Holiday Rentals in San Gimignano

342 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
San Gimignano holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

San Gimignano holiday rentals: compare the best deals

Best family friendly San Gimignano holiday rentals

Among the 342 accommodations in San Gimignano, here are the 4 best family friendly rentals

Podere Galieni By Interhome - San Gimignano
San Gimignano
08/10 – 08/17
HK$9750/nighttotal: HK$68250 (7 )

Podere Galieni By Interhome

4 7
apartment , Certaldo
This renovated agriturismo is located in Certaldo, 4 kilometres from the town centre and 15 kilometres from San Gimignano, offering panoramic countryside views and local farm produce sales.
This spacious 250 m2 villa, accommodating up to 16 guests across 4 bedrooms and 2 bathrooms, features a private swimming pool, air conditioning, WiFi, and is conveniently situated for exploring Volterra (30 km), Siena (35 km), and Florence (40 km).
Residenza D'epoca Palazzo Buonaccorsi - San Gimignano
9.2 2814 reviews
San Gimignano
06/26 – 06/29
HK$951/nighttotal: HK$2853 (3 )

Residenza D'epoca Palazzo Buonaccorsi

1 2
hotel , San Gimignano
Residenza D'epoca Palazzo Buonaccorsi is located on the main street of San Gimignano, a short walk from the medieval Towers and Cathedral, offering a central location within the charming historic city walls. This 3-star hotel enjoys excellent user ratings for its location, cleanliness, and overall experience.
The residence is housed in a 13th-century palace, offering spacious rooms with antique furnishings. Amenities include a swimming pool, a spa, a tennis court, and a bar, providing a range of activities and relaxation options.
Il Melograno Spacious Panoramic Apartment For Families - San Gimignano
San Gimignano
08/27 – 09/03
HK$1880/nighttotal: HK$13160 (7 )

Il Melograno Spacious Panoramic Apartment For Families

1 4
apartment , San Gimignano
The Melograno apartment is situated in a rural area near San Gimignano, conveniently located close to attractions such as the Palazzo Pretorio and Casa del Boccaccio, and family-friendly spots like Ra-Ma snc and the SottoVico Garden.
This 45-square-metre self-catering flat offers a family-friendly layout with one bedroom, one bathroom, and a sofa bed, sleeping up to four guests, and boasts a swimming pool, tennis court, and parking.
Casa Nel Centro Storico - San Gimignano
9.4 125 reviews
San Gimignano
08/22 – 08/25
HK$2164/nighttotal: HK$6492 (3 )

Casa Nel Centro Storico

2 3
apartment , San Gimignano
This apartment is situated in the heart of San Gimignano's historic centre, just a short walk from the main square and other landmarks. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a one-bedroom property with one bathroom, spanning 60 square metres and comfortably accommodating up to four guests. It features a fully equipped kitchen, air conditioning, a terrace with views of the city and courtyard, free Wi-Fi, and a baby safety gate.

Best San Gimignano holiday rentals with parking

Villa Remignoli - San Gimignano
9.7 19 reviews
San Gimignano
08/10 – 08/17
HK$7636/nighttotal: HK$53452 (7 )

Villa Remignoli

6 7
house , San Gimignano
Villa Remignoli, a spacious 6-bedroom property, is situated 34km from San Gimignano's Piazza Matteotti and Piazza del Campo in Siena, offering easy access to major Tuscan landmarks.
This 200 square metre luxury villa boasts 7 bathrooms, each with a hot tub, a private pool and hot tub, a well-equipped kitchen, a large terrace with barbecue facilities, free Wi-Fi, private parking, and stunning garden views.
Vicino San Gimignano Tre Civette Sul Comò - San Gimignano
10 3 reviews
San Gimignano
08/27 – 09/03
HK$1421/nighttotal: HK$9947 (7 )

Vicino San Gimignano Tre Civette Sul Comò

2 4
house , San Gimignano
This detached villa is located in Camporbiano, a short 4-kilometre drive from the UNESCO World Heritage site of San Gimignano's medieval towers.
This air-conditioned, 67 square metre villa offers accommodation for up to 7 guests with 1 bedroom, a fully equipped kitchen including an oven, private Wi-Fi, a private swimming pool, and on-site parking.
Agriturismo Il Casolare Di Bucciano - San Gimignano
8.9 1216 reviews
San Gimignano
08/18 – 08/21
HK$1459/nighttotal: HK$4377 (3 )

Agriturismo Il Casolare Di Bucciano

1 2
farm , San Gimignano
Il Casolare Di Bucciano is a historic farmhouse located 2 kilometres from the Towers of San Gimignano, offering stunning views of the iconic landmark.
This family-friendly accommodation provides 1 bedroom, 1 bathroom, air conditioning, a swimming pool, an on-site restaurant serving local cuisine, and opportunities to purchase farm produce such as Vernaccia and Chianti wines.
La Casa Di Bruno - San Gimignano
9.6 16 reviews
San Gimignano
06/26 – 06/29
HK$861/nighttotal: HK$2583 (3 )

La Casa Di Bruno

2 2
apartment , San Gimignano
La casa di Bruno, a one-bedroom apartment in San Gimignano, is conveniently located approximately 43km from Siena's Piazza del Campo and 39km from Piazza Matteotti, offering easy access to the town's historic centre.
This self-catering flat sleeps seven, features a fully equipped kitchen, private terrace with peaceful garden views, free Wi-Fi, and parking, perfect for exploring Tuscany.

Frequently asked questions about holiday rentals in San Gimignano

  • What sports or outdoor activites can visitors enjoy in and around San Gimignano?

    San Gimignano is a great base for hiking and cycling, and you can find plenty of trails in the surrounding countryside. There's also the Golf Club Castelfalfi nearby, which is a fantastic course with stunning views.
  • What are the best Airbnb and vacation rentals in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the most popular Airbnb and vacation rentals in San Gimignano among travelers.

  • What other towns or cities can be easily accessed from San Gimignano?

    You can easily reach Florence by train or bus. It's about an hour's journey. Siena is another great option, and you can get there by bus in about 45 minutes. Both are full of history and culture, so you'll have a great time exploring them.
  • What are the most popular Airbnbs in San Gimignano?

  • What amenities are commonly available in vacation rentals in San Gimignano?

    Most vacation rentals in San Gimignano offer basic amenities like Wi-Fi, a kitchen, and a washing machine. Many also have a private terrace or garden, perfect for enjoying the Tuscan sunshine. Some even have a swimming pool.
  • What are the best vacation rentals with a pool in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best vacation rentals with a pool in San Gimignano.

  • What time of year is best to rent a vacation rental San Gimignano?

    Spring and autumn are ideal times to visit San Gimignano. The weather is pleasant, the crowds are smaller, and the prices are often lower. You can enjoy the beauty of Tuscany without the summer heat and crowds.
  • What are the best rentals for families and kids in San Gimignano?

    The best rentals for families and kids in San Gimignano are Villa Del Sole, Podere Bellavista and Il Casale Del Cotone.

  • What are the local dishes in San Gimignano region?

    You simply must try the Vernaccia di San Gimignano, a local white wine, and the Cantuccini, almond biscuits. For a hearty meal, the Ribollita, a Tuscan bread soup, is a must-try. And don't forget the Pici cacio e pepe, a pasta dish with pecorino cheese and black pepper.
  • What are the best rentals or Airbnbs with a jacuzzi in San Gimignano?

Destinations nearby

Best San Gimignano holiday rentals with a balcony

Casa Nel Centro Storico - San Gimignano
9.7 127 reviews
San Gimignano
08/18 – 08/21
HK$1883/nighttotal: HK$5649 (3 )

Casa Nel Centro Storico

1 2
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.
La Bellavista Toscana - San Gimignano
9.8 111 reviews
San Gimignano
09/11 – 09/13
HK$1361/nighttotal: HK$2722 (2 )

La Bellavista Toscana

2 3
apartment , Certaldo
La Bellavista Decameron View is located in Certaldo, just 40 kilometres from Florence and 42 kilometres from Siena, offering easy access to these iconic Tuscan cities. The apartment enjoys excellent ratings for cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay.
This self-catering apartment features a fully equipped kitchen with a microwave, allowing guests to prepare their own meals. The property also boasts a terrace or balcony, perfect for enjoying the fresh air and views of the surrounding countryside, and offers amenities like free Wi-Fi, air conditioning, and a private bathroom.
Podere Remignoli - San Gimignano
9.3 122 reviews
San Gimignano
08/27 – 09/03
HK$2347/nighttotal: HK$16429 (7 )

Podere Remignoli

3 4
apartment , San Gimignano
Podere Remignoli is a peaceful apartment located 7km outside of San Gimignano, a short drive from the historic centre and its attractions like Piazza Cisterna and San Gimignano 1300. The apartment is highly rated by previous guests, receiving excellent reviews for its cleanliness, location, and overall experience.
The apartment offers a comfortable stay with a fully equipped kitchen, a private terrace, and a garden with a barbecue area. Guests can enjoy the private swimming pool, relax in the tranquil setting, and benefit from free parking and Wi-Fi.
Poderi Arcangelo Glamping - San Gimignano
9.6 12 reviews
San Gimignano
08/25 – 09/02
HK$3820/nighttotal: HK$30560 (8 )

Poderi Arcangelo Glamping

1 2
tent , San Gimignano
Poderi Arcangelo Glamping offers luxurious, air-conditioned tents near San Gimignano, approximately 37 kilometres from Piazza Matteotti and 43 kilometres from Piazzale Michelangelo.
Each one-bedroom unit at this adults-only glamping site features a private bathroom, terrace, and access to an infinity pool, restaurant, bar, and free Wi-Fi; guests can also enjoy on-site parking and explore nearby cycling routes.

Best pet friendly San Gimignano holiday rentals

Among the 342 accommodations in San Gimignano, here are the 4 best pet friendly rentals

Casa Baldi - San Gimignano
9.6 50 reviews
San Gimignano
08/25 – 08/26
HK$852/nightfor 1 night

Casa Baldi

1 2
apartment , Gambassi Terme
This one-bedroom apartment in Gambassi Terme is situated on the Via Francigena, just 0.1 kilometres from the historic centre, offering easy access to shops and restaurants.
Sleeping up to five guests, this self-catering flat features a double bed, a single bed, a double sofa bed, a kitchen with a fridge, air conditioning, parking, and a balcony overlooking the Tuscan countryside; a shared garden is also available.
Fontemaggio - San Gimignano
9.8 296 reviews
San Gimignano
08/25 – 09/02
HK$1338/nighttotal: HK$10704 (8 )

Fontemaggio

1 2
studio , Colle di Val d'Elsa
This studio apartment is situated in the charming town of Colle di Val d'Elsa, just 43km from Peretola Airport and a short walk from the historic centre. It has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has one bedroom and one bathroom, and a fully-equipped kitchenette with a dishwasher and oven. Guests can enjoy a relaxing garden, a private outdoor pool, a barbecue area, free parking, and free Wi-Fi.
Sotto La Torre Di Arnolfo - San Gimignano
9.8 257 reviews
San Gimignano
08/25 – 08/26
HK$834/nightfor 1 night

Sotto La Torre Di Arnolfo

1 2
apartment , Colle di Val d'Elsa
This apartment is situated in the centre of Colle di Val d'Elsa, on the medieval road leading up to the cathedral, just a short walk from the Elsa River Park. The property has received excellent ratings for location, cleanliness and overall experience, making it a great choice for travellers looking for a comfortable and convenient stay.
The flat has one bedroom and one bathroom, comfortably accommodating up to three guests. Amenities include a kitchen with a freezer, internet access and the option to bring pets. Guests can enjoy a peaceful and central location, close to shops, restaurants and the beautiful Elsa River Park.
80 M² House ∙ 2 Bedrooms ∙ 8 Guests - San Gimignano
San Gimignano
08/03 – 08/05
HK$1595/nighttotal: HK$3190 (2 )

80 M² House ∙ 2 Bedrooms ∙ 8 Guests

2 3
house , San Gimignano
This finely renovated apartment is situated just outside the historic city walls of San Gimignano, a convenient 5-minute walk from the town centre, offering a strategic base for exploring Tuscany's cultural and culinary routes.
The 80 square metre property accommodates up to 8 guests, featuring 2 bedrooms, 1 bathroom, air conditioning, a dishwasher, and a garden, with parking available.
©2026 cozycozy.com