400 / night

32

Province of Siena / San Gimignano

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Ask about pets

 …see more

from £1015 / night

£7104 / week

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from £1015 / night

24

San Gimignano / Pancole

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £199 / night

£1393 - £3413 / week

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from £199 / night

(1) Excellent 

20

Province of Siena / San Gimignano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £331 / night

£1905 - £3797 / week

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from £331 / night

(1) Excellent 

11

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £106 / night

£742 - £1187 / week

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from £106 / night

44

Province of Siena / San Gimignano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly

 …see more

from £1013 / night

£7094 - £10170 / week

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from £1013 / night

15

San Gimignano / Ulignano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £533 / night

£3725 - £5255 / week

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from £533 / night

42

Province of Siena / San Gimignano

4 7 7 nights min

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

 …see more

from £678 / night

£4746 - £6950 / week

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from £678 / 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