Villas and Holiday homes in San Gimignano

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San Gimignano villas
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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

Agriturismo San Gimignano Farmhouse - San Gimignano
9.5 73 reviews

Agriturismo San Gimignano Farmhouse

gîte, San Gimignano
This gîte is located in the Tuscan countryside, a short 5km drive from the historic hilltop town of San Gimignano.
The property comprises two farmhouses, offering 10 bedrooms and 10 bathrooms, a swimming pool, tennis court, and a panoramic veranda with views of the surrounding vineyards and olive groves.
Agriturismo Raccianello - San Gimignano
9.0 164 reviews

Agriturismo Raccianello

farm, San Gimignano
Agriturismo Raccianello is located just 4 kilometres from the medieval town of San Gimignano, set in the rolling hills of the Chianti region. The farm has received excellent ratings for its location, cleanliness, and overall experience.
The apartments at Agriturismo Raccianello offer a blend of traditional Tuscan charm and modern comforts. Guests can enjoy a range of amenities, including a swimming pool, barbecue facilities, a children's playground, and the opportunity to purchase home-produced wine, olive oil, and grape spirit.
La Ginestra Di Valerio - Chianti Villa With Large Pool & Wifi - San Gimignano
9.2 6 reviews

La Ginestra Di Valerio - Chianti Villa With Large Pool & Wifi

house, Barberino Tavarnelle
La Ginestra di Valerio is a five-bedroom villa situated in Zambra, a village in the Chianti region, approximately 30 kilometres from Siena's Piazza del Campo.
This 230 square metre property boasts a private pool, outdoor bath, and a garden, perfect for families or groups seeking a relaxing retreat in the Tuscan countryside.
Casa Vacanze I Borghi- Zenzero - San Gimignano
10 1 review

Casa Vacanze I Borghi- Zenzero

house, San Gimignano
This Tuscan villa is located in Pancole, offering panoramic views of the Pancole hill and countryside, and is situated 6 kilometres from the UNESCO World Heritage site of San Gimignano.
This property accommodates up to 3 guests in 2 bedrooms and features air conditioning, a kitchen with a fridge, freezer, and dishwasher, a swimming pool, garden, and parking, with a bar and restaurant available 100 metres away.

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

Sangi Home - San Gimignano
9.5 2 reviews

Sangi Home

house, San Gimignano
Sangi Home, a spacious holiday property in San Gimignano, is situated a short drive (approximately 39km and 43km respectively) from Piazza Matteotti and Piazza del Campo in Siena.
This 140 square metre house features two bedrooms, two bathrooms, sleeps up to 15 guests, and includes amenities such as a dishwasher, microwave, air conditioning, Wi-Fi, a terrace with city views, and a private patio.
San Gimignano Villa With Pool, 5 Rooms En Suite, A/c, Wi-fi, Panoramic View - San Gimignano
10 120 reviews

San Gimignano Villa With Pool, 5 Rooms En Suite, A/c, Wi-fi, Panoramic View

house, San Gimignano
This five-bedroom villa is located in a peaceful rural setting just outside San Gimignano, within a 5km radius of landmarks such as the Sant'Agostino Church and the Rocca of Montestaffoli. The 250 square metre property offers a private pool, a spacious garden, and a tennis court, making it ideal for families or groups of up to 12 guests.
Agriturismo Le Cantine - San Gimignano
9.4 85 reviews

Agriturismo Le Cantine

farm, Poggibonsi
Agriturismo Le Cantine is located in Poggibonsi, just 29 kilometres from the historic centre of Siena and 30 kilometres from the charming Piazza Matteotti. It has received excellent ratings for cleanliness and location, with guests praising its peaceful rural setting.
The farm offers spacious, comfortable accommodation with private patios and river views. Guests can enjoy a range of amenities, including a swimming pool, a restaurant, a garden, and free parking, as well as activities like fishing in the nearby river.
250 M² Villa ∙ 5 Bedrooms ∙ 10 Guests - San Gimignano
No reviews

250 M² Villa ∙ 5 Bedrooms ∙ 10 Guests

house, San Gimignano
This historic Tuscan farmhouse, located in the Chianti region, offers breathtaking views of San Gimignano's iconic towers and is situated 5 kilometres from San Gimignano and 6 kilometres from Certaldo Alto.
This 250 square metre property, ideal for up to 10 guests, features 5 bedrooms and 3 bathrooms, a private pool (open June-September), a garden, parking, and an outdoor dining area with a barbecue, providing a comfortable base for exploring Volterra, Pisa, and Florence.

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.

Popular destinations

Best San Gimignano villas and holiday homes with parking

Tognazzi Casa Vacanze - Dimora Bunny E Danny - San Gimignano
8.5 2 reviews

Tognazzi Casa Vacanze - Dimora Bunny E Danny

house, San Gimignano
Tognazzi Casa Vacanze, situated in Villa del Monte, offers a large holiday home approximately 43km from both Piazzale Michelangelo and the Pitti Palace in Florence.
This seven-bedroom, seven-bathroom property sleeps 29 guests, boasting a fully equipped kitchen, private parking, Wi-Fi, a jacuzzi, garden, and barbecue facilities; ideal for large groups seeking self-catering accommodation near San Gimignano.
Villa 350mq, 10 Posti Letto 4 Bagni - San Gimignano
9.4 35 reviews

Villa 350mq, 10 Posti Letto 4 Bagni

house, Gambassi Terme
This Gambassi Terme villa, situated 3km from Certaldo's historic centre, offers easy access to local amenities.
The 350 square metre property boasts four bedrooms, four bathrooms, a private 12x6 metre swimming pool, and sleeps up to ten guests, including a built-in barbecue and a large 600 square metre garden.
Villa Arnilù - San Gimignano
No reviews

Villa Arnilù

house, San Gimignano
Villa Arnilù is situated in San Gimignano, just 40 kilometres from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano, offering easy access to explore the region's historic gems. This spacious property provides ample room for a large group, with 8 bedrooms and 8 bathrooms across its 287 square metres, comfortably accommodating up to 32 guests.
The villa boasts a range of amenities to enhance your stay, including a private garden, a swimming pool, and barbecue facilities for al fresco dining. Guests can also enjoy the convenience of a fully equipped kitchen, free Wi-Fi, and on-site parking.
Maison De Campagne Jardin/piscine à San Gimignano - San Gimignano
10 3 reviews

Maison De Campagne Jardin/piscine à San Gimignano

house, San Gimignano
Villa Bettina, a two-bedroom house sleeping five, is situated in the San Gimignano vineyards, offering proximity to the town's towers (exact distance unspecified).
This self-catering property boasts a swimming pool, air conditioning, parking, and internet access, providing a tranquil escape whilst being close to the Tuscan countryside and its renowned wines.

Best San Gimignano villas and holiday homes with a garden

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.
70 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - San Gimignano
No reviews

70 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

farm, Certaldo
Farm rental for 4 guests. This accommodation is based in Certaldo.
Services and facilities: a washing machine, a garden and a terrace.
Podere Il Caggio Rooms - San Gimignano
9.4 158 reviews

Podere Il Caggio Rooms

house, San Gimignano
Podere il Caggio, a renovated 19th-century farmhouse, is situated in the Tuscan countryside, 6 kilometres from San Gimignano.
This self-catering property boasts a swimming pool, garden, and parking, offering guests a tranquil escape with amenities including a fridge, freezer, microwave, and Wi-Fi; it sleeps [Number of guests, needs to be added to the prompt] and is perfect for families and pets.
Azienda Agricola Fornacelle - San Gimignano
9.6 99 reviews

Azienda Agricola Fornacelle

farm, San Gimignano
Country House Tenuta Fornacelle is located in the Tuscan countryside, 5.5 kilometres from Certaldo Train Station and less than 15 minutes' drive from the centre of San Gimignano. The accommodation has received excellent ratings for location, cleanliness, and overall user experience.
The property offers a range of rooms and apartments, each with a private bathroom, and some with kitchens and terraces. Guests can enjoy a private swimming pool, a garden with a barbecue, free Wi-Fi, and free private parking.
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