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

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5,135 Holiday homes

San Gimignano holiday b&b accommodation

San Gimignano b&b

1 bedroom / 1 bathroom / sleeps 2

from £57 / night

£395 / week

San Gimignano holiday villa accommodation

San Gimignano villa

3 bedrooms / 2 bathrooms / sleeps 6

23

Responds fast! avg. 3 hours 15 minutes

from £107 / night

£745 - £1,260 / week

Cottage rental in Pancole

Pancole cottage

1 bedroom / 1 bathroom / sleeps 3

34

Responds fast! avg. 23 minutes

from £52 / night

£346 - £500 / week

Holiday farmhouse in San Gimignano

San Gimignano farmhouse

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 3 hours 5 minutes

from £77 / night

£539 - £949 / week

San Gimignano holiday farmhouse rental

San Gimignano farmhouse

2 bedrooms / 1 bathroom / sleeps 4

18

Responds fast! avg. 1 hour 35 minutes

from £129 / night

£820 - £1,128 / week

Holiday apartment with shared pool in San Gimignano

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 6

“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.

23

from £109 / night

£756 - £997 / week

Apartment rental in San Gimignano

San Gimignano apartment

1 bedroom / 2 bathrooms / sleeps 2

from £82 / night

£575 / week

Holiday apartment in San Gimignano

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 4

6

from £67 / night

£411 - £540 / week

Holiday apartment with shared pool in San Gimignano

San Gimignano apartment

3 bedrooms / 2 bathrooms / sleeps 6

“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".

62

Responds fast! avg. 3 hours 45 minutes

from £181 / night

£1,149 - £1,477 / week

Castel San Gimignano holiday apartment rental

Castel San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 6

40

from £124 / night

£866 / week

Apartment rental in San Gimignano

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 5

14

Responds fast! avg. 2 hours 21 minutes

from £103 / night

£616 / week

Holiday apartment accommodation

Castel San Gimignano apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £72 / night

£462 / week

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

1 bedroom / 1 bathroom / sleeps 3

2

Responds fast! avg. 1 hour 35 minutes

from £103 / night

£698 - £903 / week

Holiday b&b in San Gimignano

San Gimignano b&b

1 bedroom / 1 bathroom / sleeps 2

from £146 / night

£1,019 / week

San Gimignano holiday apartment rental

San Gimignano apartment

3 bedrooms / 3 bathrooms / sleeps 7

2

from £226 / night

£1,540 - £2,361 / week

Castel San Gimignano holiday apartment rental

Castel San Gimignano apartment

3 bedrooms / 1 bathroom / sleeps 6

31

from £124 / night

£866 / week

Holiday townhouse rental

San Gimignano townhouse

2 bedrooms / 2 bathrooms / sleeps 5

8

from £115 / night

£1,021 - £1,201 / week

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

1 bedroom / 1 bathroom / sleeps 2

8

from £93 / night

£626 / week

San Gimignano holiday apartment rental

San Gimignano apartment

3 bedrooms / 2 bathrooms / sleeps 6

8

from £95 / night

£702 / week

Holiday apartment in San Gimignano

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 5

from £124 / night

£862 / week

Holiday farmhouse rental

San Gimignano farmhouse

2 bedrooms / 1 bathroom / sleeps 6

5

Responds fast! avg. 3 hours 5 minutes

from £72 / night

£462 - £905 / week

San Gimignano holiday b&b rental

San Gimignano b&b

1 bedroom / 1 bathroom / sleeps 2

2

from £134 / night

£861 / week

Holiday farmhouse in San Gimignano

San Gimignano farmhouse

2 bedrooms / 2 bathrooms / sleeps 5

13

from £78 / night

£546 / week

Apartment rental in San Gimignano

San Gimignano apartment

2 bedrooms / 2 bathrooms / sleeps 4

6

Responds fast! avg. 2 hours 14 minutes

from £129 / night

£667 - £770 / week

Holiday cottage in San Gimignano

San Gimignano cottage

2 bedrooms / 1 bathroom / sleeps 5

25

from £67 / night

£467 / week

Apartment rental in San Gimignano with swimming pool

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

1

from £113 / night

£770 / week

Holiday villa with swimming pool in Casaglia

Casaglia villa

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 16 minutes

from £206 / night

£1,334 - £2,463 / week

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

2 bedrooms / 2 bathrooms / sleeps 5

25

Responds fast! avg. 57 minutes

from £119 / night

£735 / week

Apartment rental in San Gimignano

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

25

Responds fast! avg. 2 hours 14 minutes

from £67 / night

£410 - £461 / week

Holiday apartment in San Gimignano

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

from £98 / night

£683 / week

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

Castel San Gimignano farmhouse

3 bedrooms / 4 bathrooms / sleeps 7

2

from £236 / night

£1,642 - £2,668 / week

Castel San Gimignano holiday apartment rental

Castel San Gimignano apartment

3 bedrooms / 1 bathroom / sleeps 5

17

from £124 / night

£774 / week

Apartment rental in San Gimignano with shared pool

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 44 minutes

from £124 / night

£719 - £924 / week

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

Castel San Gimignano apartment

10 bedrooms / 12 bathrooms / sleeps 22

from £790 / night

£4,771 - £8,824 / week

San Gimignano holiday apartment rental

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

3

from £74 / night

£482 - £625 / week

Ulignano holiday finca rental

Ulignano finca

2 bedrooms / 2 bathrooms / sleeps 4

from £134 / night

£914 / week

Holiday apartment rental

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

23

Responds fast! avg. 20 minutes

from £113 / night

£717 / week

San Gimignano holiday farmhouse rental

San Gimignano farmhouse

2 bedrooms / 1 bathroom / sleeps 4

1

from £103 / night

£719 / week

Holiday apartment rental

Larniano apartment

1 bedroom / / sleeps 4

1

from £96 / night

£667 / week

San Gimignano holiday farmhouse rental

San Gimignano farmhouse

2 bedrooms / 2 bathrooms / sleeps 4

4

from £72 / night

£821 / week

Viewing 40 of 5,135
rentals in San Gimignano

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San Gimignano holidays

Tuscany is home to many beautiful old towns and the historical town of San Gimignaano is no exception. With its medieval architecture, vast vineyards, and hospitable locals, San Gimignaano is an excellent introduction to the amazing country of Italy. Porto San Giovanni is considered to be the main street in town, but there are plenty of more hidden side streets that have unique restaurants and shopping options, so be sure to explore the entire downtown.

As you stroll, check out some of these top destinations:

  • Piazza del Duomo: This main square in the town is surrounded by towers which are over 1,000 years old.
  • Torre Grossa: At over 200 feet tall, this is the tallest tower in the city.
  • Rocca: This rock offers an amazing panorama of the Tuscan countryside from the top.
  • The Collegiata: The main cathedral in the city, this beautiful attraction has a series of frescoes on Old and New Testament subjects.
  • Piazza della Cisterna: This beautiful piazza is home to a market every Thursday.
  • San Gimignaano 1300: Located right in the middle of the town, this museum features a large reconstruction of San Gimignaano.

Despite being somewhat small, San Gimignaano has an impressive number of events and festivals held year-round. Some of them include the San Gimignaano Musica, a series of classical music concerts held in September and October; the Archaeological Summer Camp, excavations at Castelvecchio held every August; and the medieval Harvest Festival, a series of events every March that include a blessing of the knights, historical parade, and medieval games.

A holiday rental is the preferred option for those staying in San Gimignaano. With homes ranging from villas overlooking the beautiful architecture and vineyards in the area, to spacious and luxurious condos in the heart of town, there's sure to be a property available that's right for you.

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
Le Fontanelle - rustic farm buildings with pool
Fab stay in Tuscan hills

We enjoyed a lovely relaxing family holiday at this spacious property in the Tuscan hills. Lots to see and do in the area with plenty of lovely food and good local wines. San Gim is close-by with Florence, Volterra, Pisa, and the Chianti region all easily accessible. … 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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