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San Gimignano villas
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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

90 M² House ∙ 3 Bedrooms ∙ 8 Guests - San Gimignano
9.4 76 reviews
San Gimignano
28/10 – 02/11
A$314/nighttotal: A$1570 (5 )

90 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 6
house , Colle di Val d'Elsa
This four-room villa is situated in the Tuscan countryside, approximately 5 kilometres from the historic centre of Colle di Val d'Elsa.
The 90 square metre property accommodates up to 8 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, a terrace, garden, and swimming pool, offering complimentary WiFi and parking.
Holiday Home Podere Conte Francesco-la Palma By Interhome - San Gimignano
8.5 18 reviews
San Gimignano
23/06 – 03/07
A$214/nighttotal: A$2140 (10 )

Holiday Home Podere Conte Francesco-la Palma By Interhome

3 2
house , Certaldo
The Holiday Home Podere Conte Francesco-La Palma by Interhome is situated in Certaldo, a short distance from the historic centre, approximately 37 kilometres from the Piazza Matteotti in Florence.
This three-bedroom property, with a floor area of 85 square metres, offers guests a private patio and garden, a fully equipped kitchen, free parking and WiFi, and is suitable for families with young children.
Agriturismo Cesani - San Gimignano
9.3 824 reviews
San Gimignano
28/10 – 02/11
A$598/nighttotal: A$2990 (5 )

Agriturismo Cesani

3 6
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.
Villa La Stellina - San Gimignano
8.1 27 reviews
San Gimignano
16/08 – 19/08
A$437/nighttotal: A$1311 (3 )

Villa La Stellina

3 2
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.

Best family friendly San Gimignano villas and holiday homes

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

Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano - San Gimignano
8.0 3 reviews
San Gimignano
01/10 – 05/10
A$546/nighttotal: A$2184 (4 )

Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano

3 7
house , Colle di Val d'Elsa
This holiday home is located in Poggibonsi, 31 kilometres from Piazza del Campo and 35 kilometres from Piazza Matteotti, with Florence Airport situated 56 kilometres away, offering proximity to San Gimignano.
Guests can enjoy amenities including air conditioning, Wi-Fi, a swimming pool, tennis court, garden, and parking, with bicycle rental available for exploring the Tuscan countryside.
Antico Casolare - San Gimignano
9.5 235 reviews
San Gimignano
17/08 – 20/08
A$227/nighttotal: A$681 (3 )

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.
Mormoraia - San Gimignano
9.4 1918 reviews
San Gimignano
06/10 – 09/10
A$748/nighttotal: A$2244 (3 )

Mormoraia

1 2
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.
Agriturismo Macinatico - App Alloro - San Gimignano
10 2 reviews
San Gimignano
27/07 – 30/07
A$867/nighttotal: A$2601 (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.

Frequently asked questions about villa rentals in San Gimignano

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

    You absolutely must visit the Piazza della Cisterna, a stunning square with a well and a beautiful view of the surrounding Tuscan countryside. The Torre Grossa, a 54-metre tall tower, offers a panoramic view of the city. And don't miss the Museo di Arte Sacra, which has a collection of 13th to 16th century art.
  • 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?

    The countryside around San Gimignano is home to a variety of wildlife, including wild boar, deer, foxes, and hares. You might also spot birds of prey like buzzards and kestrels, and if you're lucky, you might even see a wild cat.
  • 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?

    The best time to visit San Gimignano is during the shoulder seasons, from April to May or September to October. The weather is still pleasant, and the crowds are smaller. You'll also find a good selection of local produce at the markets.
  • What are the best villa rentals with a jacuzzi in San Gimignano?

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

    The easiest time to book a villa rental in San Gimignano is during the off-season, from November to March. You'll find the best deals and have a wider selection of properties to choose from.
  • 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. You can also hike up to the nearby town of Certaldo, which is home to the house where Giovanni Boccaccio was born. There are also several shorter trails in the surrounding countryside.
  • 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 in San Gimignano gives you more space and privacy than staying in a hotel. It also allows you to experience the local lifestyle, as you have access to a kitchen and can cook your own meals. You can also 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?

    Yes, there are several popular destinations near San Gimignano. Siena, Florence, and Pisa are all within easy reach, and offer a variety of attractions, from historical sites to art museums to shopping.

Destinations nearby

Best San Gimignano villas and holiday homes with parking

Holiday Home Conte Francesco I-3 By Interhome - San Gimignano
8.5 2 reviews
San Gimignano
01/10 – 05/10
A$364/nighttotal: A$1456 (4 )

Holiday Home Conte Francesco I-3 By Interhome

4 7
house , Certaldo
Holiday Home Conte Francesco I-3, located in Aia Murata, Certaldo, is approximately 37-43km from Florence's Piazza Matteotti, Piazzale Michelangelo, Pitti Palace, and Strozzi Palace.
This 112 square metre property boasts four bedrooms, two bathrooms, sleeps fifteen guests, and includes a private swimming pool, garden, terrace, parking, and Wi-Fi; a fully equipped kitchen and washing machine are also provided.
Il Palagione - San Gimignano
9.9 444 reviews
San Gimignano
16/08 – 19/08
A$238/nighttotal: A$714 (3 )

Il Palagione

1 2
farm , San Gimignano
Il Palagione farmhouse, near San Gimignano, is situated 10km from the Collegiate Church of San Gimignano and a 20-minute drive from Volterra.
This one-bedroom, one-bathroom property sleeps two guests and offers air conditioning, Wi-Fi, a terrace, garden, parking, and a welcome wine tasting.
Agriturismo Il Colto - San Gimignano
9.4 466 reviews
San Gimignano
18/08 – 21/08
A$216/nighttotal: A$648 (3 )

Agriturismo Il Colto

1 2
farm , San Gimignano
Agriturismo Il Colto is located just outside the Porta San Giovanni gate of San Gimignano, 100 metres from the old town, with Poggibonsi 10 kilometres away and Florence reachable within 50 minutes. The farm enjoys an excellent rating for location, cleanliness, and user experience.
The property features a single bedroom, one bathroom, and can accommodate up to two guests. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, room service, parking, and Wi-Fi, as well as access to fresh, locally produced olive oil.
Villa Boccaccio - San Gimignano
San Gimignano
27/07 – 30/07
A$1461/nighttotal: A$4383 (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.

Best San Gimignano villas and holiday homes with a garden

The Arancio Apartment San Gimignano - San Gimignano
San Gimignano
25/07 – 30/07
A$280/nighttotal: A$1400 (5 )

The Arancio Apartment San Gimignano

1 2
farm , San Gimignano
This San Gimignano farmhouse, near the Ornithological Museum and Museum of San Gimignano 1300, offers a peaceful rural retreat with easy access to local attractions.
The self-catering property sleeps two guests in one bedroom and one bathroom, featuring air conditioning and boasting proximity to the Chianti Observatory and Il Fiaschetto for wine tasting and stargazing.
Casa Di Campagna - San Gimignano
9.3 17 reviews
San Gimignano
09/07 – 16/07
A$213/nighttotal: A$1491 (7 )

Casa Di Campagna

2 4
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.
Agriturismo La Fidanza - San Gimignano
8.5 19 reviews
San Gimignano
09/07 – 16/07
A$302/nighttotal: A$2114 (7 )

Agriturismo La Fidanza

2 4
farm , San Gimignano
Agriturismo La Fidanza, an agriturismo located in San Gimignano, is situated 37 kilometres from Piazza Matteotti and 42 kilometres from Piazza del Campo.
This family-friendly farm stay offers air-conditioned units with private bathrooms, a seasonal outdoor pool, a garden with barbecue facilities, complimentary Wi-Fi, and private parking, with a continental breakfast served daily.
Poderi Arcangelo - San Gimignano
8.8 1452 reviews
San Gimignano
23/06 – 03/07
A$282/nighttotal: A$2820 (10 )

Poderi Arcangelo

1 2
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.
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