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Vacation Rentals & Villas in San Gimignano

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Vacation Rentals & Villas in San Gimignano

About San Gimignano

5,731 Houses

Central apartment in S.Gimignano with parking

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

Price per night from

$71

1 / 15

Holiday home Il Corbezzolo with Infinity pool

San Gimignano house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$131

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Casa Bartoli at Borgo Mummialla-your Tuscan home !

San Gimignano apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A jewel in the heart of Tuscany.” Booking very easy helped by the owner. Apartment exceptionally comfortable with all the facilities we required. There was no problem moving in thanks to being met by Fabio when we arrived. A beautiful location w

Responds fast! avg. 1 hour 27 minutes

Price per night from

$159

1 / 32

Pretty self catering apartment / private terrace:

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

“The perfect Tuscany setting with the perfect host.” I can not say enough good things about our stay at La Fonte and Maria's efforts to make us feel right at home. Whatever we needed be it directions, day trip suggestions or finding a local dining spo

Price per night from

$131

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CASA ALADINA: STUDIO RIGHT IN THE CITY S.GIMIGNANO

San Gimignano apartment

/ 1 bathroom / sleeps 3

Price per night from

$80

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2 bedroom Apartment in San Gimignano, Tuscany, Italy : ref 5447524

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$90

1 / 17

Agriturismo La Ripa - Padronale

San Gimignano villa

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$284

1 / 13

Tuscan countryhouse apartment in San Gimignano

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$97

1 / 35

San Gimignano Holiday Villa 23428

San Gimignano villa

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$101

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Wonderful self catering apartment in Tuscany

San Gimignano apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Fantastic central location to explore Tuscany” This apartment worked wonderfully as a central base as we explored Tuscany on day trips. It was a beautiful oasis to come home to each evening as we enjoyed our days purchase of wine, meats, and cheese in

Price per night from

$136

1 / 29

CHARME B&B * CAPANNA1826 * San Gimignano Tuscany

Ulignano b and b

3 bedrooms / 3 bathrooms / sleeps 2

Price per night from

$125

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3 bedroom Villa in San Donato in Collina, Tuscany, Italy : ref 5651554

Castel San Gimignano apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$130

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La Fonte San Gimignano, Prov. Siena

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$131

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Tuscany Villas La Casetta del Borgo San Gimignano

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 4

“Perfect base to see all that Tuscany has to offer” La Casetta del Borgo was the perfect location for my recent trip to Tuscany with my wife. The unit is located in a resort with plenty of amenities including two pools and a very nice tennis court with

Price per night from

$130

1 / 20

Apartment Borgo Antico

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

“superbe apartment at a suberbe place” We stayed at the lovely old town of San Gimignano a year ago. Everything was perfect. We received a warm welcome by a nice old lady. The apartment is just next to the central square in the pedestrian area. In summ

Responds fast! avg. 2 hours 46 minutes

Price per night from

$88

1 / 29

2 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5240855

San Gimignano villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$78

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La Fonte San Gimignano Prov. of Siena

Pancole apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$114

1 / 20

6 bedroom villa with pool near San Gimignano in Tuscany (BFY13480)

San Gimignano house

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 3 hours 53 minutes

Price per night from

$539

1 / 29

Super Self-Catering Apartment in Tuscany

San Gimignano apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$114

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Set in the heart of the Tuscan countryside, offering full privacy and a warm atm

San Gimignano house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$171

1 / 30

Vernaccia

San Gimignano villa

8 bedrooms / 7 bathrooms / sleeps 14

Price per night from

$1,559

1 / 32

5 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5447514

San Gimignano villa

5 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$218

1 / 35

1 bedroom Apartment in Racciano, Tuscany, Italy : ref 5336712

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$93

1 / 11

Tychehouse Holidays House in Tuscany San Gimignano

San Gimignano house

1 bedroom / 1 bathroom / sleeps 5

“Excellent apartment” Thank you for everything. We had a wonderful holiday in a quiet and nice. Excellent apartment

Responds fast! avg. 1 hour 43 minutes

Price per night from

$81

1 / 10

3 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5447518

San Gimignano villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$162

1 / 22

4 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5447516

San Gimignano villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$156

1 / 33

Agriturismo La Ripa - Fienile

San Gimignano villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$228

1 / 1

Rustica Progenie - Bungalow (2 + 2)

Pancole apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$77

1 / 25

Rustica Progenie - Bilo b (2 + 2)

Pancole apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$69

1 / 27

1 bedroom Apartment in San Gimignano, Tuscany, Italy : ref 5455293

Pancole apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$128

1 / 30

Il Granaio 1 Bedroom Tuscan Farmhouse

San Gimignano house

1 bedroom / 1 bathroom / sleeps 2

“Heaven in Tuscany” Our stay at the cottage of Il Granaio was like a slice of heaven. Wonderful location in the most beautiful setting. The owner Rosina is the most delightful lady, we loved her instantly. The property is clean, well appointed and t

Price per night from

$56

1 / 12

Torre Becci Suite 6 - San Gimignano center

San Gimignano apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$196

1 / 19

3 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5447502

San Gimignano villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$132

1 / 22

Rustica Progenie - Trilo b (4 + 2)

Pancole apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$90

1 / 27

2 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5228336

San Gimignano villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$154

1 / 45

Price per night from

$125

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2 bedroom Villa in San Gimignano, Tuscany, Italy : ref 5336572

San Gimignano villa

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$130

1 / 24

Barn Cafaggiola

San Gimignano house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$233

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Viewing 38 of 5,731

About San Gimignano

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Tuscany is home to many beautiful old towns and the historical town of San Gimignano is no exception. With its medieval architecture, vast vineyards, and hospitable locals, San Gimignano 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 Gimignano 1300: Located right in the middle of the town, this museum features a large reconstruction of San Gimignano.

Despite being somewhat small, San Gimignano has an impressive number of events and festivals held year-round. Some of them include the San Gimignano 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 vacation rental is the preferred option for those staying in San Gimignano. 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.

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