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San Gimignano vacation rentals
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Best Vacation rentals and Airbnb offers in San Gimignano

Choose the Right Family-Friendly Vacation Rentals in San Gimignano

The right family vacation rental in San Gimignano makes all the difference, keeping you close to top city attractions.

Famiracoli Home Sangimignano - San Gimignano
8.2 19 reviews
San Gimignano
08/18 – 08/21
$85/nighttotal: $255 (3 )

Famiracoli Home Sangimignano

1 2
apartment , San Gimignano
Famiracoli Home Sangimignano is a 650 sq ft apartment located within 600 feet of San Gimignano's historic city center, offering convenient access to Tuscan landmarks like Piazza del Campo and Piazza Matteotti, situated 24 miles away.
This family-friendly residence accommodates up to three guests, featuring a private living room with a flat-screen TV, an equipped kitchen with a dining area, air conditioning, free WiFi, and private check-in/check-out, with pets also welcome.
Casa Martina, Piazza Delle Erbe, San Gimignano - San Gimignano
9.6 5 reviews
San Gimignano
09/11 – 09/13
$234/nighttotal: $468 (2 )

Casa Martina, Piazza Delle Erbe, San Gimignano

2 4
apartment , San Gimignano
Casa Martina, a two-bedroom apartment rental in San Gimignano's Piazza delle Erbe, is steps from the Duomo and a short walk from the Rocca di San Gimignano.
This family-friendly unit sleeps four, boasts a full kitchen with microwave and refrigerator, laundry facilities, and is conveniently located for exploring San Gimignano and day trips to Siena, Volterra, and Florence.
Montegonfoli 5 Apartment In San Gimignano For 4 + 2 With Great Views - San Gimignano
9.7 256 reviews
San Gimignano
09/19 – 09/24
$176/nighttotal: $880 (5 )

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

2 2
farm , San Gimignano
This San Gimignano gîte is located on the hilltop of Montegonfoli, just outside the historic center of San Gimignano, offering stunning views of the town and the Chianti Hills.
The 700-square-foot vacation rental features two bedrooms, a large living room with a fireplace, a well-equipped kitchen, a private garden, and access to a shared swimming pool, perfect for families or groups of up to six guests.
90 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests - San Gimignano
10 1 review
San Gimignano
08/27 – 09/03
$160/nighttotal: $1120 (7 )

90 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

2 4
apartment , San Gimignano
This two-bedroom, two-bathroom apartment rental, Villa Agrifoglia, is located in a 10-acre nature reserve near Castelvecchio, a 7-minute drive or 40-minute walk from the medieval town of San Gimignano.
The 970-square-foot property features a private terrace, access to a shared swimming pool and BBQ, and sleeps up to five guests, with amenities including a fully equipped kitchen and free parking.

Best San Gimignano vacation rentals with parking

Il Paradisino San Gimignano's Best Countryside - San Gimignano
8.7 102 reviews
San Gimignano
09/07 – 09/11
$171/nighttotal: $684 (4 )

Il Paradisino San Gimignano's Best Countryside

1 2
apartment , San Gimignano
This San Gimignano countryside rental is 22 miles from Piazza Matteotti and Piazza del Campo in Siena, and 31 miles from the Pitti Palace in Florence.
The 750-square-foot apartment features one bedroom, one bathroom, a fully equipped kitchen, a private pool, and free Wi-Fi; it comfortably sleeps a small family and offers easy access to a solarium and outdoor bath.
70 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests - San Gimignano
San Gimignano
08/10 – 08/12
$214/nighttotal: $428 (2 )

70 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests

2 2
apartment , San Gimignano
Accommodation for 3 guests. Your accommodation will be based in San Gimignano.
Services and facilities include free parking, a kitchen and a terrace. This is a family-friendly apartment!
Teruzzi Country House - Apartments - San Gimignano
San Gimignano
08/10 – 08/20
$405/nighttotal: $4050 (10 )

Teruzzi Country House - Apartments

2 4
apartment , San Gimignano
This apartment rental in Casale is situated 23 miles from Piazza Matteotti and 25 miles from Piazza del Campo, offering a tranquil Tuscan setting with convenient access to local attractions.
This two-bedroom, two-bathroom rental features air conditioning, a full kitchen, complimentary WiFi and parking, a swimming pool with a view, a garden, and a terrace, ideal for families with a baby safety gate provided.
80 M² House ∙ 2 Bedrooms ∙ 8 Guests - San Gimignano
San Gimignano
07/15 – 07/17
$203/nighttotal: $406 (2 )

80 M² House ∙ 2 Bedrooms ∙ 8 Guests

2 2
house , San Gimignano
This finely renovated house offers a prime location directly beneath the ancient city walls of San Gimignano, placing you a mere 5-minute walk from the town center and ideal for exploring Tuscany's cultural routes. Accommodating up to 8 guests, this 860-square-foot residence features 2 bedrooms, 1 bathroom, air conditioning, a dishwasher, a garden, and parking, serving as a practical base for both leisure and business travel.

Frequently Asked Questions about vacation rentals in San Gimignano

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

    The Via Francigena is a popular walking and cycling route that passes through San Gimignano. It's a historic pilgrimage route that stretches from Canterbury, England to Rome. For a shorter and easier option, the circular route around the town walls is a great way to see the medieval towers and enjoy the 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 sports or outdoor activites can visitors enjoy in and around San Gimignano?

    San Gimignano is great for hiking and biking, and there are many trails in the surrounding hills. You can also go horseback riding or play tennis at the Tennis Club San Gimignano. If you're feeling adventurous, there's a paragliding spot nearby.
  • What are the most popular Airbnbs in San Gimignano?

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

    Florence is about an hour away by car or train, and Pisa, known for its leaning tower, is about 45 minutes away. You can also easily visit Volterra, a charming hilltop town with Etruscan roots. It's about a half-hour drive.
  • 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 amenities are commonly available in vacation rentals in San Gimignano?

    Most vacation rentals in San Gimignano have kitchens, bathrooms, and laundry facilities. Many also have Wi-Fi, air conditioning, and private patios or balconies. Some rentals even have swimming pools or hot tubs.
  • 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 time of year is best to rent a vacation rental San Gimignano?

    Spring (April-May) and fall (September-October) are the best times to visit San Gimignano, as the weather is pleasant and the crowds are smaller. Summer (June-August) can be hot and crowded, but it's a great time to enjoy the outdoor markets and festivals.
  • What are the best rentals or Airbnbs with a jacuzzi in San Gimignano?

  • What are the local dishes in San Gimignano region?

    The San Gimignano region is known for its delicious food. Try the Vernaccia di San Gimignano, a local white wine, and the Ribollita, a hearty Tuscan bread soup. Don't miss the Cantuccini, almond biscotti, which are perfect with Vin Santo, a sweet dessert wine.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in San Gimignano

Enjoy your own private terrace with city skyline views at these vacation rentals in San Gimignano.

Agriturismo Santulivieri With Dream View - San Gimignano
9.5 4 reviews
San Gimignano
06/30 – 07/07
$169/nighttotal: $1183 (7 )

Agriturismo Santulivieri With Dream View

2 5
farm , Colle di Val d'Elsa
Agriturismo Sant Ulivieri is located in Montecchio, 18 miles from Piazza del Campo and 22 miles from Piazza Matteotti.
This farm stay offers units with private entrances and patios, fully equipped kitchens, and an outdoor dining area, with garden views and a picnic area available.
Benvenuti A Casa - San Gimignano
10 2 reviews
San Gimignano
08/25 – 08/26
$97/nightfor 1 night

Benvenuti A Casa

1 2
house , Certaldo
This vacation home in Certaldo is located 23 miles from Piazza Matteotti and 26 miles from Florence Airport.
This 810 square foot house offers accommodation for up to 7 guests with 1 bedroom, 1 bathroom, a fully equipped kitchen, and a terrace, and is 27 miles from Ponte Vecchio and Pitti Palace.
Tra San Gimignano E Volterra - San Gimignano
9.5 56 reviews
San Gimignano
09/20 – 09/25
$102/nighttotal: $510 (5 )

Tra San Gimignano E Volterra

2 2
apartment , San Gimignano
This San Gimignano apartment rental is conveniently located between San Gimignano and Volterra, approximately 22 miles from Siena's Piazza del Campo.
The 650-square-foot (60-square-meter) unit features two bedrooms, one bathroom, and sleeps seven, offering free Wi-Fi, a full kitchen, a terrace/balcony, on-site parking, and secure bicycle parking.
Torraccia Di Chiusi Agriturismo Relais - San Gimignano
9.7 443 reviews
San Gimignano
08/10 – 08/13
$462/nighttotal: $1386 (3 )

Torraccia Di Chiusi Agriturismo Relais

2 4
farm , San Gimignano
Torraccia di Chiusi Agriturismo Relais is located in the Tuscan hills outside San Gimignano, just a short drive from the historic center. The farm has earned excellent ratings for its location, cleanliness, and overall experience.
The country manor features a charming, antique-furnished interior with a country-style décor. Guests can enjoy a variety of amenities and activities, including a swimming pool, spa, restaurant, and free parking.

Top-Rated Pet-Friendly Vacation Rentals in San Gimignano

Stay in a pet-friendly vacation rental in San Gimignano situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Fattoria Di Fugnano Winery - San Gimignano
9.5 144 reviews
San Gimignano
08/18 – 08/21
$135/nighttotal: $405 (3 )

Fattoria Di Fugnano Winery

4 2
gîte , San Gimignano
This Tuscan countryside rental near San Gimignano, Siena, and Florence offers a private apartment with convenient access to major historical towns.
The 570-square-foot private apartment sleeps two, features a living room, bedroom, bathroom, private garden, and swimming pool access, plus amenities including linens, towels, and parking; wine tasting is available on-site.
Appartamento Ciocci - San Gimignano
9.4 26 reviews
San Gimignano
06/23 – 07/03
$165/nighttotal: $1650 (10 )

Appartamento Ciocci

1 2
apartment , San Gimignano
This San Gimignano apartment is located just 22 miles from Piazza Matteotti and 30 miles from Pitti Palace, offering a peaceful and relaxing atmosphere with garden and pool views. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features one bedroom and one bathroom, accommodating up to two guests in its 320 square feet of space. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a terrace, a garden, and private parking, making it ideal for families and couples seeking a comfortable and convenient home away from home.
Appartamenti Tinacci - San Gimignano
9.7 695 reviews
San Gimignano
07/15 – 07/17
$110/nighttotal: $220 (2 )

Appartamenti Tinacci

1 2
apartment , San Gimignano
Appartamenti Tinacci is located in the heart of San Gimignano, just a 7-minute walk from Piazza Cisterna, a central square offering access to shops, restaurants, and attractions. The apartment complex boasts excellent ratings for location, cleanliness, and user experience.
Each rental unit features a private bathroom, air conditioning, a flat-screen TV, and a fully equipped kitchen with modern appliances. Guests can enjoy the convenience of free Wi-Fi, a garden, a spa, and the option of bringing their pets.
Casa Alle Vacche - San Gimignano
8.6 4 reviews
San Gimignano
06/30 – 07/07
$184/nighttotal: $1288 (7 )

Casa Alle Vacche

2 5
apartment , San Gimignano
This Tuscan countryside agriturismo apartment is located 4.3 miles from San Gimignano and Certaldo, offering seclusion and stunning vineyard views.
The 750-square-foot rental boasts two bedrooms, one bathroom, sleeps five, and includes a private terrace with barbecue, a shared seasonal pool, and access to 80 acres of grounds, plus an on-site restaurant.
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