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

Restored Barn In San Gimignano Hills View - San Gimignano
No reviews

Restored Barn In San Gimignano Hills View

house, San Gimignano
This restored barn in Villa del Monte offers Tuscan Hills views and is located 46 kilometres from Piazzale Michelangelo and Pitti Palace, and 61 kilometres from Florence Airport.
This 72 square metre holiday home accommodates up to 11 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, WiFi, a swimming pool, and a hot tub, with a garden and parking also available.
Vino E Non Solo......... Relax In Chianti - San Gimignano
9.7 27 reviews

Vino E Non Solo......... Relax In Chianti

gîte, Barberino Tavarnelle
This family-friendly holiday home, situated in the Barberino Tavarnelle countryside, is within a few kilometres of the area's main towns and offers stunning panoramic views of the vineyards and olive groves.
Sleeping four guests in two bedrooms and one bathroom, this self-catering property boasts a private swimming pool, barbecue facilities, ample outdoor space, and excellent internet access.
Agriturismo La Pieve - San Gimignano
9.7 161 reviews

Agriturismo La Pieve

farm, Colle di Val d'Elsa
Agriturismo La Pieve is situated in Colle di Val d'Elsa, approximately 32 kilometres from Siena's Piazza del Campo and 47 kilometres from the Piazza Matteotti in the city centre. This adults-only farmhouse offers a tranquil escape for couples, featuring a private pool, outdoor fireplace, and a fully equipped kitchen, alongside a mini-market on-site and free private parking.
Holiday Home Fattoria Di Fugnano-3 By Interhome - San Gimignano
8.7 3 reviews

Holiday Home Fattoria Di Fugnano-3 By Interhome

house, San Gimignano
This holiday home in Libbiano, approximately 42 kilometres from San Gimignano's Piazza della Cisterna and Piazza Matteotti, offers a peaceful countryside escape near the iconic Tuscan town.
The 54-square-metre property features one bedroom, one bathroom, sleeps three guests, and includes a private pool, garden, parking, Wi-Fi, and a fully equipped kitchenette.

Best family friendly villas in San Gimignano

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

"A Casa Di Franca Villa Con Piscina" - San Gimignano
10 1 review

"A Casa Di Franca Villa Con Piscina"

house, Gambassi Terme
This spacious villa is situated in Gambassi Terme, Tuscany, 1.9km from Agricola Tamburini Emanuela and within 9.7km of Teatro del Popolo and Palazzo Pretorio.
The 223 square metre property boasts four bedrooms, three bathrooms, sleeps twelve guests, and includes a private pool, garden, parking, and a fully equipped kitchen with dishwasher.
Agriturismo Tenuta Di Mensanello - San Gimignano
9.0 591 reviews

Agriturismo Tenuta Di Mensanello

farm, Colle di Val d'Elsa
Tenuta Di Mensanello is a Tuscan farmhouse located 30km from Siena and 50km from Florence, offering a peaceful escape in the beautiful Colle Val D'Elsa countryside. This farm has received very good ratings for its location, cleanliness, and overall experience.
The farmhouse offers a choice of rooms and apartments, both in the main building and a separate building nearby. Guests can enjoy a refreshing dip in the outdoor swimming pool, savour authentic Tuscan cuisine at the on-site restaurant, and explore the surrounding area, including the farm's own vineyards and olive groves.
Borgo Amarrante - San Gimignano
8.7 69 reviews

Borgo Amarrante

house, Montaione
Borgo Amarrante, situated in Montaione, Tuscany, is approximately 58km from Pisa International Airport and offers easy access to the Tuscan countryside.
This family-friendly villa boasts a private pool, stunning garden views, a fully equipped kitchen including a dishwasher, and outdoor play equipment, plus free Wi-Fi and parking, making it ideal for a relaxing Tuscan getaway.
Mormoraia - San Gimignano
9.4 1879 reviews

Mormoraia

farm, San Gimignano
The Mormoraia farm is located in the Tuscan countryside, 4 kilometres outside San Gimignano, a charming medieval town, and a 50-minute drive from both Siena and Florence. The farm has received excellent ratings for its location, cleanliness, and overall experience.
This rural retreat offers a range of accommodation options, including comfortable rooms with handmade terracotta floors. Guests can enjoy a swimming pool, a hot tub, a sauna, a Turkish bath, a restaurant serving traditional Tuscan cuisine, and wine and olive oil tasting sessions.

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

Tre Civette Sul Comò Di San Gimignano - San Gimignano
9.3 7 reviews

Tre Civette Sul Comò Di San Gimignano

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.
Casa Del Borgo Antico - San Gimignano
9.5 89 reviews

Casa Del Borgo Antico

house, Poggibonsi
This newly renovated one-bedroom apartment in Poggibonsi's Borgaccio district offers easy walking access to the historic centre and its amenities.
Sleeping up to five guests, the self-catering flat boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, free Wi-Fi, and parking, all within a short distance of restaurants and wineries.
Agriturismo Montegonfoli - San Gimignano
9.5 278 reviews

Agriturismo Montegonfoli

farm, San Gimignano
Agriturismo Montegonfoli is situated just 5km from the historic walled city of San Gimignano, surrounded by vineyards and olive groves in the Tuscan countryside. The farm consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a range of well-appointed rooms and apartments, each with its own private outdoor space. Guests can enjoy a shared barbecue area in the garden, take a dip in the outdoor pool, and explore the surrounding countryside on horseback.
Podere Conte Francesco-la Palma - San Gimignano
8.0 5 reviews

Podere Conte Francesco-la Palma

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

Casa Colonica Nel Chianti - San Gimignano
10 13 reviews

Casa Colonica Nel Chianti

house, Certaldo
This Tuscan farmhouse apartment, near Certaldo and San Gimignano, offers stunning 360° views of the Chianti vineyards and is conveniently located for exploring Siena, Florence, and Volterra.
Sleeping up to five guests, the three-bedroom property boasts a separate kitchen with fridge and freezer, a private garden with barbecue, parking, and internet access; ideal for hiking and cycling enthusiasts.
Upper Country Relais Tuscany - San Gimignano
8.8 4 reviews

Upper Country Relais Tuscany

house, San Gimignano
La Loggia Di Giulia is a spacious villa located in San Gimignano, just 35 kilometres from Siena's Piazza del Campo and 22 miles from the town centre of San Gimignano, offering a tranquil escape from the bustling city centre.
This 150 square metre property boasts three bedrooms, three bathrooms, and a garden, comfortably accommodating up to 12 guests and providing a peaceful haven for families or groups of friends.
Villa Il Caggio By Posarellivillas - San Gimignano
9.3 38 reviews

Villa Il Caggio By Posarellivillas

house, San Gimignano
Villa Il Caggio is situated just a short distance from the historic centre of San Gimignano, offering stunning pool views and located 45km from both Piazza del Campo in Siena and Piazza Matteotti in Florence. This property has received excellent ratings for user experience, location, and cleanliness.
The villa offers spacious accommodation with 7 bedrooms and 7 bathrooms, ideal for large groups or families. Guests can enjoy a private pool and garden, a fully equipped kitchen, free Wi-Fi, parking, air conditioning, and barbecue facilities, making it perfect for a relaxing and enjoyable stay in Tuscany.
Entire Estate For 18 People At Tuscan Vineyard - San Gimignano
No reviews

Entire Estate For 18 People At Tuscan Vineyard

house, Poggibonsi
This Tuscan villa estate, situated in Siena's Chianti wine region, offers exclusive use of a 42-acre vineyard and panoramic views of the surrounding countryside, located just 35 kilometers south of Florence.
This property accommodates up to 18 guests across five independent apartments, featuring a private swimming pool, a BBQ area, a pizza oven, and on-site activities like bicycle rentals and ping pong, with complimentary garage parking available.
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