Holiday Rentals in San Gimignano

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San Gimignano holiday rentals
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457 Holiday rentals and Airbnb in San Gimignano

Best family friendly San Gimignano holiday rentals

Among the 457 accommodations in San Gimignano, here are the 4 best family friendly rentals

Villa La Stellina - San Gimignano
8.4 27 reviews

Villa La Stellina

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.
Casa Simonetta - San Gimignano
9.3 296 reviews

Casa Simonetta

apartment, San Gimignano
CASA SIMONETTA is located in a peaceful setting with mountain views, just 37 kilometres from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
This spacious 140 square metre property has four bedrooms and can comfortably accommodate up to seven guests. The apartment features a fully equipped kitchen, a private garden, a balcony, free parking, and free Wi-Fi access, ensuring a relaxing and comfortable stay.
Agriturismo Santa Bruna - San Gimignano
9.5 84 reviews

Agriturismo Santa Bruna

farm, Volterra
Agriturismo Santa Bruna, a family-friendly farmhouse near Volterra, Tuscany, is situated approximately 42km from Piazza del Campo in Siena and 72km from Florence Airport.
This 40-square-metre property boasts one bedroom, one bathroom, sleeps eight guests, and offers a fully equipped kitchen, garden, free Wi-Fi, private parking, complimentary bicycles, table tennis, and children's play equipment.
Apartment Lari-1 By Interhome - San Gimignano
9.2 275 reviews

Apartment Lari-1 By Interhome

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.

Best San Gimignano holiday rentals with parking

Tenuta Fornacelle La Rosa - San Gimignano
10 2 reviews

Tenuta Fornacelle La Rosa

apartment, San Gimignano
Tenuta Fornacelle La Rosa, a pet-friendly apartment near San Gimignano (6km) and Certaldo (4km to the train station, 5km to a supermarket), offers convenient access to both towns.
This two-bedroom, two-bathroom property sleeps five, boasting a private garden with barbecue, shared pool, and high-speed Wi-Fi; a cot and highchair are available for families.
Dimorala Porta Verde - San Gimignano
9.8 119 reviews

Dimorala Porta Verde

apartment, San Gimignano
This recently renovated 40-square-metre apartment is located near Porta San Matteo, a short walk from San Gimignano's historic centre.
The self-catering flat sleeps four, boasting a well-equipped kitchen with microwave, oven, dishwasher and washer-dryer, plus Wi-Fi, air conditioning, a double bedroom, and a bathroom with shower; parking is available nearby.
Viagiotto Guest House - San Gimignano
9.6 26 reviews

Viagiotto Guest House

apartment, Certaldo
ViaGiotto Guest House, a self-catering apartment in Certaldo, is situated approximately 40 kilometres from Florence's Piazzale Michelangelo and other major landmarks such as the Pitti Palace and Piazza della Signoria.
This 50 square metre apartment, sleeping up to six guests, features a private terrace, fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and parking; towels and bed linen are provided.
Apartment Baccanella Cosy Easy Stay | All At Hand - San Gimignano
No reviews

Apartment Baccanella Cosy Easy Stay | All At Hand

apartment, San Gimignano
This San Gimignano flat offers a prime location for experiencing the medieval towers and is an ideal base for Vernaccia wine tasting.
The accommodation provides a warm, functional environment with essential comforts for two guests, featuring a kitchen and internet, perfect for convenience after a day of sightseeing.

Frequently asked questions about holiday rentals in San Gimignano

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

    Siena is a beautiful medieval city just 40km away, easily accessible by car or bus. Florence, the capital of Tuscany, is about 60km away and offers a wealth of art, culture, and history. You can also visit the charming hilltop towns of Volterra and Monteriggioni, both within a short drive from San Gimignano.
  • 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.

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

    Most vacation rentals in San Gimignano offer basic amenities like kitchens, bathrooms, and bedrooms. Many also have Wi-Fi, air conditioning, and washing machines. You can find rentals with private pools, gardens, and terraces, offering even more comfort and privacy.
  • What are the most popular Airbnbs in San Gimignano?

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

    Spring (April-May) and autumn (September-October) offer pleasant weather and fewer crowds. Summer (June-August) is hot and busy, but the region is beautiful in full bloom. Winter (November-March) can be chilly but offers a quieter and more authentic experience.
  • 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 are the local dishes in San Gimignano region?

    The region is known for its delicious cuisine, including the famous white truffle, which is a must-try in season. Other local specialities include ribollita, a hearty bread soup, pici all'aglione, a pasta dish with garlic and olive oil, and lampredotto, a traditional Florentine street food. Don't forget to sample the local wines, especially the Chianti.
  • 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 best rentals or Airbnbs with a jacuzzi in San Gimignano?

Popular destinations

Best San Gimignano holiday rentals with a balcony

Villa Del Sole - San Gimignano
9.4 1367 reviews

Villa Del Sole

house, San Gimignano
Villa Del Sole, a self-catering property in the Tuscan countryside, is situated 3.1km from San Gimignano's historic centre and a 25-minute drive from Colle di Val d'Elsa.
This one-bedroom villa offers a private garden, swimming pool, Jacuzzi, and spa, plus free Wi-Fi, parking, and daily continental breakfast served in your room; BBQ facilities are available for guests' use.
Borgo Antico - San Gimignano
8.2 12 reviews

Borgo Antico

apartment, San Gimignano
This self-catering apartment is situated in a tranquil agricultural estate near San Donato, 5km from San Gimignano and 35km from Siena.
The 80 square metre property boasts two bedrooms, two bathrooms, and sleeps five, offering a private terrace, garden (200m²), swimming pool (May-September), and reserved parking for two cars, alongside a fully equipped kitchen including a dishwasher and pizza oven.
Fattoria Abbazia Monte Oliveto - San Gimignano
9.4 324 reviews

Fattoria Abbazia Monte Oliveto

farm, San Gimignano
Fattoria Abbazia Monte Oliveto is located in the Tuscan countryside, a 47-kilometre drive from Siena and a 2.5-hour drive from the beaches of Marina di Bibbona. This farm stay has received excellent ratings for its location, cleanliness, and overall experience.
The farm offers self-catering apartments with rustic charm and modern amenities. Guests can enjoy a garden with a patio, a swimming pool, BBQ facilities, and the opportunity to sample and purchase local wine and olive oil.

Best pet friendly San Gimignano holiday rentals

Among the 457 accommodations in San Gimignano, here are the 4 best pet friendly rentals

Villa Delle Torri - Teloni - San Gimignano
9.5 27 reviews

Villa Delle Torri - Teloni

house, San Gimignano
Villa delle Torri - Homelike Villas is situated in San Gimignano, a 40km drive from Siena’s Piazza del Campo and a short distance from the town centre. The property has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
This spacious villa, measuring 500 square metres, has 8 bedrooms and 8 bathrooms, providing ample space for large groups or families. Guests can enjoy a range of amenities including a swimming pool, garden, terrace, fully equipped kitchen, free Wi-Fi and parking.
Il Teatro - San Gimignano
9.7 48 reviews

Il Teatro

apartment, San Gimignano
Il Teatro apartment offers a central San Gimignano location, a short walk from the city centre and 39km from both Siena's Piazza del Campo and Piazza Matteotti.
This 60 square metre flat sleeps up to 10 guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, air conditioning, free Wi-Fi, parking, and a children's playground nearby.
1-casa Corallo Con Parcheggio Di Proprietà - San Gimignano
9.8 30 reviews

1-casa Corallo Con Parcheggio Di Proprietà

apartment, San Gimignano
This apartment is conveniently located just a stone's throw from Piazza della Cisterna, the main square of San Gimignano, a UNESCO World Heritage site. With excellent ratings for location, cleanliness, and overall experience, this property is a great choice for your stay. The apartment has a spacious loft design, comfortably accommodating up to four guests, and features a well-equipped kitchen, a private outdoor space, and a shared garden and parking area.
Casa Baldi - San Gimignano
9.6 52 reviews

Casa Baldi

house, 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.
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