Villas in San Gimignano and Apartments - Holiday Lettings - Holiday Rentals San Gimignano

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6,246 Holiday homes

(19) Very Good 

Certificate of Excellence

19

San Gimignano holiday villa accommodation

Province of Siena / San Gimignano

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £79 / night

£550 - £950 / week

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Responds fast!
avg. 2 hours 22 minutes

from £79 / night

(2) Excellent 

20

Holiday farmhouse in San Gimignano

Province of Siena / San Gimignano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £72 / night

£490 - £1,023 / week

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from £72 / night

(31) Excellent 

Certificate of Excellence

127

Cottage rental in Pancole

San Gimignano / Pancole

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £45 / night

£298 - £330 / week

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Responds fast!
avg. 34 minutes

from £45 / night

43

San Gimignano holiday b&b accommodation

Province of Siena / San Gimignano

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £49 / night

£343 / week

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from £49 / night

(37) Excellent 

Certificate of Excellence

32

Castel San Gimignano holiday apartment rental

San Gimignano / Castel San Gimignano

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £107 / night

£748 / week

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Responds fast!
avg. 58 minutes

from £107 / night

23

Apartment rental in San Gimignano

Province of Siena / San Gimignano

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 68 km
  • Child friendly
  • Car not necessary

from £72 / night

£499 / week

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from £72 / night

(56) 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
“Great Tuscan getaway” Azzurra is part of a relatively new apartment complex, consisting a number of apartments. Half of them are owned by Italians who are there mostly for the weekends. Azzurra is by far the best located apartment, with sun all day as well as amazing views over the Tuscan countryside. The apartment is very tastefully decorated and well equipped. Unfortunatley both TV and wifi did not work when we were there (wifi should be fixed by now). The amazing sunsets and a large enough (shared,unheated) pool as well as the lovely gardens made it a place where we really felt relaxed. We had the pool mostly for ourselves. A car was essential in order to gain access to the place and its surroundings. Access was via a 2 km dirt road which is about half an hour from both San Gimignano and Volterra. The remote location contributed to the countryside feeling and charm which we liked. We stayed with our one year old baby, which was fine. As there is limited space for children to run around we would not recommend it for children from 2-5. One thing to keep in mind is that there is only a portable airco unit in the apartment, which can cool just one bedroom at the same time. Even in July it tends to cool down at night, so we found it bearable even without airco. The booking process was smooth and owner Mary Ann made sure everything was according to expectations, also checking with us just after arrival. When we arrived we did not see anyone at check in which after a long drive was not ideal as finding the apartment and the safe with the key was not entirely clear from the instructions provided. This part of the process could be made more "user friendly".

from £179 / night

£934 - £1,479 / week

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Responds fast!
avg. 2 hours 2 minutes

from £179 / night

(21) Very Good 

Certificate of Excellence

17

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
“Perfect. The peace and tranquility of the place seeps into your bones” This apartment is lovely. The location is unbelievable - don't be put off by the drive from the main road - it's worth it when you arrive. The views of the Tuscan countryside from every angle are breathtaking.

Certificate of Excellence

from £88 / night

£616 / week

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Responds fast!
avg. 2 hours 51 minutes

from £88 / night

(14) Excellent 

27

San Gimignano holiday farmhouse rental

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

from £116 / night

£730 - £979 / week

Book View

Responds fast!
avg. 1 hour 56 minutes

from £116 / night

(51) Excellent 

Certificate of Excellence

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
“Wonderful accommodations in the spectacular Tuscan countryside.” Had a wonderful time at I'l Granario! The owner provided extremely accurate driving directions from Pisa Airport, as well as many helpful hints about things to do in the area. He was most responsive with the many questions I had prior to departure. The accommodations were practically new and the maid service was efficient and on time. The surrounding countryside was stunningly beautiful and quiet.

Certificate of Excellence

from £92 / night

£650 - £950 / week

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from £92 / night

(13) Excellent 

27

Apartment rental in San Gimignano

Province of Siena / San Gimignano

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Ask about pets

from £89 / night

£534 / week

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Responds fast!
avg. 1 hour 24 minutes

from £89 / night

(1) Excellent 

28

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £103 / night

£641 - £757 / week

Book View

Responds fast!
avg. 1 hour 56 minutes

from £103 / night

(1) Excellent 

7

San Gimignano holiday b&b rental

Province of Siena / San Gimignano

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £116 / night

£748 / week

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from £116 / night

(31) Excellent 

Certificate of Excellence

43

Castel San Gimignano holiday apartment rental

San Gimignano / Castel San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £107 / night

£748 / week

Book View

Responds fast!
avg. 58 minutes

from £107 / night

26

Holiday apartment accommodation

San Gimignano / Castel San Gimignano

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Child friendly
  • Ask about pets

from £63 / night

£401 / week

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from £63 / night

(7) Very Good 

24

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £53 / night

£370 - £602 / week

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from £53 / night

(6) Very Good 

21

Holiday townhouse rental

Province of Siena / San Gimignano

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 77 km
  • Swimming pool
  • Child friendly

from £112 / night

£579 - £748 / week

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from £112 / night

(9) Excellent 

20

San Gimignano holiday villa rental

Province of Siena / San Gimignano

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £191 / night

£1,335 / week

Book View

from £191 / night

20

Apartment rental in San Gimignano with shared pool

Province of Siena / San Gimignano

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £191 / night

£1,335 / week

Book View

from £191 / night

(8) Very Good 

28

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £80 / night

£561 / week

Book View

from £80 / night

(1) Excellent 

20

Farmhouse rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £58 / night

£392 - £846 / week

Book View

from £58 / night

(1) Excellent 

12

Apartment rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 109 km
  • Swimming pool
  • Child friendly

from £98 / night

£668 / week

Book View

from £98 / night

(2) Excellent 

80

Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

San Gimignano / Castel San Gimignano

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £161 / night

£1,068 - £2,046 / week

Book View

from £161 / night

(6) Very Good 

23

Apartment rental in San Gimignano

Province of Siena / San Gimignano

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 72 km
  • Child friendly
  • Private garden

from £103 / night

£579 / week

Book View

from £103 / night

37

Apartment rental in San Gimignano

Province of Siena / San Gimignano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £107 / night

£623 - £801 / week

Book View

from £107 / night

29

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

from £107 / night

£668 / week

Book View

from £107 / night

(2) Very Good 

10

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 75 km
  • Child friendly
  • Pet friendly

from £58 / night

£405 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £58 / night

(21) Very Good 

Certificate of Excellence

32

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £103 / night

£717 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £103 / night

(2) Very Good 

29

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £147 / night

£979 - £1,958 / week

Book View

from £147 / 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

from £134 / night

£890 - £2,135 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from £134 / night

(25) Excellent 

Certificate of Excellence

26

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Nearest beach 75 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £54 / night

£374 / week

Book View

Responds fast!
avg. 55 minutes

from £54 / night

(4) Excellent 

16

Holiday farmhouse rental

Province of Siena / San Gimignano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £65 / night

£441 - £979 / week

Book View

from £65 / night

(13) Excellent 

Certificate of Excellence

17

Holiday farmhouse in San Gimignano

Province of Siena / San Gimignano

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £68 / night

£474 / week

Book View

Responds fast!
avg. 3 hours 47 minutes

from £68 / night

15

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £85 / night

£592 / week

Book View

from £85 / night

9

Holiday villa rental

Province of Siena / San Gimignano

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £138 / night

£934 / week

Book View

from £138 / night

(19) Excellent 

Certificate of Excellence

42

Holiday apartment rental

Province of Siena / San Gimignano

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £72 / night

£623 / week

Book View

Responds fast!
avg. 16 minutes

from £72 / night

(25) Excellent 

19

Apartment rental in San Gimignano

Province of Siena / San Gimignano

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 72 km
  • Child friendly
  • Private garden

from £56 / night

£321 / week

Book View

from £56 / night

(4) Excellent 

19

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Ask about pets

from £63 / night

£374 - £499 / week

Book View

from £63 / night

19

Holiday apartment with swimming pool, golf nearby in Castel San Gimignano

San Gimignano / Castel San Gimignano

10 22 min stay varies

  • 10 bedrooms
  • sleeps 22
  • min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £490 / night

£3,381 - £6,628 / week

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from £490 / night

12

Holiday apartment in Ulignano

San Gimignano / Ulignano

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £80 / night

£561 / week

Book View

from £80 / night

Top Destination reviews

Bright and Spacious Apartment in the heart of town
Wonderful apartment in San Gimignano

We had a wonderful and great time in San Gimignano. Stefania is really a very dedicated, courteous and friendly host! The apartment and its furniture was very, very clean, what was more than comfortable (we have already seen other things in Rome…). The site of the apartment was really quiet, the balcony convenient in the evening for having diner outside. We don’t have one thing to criticize and recommend this apartment without any exceptions! Thank you, Stefania, for everything and also for the fine bottle of wine which we got on the first day of our arrival!see more
Garden House
Tranquil apartment but in the town

We had a fantastic stay at Casa Giardino. very peaceful but convenient for the Town centre and shopping restaurants etc. Very friendly and warm welcome from Mario and Cristina.. We had everything we needed at the apartment fantastic garden with Tommy the tortoise to greet us every morning! And we much appreciated the air con in the bedroom. w e thoroughly enjoyed every bit of our stay. We would certainly return and would recommend it to all friends and family. Thank you again Mario,Donella and Cristina.see more
VILLA DEL GRILLO
Loved it!

I am so happy I came and stayed here. I loved every moment. The entire family is wonderful and made me feel at home. Each one is so helpful and genuinely kind. It's a lovely setting on a farm and I enjoyed hearing the rooster and chickens, smelling the good air, meditating, writing and sleeping like a baby. The wifi is good, which was important for my work and the cottage is a classic Tuscany style with adorable touches inside. Really, it was perfect! I loved it so much that I will be back for sure. Thank you Giovanni and Sylvia!see more
Stunning farmhouse apartment located between Tuscan cities of San Gimignano and Volterra, shared pool, private garden, sleeps 6
Excellent stay in Tuscany

We enjoyed a great stay at this apartment. It was very comfortable and well equipped - wifi and air conditioning were really good to have and the well kept swimming pool was very welcome in the hot afternoons. The apartment has a beautiful view over the Tuscan hills and is well located - easy drives to local towns, restaurants and wineries plus rail station as/when needed. Mary Ann ensured that everything was in good order and ran smoothly. Recommended.see more
Restored stone built villa near San Gimignano
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 beat. Your location is excellent as are your facilities. We also enjoyed the Vespa Museum in Pontedera, fascinating and free, combined with a visit to the beautiful town of Lari, a great day out. We will definitely return one day.see more
San Gimignano Top Location,4DBL en suite,air conditioning,private pool,TOP view
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 Gimignano from the property is breathtaking. The pool is great for cooling off on a hot day! My wife and I hope to go back next year with our two children and grand kids!see more

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