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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

"A Casa Di Franca Villa Con Piscina" - San Gimignano
10 1 review
San Gimignano
01/10 – 05/10
A$1004/nighttotal: A$4016 (4 )

"A Casa Di Franca Villa Con Piscina"

4 7
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.
Villa L'elsa - San Gimignano
9.6 9 reviews
San Gimignano
27/07 – 30/07
A$2520/nighttotal: A$7560 (3 )

Villa L'elsa

6 6
house , Colle di Val d'Elsa
Villa L'Elsa is situated in Bibbiano, a town located 30km from Siena's Piazza del Campo and 35km from Colle di Val d'Elsa's Piazza Matteotti, offering a peaceful retreat with easy access to nearby attractions. The property has received excellent ratings for cleanliness, location and user experience.
The villa spans 350 square metres and features 6 bedrooms, a large living room, a fully equipped kitchen and 7 bathrooms. It offers a private garden, a terrace, a swimming pool, a Jacuzzi, a sauna and parking, perfect for relaxing and enjoying the Italian countryside.
50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.5 11 reviews
San Gimignano
07/09 – 11/09
A$324/nighttotal: A$1296 (4 )

50 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm , San Gimignano
Farm for up to 2 people with an excellent rating of 95% based on 11 reviews. Your accommodation will be based in San Gimignano.
Services and facilities: a washing machine, air conditioning and a garden. This accommodation in San Gimignano also has a terrace!
Montegonfoli 5 Apartment In San Gimignano For 4 + 2 With Great Views - San Gimignano
9.7 256 reviews
San Gimignano
16/09 – 23/09
A$214/nighttotal: A$1498 (7 )

Montegonfoli 5 Apartment In San Gimignano For 4 + 2 With Great Views

1 2
farm , San Gimignano
This two-bedroom gîte is situated on the hilltop of Montegonfoli, just outside San Gimignano, offering stunning views of the town and the Chianti Hills, and is a short hike from the historic centre.
The 65 square metre self-catering property includes a living room with a fireplace, a fully equipped kitchen, a private bathroom, a shared swimming pool, and a large garden, ideal for families seeking a relaxing Tuscan escape.

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

Appartament Sport Relax - San Gimignano
9.7 6 reviews
San Gimignano
27/08 – 03/09
A$320/nighttotal: A$2240 (7 )

Appartament Sport Relax

2 4
house , Colle di Val d'Elsa
This detached villa is located in a quiet part of Colle di Val d'Elsa, a short drive from the historic centre and the Tuscan countryside.
This 88 square metre villa accommodates up to 9 guests with 2 bedrooms and 2 bathrooms, featuring a private swimming pool, air conditioning, WiFi, and private parking.
Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano - San Gimignano
8.0 3 reviews
San Gimignano
01/10 – 05/10
A$600/nighttotal: A$2400 (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.
Agriturismo Azienda Agricola La Roccaia - San Gimignano
8.9 634 reviews
San Gimignano
27/08 – 03/09
A$304/nighttotal: A$2128 (7 )

Agriturismo Azienda Agricola La Roccaia

2 4
farm , San Gimignano
Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, 48 kilometres from Florence's Pitti Palace and 39 kilometres from Siena's Fontebranda, offering a peaceful escape in the Tuscan countryside. The farm stay has received very good user ratings with excellent location and cleanliness scores.
The property features a garden and terrace, along with a swimming pool and free bikes. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, and a fully equipped kitchen in some units, as well as a delicious Italian or gluten-free breakfast.
Vernaccia Country House - San Gimignano
9.3 95 reviews
San Gimignano
25/08 – 26/08
A$897/nightfor 1 night

Vernaccia Country House

2 2
house , Barberino Tavarnelle
LE QUERCIOLINE is a holiday home located in Tavarnelle Val di Pesa, just 30 kilometres from Florence's Pitti Palace and 34 kilometres from the Ospedale degli Innocenti, making it an ideal base for exploring the Chianti region. It has received excellent ratings for its location, cleanliness, and overall user experience.
The property features a private garden with a patio offering views of the inner courtyard, perfect for relaxing or dining al fresco. Amenities include a swimming pool with stunning views, a well-equipped kitchen, a barbecue, a picnic area, free Wi-Fi, private parking, and a tennis court.

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

Podere Casanuova - San Gimignano
9.6 73 reviews
San Gimignano
01/10 – 05/10
A$1261/nighttotal: A$5044 (4 )

Podere Casanuova

5 7
farm , San Gimignano
Podere Casanuova is a farm stay located 39km from Piazza del Campo in Siena and 39km from Piazza Matteotti in San Gimignano, offering a peaceful escape in the Tuscan countryside. This accommodation consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The farm stay features a private swimming pool with views of the Tuscan landscape and a fully equipped kitchen in each unit. Guests can enjoy outdoor amenities such as a barbecue area, a picnic area, and a garden, as well as indoor features like a play area for children and free parking.
Villa Del Biondo - San Gimignano
9.5 33 reviews
San Gimignano
19/07 – 24/07
A$236/nighttotal: A$1180 (5 )

Villa Del Biondo

2 2
house , Certaldo
Villa del Biondo is located in Certaldo, just 27 kilometres from Piazza Matteotti, offering scenic garden views and a peaceful setting. Guests consistently rate the accommodation excellent for its cleanliness, location, and overall experience.
The villa features spacious and comfortable units with seating and dining areas, perfect for relaxing after a day of exploring. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, and free Wi-Fi and private parking.
Podere Le Grotte - San Gimignano
9.7 122 reviews
San Gimignano
08/07 – 13/07
A$206/nighttotal: A$1030 (5 )

Podere Le Grotte

2 2
house , San Gimignano
Podere Le Grotte is located 4 kilometres outside of San Gimignano, close to the charming town of Certaldo, just a 7.6 kilometre drive away. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The apartment offers two bedrooms and features a rustic style, allowing guests to experience authentic Tuscan living. Guests can enjoy the beautiful Tuscan countryside with a refreshing dip in the pool, surrounded by the spacious garden and relax on their private terrace.
Podere Bellavista - San Gimignano
9.7 760 reviews
San Gimignano
18/08 – 21/08
A$722/nighttotal: A$2166 (3 )

Podere Bellavista

1 2
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.

Best San Gimignano villas and holiday homes with a garden

Tenuta Sovestro - Agriturismo E Winery - San Gimignano
9.5 1610 reviews
San Gimignano
25/08 – 26/08
A$321/nightfor 1 night

Tenuta Sovestro - Agriturismo E Winery

1 2
farm , San Gimignano
Tenuta Sovestro, a farmhouse stay near San Gimignano, is conveniently located 35km from both Piazza del Campo and Piazza Matteotti, offering a peaceful retreat yet within easy reach of this Tuscan town and Florence Airport (56km away).
This self-catering property features a bedroom, bathroom, and can accommodate two guests, boasting a swimming pool, restaurant, bar, free Wi-Fi, private parking, and a daily continental breakfast; a free shuttle service to San Gimignano is also provided.
Torraccia Di Chiusi Agriturismo Relais - San Gimignano
9.7 443 reviews
San Gimignano
19/09 – 24/09
A$304/nighttotal: A$1520 (5 )

Torraccia Di Chiusi Agriturismo Relais

1 2
farm , San Gimignano
Torraccia di Chiusi Agriturismo Relais is located just outside San Gimignano, a short 2km drive from the medieval town, offering stunning views of the Tuscan countryside. This property has received excellent ratings for location, cleanliness and overall experience.
The farmhouse offers comfortable accommodation in a charming country setting. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant and bar, as well as a terrace and garden.
Borgo Poneta - San Gimignano
9.3 207 reviews
San Gimignano
19/07 – 24/07
A$307/nighttotal: A$1535 (5 )

Borgo Poneta

1 2
farm , Barberino Tavarnelle
Borgo Poneta is a farm stay situated in the Tuscan countryside, just a short drive from the charming towns of Barberino Val d'Elsa and San Gimignano. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This traditional farmhouse offers a taste of authentic Tuscan life with its terracotta floors and panoramic views of the surrounding hills. Guests can enjoy a refreshing dip in the outdoor pool, relax on the terrace, and explore the original wine cellars and a small rural museum.
San Gimignano Villa With Pool, 5 Rooms En Suite, A/c, Wi-fi, Panoramic View - San Gimignano
10 114 reviews
San Gimignano
07/09 – 11/09
A$2039/nighttotal: A$8156 (4 )

San Gimignano Villa With Pool, 5 Rooms En Suite, A/c, Wi-fi, Panoramic View

5 2
house , San Gimignano
This five-bedroom villa is located in a peaceful rural setting just outside San Gimignano, within a 5km radius of landmarks such as the Sant'Agostino Church and the Rocca of Montestaffoli. The 250 square metre property offers a private pool, a spacious garden, and a tennis court, making it ideal for families or groups of up to 12 guests.
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