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

Country House Nazzano Près De Florence, Sienne - San Gimignano
9.6 77 reviews

Country House Nazzano Près De Florence, Sienne

house, Gambassi Terme
Country House Nazzano, near Gambassi Terme in Tuscany, offers a self-catering apartment, 'La Rondine', conveniently located 10km from San Gimignano, 45km from Florence, and 35km from Siena.
This 70m² property boasts a private garden, swimming pool, parking, and sleeps four, featuring a fully equipped kitchen, a bedroom with stunning countryside views, and access to a one-hectare olive grove.
Villa With Swimming Pool In San Gimignano - San Gimignano
10 4 reviews

Villa With Swimming Pool In San Gimignano

house, San Gimignano
This luxurious villa is situated near San Gimignano, approximately 39 kilometres from Piazza Matteotti and 42 kilometres from Siena's Piazza del Campo.
The 280-square-metre property boasts four bedrooms, four bathrooms, a private swimming pool, Jacuzzi, fitness centre, and can accommodate up to 15 guests, offering ample space and amenities for a large group.
Podere Il Pino - San Gimignano
8.7 584 reviews

Podere Il Pino

house, Poggibonsi
Podere Il Pino is a holiday home located in the Chianti Hills, just 10km from San Gimignano and a short drive from Colle di Val d'Elsa and Poggibonsi, offering a peaceful retreat in the heart of Tuscany. It has received very good ratings for location, cleanliness and user experience.
Each apartment comes with a private patio overlooking the large garden, providing a relaxing space to enjoy meals and the Tuscan sunshine. Guests can also enjoy the 18-metre pool with hydromassage jets, the small spa, the shared laundry room, and the tennis court.
Montegonfoli 6 San Gimignano Countryside Apt. With Amazing Views And Pool - San Gimignano
No reviews

Montegonfoli 6 San Gimignano Countryside Apt. With Amazing Views And Pool

farm, San Gimignano
This San Gimignano gîte is situated in the Tuscan countryside, just 5 km from the Tenuta Torciano Winery, Sant'Agostino Church, and the Archaeological Museum, Spezieria Santa Fina, and Raffaele De Grada Modern and Contemporary Art Gallery. This 55 square metre property features two bedrooms, two bathrooms, and can accommodate up to four guests, and comes with a private pool, jacuzzi, and a garden with barbecue facilities.

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

Capanna Frui Ruris, Relax Nella Campagna Toscana - San Gimignano
No reviews

Capanna Frui Ruris, Relax Nella Campagna Toscana

house, San Gimignano
This Tuscan villa is situated in San Gimignano, approximately 37 kilometres from Piazza Matteotti and between 43 and 47 kilometres from Florence's Piazzale Michelangelo, the Uffizi Gallery, and Ponte Vecchio.
This pet-friendly house accommodates up to seven guests across two bedrooms and two bathrooms, offering air conditioning, a fully equipped kitchen, and complimentary WiFi, with private parking available.
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.
45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - San Gimignano
9.5 10 reviews

45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

farm, San Gimignano
Farm listing for 3 people with an excellent rating of 95% based on 10 reviews. Your accommodation will be located in San Gimignano.
Facilities and services include a terrace, a washing machine and free parking. Take advantage of the garden in this accommodation in San Gimignano.
Casa Maurino - San Gimignano
9.9 131 reviews

Casa Maurino

house, San Gimignano
Casa Maurino is a one-bedroom apartment within San Gimignano's historic city walls, offering a peaceful, central location close to the town's main attractions.
This self-catering flat sleeps two, features a kitchen with fridge, freezer and microwave, air conditioning, a garden, and a panoramic terrace with Tuscan hill views; Wi-Fi is also included.

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

Agriturismo Raccianello - San Gimignano
9.0 160 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 Casa Torre Di Marcello - San Gimignano
9.9 187 reviews

La Casa Torre Di Marcello

house, Certaldo
La casa torre di Marcello is a self-catering property in Certaldo, approximately 40 kilometres from Florence's Pitti Palace and Piazza Matteotti, and 48 kilometres from Florence Airport.
This one-bedroom house, boasting 65 square metres of floor space, offers a private entrance, a terrace, garden, bar, parking, and free Wi-Fi; complimentary welcome amenities are also provided.
La Ripa - Appartamento I Nidi - San Gimignano
8.7 3 reviews

La Ripa - Appartamento I Nidi

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.
Casale Il Chicchero - San Gimignano
8.3 22 reviews

Casale Il Chicchero

house, San Gimignano
This country property is located in Castel San Gimignano, 40 kilometres from Piazza del Campo.
The accommodation offers a seasonal outdoor swimming pool, a garden, a terrace, and barbecue facilities, with pets welcome and private parking available.

Best San Gimignano villas and holiday homes with a garden

Poderi Arcangelo - San Gimignano
8.9 892 reviews

Poderi Arcangelo

farm, San Gimignano
Poderi Arcangelo is a farm stay located just a 10-minute drive from the historic town of San Gimignano, nestled in the peaceful Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The farm is spread across three restored farmhouses, each with its own private pool, surrounded by olive groves, vineyards, and fields. Guests can enjoy a range of amenities, including a restaurant serving farm-fresh cuisine, a communal terrace with panoramic views, free Wi-Fi, and a variety of activities like guided tours and food tastings.
Montegonfoli 4, Apartment For 4 Adults With Amazing Views On San Gimignano - San Gimignano
9.6 140 reviews

Montegonfoli 4, Apartment For 4 Adults With Amazing Views On San Gimignano

apartment, San Gimignano
This charming gîte is located just 5km from San Gimignano, in a peaceful rural setting close to Tenuta Torciano Winery, Sant'Agostino Church, and the Archaeological Museum. It has received excellent ratings for location, cleanliness, and overall experience.
The 80 square metre property sleeps up to 5 guests and offers two bedrooms and two bathrooms. Enjoy a range of amenities including a private swimming pool, jacuzzi, terrace, garden, and barbecue facilities.
Capanna 1826 - San Gimignano
9.6 819 reviews

Capanna 1826

farm, San Gimignano
Capanna 1826 is a San Gimignano farm stay, approximately 37 kilometres from Piazza Matteotti and 43 kilometres from the Pitti Palace in Florence, offering city views.
This one-bedroom, one-bathroom property features free Wi-Fi, private parking, room service (including wine delivery), a terrace, garden, and shared lounge, perfect for a relaxing stay.
La Tenuta Di Castelvecchio - San Gimignano
9.1 208 reviews

La Tenuta Di Castelvecchio

farm, San Gimignano
La Tenuta di Castelvecchio is a farm stay located in San Gimignano, just 42 kilometres from both Piazza del Campo and Piazza Matteotti, offering a peaceful retreat in the Tuscan countryside. The property consistently receives excellent ratings for cleanliness and location, making it a popular choice for travellers.
This charming rural retreat can accommodate up to two guests in its one-bedroom apartment. Guests can enjoy a range of amenities including a swimming pool, a restaurant serving local specialities, and a terrace with stunning views of the surrounding gardens.
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