Vacation Rentals in San Gimignano

342 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
San Gimignano holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

342 Holiday rentals and Airbnb in San Gimignano

Best family friendly San Gimignano holiday rentals

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

Apartment Lari-1 By Interhome - San Gimignano
9.2 303 reviews
San Gimignano
22/08 – 25/08
A$362/nighttotal: A$1086 (3 )

Apartment Lari-1 By Interhome

1 3
apartment , San Gimignano
This apartment is located in Luiano, a charming village in the Tuscan countryside, 43km from Siena's historic Piazza del Campo and Piazza Matteotti, offering a peaceful escape from the bustling crowds of San Gimignano. The property has received excellent ratings for its location, cleanliness and overall experience.
The apartment features a private terrace with stunning Tuscan views and a fully equipped kitchen with an oven. Guests can enjoy modern amenities like air conditioning, a flat-screen TV with satellite channels, a hairdryer, free Wi-Fi, and private parking at an additional cost.
Focolare Ampio  Appartamento Per Coppie O Famiglie - San Gimignano
9.7 167 reviews
San Gimignano
10/08 – 20/08
A$452/nighttotal: A$4520 (10 )

Focolare Ampio Appartamento Per Coppie O Famiglie

1 4
apartment , San Gimignano
This family-friendly apartment is located in the countryside, just a short distance from the iconic towers of San Gimignano, offering breathtaking views of the Tuscan town. The property features a fully equipped kitchen, en-suite bathrooms and a private garden with a swimming pool, perfect for relaxing after a day exploring the historic centre.
Apartment 'Sasso 3' With Private Terrace, Wi-fi And Air Conditioning - San Gimignano
10 6 reviews
San Gimignano
07/09 – 12/09
A$289/nighttotal: A$1445 (5 )

Apartment 'Sasso 3' With Private Terrace, Wi-fi And Air Conditioning

3 2
apartment , San Gimignano
This family-friendly apartment, near San Gimignano and a short distance from Certaldo, is conveniently located along the Via Francigena within the host's agricultural estate.
The 80-square-metre property boasts three bedrooms, one bathroom, and sleeps five, featuring a fully equipped kitchen (including dishwasher), air conditioning, private outdoor space with a covered terrace and barbecue, high-speed Wi-Fi, and on-site parking; additional services such as e-bike rental and wine tasting at nearby wineries like Antinori nel Chianti Classico are available.
Ecological Farmhouse "I Vecchi Lecci" - San Gimignano
9.8 125 reviews
San Gimignano
10/08 – 20/08
A$347/nighttotal: A$3470 (10 )

Ecological Farmhouse "I Vecchi Lecci"

3 4
gîte , San Gimignano
This San Gimignano holiday rental is located 7km from the medieval hilltop town, offering easy access to Florence, Siena, and Volterra.
The self-catering apartment sleeps six guests in three double bedrooms, two bathrooms, and features a kitchen with fridge-freezer, air conditioning, a garden, parking, and internet access; on-site organic farm activities, including cooking classes and dining, are available.

Best San Gimignano holiday rentals with parking

Torre Salvucci Maggiore Medieval Tower Experience - San Gimignano
9.5 42 reviews
San Gimignano
28/06 – 30/06
A$1108/nighttotal: A$2216 (2 )

Torre Salvucci Maggiore Medieval Tower Experience

2 3
apartment , San Gimignano
Torre Salvucci Maggiore Medieval Tower Experience is situated in the heart of San Gimignano's historic centre, just a short walk from the San Gimignano 1300 Museum and Piazza Della Cisterna. This property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The tower property offers a unique layout spread across 11 floors, providing 100 square metres of space for up to 3 guests. The apartment offers a range of modern amenities, including free Wi-Fi, a fully equipped kitchen, and a panoramic terrace with stunning views of the Tuscan countryside.
Podere Le Fonti - San Gimignano
9.4 17 reviews
San Gimignano
27/07 – 30/07
A$572/nighttotal: A$1716 (3 )

Podere Le Fonti

4 6
apartment , Poggibonsi
Podere le Fonti, a family-friendly apartment in Poggibonsi, is conveniently located approximately 32 kilometres from Siena's Piazza Matteotti and Piazza del Campo.
This 130-square-metre property boasts four bedrooms, three bathrooms, and sleeps nine, featuring a garden, parking, free Wi-Fi, a fully equipped kitchen, and outdoor play equipment.
Agriturismo Podere Cappella - San Gimignano
8.3 207 reviews
San Gimignano
25/07 – 30/07
A$115/nighttotal: A$575 (5 )

Agriturismo Podere Cappella

1 2
farm , San Gimignano
Agriturismo Podere Cappella is a 2km drive from the historic centre of San Gimignano, nestled in the rolling hills of the Tuscan countryside. The farm receives excellent ratings for location, cleanliness, and overall experience.
The property offers a 1-bedroom apartment with a floor area of 17 square metres, suitable for 2 guests. Amenities include a terrace, garden, free parking, and Wi-Fi, as well as the opportunity to sample the farm's own wine and fruit.
Villa La Catena - San Gimignano
9.7 31 reviews
San Gimignano
17/10 – 24/10
A$364/nighttotal: A$2548 (7 )

Villa La Catena

3 7
apartment , San Gimignano
Villa la Catena is a self-catering apartment located in Ulignano, a peaceful district just 32 kilometres from the Piazza del Campo in Siena and 37 kilometres from the Piazza Matteotti in San Gimignano.
This family-friendly apartment features a private terrace, a swimming pool, and a garden, perfect for relaxing and enjoying the Tuscan sunshine.

Frequently asked questions about holiday rentals in San Gimignano

  • What are some interesting places to visit in or near San Gimignano?

    San Gimignano itself is a must-see, with its iconic medieval towers and charming cobbled streets. Just outside the town, the Monteriggioni fortified village is a fascinating example of medieval military architecture. For art lovers, the Museo di Arte Sacra in San Gimignano is a treasure trove of religious paintings. And if you're looking for stunning views, the Chiesa di Sant'Agostino offers panoramic vistas of the Tuscan countryside.
  • What are the best Airbnb and holiday rentals in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are among the best Airbnb and holiday rentals in San Gimignano.

  • Which walking or cycling routes are the best in San Gimignano?

    The Via Francigena is a popular walking route that passes through San Gimignano, offering stunning views of the Tuscan countryside. For cycling, the Siena to San Gimignano route is a beautiful and challenging ride, taking you through vineyards and rolling hills. A shorter and easier option is the San Gimignano to Volterra cycle route, which is a lovely flat ride through the Tuscan countryside.
  • What are the most popular Airbnbs in San Gimignano?

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

    San Gimignano is surrounded by rolling hills, making it perfect for hiking and cycling. The Crete Senesi region offers stunning landscapes for trekking. For something more adventurous, try rock climbing at the nearby Monte Amiata. And for a more relaxing activity, take a dip in the thermal springs at Bagno Vignoni.
  • What are the best holiday rentals with a pool in San Gimignano?

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

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

    San Gimignano is well-connected to other Tuscan towns and cities. Siena, with its famous Piazza del Campo, is about a 45-minute drive. The charming hilltop town of Volterra is just 30 minutes away. And the Renaissance city of Florence is a comfortable 1-hour drive.
  • 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 amenities are commonly available in vacation rentals in San Gimignano?

    Vacation rentals in San Gimignano typically offer a range of amenities, including kitchens, bathrooms, and comfortable living spaces. Many also have private terraces or gardens, perfect for enjoying the Tuscan sunshine. Look out for rentals with swimming pools for a truly luxurious stay.
  • What are the best rentals or Airbnbs with a jacuzzi 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, with pleasant temperatures and fewer crowds. Summer can be hot and busy, but it's a great time to enjoy the local festivals and outdoor markets. Winter offers a quieter experience, with the chance to explore the town at your own pace.

Destinations nearby

Best San Gimignano holiday rentals with a balcony

Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano - San Gimignano
10 113 reviews
San Gimignano
27/06 – 04/07
A$730/nighttotal: A$5110 (7 )

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

4 2
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.
Borgo Le Balze - San Gimignano
9.6 5 reviews
San Gimignano
01/10 – 05/10
A$1600/nighttotal: A$6400 (4 )

Borgo Le Balze

3 7
house , San Gimignano
This detached house, situated in the Borgo le Balze district of San Gimignano, is conveniently located 40km from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano.
The property offers a private and tranquil setting with a garden, swimming pool, and terrace, ideal for families or groups seeking a relaxing retreat in the Tuscan countryside.
Agriturismo Raccianello - San Gimignano
9.1 164 reviews
San Gimignano
15/09 – 21/09
A$274/nighttotal: A$1644 (6 )

Agriturismo Raccianello

1 2
farm , San Gimignano
Agriturismo Raccianello is located just 4 kilometres from the medieval town of San Gimignano, set in the rolling hills of the Chianti region. The farm has received excellent ratings for its location, cleanliness, and overall experience.
The apartments at Agriturismo Raccianello offer a blend of traditional Tuscan charm and modern comforts. Guests can enjoy a range of amenities, including a swimming pool, barbecue facilities, a children's playground, and the opportunity to purchase home-produced wine, olive oil, and grape spirit.
Nice Apartment For 4 Guests With Wifi, Tv And Balcony - San Gimignano
San Gimignano
27/07 – 02/08
A$310/nighttotal: A$1860 (6 )

Nice Apartment For 4 Guests With Wifi, Tv And Balcony

2 3
apartment , San Gimignano
Erbe Square Apartment is centrally located in San Gimignano's city centre, within 2km of the Piazza della Cisterna and other major landmarks such as the Palazzo Comunale.
This 70 square metre flat offers two bedrooms, two bathrooms, sleeps four, and includes a fully equipped kitchen with microwave and fridge, plus free Wi-Fi and a terrace.

Best pet friendly San Gimignano holiday rentals

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

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.
87 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
9.4 4 reviews
San Gimignano
27/07 – 29/07
A$312/nighttotal: A$624 (2 )

87 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , San Gimignano
Casa Vesta, situated within San Gimignano's city walls, is a short walk from Piazza della Cisterna and offers direct access to an Etruscan underground vault.
This 87-square-metre apartment sleeps four, features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, high-speed Wi-Fi, and includes the use of two bicycles, plus discounted access to local winery products.
Suite Mezzatorre - San Gimignano
8.8 4 reviews
San Gimignano
27/06 – 28/06
A$462/nightfor 1 night

Suite Mezzatorre

1 2
apartment , San Gimignano
Suite Mezzatorre is located just 37 kilometres from both Piazza del Campo in Siena and Piazza Matteotti in the historic centre of San Gimignano, offering easy access to these iconic Tuscan destinations. This apartment has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This one-bedroom apartment, spanning 40 square metres, comfortably accommodates up to three guests. It features a fully equipped kitchen, air conditioning, free Wi-Fi, parking, and a private entrance, providing all the amenities and comforts needed for a relaxing holiday.
Castellaccia Contemporary Country House - San Gimignano
8.5 17 reviews
San Gimignano
27/08 – 03/09
A$295/nighttotal: A$2065 (7 )

Castellaccia Contemporary Country House

3 4
apartment , San Gimignano
This San Gimignano apartment, situated in Castellaccia, a contemporary country house approximately 35km from both Piazza Matteotti and Piazza del Campo, and 50km from Florence's Pitti Palace, offers easy access to the historic centre.
The 1271 square metre property boasts three bedrooms, two bathrooms, and sleeps eight, featuring a fully equipped kitchen with dishwasher and microwave, a private entrance, seasonal outdoor pool, and free Wi-Fi; a washing machine is also available.
©2026 cozycozy.com