Villas and Holiday homes in San Gimignano

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San Gimignano holiday homes
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49 Villa rentals in San Gimignano

Best San Gimignano villas and holiday homes with a pool

Among the 49 accommodations in San Gimignano, here are the 4 best villas and holiday homes with a pool

Villa Binetti 7, Emma Villas - San Gimignano
9.5 2 reviews

Villa Binetti 7, Emma Villas

house, San Gimignano
VILLA BINETTI 7, a 300 square metre villa, is situated 34km from Piazza Matteotti in San Gimignano, offering easy access to Tuscan landmarks such as Piazza del Campo (39km), Strozzi Palace (48km), and Pitti Palace (48km).
This four-bedroom, two-bathroom property sleeps 13 guests and boasts a private pool, spacious air-conditioned interiors, a well-equipped kitchen, a terrace, garden, parking, and Wi-Fi.
Agriturismo E Maneggio Poggio Leone - San Gimignano
9.5 316 reviews

Agriturismo E Maneggio Poggio Leone

farm, Gambassi Terme
Agriturismo e Maneggio Poggio Leone is located in Gambassi Terme, Tuscany, approximately 63 kilometres from Florence Airport.
This family-friendly farmhouse offers air-conditioned accommodation with private entrances, a swimming pool, a restaurant, bar, and free Wi-Fi, plus bike rentals for exploring the Tuscan countryside.
A Casa Di Franca Villa Con Piscina - San Gimignano
9.6 11 reviews

A Casa Di Franca Villa Con Piscina

house, Gambassi Terme
A Casa di Franca Villa con piscina is located in Gambassi Terme, a charming town in the Tuscan countryside, just 47 km from Florence. This villa has received excellent ratings for its location, cleanliness and overall experience.
The villa is a spacious 223 square metre property with 4 bedrooms, 3 bathrooms and can accommodate up to 24 guests. The villa features a private garden with a swimming pool, a fully equipped kitchen, air conditioning, free Wi-Fi and parking, plus barbecue facilities and is accessible for guests with disabilities.
Villa ∙ 8 Bedrooms ∙ 20 Guests - San Gimignano
No reviews

Villa ∙ 8 Bedrooms ∙ 20 Guests

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.

Best family friendly San Gimignano villas and holiday home

Among the 49 accommodations in San Gimignano, here are the 4 best family friendly villas and holiday homes

102 M² House ∙ 3 Bedrooms ∙ 5 Guests - San Gimignano
No reviews

102 M² House ∙ 3 Bedrooms ∙ 5 Guests

house, San Gimignano
Apartment Uva is situated near San Gimignano, Tuscany, an 8-minute drive (approximately 5km) from the medieval town centre.
This 57 square metre self-catering property sleeps up to 5 guests, boasting 3 bedrooms, 2 bathrooms, a private pool, garden, balcony, barbecue, outdoor shower, high-speed Wi-Fi, and parking for four cars; two bikes are also provided.
Santa Maria A Poneta - San Gimignano
9.7 98 reviews

Santa Maria A Poneta

farm, Barberino Tavarnelle
Santa Maria a Poneta is a working farm situated in the Chianti hills, just 5km from the medieval village of Barberino di Val d'Elsa and 15km from San Gimignano. The farm consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farm offers a range of apartments, each with a terrace providing panoramic views of the surrounding countryside. Guests can enjoy a swimming pool, sun loungers, a BBQ area, and a fully equipped kitchen, alongside a host of activities such as wine tasting and exploring the nearby attractions.
La Casa Di Faro E Giulietta - San Gimignano
10 1 review

La Casa Di Faro E Giulietta

house, Colle di Val d'Elsa
This family-friendly holiday home in Colle di Val d'Elsa is situated 100 metres from SentierElsa, 22 kilometres from Piazza del Campo, and 37 kilometres from Piazza Matteotti.
This 80 square metre property accommodates up to 10 guests with 2 bedrooms and 1 bathroom, offering free Wi-Fi, a fully equipped kitchen with a dishwasher, and a private garden with an outdoor dining area.
Il Casale Del Cotone - San Gimignano
9.4 678 reviews

Il Casale Del Cotone

house, San Gimignano
Il Casale del Cotone is a renovated farmhouse located in the Tuscan countryside, just 2.6 kilometres from the medieval town of San Gimignano, between Florence (40 kilometres) and Pisa (55 kilometres). This one-bedroom property offers a peaceful retreat, featuring a swimming pool, a garden, and a restaurant, perfect for families or couples seeking a relaxing escape.

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.

Popular destinations

Best San Gimignano villas and holiday homes with parking

Villa La Stellina - San Gimignano
8.4 27 reviews

Villa La Stellina

house, San Gimignano
Villa la Stellina is a self-catering property located just a short distance from the historic centre of San Gimignano, famous for its medieval towers. The property has received very good user ratings, with excellent location and cleanliness scores.
The villa has three bedrooms and covers 100 square metres, providing ample space for families and groups. Guests can enjoy a range of amenities including a swimming pool, terrace, garden, barbecue facilities, and free parking, as well as a fully equipped kitchen with a dishwasher and microwave.
Torre Prima Holidays-appartamento Torre 4 - San Gimignano
9.7 42 reviews

Torre Prima Holidays-appartamento Torre 4

gîte, San Gimignano
This gîte is located in San Gimignano, within a 5km radius of the Piazza delle Erbe and the Collegiate Church of Santa Maria Assunta.
The property boasts a private garden and a swimming pool, perfect for relaxing after a day exploring the historic centre of San Gimignano.
Villa "Arnilù" With Private Pool & Wi-fi - San Gimignano
No reviews

Villa "Arnilù" With Private Pool & Wi-fi

house, San Gimignano
This eight-bedroom villa in San Gimignano is situated within 3km of Sant'Agostino Church, the Archaeological Museum, and the Rocca di Montestaffoli.
The 287 square metre property sleeps sixteen guests and boasts a private pool, garden, ample parking, and a fully equipped kitchen including a dishwasher; free Wi-Fi is also available.
Agriturismo Il Colto - San Gimignano
9.3 256 reviews

Agriturismo Il Colto

farm, San Gimignano
Agriturismo Il Colto is located just outside the Porta San Giovanni gate of San Gimignano, 100 metres from the old town, with Poggibonsi 10 kilometres away and Florence reachable within 50 minutes. The farm enjoys an excellent rating for location, cleanliness, and user experience.
The property features a single bedroom, one bathroom, and can accommodate up to two guests. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, room service, parking, and Wi-Fi, as well as access to fresh, locally produced olive oil.

Best San Gimignano villas and holiday homes with a garden

[Villa Con Piscina] Villa Di Lusso Con Piscina - San Gimignano
10 15 reviews

[Villa Con Piscina] Villa Di Lusso Con Piscina

house, San Gimignano
Villa Marzia, a luxurious farmhouse near San Gimignano in the Tuscan countryside, offers stunning views of the towers and is a short drive from Siena and Florence.
This three-bedroom, three-bathroom property sleeps six, boasting a 3000 sq m garden with an infinity pool, a fully equipped kitchen, air conditioning, Wi-Fi, and electric vehicle charging.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
This San Gimignano holiday home, 7km from the medieval town, enjoys a convenient location midway between Siena and Florence, ideal for exploring Tuscany.
The 90 square metre property offers two bedrooms, one bathroom, sleeps four guests, and includes a private garden with barbecue, shared swimming pool, and high-speed Wi-Fi.
Casa Vacanza Le Case - San Gimignano
9.1 975 reviews

Casa Vacanza Le Case

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.
Holiday Home L'azalea By Interhome - San Gimignano
9.3 36 reviews

Holiday Home L'azalea By Interhome

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.
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