Villas and Holiday homes in San Gimignano

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San Gimignano holiday homes
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31 Villa rentals in San Gimignano

Best San Gimignano villas and holiday homes with a pool

Among the 31 accommodations in San Gimignano, here are the 4 best villas and holiday homes with a pool

Casale Esclusivo Con Piscina E Vista Su San Gimignano - San Gimignano
8.2 5 reviews
San Gimignano
07/09 – 11/09
316 €/nightTotal: 1264 € (4 )

Casale Esclusivo Con Piscina E Vista Su San Gimignano

2 2
house , San Gimignano
This exclusive villa is situated near San Gimignano, Tuscany, approximately 40 kilometres from Piazza Matteotti in Siena and 42 kilometres from Piazza del Campo.
This 200 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a private pool, barbecue, garden, terrace, Wi-Fi, parking, and is conveniently located for exploring Tuscany.
98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - San Gimignano
9.5 9 reviews
San Gimignano
30/06 – 07/07
428 €/nightTotal: 2996 € (7 )

98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

2 5
farm , San Gimignano
Farm for up to 5 guests with an excellent rating of 95% based on 9 reviews. Your accommodation will be located in San Gimignano.
Facilities and services include a dish washer, a freeze and a fridge. Take advantage of the garden in this accommodation in San Gimignano.
Fattoria San Donato - San Gimignano
9.3 1241 reviews
San Gimignano
10/08 – 13/08
311 €/nightTotal: 933 € (3 )

Fattoria San Donato

2 4
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.
Appartameno Di Lusso In Una Torre Del 1100 - San Gimignano
San Gimignano
28/06 – 30/06
267 €/nightTotal: 534 € (2 )

Appartameno Di Lusso In Una Torre Del 1100

1 3
tower , San Gimignano
Torre Angelica is a restored 12th-century tower located within San Gimignano, offering proximity to its historic landmarks.
This stylish apartment sleeps 4 guests and features a kitchen with fridge and freezer, air conditioning, a swimming pool, jacuzzi, garden, and sauna.

Best family friendly San Gimignano villas and holiday home

Among the 31 accommodations in San Gimignano, here are the 4 best family friendly villas and holiday homes

Agriturismo Macinatico - App Alloro - San Gimignano
10 2 reviews
San Gimignano
27/07 – 30/07
527 €/nightTotal: 1581 € (3 )

Agriturismo Macinatico - App Alloro

3 6
gîte , San Gimignano
This San Gimignano gîte is located on a hillside overlooking the historic centre of the town, just 2 kilometres from the iconic towers of Piazza della Cisterna.
The three-bedroom self-catering property boasts a private swimming pool, a spacious garden with barbecue facilities, and offers guests the opportunity to sample local wines and delicacies through organised tastings.
La Pimpinella Di Semifonte - San Gimignano
9.8 109 reviews
San Gimignano
19/07 – 24/07
180 €/nightTotal: 900 € (5 )

La Pimpinella Di Semifonte

1 2
farm , Barberino Tavarnelle
La Pimpinella di Semifonte, a farm stay located in San Donnino, is situated 24 kilometres from Florence's Piazza Matteotti and 37 kilometres from the Pitti Palace.
This one-bedroom property, featuring a private bathroom and a peaceful garden setting, offers a terrace with views of the surrounding countryside, air conditioning, free Wi-Fi, and free private parking.
Holiday Home Podere San Lorenzo By Interhome - San Gimignano
9.7 12 reviews
San Gimignano
17/10 – 24/10
289 €/nightTotal: 2023 € (7 )

Holiday Home Podere San Lorenzo By Interhome

4 7
house , San Gimignano
Holiday Home Podere San Lorenzo is situated near San Gimignano, Tuscany, approximately 32 kilometres from both Piazza Matteotti in Siena and Piazza del Campo.
This 190 square metre villa sleeps eight, boasting four bedrooms, four bathrooms, a private pool, a garden, free Wi-Fi, and free parking, plus a well-equipped kitchen and a fireplace.
Antico Casolare - San Gimignano
9.5 235 reviews
San Gimignano
15/09 – 21/09
94 €/nightTotal: 564 € (6 )

Antico Casolare

1 2
farm , San Gimignano
Antico Casolare is a farm stay located just outside the centre of San Gimignano, a short 100-metre walk from the town's main attractions and within 150 metres of the bus stop to Siena. It has excellent ratings for user experience, location and cleanliness.
The farm offers a single bedroom and bathroom, with a private entrance and a furnished garden. Guests can enjoy modern amenities such as free Wi-Fi, flat-screen TVs and private bathrooms with free toiletries and hairdryers, as well as participate in the olive and grape harvest, experiencing the farm's agricultural life firsthand.

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.

Destinations nearby

Best San Gimignano villas and holiday homes with parking

San Gimignano - Panoramic Garden And Beautiful Pool! - San Gimignano
9.8 93 reviews
San Gimignano
01/10 – 05/10
609 €/nightTotal: 2436 € (4 )

San Gimignano - Panoramic Garden And Beautiful Pool!

4 7
house , San Gimignano
This four-bedroom apartment is situated in a small hamlet near the Pieve di Santa Maria Assunta a Cellole, just 6 km from Certaldo and 3 km from San Gimignano.
The 180 square metre property features a private garden and pool area, offering stunning views of the Chianti Hills, and can accommodate up to 9 guests.
Agriturismo Cesani - San Gimignano
9.3 824 reviews
San Gimignano
19/09 – 24/09
119 €/nightTotal: 595 € (5 )

Agriturismo Cesani

1 2
farm , San Gimignano
Agriturismo Cesani Vincenzo, a rural retreat 6 kilometres from San Gimignano and 30 kilometres from the Chianti Classico wine region, offers a tranquil Tuscan escape. This family-friendly farmhouse boasts a swimming pool (open June-September), produces its own olive oil, saffron, and wine, and provides vineyard tours and tastings alongside homemade breakfasts served on the terrace.
Each room in this property features a private bathroom, LCD satellite TV, and terracotta floors; guests also enjoy free Wi-Fi at reception, air conditioning, and on-site parking.
Tenuta Sovestro - Agriturismo E Winery - San Gimignano
San Gimignano
25/08 – 26/08
198 €/nightfor 1 night

Tenuta Sovestro - Agriturismo E Winery

1 2
farm , San Gimignano
Tenuta Sovestro is a San Gimignano farmhouse offering convenient accommodation within walking distance of the historic centre.
This self-catering property features one bathroom, air conditioning, free Wi-Fi, on-site parking, and a swimming pool; it is unsuitable for large groups.
Fattoria Di Pancole - San Gimignano
8.8 120 reviews
San Gimignano
27/08 – 03/09
348 €/nightTotal: 2436 € (7 )

Fattoria Di Pancole

2 4
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.

Best San Gimignano villas and holiday homes with a garden

Casa Orneto - San Gimignano
9.7 84 reviews
San Gimignano
23/06 – 03/07
98 €/nightTotal: 980 € (10 )

Casa Orneto

1 2
house , Poggibonsi
CASA ORNETO is a charming house in Poggibonsi, conveniently located just 19 miles from the Fontebranda fountain in Siena and within easy driving distance of Florence. This house has received excellent ratings for cleanliness and user experience, with a very good location rating.
The house features one bedroom and two bathrooms, offering comfortable accommodation for up to three guests. It boasts a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a peaceful garden with stunning views, allowing guests to enjoy the tranquility of Poggibonsi.
Villa Boccaccio - San Gimignano
San Gimignano
27/07 – 30/07
889 €/nightTotal: 2667 € (3 )

Villa Boccaccio

6 6
house , San Gimignano
This non-smoking villa is located in San Gimignano, 19.3 kilometres from Casa Boccaccio and 19.3 kilometres from Tenuta Torciano winery, offering an ideal base for exploring the region with nearby birdwatching and cycling opportunities.
The 350 square metre property accommodates up to 12 guests across six bedrooms and four bathrooms, featuring a well-equipped kitchen, air conditioning, a Jacuzzi, a terrace, and a garden.
Casa Anna "A Lovely Home In Tuscany" - San Gimignano
9.9 107 reviews
San Gimignano
27/08 – 03/09
231 €/nightTotal: 1617 € (7 )

Casa Anna "A Lovely Home In Tuscany"

3 4
house , Colle di Val d'Elsa
Casa Anna is located in the historic district of Colle di Val d'Elsa, a short walk from the charming Piazza Arnolfo and the Duomo, offering a peaceful retreat in the heart of this Tuscan town. The house has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This three-bedroom, two-bathroom property features a spacious terrace with stunning views of the Tuscan countryside. Casa Anna offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families and groups looking for a relaxing and active holiday.
Podere Casanova Ruber I View Of San Gimignano - San Gimignano
San Gimignano
27/06 – 04/07
284 €/nightTotal: 1988 € (7 )

Podere Casanova Ruber I View Of San Gimignano

1 2
house , San Gimignano
Podere Casanova Ruber I View of San Gimignano is located in the San Gimignano area, 38.6 kilometres from Piazza Matteotti and Piazza del Campo, with Florence Airport 57.9 kilometres away.
This one-bedroom villa for three guests features air conditioning, Wi-Fi, a fully equipped kitchen, a private balcony with barbecue facilities, and access to a garden and swimming pool, offering a tranquil escape with views of the San Gimignano skyline.
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