Villas and Holiday homes in San Gimignano

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San Gimignano holiday homes
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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

Holiday Home Rustico Cavernoso By Interhome - San Gimignano
9.7 23 reviews
San Gimignano
17/10 – 24/10
182 €/nighttotal: 1274 € (7 )

Holiday Home Rustico Cavernoso By Interhome

3 7
house , Colle di Val d'Elsa
Rustico Cavernoso is a three-bedroom house in Colle di Val d'Elsa, Tuscany, 35km from Siena's Piazza del Campo and 66km from Florence Airport.
This 90 square metre property boasts a private terrace, garden, swimming pool, free parking, and Wi-Fi; it comfortably sleeps six guests and includes a fully equipped kitchen with dishwasher.
45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - San Gimignano
9.5 9 reviews
San Gimignano
29/06 – 03/07
187 €/nighttotal: 748 € (4 )

45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

1 2
farm , San Gimignano
Farm rental for up to 3 people with an excellent rating of 95% based on 9 reviews. You will be located in San Gimignano.
Facilities and services include a washing machine, a terrace and a fridge. Take advantage of the garden in this accommodation in San Gimignano.
55 M² Villa ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
10 5 reviews
San Gimignano
29/08 – 31/08
210 €/nighttotal: 420 € (2 )

55 M² Villa ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Colle di Val d'Elsa
Agriturismo La Pieve, a self-catering apartment in the San Gimignano area, is located 8km from Colle di Val d'Elsa and 17km from San Gimignano, offering easy access to both towns.
This one-bedroom property sleeps two guests and features a well-equipped kitchen, living area, private patio, access to a large shared garden with a 12m x 4m swimming pool, air conditioning, and free Wi-Fi; on-site amenities include a washing machine and iron.
Villa Panizzi - San Gimignano ,Tuscany - San Gimignano
San Gimignano
27/06 – 04/07
832 €/nighttotal: 5824 € (7 )

Villa Panizzi - San Gimignano ,Tuscany

4 2
house , San Gimignano
This spacious San Gimignano villa, sleeping eight, is situated just under 2km from the Historical Torture Museum, the Museum San Gimignano 1300, Casa e Torre Campatelli, the Ornithological Museum, and the Torre Grossa.
The 250 square metre property boasts four bedrooms, five bathrooms, a private pool, a garden, and parking, perfect for families or groups seeking self-catering accommodation with a fully equipped kitchen including a fridge and dishwasher.

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

100 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
8.8 1 review
San Gimignano
11/09 – 13/09
348 €/nighttotal: 696 € (2 )

100 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 3
farm , San Gimignano
Le Volpaie - Appartamento Maria, a farmhouse near San Gimignano, is situated 5km from Certaldo and San Gimignano, 25km from Volterra, 30km from Siena, and 40km from Florence, offering easy access to Tuscany's major attractions.
This 100 square metre property sleeps four guests in two bedrooms and three bathrooms, and boasts a private outdoor area with a seasonal whirlpool, a swimming pool, a jacuzzi, and a fully equipped kitchen including a dishwasher, plus Wi-Fi, parking and pet-friendly options (fees apply).
Villa ∙ 8 Bedrooms ∙ 20 Guests - San Gimignano
San Gimignano
30/06 – 07/07
1407 €/nighttotal: 9849 € (7 )

Villa ∙ 8 Bedrooms ∙ 20 Guests

8 5
house , San Gimignano
Villa Arnilù, a large holiday home near San Gimignano, is situated 2.5km from the medieval town centre, offering easy access to Siena (50km) and Florence (55km).
This eight-bedroom property sleeps up to 20 guests, boasting a private garden with a 6m x 4m swimming pool (open May to October), a summer kitchen, and amenities including Wi-Fi, air conditioning, and a dishwasher; optional cookery courses are available.
Sassi Bianchi - San Gimignano
9.7 107 reviews
San Gimignano
06/07 – 19/07
387 €/nighttotal: 5031 € (13 )

Sassi Bianchi

3 3
house , San Gimignano
Sassi Bianchi, located in Sensano, offers a peaceful countryside retreat approximately 47 kilometres from Piazza del Campo in Siena and 50 kilometres from Piazza Matteotti in San Gimignano.
This self-catering property boasts a private pool, tennis court, and barbecue facilities, alongside free Wi-Fi and parking; ideal for families, pet owners, and those seeking a relaxing Tuscan escape.
Podere Le Grotte - San Gimignano
9.7 122 reviews
San Gimignano
08/07 – 13/07
125 €/nighttotal: 625 € (5 )

Podere Le Grotte

2 2
house , San Gimignano
Podere Le Grotte is located 4 kilometres outside of San Gimignano, close to the charming town of Certaldo, just a 7.6 kilometre drive away. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The apartment offers two bedrooms and features a rustic style, allowing guests to experience authentic Tuscan living. Guests can enjoy the beautiful Tuscan countryside with a refreshing dip in the pool, surrounded by the spacious garden and relax on their private terrace.

Frequently asked questions about villa rentals in San Gimignano

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

    Well, you simply must visit the Piazza della Cisterna, a beautiful square with a well in the centre. You can't miss the Torre Grossa, the tallest of the towers, and the Palazzo Comunale, with its stunning frescoes. And for a bit of history, the Museo di Arte Sacra is worth a visit. Just outside of town, there's the Sanctuary of Santa Fina, a really lovely church with a peaceful atmosphere.
  • 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?

    You'll likely see lots of birds, especially around the countryside. You might also spot some hares and foxes, and if you're lucky, even a wild boar or two in the hills. But don't worry, they tend to keep to themselves.
  • 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 and Autumn are the best times to visit San Gimignano. The weather is pleasant, the crowds are smaller, and the landscape is beautiful. You'll also find that many local festivals and events take place during these seasons.
  • What are the best villa rentals with a jacuzzi in San Gimignano?

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

    Booking a villa in the off-season, from November to March, is usually easiest, but it's always a good idea to book in advance, especially if you're travelling during peak season.
  • 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?

    The Via Francigena is a popular hiking trail that passes through San Gimignano. It's a long-distance trail that stretches all the way from Canterbury in England to Rome. There's also the Sentiero degli Etruschi, a beautiful trail that winds through the Tuscan countryside, offering stunning views of the surrounding area.
  • 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 much more space and privacy than a hotel. You can enjoy your own private pool and garden, and you're free to come and go as you please. It's also a great way to experience the local lifestyle and enjoy the peace and quiet of 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?

    Absolutely! Siena is a beautiful medieval city just an hour's drive away. Florence is a bit further, but well worth the trip. For something closer, there's Volterra, a stunning hilltop town with Etruscan roots. And don't forget the Chianti wine region, just a short drive from San Gimignano.

Destinations nearby

Best San Gimignano villas and holiday homes with parking

Antica Dimora - San Gimignano
9.5 769 reviews
San Gimignano
29/08 – 31/08
264 €/nighttotal: 528 € (2 )

Antica Dimora

1 2
house , San Gimignano
Antica Dimora is a charming house situated in a medieval village just 4 kilometres from San Gimignano, offering a peaceful retreat in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness and overall experience.
The house is furnished with antiques and features four-poster beds, creating a traditional Tuscan ambiance. Guests can enjoy amenities such as a fully equipped kitchen, a terrace, a garden, and free Wi-Fi access.
Papavero Rosso - San Gimignano
9.8 14 reviews
San Gimignano
19/09 – 24/09
186 €/nighttotal: 930 € (5 )

Papavero Rosso

3 2
house , San Gimignano
Papavero Rosso, a spacious three-bedroom holiday home in San Gimignano, is situated approximately 32-34km from Siena's Piazza del Campo and Piazza Matteotti, and 47km from Florence's main attractions.
This 110 square metre property sleeps up to 10 guests, boasting three bathrooms, a fully equipped kitchen with dishwasher, a garden, free Wi-Fi, and free private parking; enjoy relaxing evenings by the outdoor fireplace.
Casale Rosanna - San Gimignano
9.3 36 reviews
San Gimignano
27/06 – 04/07
257 €/nighttotal: 1799 € (7 )

Casale Rosanna

2 2
house , San Gimignano
Casale Rosanna is a semi-detached holiday home located in San Gimignano, just a short walk from the historic centre and a 43-kilometre drive from Rapolano Terme. This property has received excellent ratings for its location, cleanliness, and overall experience.
The house offers 100 square metres of living space and sleeps up to five guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a private garden, a terrace, a swimming pool, and a fully equipped kitchen.
Agriturismo Podere Cappella - San Gimignano
8.3 207 reviews
San Gimignano
18/08 – 21/08
70 €/nighttotal: 210 € (3 )

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.

Best San Gimignano villas and holiday homes with a garden

Vicino San Gimignano Tre Civette Sul Comò - San Gimignano
10 3 reviews
San Gimignano
27/08 – 03/09
157 €/nighttotal: 1099 € (7 )

Vicino San Gimignano Tre Civette Sul Comò

2 4
house , San Gimignano
This detached villa is located in Camporbiano, a short 4-kilometre drive from the UNESCO World Heritage site of San Gimignano's medieval towers.
This air-conditioned, 67 square metre villa offers accommodation for up to 7 guests with 1 bedroom, a fully equipped kitchen including an oven, private Wi-Fi, a private swimming pool, and on-site parking.
Villa Renina By Posarellivillas - San Gimignano
10 49 reviews
San Gimignano
06/07 – 19/07
778 €/nighttotal: 10114 € (13 )

Villa Renina By Posarellivillas

3 3
house , Gambassi Terme
Villa Renina is located in Gambassi Terme, a short distance from both Florence (47 km) and Siena (47 km), offering easy access to explore the beauty of Tuscany. This property has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
This 3-bedroom villa, with a floor area of 240 square metres, comfortably accommodates up to 6 guests. Enjoy the private swimming pool, relax on the terrace or in the garden, and take advantage of amenities like air conditioning, a fully equipped kitchen, and free Wi-Fi.
Holiday Home Schönes Ferienhaus Rosanna By Interhome - San Gimignano
San Gimignano
27/06 – 04/07
283 €/nighttotal: 1981 € (7 )

Holiday Home Schönes Ferienhaus Rosanna By Interhome

1 2
house , San Gimignano
This holiday home is located in San Gimignano, approximately 35 kilometres from Florence Airport, 35 kilometres from Piazza Matteotti and Piazza del Campo, and 50 kilometres from Piazzale Michelangelo.
This 110 square metre property accommodates up to 9 guests with 1 bedroom and 1 bathroom, featuring a terrace, garden, fireplace, Wi-Fi, and a kitchen equipped with a fridge and dishwasher.
La Ripa - Appartamento I Nidi - San Gimignano
8.0 2 reviews
San Gimignano
07/09 – 12/09
161 €/nighttotal: 805 € (5 )

La Ripa - Appartamento I Nidi

2 2
house , San Gimignano
La Ripa - Appartamento I Nidi is a self-catering property in San Gimignano, approximately 34km from Piazza Matteotti and 37km from Piazza del Campo, offering easy access to Tuscany's major attractions.
This 70 square metre house sleeps up to 12 guests in two bedrooms and one bathroom, and boasts a private pool, free Wi-Fi, free parking, a fully equipped kitchen, barbecue, children's playground, and a garden.
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