Villas in San Gimignano

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San Gimignano villas
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49 Villas in San Gimignano

Best villas and farmhouses in San Gimignano with a pool

Among the 49 villas in San Gimignano, here are the 4 best villas with a pool

Villa Del Sole - San Gimignano
9.5 641 reviews

Villa Del Sole

house, San Gimignano
Villa Del Sole, a self-catering property in the Tuscan countryside, is situated 3.1km from San Gimignano's historic centre and a 25-minute drive from Colle di Val d'Elsa.
This one-bedroom villa offers a private garden, swimming pool, Jacuzzi, and spa, plus free Wi-Fi, parking, and daily continental breakfast served in your room; BBQ facilities are available for guests' use.
Papavero Rosso - San Gimignano
9.8 15 reviews

Papavero Rosso

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.
Fattoria San Donato - San Gimignano
9.3 1220 reviews

Fattoria San Donato

farm, San Gimignano
Fattoria San Donato is located just 3 kilometres from the historic centre of San Gimignano, in the rolling hills of the Tuscan countryside, offering stunning views and a peaceful escape from the town. The farm consistently receives excellent ratings for location, cleanliness, and overall experience.
The accommodation features a traditional Tuscan restaurant and charming apartments with fully equipped kitchenettes. Guests can enjoy free Wi-Fi, a swimming pool, a relaxing garden, and a bar, as well as explore the surrounding area with organised bike tours and trekking routes.
Agriturismo Il Casolare Di Bucciano - San Gimignano
8.9 1164 reviews

Agriturismo Il Casolare Di Bucciano

farm, San Gimignano
Il Casolare Di Bucciano is a historic farmhouse located 2 kilometres from the Towers of San Gimignano, offering stunning views of the iconic landmark.
This family-friendly accommodation provides 1 bedroom, 1 bathroom, air conditioning, a swimming pool, an on-site restaurant serving local cuisine, and opportunities to purchase farm produce such as Vernaccia and Chianti wines.

Best family friendly villas in San Gimignano

Among the 49 villas in San Gimignano, here are the 4 best family friendly villas

Villa Iris Luxury San Gimignano, 6 En-suite Bedrooms, Swimming Pool, Spa, Sauna. - San Gimignano
10 122 reviews

Villa Iris Luxury San Gimignano, 6 En-suite Bedrooms, Swimming Pool, Spa, Sauna.

house, San Gimignano
This luxurious villa is located in a peaceful rural setting just outside San Gimignano, within a 5 km radius of the Sant'Agostino Church, the Archaeological Museum, and the Rocca of Montestaffoli.
The 450 square metre property boasts six bedrooms, eight bathrooms, a private pool, a spa, and a fitness centre, comfortably accommodating up to 12 guests.
The One Premium Farmhouse Apartment San Gimignano - San Gimignano
9.4 241 reviews

The One Premium Farmhouse Apartment San Gimignano

gîte, San Gimignano
This two-bedroom apartment is situated in a peaceful rural setting just 5 kilometres from the historic centre of San Gimignano, close to attractions such as the Tenuta Torciano Winery and the Sant'Agostino Church.
The 95 square metre property features a private pool, a Jacuzzi, a terrace, a garden, and a fully equipped kitchen, making it ideal for families or groups of up to four guests.
Fattoria Di Pancole - San Gimignano
8.9 117 reviews

Fattoria Di Pancole

farm, San Gimignano
Fattoria Di Pancole is situated in the Tuscan countryside, a short five-minute drive from the historic hill town of San Gimignano. The farm enjoys excellent ratings for location, cleanliness, and overall guest experience.
The farm offers spacious apartments with fully equipped kitchens and private gardens, perfect for enjoying the tranquil setting. Guests can relax by the swimming pool, explore the surrounding vineyards and olive groves, or sample the farm's award-winning wines.
Villa La Stellina - San Gimignano
8.4 26 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.

Frequently asked questions about villa rentals in San Gimignano

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

    You absolutely have to see the Piazza della Cisterna, with its iconic well, and the Torre Grossa, which offers stunning views of the Tuscan countryside. Just outside the city walls, you'll find the San Gimignano Wine Museum, a great place to learn about the local wines.
  • What are the best villas in San Gimignano?

    Among the villas 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 area around San Gimignano is home to a variety of birds, including hawks, owls, and kestrels. You might also spot wild boar, foxes, and hares, especially if you're hiking in the surrounding hills.
  • What are the best villas with a pool in San Gimignano?

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

  • What is the best time to visit San Gimignano?

    Spring (April-May) and autumn (September-October) are ideal, with pleasant weather and fewer crowds. If you love a lively atmosphere, summer (June-August) is great, but it can be hot and busy.
  • What are the best villas with a jacuzzi in San Gimignano?

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

    Booking a villa rental in the shoulder seasons (spring and autumn) is generally easier and more affordable than during peak season. You'll find a good selection of properties available, and the prices are usually lower.
  • What are the best villas for families and kids in San Gimignano?

    The best villas 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 long-distance trail that passes through San Gimignano, offering stunning views of the Tuscan countryside. For a shorter hike, try the Sentiero degli Etruschi, which leads to the ruins of an Etruscan settlement.
  • What are the best pet friendly villas in San Gimignano?

    The best pet friendly villas 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 than a hotel, and often comes with a private pool and outdoor areas. You can also enjoy the freedom to cook your own meals and explore the area at your own pace.
  • What are the best villas with parking in San Gimignano?

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

  • Are there popular destinations near San Gimignano?

    Definitely! You can easily visit Siena, Florence, and Pisa on day trips from San Gimignano. The Chianti region, with its rolling hills and vineyards, is also within easy reach.

Popular destinations

Best San Gimignano villas and holiday homes with parking

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.
Tenuta Bartoli - San Gimignano
9.8 4 reviews

Tenuta Bartoli

farm, San Gimignano
This working farm, Tenuta Bartoli, offers an authentic Tuscan experience just 3 kilometres from the historic hill town of San Gimignano, with Colle di Val d’Elsa and Poggibonsi a 20-minute drive away and Siena 45 kilometres distant.
Guests can enjoy rustic rooms, a regional restaurant, a swimming pool, a spa, and a garden, with free Wi-Fi available in public areas, though a private vehicle is recommended due to limited public transport.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
La Ripa - Apartment Il Fienile, a 70m² self-catering property, is situated 7km from San Gimignano's centre, offering easy access to both Siena and Florence.
This two-bedroom holiday home sleeps four, boasting a 90m² floor area, a private covered terrace with a wood-fired pizza oven, a shared swimming pool, and high-speed Wi-Fi; on-site parking and bicycle/motorbike storage are also provided.
Casa Valentino, à Quelques Km De San Gimignano - San Gimignano
9.9 30 reviews

Casa Valentino, à Quelques Km De San Gimignano

house, Poggibonsi
This Poggibonsi countryside villa, near San Gimignano (8km away), offers easy access to Siena, Florence, Volterra, and Certaldo, making it ideal for exploring Tuscany.
The property features a spacious ground-floor layout with two bedrooms (sleeping four), a combined living/kitchen area, a private garden with a paved area and covered patio, and parking; a small above-ground pool is currently unavailable.

Best San Gimignano villas and holiday homes with a garden

Casa Di Campagna - San Gimignano
9.4 17 reviews

Casa Di Campagna

house, Colle di Val d'Elsa
Casa di Campagna is situated in Colle di Val d'Elsa, just 29 kilometres from Piazza del Campo in Siena and 45 kilometres from Piazza Matteotti in San Gimignano. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom home spans 50 square metres and comfortably accommodates up to eight guests. Enjoy the private garden, patio, barbecue facilities, and fully equipped kitchen, including a dishwasher and washing machine.
Casa Andrea By Posarellivillas - San Gimignano
9.7 3 reviews

Casa Andrea By Posarellivillas

house, San Gimignano
Casa Andrea, a family-friendly property, is situated 40 kilometres from Siena’s Piazza del Campo and Piazza Matteotti, offering a peaceful retreat in the Tuscan countryside.
This 80-square-metre house boasts two bedrooms, two bathrooms, and can comfortably accommodate seven guests, featuring a fully equipped kitchen with a dishwasher, air conditioning, a garden, parking, and Wi-Fi; note that the hot tub is currently closed for maintenance until 1 April 2025.
Ripabella - San Gimignano
9.4 108 reviews

Ripabella

house, San Gimignano
This adults-only villa near San Gimignano, in the Ripabella district, is situated approximately 34km from Piazza Matteotti and 39km from Piazza del Campo in Siena.
The self-catering property boasts a private pool with Tuscan countryside views, a jacuzzi, fitness centre, one bedroom, one bathroom, sleeping two guests, and features a fully equipped kitchen, terrace, garden, and free Wi-Fi and parking.
80 M² House ∙ 2 Bedrooms ∙ 3 Guests - San Gimignano
No reviews

80 M² House ∙ 2 Bedrooms ∙ 3 Guests

house, San Gimignano
Casa Vacanze I Borghi, located in Pancole, Tuscany, offers a self-contained apartment 6 kilometres from the historic town of San Gimignano, with panoramic countryside views.
This 80 square metre apartment accommodates up to three guests, featuring two bedrooms, one bathroom, air conditioning, Wi-Fi, a swimming pool open from June to October, and parking.