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

120 M² House ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
No reviews

120 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
La Ripa - Master Apartment, a 70m² self-catering property, is situated 7km from San Gimignano's centre, between Siena and Florence, offering convenient access to Tuscany's renowned towns.
This two-bedroom, three-bathroom holiday home sleeps four, boasting a private covered terrace with a wood-fired pizza oven, a shared swimming pool, high-speed Wi-Fi, and on-site parking, plus a cot for families.
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.
The Azzurro Apartment San Gimignano - San Gimignano
No reviews

The Azzurro Apartment San Gimignano

farm, San Gimignano
This San Gimignano countryside farmhouse, a short distance from the Museo San Gimignano 1300 and the Giardino Sotto Vico botanical garden, offers a tranquil escape near key attractions.
The 70 square metre property boasts two bedrooms, one bathroom, sleeping up to four guests, and features a private swimming pool, air conditioning, Wi-Fi, and a fully equipped kitchenette in each room.
Villa Soffio: A Characteristic And Welcoming Two-story Ancient Tuscan Country House Surrounded By Meadows And By Green Hills, With Free Wi-fi. - San Gimignano
No reviews

Villa Soffio: A Characteristic And Welcoming Two-story Ancient Tuscan Country House Surrounded By Meadows And By Green Hills, With Free Wi-fi.

house, San Gimignano
This spacious San Gimignano villa, sleeping up to 18 guests, is located within 3km of key landmarks including the Sant'Agostino Church, the Archaeological Museum, and the Rocca di Montestaffoli.
The 300 square metre property boasts eight bedrooms, nine bathrooms, a private pool, a garden, and parking, plus a fully equipped kitchen and free Wi-Fi; an on-site games room provides added entertainment.

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

42 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.9 21 reviews

42 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, San Gimignano
Farm listing for 2 people with an excellent rating of 99% based on 21 reviews. Your accommodation will be based in San Gimignano.
Facilities and services include a barbecue, a washing machine and a spa. Take a dip in the pool of this accommodation in San Gimignano!
Locanda Dei Logi - San Gimignano
9.6 315 reviews

Locanda Dei Logi

farm, San Gimignano
Locanda dei Logi, near San Gimignano, offers adults-only accommodation 42km from Siena's Piazza del Campo and 63km from Florence Airport.
This Tuscan farmhouse boasts an infinity pool, a restaurant serving champagne breakfast and dinner, and features allergy-free units with private parking and EV charging, all within a single-bedroom, single-bathroom property.
20 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.8 72 reviews

20 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, San Gimignano
Farm listing for 2 guests with an excellent rating of 98% based on 72 reviews. You will be located in San Gimignano.
Facilities and services: a swimming pool, free parking and a barbecue.
Casa Nel Centro Storico - San Gimignano
9.2 1 review

Casa Nel Centro Storico

house, San Gimignano
This detached property is located in San Gimignano, offering convenient access to the town's historical sites.
This 60 square meter villa features one bathroom, a kitchen equipped with a fridge, freezer, and microwave, air conditioning, and a terrace, with complimentary Wi-Fi and parking available.

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 Il Poggetto - San Gimignano
9.2 33 reviews

Agriturismo Il Poggetto

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.
Casa Al Cantone - San Gimignano
9.4 16 reviews

Casa Al Cantone

house, Certaldo
Casa Al Cantone, in Certaldo, is situated approximately 40 kilometres from Florence, offering easy access to attractions such as the Piazza Matteotti, Strozzi Palace, Pitti Palace, and Santa Maria Novella.
This 70-square-metre property features one bedroom, one bathroom, and can accommodate up to 10 guests; amenities include a fully equipped kitchen, air conditioning, Wi-Fi, private parking, and a terrace with city views, making it ideal for exploring the Tuscan countryside's cycling and hiking trails.
Fattoria Di Fugnano - San Gimignano
8.9 52 reviews

Fattoria Di Fugnano

house, San Gimignano
Fattoria di Fugnano, a self-catering property in San Gimignano, is situated approximately 40 kilometres from both Piazza del Campo in Siena and Piazza Matteotti.
This one-bedroom house offers a swimming pool, garden, terrace, private parking, and sleeps four guests, with a fully equipped kitchen and concierge service.
Podere Villetta - San Gimignano
9.3 4 reviews

Podere Villetta

house, Barberino Tavarnelle
Podere Villetta, a self-catering villa in Barberino Tavarnelle, Tuscany, is situated in the Tuscan countryside, 31km from Vico d'Elsa, 34km from Siena's Piazza del Campo, and 45km from Florence's Pitti Palace, offering easy access to Chianti's cycling routes.
This two-bathroom property boasts a private pool, tennis court, garden with barbecue, and free Wi-Fi, alongside a fully equipped kitchen, perfect for families enjoying the Tuscan landscape and its attractions.

Best San Gimignano villas and holiday homes with a garden

Agriturismo Poggiacolle - San Gimignano
9.6 124 reviews

Agriturismo Poggiacolle

farm, San Gimignano
Agriturismo Poggiacolle is situated on two hills overlooking the historic centre of San Gimignano, just 2 kilometres from the medieval towers.
This family-friendly farmhouse features a swimming pool with views, free mountain bikes and a ping pong table, ideal for exploring the surrounding Tuscan countryside.
Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano - San Gimignano
10 121 reviews

Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano

house, San Gimignano
This villa is situated just outside San Gimignano, a 15-minute walk from Sovestro in Poggio Winery and Historical Torture Museum, and less than 2 kilometres from both Museum San Gimignano 1300 and Casa e Torre Campatelli. The property boasts excellent user ratings, suggesting a comfortable and enjoyable stay.
This 220 square metre property has 4 bedrooms and 5 bathrooms, comfortably accommodating up to 9 guests. The villa offers a range of amenities including a private pool, a spacious garden, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it perfect for a relaxing and enjoyable stay.
Podere Bellavista - San Gimignano
9.7 735 reviews

Podere Bellavista

house, San Gimignano
Bellavista, a renovated country house, sits 5km from San Gimignano's historic centre, offering stunning views from its hilltop location amidst vineyards and olive groves.
This one-bedroom, one-bathroom property boasts a swimming pool, terrace, garden, and on-site restaurant and bar, providing Wi-Fi, air conditioning, parking, and room service for a relaxing stay.
Podere Il Pino - San Gimignano
8.7 577 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.
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