Villas and Holiday homes in San Gimignano

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San Gimignano villas
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31 Villa rentals in San Gimignano

Best San Gimignano villas and holiday homes with a pool

Among the 31 accommodations in San Gimignano, here are the 4 best villas and holiday homes with a pool

Casa Vacanza Le Case - San Gimignano
9.1 993 reviews
San Gimignano
19/09 – 24/09
SG$197/nighttotal: SG$985 (5 )

Casa Vacanza Le Case

1 2
house , San Gimignano
Casa Vacanze Le Case is situated in the Tuscan countryside, 3.5 kilometres from the centre of San Gimignano and 16 kilometres from Poggibonsi, offering a peaceful escape from the bustling town. This property has received excellent ratings for its cleanliness, location and overall experience.
The house boasts a rustic charm with vaulted ceilings and a private outdoor pool for relaxing on hot summer days. Guests can enjoy al fresco dining with BBQ facilities, a sun terrace and a garden, as well as free WiFi and parking.
Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano - San Gimignano
10 113 reviews
San Gimignano
18/08 – 21/08
SG$2965/nighttotal: SG$8895 (3 )

Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano

4 2
house , San Gimignano
This villa is situated just outside San Gimignano, a 15-minute walk from Sovestro in Poggio Winery and Historical Torture Museum, and less than 2 kilometres from both Museum San Gimignano 1300 and Casa e Torre Campatelli. The property boasts excellent user ratings, suggesting a comfortable and enjoyable stay.
This 220 square metre property has 4 bedrooms and 5 bathrooms, comfortably accommodating up to 9 guests. The villa offers a range of amenities including a private pool, a spacious garden, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it perfect for a relaxing and enjoyable stay.
Agriturismo La Fidanza - San Gimignano
8.5 19 reviews
San Gimignano
22/08 – 25/08
SG$186/nighttotal: SG$558 (3 )

Agriturismo La Fidanza

1 3
farm , San Gimignano
Agriturismo La Fidanza, an agriturismo located in San Gimignano, is situated 37 kilometres from Piazza Matteotti and 42 kilometres from Piazza del Campo.
This family-friendly farm stay offers air-conditioned units with private bathrooms, a seasonal outdoor pool, a garden with barbecue facilities, complimentary Wi-Fi, and private parking, with a continental breakfast served daily.
52 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
9.5 9 reviews
San Gimignano
21/06 – 28/06
SG$291/nighttotal: SG$2037 (7 )

52 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 2
farm , San Gimignano
Farm for up to 4 guests with an excellent rating of 95% based on 9 reviews. Your accommodation will be located in San Gimignano.
Services and facilities include a fridge, a kitchen and a washing machine. This accommodation also has a garden!

Best family friendly San Gimignano villas and holiday home

Among the 31 accommodations in San Gimignano, here are the 4 best family friendly villas and holiday homes

Villa Con Vista Mozzafiato Torri S.gimignano - San Gimignano
10 5 reviews
San Gimignano
01/10 – 05/10
SG$1000/nighttotal: SG$4000 (4 )

Villa Con Vista Mozzafiato Torri S.gimignano

1 7
house , San Gimignano
This luxurious six-bedroom villa in San Gimignano, Tuscany, boasts a private swimming pool and jacuzzi, and is ideally situated for exploring the medieval town centre, just a short distance from the Piazza della Cisterna.
Sleeping up to twelve guests, the property offers a fully equipped kitchen, including a dishwasher and freezer, plus air conditioning, Wi-Fi, and ample parking, making it a perfect base for exploring the Tuscan countryside.
45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - San Gimignano
9.5 9 reviews
San Gimignano
01/09 – 05/09
SG$308/nighttotal: SG$1232 (4 )

45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

1 3
farm , San Gimignano
Farm rental for up to 3 people with an excellent rating of 95% based on 9 reviews. You will stay in San Gimignano.
Services and facilities: air conditioning, a kitchen and a garden.
Agriturismo Macinatico - App Alloro - San Gimignano
10 2 reviews
San Gimignano
27/07 – 30/07
SG$783/nighttotal: SG$2349 (3 )

Agriturismo Macinatico - App Alloro

3 6
gîte , San Gimignano
This San Gimignano gîte is located on a hillside overlooking the historic centre of the town, just 2 kilometres from the iconic towers of Piazza della Cisterna.
The three-bedroom self-catering property boasts a private swimming pool, a spacious garden with barbecue facilities, and offers guests the opportunity to sample local wines and delicacies through organised tastings.
La Casina Sull'elsa - Tra Sentierelsa E Francigena - San Gimignano
10 87 reviews
San Gimignano
19/07 – 24/07
SG$134/nighttotal: SG$670 (5 )

La Casina Sull'elsa - Tra Sentierelsa E Francigena

1 2
house , Colle di Val d'Elsa
This Colle di Val d'Elsa house, ideally located near the SentierElsa and Via Francigena trails, is under 30 minutes from Florence, Siena, and Volterra.
The recently renovated property offers one bedroom, one bathroom, sleeps four, and includes a private patio, secure garage for bikes, a workshop, and free on-site parking; making it perfect for cyclists exploring Tuscany.

Frequently asked questions about villa rentals in San Gimignano

  • What are the must-see attractions in and around San Gimignano?

    You absolutely must see the Piazza della Cisterna and the Palazzo Comunale, both in the heart of the historic centre. A short drive outside of San Gimignano, you'll find the beautiful Abbey of San Galgano, with its ruined church and stunning views.
  • What are the best villa rentals in San Gimignano?

    Among the villa rentals in San Gimignano, Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of San Gimignano?

    The rolling hills around San Gimignano are great for spotting wildlife. Keep an eye out for wild boar, foxes, and a variety of birds like the hoopoe and the kestrel. You might even be lucky enough to see a deer or two.
  • What are the best villa rentals with a pool in San Gimignano?

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

  • What is the best time to visit San Gimignano?

    Spring (April-May) and autumn (September-October) are the best times to visit San Gimignano. The weather is pleasant, the crowds are smaller, and you can enjoy the beautiful colours of the Tuscan countryside.
  • What are the best villa rentals with a jacuzzi in San Gimignano?

  • When is it easiest to book a villa rental in San Gimignano?

    It's generally easier to book a villa rental outside of the peak tourist season, which is July and August. You'll find better deals and more availability if you book for the shoulder seasons, like April-May or September-October.
  • What are the best villa rentals for families and kids in San Gimignano?

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

  • What are the top hiking trails near San Gimignano?

    There are several great hiking trails in the area. One popular option is the Sentiero degli Etruschi, which follows an ancient Etruscan route. Another is the Via Francigena, a historic pilgrimage route that passes through San Gimignano.
  • What are the best pet friendly villa rentals in San Gimignano?

    The best pet friendly villa rentals in San Gimignano are Il Casale Del Cotone, Antica Dimora and Maggie's Million Dollar View - "Mandarino".

  • What are the advantages of renting a house or a villa in San Gimignano

    Renting a villa gives you more space and privacy compared to a hotel. You can enjoy your own private pool, garden, and outdoor areas. It also offers a more authentic experience of life in the Tuscan countryside.
  • What are the best villa rentals with parking in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best villa rentals with parking in San Gimignano.

  • Are there popular destinations near San Gimignano?

    Definitely! Siena, Florence, and Pisa are all within easy reach of San Gimignano. You can also visit the charming medieval hilltop town of Monteriggioni, which is just a short drive away.

Destinations nearby

Best San Gimignano villas and holiday homes with parking

Agriturismo Raccianello - San Gimignano
9.3 167 reviews
San Gimignano
01/09 – 05/09
SG$332/nighttotal: SG$1328 (4 )

Agriturismo Raccianello

1 3
farm , San Gimignano
Farm with an excellent rating of 93% based on 167 reviews. This accommodation is based in San Gimignano.
Services and facilities: a child space, a garden and a meeting room. This is a family-friendly accommodation!
Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano - San Gimignano
8.0 3 reviews
San Gimignano
01/10 – 05/10
SG$494/nighttotal: SG$1976 (4 )

Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano

3 7
house , Colle di Val d'Elsa
This holiday home is located in Poggibonsi, 31 kilometres from Piazza del Campo and 35 kilometres from Piazza Matteotti, with Florence Airport situated 56 kilometres away, offering proximity to San Gimignano.
Guests can enjoy amenities including air conditioning, Wi-Fi, a swimming pool, tennis court, garden, and parking, with bicycle rental available for exploring the Tuscan countryside.
Rustico Cavernoso - San Gimignano
9.4 27 reviews
San Gimignano
28/10 – 02/11
SG$284/nighttotal: SG$1420 (5 )

Rustico Cavernoso

3 6
house , Colle di Val d'Elsa
Rustico Cavernoso, a detached house in the Castel San Gimignano district, is situated 13km from San Gimignano, 16km from Volterra, and 40km from Siena, offering easy access to Tuscany's historical towns.
This 90 square metre property sleeps eight, boasting three bedrooms, two bathrooms, a private garden with a pool, and amenities including a dishwasher, washing machine, and free Wi-Fi; additional recreational facilities such as a billiard table and table football are available on request, for a fee.
Podere Conte Francesco-la Palma - San Gimignano
8.0 6 reviews
San Gimignano
09/07 – 16/07
SG$240/nighttotal: SG$1680 (7 )

Podere Conte Francesco-la Palma

3 4
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.

Best San Gimignano villas and holiday homes with a garden

90 M² House ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
San Gimignano
25/06 – 29/06
SG$253/nighttotal: SG$1012 (4 )

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , San Gimignano
This villa is situated in Pancole, Tuscany, offering panoramic views of vineyards and olive groves, and is located 6 kilometres from San Gimignano.
This 90 square metre apartment accommodates up to four guests with two bedrooms and one bathroom, featuring air conditioning, Wi-Fi, a kitchen with a fridge, freezer and dishwasher, a seasonal swimming pool, and private outdoor space, with a bar and restaurant available 100 metres away.
98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - San Gimignano
9.5 9 reviews
San Gimignano
28/06 – 30/06
SG$693/nighttotal: SG$1386 (2 )

98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

2 3
farm , San Gimignano
Farm for 5 people with an excellent rating of 95% based on 9 reviews. This accommodation is located in San Gimignano.
Facilities and services include a kitchen, free parking and a washing machine. Take advantage of the air conditioning in this accommodation in San Gimignano.
Villa L'elsa Beautiful Country Home With View - Vi - San Gimignano
9.7 34 reviews
San Gimignano
27/07 – 30/07
SG$2053/nighttotal: SG$6159 (3 )

Villa L'elsa Beautiful Country Home With View - Vi

7 6
house , Colle di Val d'Elsa
This spacious villa, sleeping up to 14 guests, is located 7km from Colle di Val d’Elsa and 9km from San Gimignano, situated along the Via Francigena.
The 350m² property boasts seven bedrooms, six bathrooms, a private swimming pool, jacuzzi, sauna, and extensive grounds including a vegetable garden and five-a-side football pitch; perfect for large families or groups.
Villa Sabrina By Posarellivillas - San Gimignano
10 118 reviews
San Gimignano
27/06 – 04/07
SG$1232/nighttotal: SG$8624 (7 )

Villa Sabrina By Posarellivillas

3 2
house , San Gimignano
Villa Sabrina by PosarelliVillas is situated just a short distance from the centre of San Gimignano, offering easy access to the charming medieval streets and towers. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The villa features three bedrooms and two bathrooms, providing ample space for families or groups, and spans 160 square metres. Guests can enjoy the private pool and garden, dine al fresco on the patio, and make use of the barbecue facilities, while the fully equipped kitchen, satellite TV, and free Wi-Fi ensure a comfortable stay.
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