Holiday Rentals in San Gimignano

342 available vacation rental offers

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San Gimignano holiday rentals
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342 Holiday rentals and Airbnb in San Gimignano

Best family friendly San Gimignano holiday rentals

Among the 342 accommodations in San Gimignano, here are the 4 best family friendly rentals

Casa Arcobaleno On Via Francigena - San Gimignano
8.6 76 reviews
San Gimignano
25/08 – 26/08
72 €/nightfor 1 night

Casa Arcobaleno On Via Francigena

1 2
apartment , Gambassi Terme
This Gambassi Terme apartment, near Florence Airport (58km) and conveniently located on the Via Francigena, offers easy access to both the town and wider Tuscany.
The 50-square-metre flat features one bedroom, one bathroom, and sleeps up to seven guests, boasting a fully equipped kitchen, free Wi-Fi, private parking, and a balcony; Italian breakfast is provided at the nearby Casa Arcobaleno on Via Francigena.
Podere Conte Francesco-la Palma - San Gimignano
8.0 6 reviews
San Gimignano
30/06 – 07/07
134 €/nighttotal: 938 € (7 )

Podere Conte Francesco-la Palma

3 5
house , Certaldo
This semi-detached house is situated on a vineyard estate 7km from Certaldo, 13km from San Gimignano, and 57km from Florence, offering a peaceful countryside retreat near major Tuscan towns.
The 85 square metre property sleeps six, boasting three bedrooms, one bathroom, a private garden with barbecue, a shared seasonal swimming pool (2nd May - 3rd October), and parking; pets are welcome.
Agriturismo Azienda Agricola La Roccaia - San Gimignano
8.9 634 reviews
San Gimignano
16/09 – 23/09
98 €/nighttotal: 686 € (7 )

Agriturismo Azienda Agricola La Roccaia

1 2
farm , San Gimignano
Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, 48 kilometres from Florence's Pitti Palace and 39 kilometres from Siena's Fontebranda, offering a peaceful escape in the Tuscan countryside. The farm stay has received very good user ratings with excellent location and cleanliness scores.
The property features a garden and terrace, along with a swimming pool and free bikes. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, and a fully equipped kitchen in some units, as well as a delicious Italian or gluten-free breakfast.
I Girasoli San Gimignano Apartments - San Gimignano
9.0 22 reviews
San Gimignano
19/07 – 24/07
167 €/nighttotal: 835 € (5 )

I Girasoli San Gimignano Apartments

2 2
apartment , San Gimignano
The I Girasoli San Gimignano Apartments are located in San Gimignano, just outside the city walls, a peaceful retreat 42km from Pitti Palace and 43km from Piazza Matteotti. The property has excellent user, location and cleanliness ratings.
This one-bedroom apartment is 60 square metres and can sleep up to 7 guests. Enjoy the private garden, the swimming pool with views, free Wi-Fi, private parking, and a fully equipped kitchen.

Best San Gimignano holiday rentals with parking

Holiday Home L'azalea By Interhome - San Gimignano
9.3 36 reviews
San Gimignano
27/08 – 03/09
162 €/nighttotal: 1134 € (7 )

Holiday Home L'azalea By Interhome

1 4
house , San Gimignano
Il Poggetto is a charming farmhouse located 7km north of San Gimignano and 4km from Certaldo, offering a peaceful escape in the Tuscan countryside. The property enjoys excellent user, location and cleanliness ratings.
The farmhouse offers a range of apartments, each with modern amenities such as air conditioning and free Wi-Fi. Guests can enjoy a communal laundry room, free bike rentals, a playground, a swimming pool, a tennis court, and breathtaking views of the Tuscan countryside.
2bed-restored Farmhouse-san Gimignano-pool - San Gimignano
10 1 review
San Gimignano
27/08 – 03/09
125 €/nighttotal: 875 € (7 )

2bed-restored Farmhouse-san Gimignano-pool

2 4
apartment , San Gimignano
This farmhouse apartment, located near San Gimignano, is approximately 40 kilometres from Siena's Piazza del Campo and 45 kilometres from Piazza Matteotti in San Gimignano itself.
This 90-square-metre property boasts two bedrooms, two bathrooms, and sleeps up to nine guests, featuring a private balcony, garden, swimming pool, free parking, and Wi-Fi.
Bio Agriturismo Podere Pretoia - San Gimignano
9.3 63 reviews
San Gimignano
07/09 – 12/09
68 €/nighttotal: 340 € (5 )

Bio Agriturismo Podere Pretoia

2 2
house , San Gimignano
Bio Agriturismo Podere Pretoia is a country house just 37 kilometres from the Piazza Matteotti in San Gimignano and 40 kilometres from Piazza del Campo in Siena, offering a peaceful escape from the bustling town. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bedrooms and a bathroom, covering 58 square metres. It includes a fully equipped kitchen, a garden, free parking, and free Wi-Fi, as well as a restaurant on-site.
Agriturismo Podere Cappella - San Gimignano
8.3 207 reviews
San Gimignano
15/07 – 17/07
70 €/nighttotal: 140 € (2 )

Agriturismo Podere Cappella

1 2
farm , San Gimignano
Agriturismo Podere Cappella is a 2km drive from the historic centre of San Gimignano, nestled in the rolling hills of the Tuscan countryside. The farm receives excellent ratings for location, cleanliness, and overall experience.
The property offers a 1-bedroom apartment with a floor area of 17 square metres, suitable for 2 guests. Amenities include a terrace, garden, free parking, and Wi-Fi, as well as the opportunity to sample the farm's own wine and fruit.

Frequently asked questions about holiday rentals in San Gimignano

  • What other towns or cities can be easily accessed from San Gimignano?

    Siena is a beautiful medieval city just 40km away, easily accessible by car or bus. Florence, the capital of Tuscany, is about 60km away and offers a wealth of art, culture, and history. You can also visit the charming hilltop towns of Volterra and Monteriggioni, both within a short drive from San Gimignano.
  • What are the best Airbnb and holiday rentals in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are among the best Airbnb and holiday rentals in San Gimignano.

  • What amenities are commonly available in vacation rentals in San Gimignano?

    Most vacation rentals in San Gimignano offer basic amenities like kitchens, bathrooms, and bedrooms. Many also have Wi-Fi, air conditioning, and washing machines. You can find rentals with private pools, gardens, and terraces, offering even more comfort and privacy.
  • What are the most popular Airbnbs in San Gimignano?

  • What time of year is best to rent a vacation rental San Gimignano?

    Spring (April-May) and autumn (September-October) offer pleasant weather and fewer crowds. Summer (June-August) is hot and busy, but the region is beautiful in full bloom. Winter (November-March) can be chilly but offers a quieter and more authentic experience.
  • What are the best holiday rentals with a pool in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best holiday rentals with a pool in San Gimignano.

  • What are the local dishes in San Gimignano region?

    The region is known for its delicious cuisine, including the famous white truffle, which is a must-try in season. Other local specialities include ribollita, a hearty bread soup, pici all'aglione, a pasta dish with garlic and olive oil, and lampredotto, a traditional Florentine street food. Don't forget to sample the local wines, especially the Chianti.
  • What are the best rentals for families and kids in San Gimignano?

    The best rentals for families and kids in San Gimignano are Villa Del Sole, Podere Bellavista and Il Casale Del Cotone.

  • What are the best rentals or Airbnbs with a jacuzzi in San Gimignano?

Destinations nearby

Best San Gimignano holiday rentals with a balcony

Il Palagione - San Gimignano
9.9 444 reviews
San Gimignano
19/07 – 24/07
146 €/nighttotal: 730 € (5 )

Il Palagione

1 2
farm , San Gimignano
Il Palagione farmhouse, near San Gimignano, is situated 10km from the Collegiate Church of San Gimignano and a 20-minute drive from Volterra.
This one-bedroom, one-bathroom property sleeps two guests and offers air conditioning, Wi-Fi, a terrace, garden, parking, and a welcome wine tasting.
Apartment Casa Tibesa By Interhome - San Gimignano
8.0 1 review
San Gimignano
23/06 – 03/07
157 €/nighttotal: 1570 € (10 )

Apartment Casa Tibesa By Interhome

2 2
apartment , San Gimignano
Casa Tibesa apartment in Zambra, a short drive (approx. 34km) from San Gimignano's Piazza Matteotti and 39km from Siena's Piazza del Campo, offers a peaceful retreat.
This 70 square metre self-catering flat sleeps seven, including a cot, and boasts a terrace, swimming pool, parking, dishwasher, washing machine and free Wi-Fi.
Benvenuti A Casa - San Gimignano
10 2 reviews
San Gimignano
25/08 – 26/08
84 €/nightfor 1 night

Benvenuti A Casa

1 2
house , Certaldo
This Certaldo holiday home is located 42 kilometres from Piazza Matteotti and 40 kilometres from Piazzale Michelangelo, with Ponte Vecchio and Pitti Palace 43 kilometres away.
This 75 square metre property offers one bedroom, one bathroom, accommodation for seven guests, a private terrace, a fully equipped kitchen, and parking, and is managed by a private host.
Tina's House - San Gimignano
9.2 42 reviews
San Gimignano
11/09 – 13/09
106 €/nighttotal: 212 € (2 )

Tina's House

2 3
apartment , Certaldo
Tina's House, a Certaldo apartment, is conveniently located approximately 40 kilometres from Florence's major attractions, including the Pitti Palace and Piazzale Michelangelo.
This 104-square-metre property features two bedrooms, one bathroom, and can comfortably accommodate seven guests, boasting a fully equipped kitchen, air conditioning, Wi-Fi, and a private balcony.

Best pet friendly San Gimignano holiday rentals

Among the 342 accommodations in San Gimignano, here are the 4 best pet friendly rentals

Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool - San Gimignano
9.0 156 reviews
San Gimignano
01/10 – 05/10
209 €/nighttotal: 836 € (4 )

Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool

3 7
apartment , Certaldo
This apartment is situated in Certaldo, a short distance from the town centre and close to a swimming pool. It has received excellent ratings for cleanliness, location and overall experience.
The apartment has a private terrace and a fully equipped kitchen. Guests can enjoy the garden, the swimming pool and free parking on site, as well as free Wi-Fi.
Le Torri 3 San Gimignano - San Gimignano
9.6 14 reviews
San Gimignano
04/07 – 05/07
258 €/nightfor 1 night

Le Torri 3 San Gimignano

1 4
apartment , San Gimignano
This centrally located San Gimignano apartment offers breathtaking views of the towers, within easy walking distance of the town's shops and restaurants.
The recently renovated flat features two bedrooms (one double, one twin), a fully equipped kitchen with dishwasher, a bathroom, and private outdoor space; sleeping up to four guests and providing free Wi-Fi and air conditioning.
Suite Mezzatorre - San Gimignano
9.5 4 reviews
San Gimignano
27/06 – 28/06
277 €/nightfor 1 night

Suite Mezzatorre

1 2
apartment , San Gimignano
Suite Mezzatorre, a holiday apartment in San Gimignano, offers easy access to the town's attractions.
This 40m² self-catering flat sleeps three, boasting a kitchen with fridge and microwave, air conditioning, a shared pool, garden, parking, and includes breakfast plus a welcome basket; pets are welcome (30 EUR fee applies).
Ilvecchiocipresso - San Gimignano
9.4 186 reviews
San Gimignano
01/09 – 05/09
94 €/nighttotal: 376 € (4 )

Ilvecchiocipresso

2 3
apartment , San Gimignano
This two-bedroom apartment is located in the heart of San Gimignano, within easy reach of the historic city centre and its iconic towers.
The apartment offers a comfortable and convenient base for exploring the Tuscan countryside, with easy access to Siena (70km) and Florence (58km) by car.
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