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

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3,452 Holiday homes

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

1 bedroom • 1 bathroom • sleeps 2

from £82 / night

£526 / week

1 / 18

Holiday apartment accommodation

San Gimignano apartment

2 bedrooms • 3 bathrooms • sleeps 3

from £63 / night

£436 / week

1 / 38

Ulignano holiday home rental

Ulignano house

6 bedrooms • 4 bathrooms • sleeps 15

from £328 / night

£4,588 / week

1 / 62

Holiday home with shared pool in San Gimignano

San Gimignano house

1 bedroom • 1 bathroom • sleeps 5

from £69 / night

£479 / week

1 / 10

Holiday apartment in San Gimignano

San Gimignano apartment

1 bedroom • 1 bathroom • sleeps 3

from £130 / night

£852 / week

1 / 14

San Gimignano holiday condo rental

San Gimignano condo

1 bedroom • 2 bathrooms • sleeps 4

from £96 / night

£669 / week

1 / 10

San Gimignano holiday villa rental

San Gimignano villa

5 bedrooms • 5 bathrooms • sleeps 10

from £296 / night

£2,072 / week

1 / 14

Holiday home with shared pool in San Gimignano

San Gimignano house

2 bedrooms • 1 bathroom • sleeps 4

from £121 / night

£842 / week

1 / 11

San Gimignano holiday apartment rental

San Gimignano apartment

2 bedrooms • 1 bathroom • sleeps 4

from £156 / night

£1,088 / week

1 / 20

Home rental in San Gimignano with shared pool

San Gimignano house

4 bedrooms • 4 bathrooms • sleeps 7

from £174 / night

£1,219 - £2,250 / week

1 / 10

Holiday home with shared pool in San Gimignano

San Gimignano house

4 bedrooms • 4 bathrooms • sleeps 6

from £150 / night

£1,045 - £2,018 / week

1 / 12

Holiday home with shared pool in San Gimignano

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

from £58 / night

£402 - £904 / week

1 / 10

San Gimignano holiday home rental

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

from £74 / night

£518 - £1,034 / week

1 / 11

Holiday home rental

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

from £85 / night

£592 - £1,129 / week

1 / 12

Holiday home with shared pool in San Gimignano

San Gimignano house

2 bedrooms • 2 bathrooms • sleeps 4

from £123 / night

£857 - £1,502 / week

1 / 10

Holiday home with shared pool in San Gimignano

San Gimignano house

2 bedrooms • 2 bathrooms • sleeps 3

from £86 / night

£603 - £1,205 / week

1 / 10

Holiday home rental

San Gimignano house

2 bedrooms • 2 bathrooms • sleeps 4

from £131 / night

£918 - £1,554 / week

1 / 10

Holiday finca with shared pool in San Gimignano

San Gimignano finca

1 bedroom • 7 bathrooms • sleeps 2

from £86 / night

£526 / week

1 / 10

Holiday apartment in San Gimignano

San Gimignano apartment

1 bedroom • 1 bathroom • sleeps 2

from £82 / night

£569 / week

1 / 8

Holiday home with shared pool in San Gimignano

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

from £78 / night

£543 - £966 / week

1 / 8

Holiday farmhouse in San Gimignano

San Gimignano farmhouse

1 bedroom • 1 bathroom • sleeps 2

Pricing unknown

1 / 24

San Gimignano holiday apartment rental

San Gimignano apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £182 / night

£1,272 / week

1 / 15

Holiday home in San Gimignano

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

from £49 / night

£344 - £622 / week

1 / 10

Holiday villa in San Gimignano

San Gimignano villa

8 bedrooms • 7 bathrooms • sleeps 16

from £1,311 / night

£9,180 - £12,550 / week

1 / 52

Villa accommodation in San Gimignano with swimming pool

San Gimignano villa

7 bedrooms • 3 bathrooms • sleeps 10

from £335 / night

£2,296 - £3,013 / week

1 / 35

Holiday home with shared pool in Ulignano

Ulignano house

2 bedrooms • 2 bathrooms • sleeps 4

from £125 / night

£871 / week

1 / 14

San Gimignano holiday apartment rental

San Gimignano apartment

2 bedrooms • 1 bathroom • sleeps 4

from £144 / night

£957 / week

1 / 12

Apartment rental in San Gimignano with shared pool

San Gimignano apartment

1 bedroom • 1 bathroom • sleeps 4

from £96 / night

£670 / week

1 / 19

Holiday home with shared pool in San Gimignano

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

“Tuscany at its best” Le Volte is just the right size for a couple and the facilities just right for a mixture of eating-out and self-catering. Every morning and evening we had a beautiful view of San Gimignano in the near distance. We mostly used the place as a base for short day trips but also appreciated our base as a place to relax in or to use the pool. The owners are very friendly and helpful.

from £38 / night

£263 - £546 / week

1 / 12

San Gimignano holiday apartment rental

San Gimignano apartment

2 bedrooms • 1 bathroom • sleeps 4

from £121 / night

£842 / week

1 / 17

San Gimignano holiday villa rental

San Gimignano villa

6 bedrooms • 5 bathrooms • sleeps 12

from £492 / night

£2,872 - £4,305 / week

1 / 39

Holiday home rental

San Gimignano house

4 bedrooms • 4 bathrooms • sleeps 8

from £182 / night

£1,270 - £2,678 / week

1 / 23

Holiday home with swimming pool in San Gimignano

San Gimignano house

3 bedrooms • 2 bathrooms • sleeps 6

from £265 / night

£1,855 - £2,451 / week

1 / 17

San Gimignano holiday home rental

San Gimignano house

1 bedroom • 1 bathroom • sleeps 2

from £47 / night

£327 - £574 / week

1 / 16

Holiday apartment in San Gimignano

San Gimignano apartment

1 bedroom • 2 bathrooms • sleeps 6

from £144 / night

£1,005 / week

1 / 17

Holiday home accommodation

San Gimignano house

2 bedrooms • 3 bathrooms • sleeps 4

“Excellent property, but a couple of kilometers from San Gimino” 3 stories high, ;arger than it appears. Clean, comfortable. Only problem was it was a little too far to walk into town every night, so we had to take the car. All told a very good holiday.

from £112 / night

£785 - £1,818 / week

1 / 19

Holiday b&b rental

Ulignano b&b

3 bedrooms • 3 bathrooms • sleeps 2

from £106 / night

£737 / week

1 / 20

Holiday apartment with shared pool in San Gimignano

San Gimignano apartment

3 bedrooms • 3 bathrooms • sleeps 6

from £196 / night

£2,009 / week

1 / 28

Villa rental in San Gimignano with shared pool

San Gimignano villa

6 bedrooms • 4 bathrooms • sleeps 11

from £478 / night

£3,344 / week

1 / 34

Holiday apartment in San Gimignano

San Gimignano apartment

2 bedrooms • 1 bathroom • sleeps 4

from £67 / night

£469 / week

1 / 31

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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
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
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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