Holiday Rentals in San Gimignano

342 available vacation rental offers

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San Gimignano holiday rentals
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Best Holiday rentals and Airbnb offers 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

Il Borghetto Tuscan Holidays - San Gimignano
9.6 110 reviews
San Gimignano
29/06 – 03/07
SG$275/nighttotal: SG$1100 (4 )

Il Borghetto Tuscan Holidays

1 2
house , San Gimignano
Il Borghetto Tuscan Holidays is a country property located 5km outside of San Gimignano, close to Poggibonsi Station and a 45-minute drive from Siena. The property has received excellent ratings for its location, cleanliness, and overall experience.
The property offers traditional Tuscan charm with wood-beamed ceilings and traditional furnishings. Guests can enjoy a swimming pool, a restaurant serving Tuscan cuisine, and cooking classes, all while enjoying breathtaking views of the surrounding hills.
Apartment Lari-1 By Interhome - San Gimignano
9.2 303 reviews
San Gimignano
22/08 – 25/08
SG$327/nighttotal: SG$981 (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.
Il Vecchio Convento - San Gimignano
8.5 30 reviews
San Gimignano
01/07 – 02/07
SG$352/nightfor 1 night

Il Vecchio Convento

1 1
apartment , San Gimignano
This one-bedroom apartment in San Gimignano is located just 180 metres from the city centre, providing easy access to the historic Piazza della Cisterna and the iconic towers.
The 59 square metre apartment features a fully equipped kitchen, air conditioning, and can accommodate up to six guests, making it ideal for families or groups of friends exploring the Tuscan countryside.
Agriturismo Macinatico - App Alloro - San Gimignano
10 2 reviews
San Gimignano
27/07 – 30/07
SG$783/nighttotal: SG$2349 (3 )

Agriturismo Macinatico - App Alloro

3 6
gîte , San Gimignano
This San Gimignano gîte is located on a hillside overlooking the historic centre of the town, just 2 kilometres from the iconic towers of Piazza della Cisterna.
The three-bedroom self-catering property boasts a private swimming pool, a spacious garden with barbecue facilities, and offers guests the opportunity to sample local wines and delicacies through organised tastings.

Best San Gimignano holiday rentals with parking

Il Teatro - San Gimignano
9.6 45 reviews
San Gimignano
18/08 – 21/08
SG$263/nighttotal: SG$789 (3 )

Il Teatro

2 2
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.
80 M² House ∙ 2 Bedrooms ∙ 8 Guests - San Gimignano
San Gimignano
03/08 – 05/08
SG$262/nighttotal: SG$524 (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.
Il Palagione - San Gimignano
9.9 444 reviews
San Gimignano
29/08 – 31/08
SG$193/nighttotal: SG$386 (2 )

Il Palagione

1 2
farm , San Gimignano
Il Palagione farmhouse, near San Gimignano, is situated 10km from the Collegiate Church of San Gimignano and a 20-minute drive from Volterra.
This one-bedroom, one-bathroom property sleeps two guests and offers air conditioning, Wi-Fi, a terrace, garden, parking, and a welcome wine tasting.
La Pendolina - Panoramic Terrace Apartment - San Gimignano
San Gimignano
01/10 – 05/10
SG$668/nighttotal: SG$2672 (4 )

La Pendolina - Panoramic Terrace Apartment

1 7
apartment , San Gimignano
This San Gimignano residence, La Pendolina, is located in Strada, approximately 40 kilometres from Piazza Matteotti and Piazza del Campo.
This air-conditioned, 110 square metre flat offers accommodation for up to 13 guests, featuring a fully equipped kitchen, free Wi-Fi, a panoramic terrace, a balcony, and private parking, with Florence Airport 56 kilometres away.

Frequently asked questions about holiday rentals in San Gimignano

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

    San Gimignano is bursting with history, so you can't miss the historic centre with its iconic towers. For a change of pace, head to the nearby town of Volterra, known for its Etruscan ruins and alabaster workshops. If you're up for a longer trip, Siena is a beautiful medieval city about an hour's drive away.
  • 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.

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

    A walk along the city walls offers fantastic views of the Tuscan countryside. For a longer cycle, the Via Francigena is a historic pilgrimage route that passes through San Gimignano. It's a scenic route with rolling hills and charming villages.
  • What are the most popular Airbnbs in San Gimignano?

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

    You can enjoy walking and cycling in the area, and there are several horse riding centres nearby. For a more adventurous experience, try a hot air balloon ride over the Tuscan landscape, offering stunning views of San Gimignano and the surrounding hills.
  • 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 other towns or cities can be easily accessed from San Gimignano?

    Siena, Florence, and Pisa are all within easy reach of San Gimignano. You can easily reach them by car or by taking a train from the nearby town of Poggibonsi. For a more relaxed day trip, head to the charming medieval town of Monteriggioni, just a short drive away.
  • 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?

    You'll usually find kitchens, Wi-Fi, and washing machines in vacation rentals in San Gimignano. Some rentals also have private gardens or terraces, and some even have swimming pools. It's best to check the specific details of each rental before booking.
  • 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 for visiting San Gimignano. The weather is pleasant, and the crowds are smaller than in the peak summer months. The summer can be very hot and crowded, while winter can be chilly and wet.
  • What are the local dishes in San Gimignano region?

    The local cuisine is rich and flavorful, with dishes like Ribollita, a hearty bread soup, and Pici cacio e pepe, a pasta dish with pecorino cheese and black pepper. Don't miss the local Vernaccia wine, a dry white wine produced in the area. For dessert, try the famous Panforte, a spiced fruitcake.

Destinations nearby

Best San Gimignano holiday rentals with a balcony

Casa Giovanni - San Gimignano
9.2 888 reviews
San Gimignano
15/09 – 21/09
SG$181/nighttotal: SG$1086 (6 )

Casa Giovanni

2 2
apartment , San Gimignano
CASA GIOVANNI is located in a peaceful setting, just 37 kilometres from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano. The property has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom apartment can comfortably accommodate up to four guests. The apartment features a fully equipped kitchen, a private terrace with garden and mountain views, free parking, and free Wi-Fi, making it a perfect choice for families or groups looking for a comfortable and convenient stay.
Memory House - San Gimignano
10 1 review
San Gimignano
27/06 – 04/07
SG$204/nighttotal: SG$1428 (7 )

Memory House

2 2
apartment , San Gimignano
Memory House is situated in San Gimignano, just 7km from the historic centre and 14km from Piazza Cisterna.
This two-bedroom apartment, ideal for families or groups, boasts a private pool, a relaxing garden, and a fully equipped kitchen, making it perfect for a self-catering holiday.
Casa Bardi - San Gimignano
9.6 288 reviews
San Gimignano
27/06 – 28/06
SG$742/nightfor 1 night

Casa Bardi

3 2
apartment , San Gimignano
Casa Bardi apartments are located in the heart of San Gimignano's historic centre, a UNESCO World Heritage Site, just a short walk from shops, restaurants, and cafes, with Florence being a 50km drive away. The apartments have received excellent ratings for location, cleanliness and user experience.
Each apartment has a private terrace or patio, perfect for enjoying the Tuscan sunshine. Guests can take advantage of the fully equipped kitchenettes, free WiFi, air conditioning, swimming pool, sauna and valet parking, as well as enjoy the beautiful garden.
Casa Nella Corte Nel Centro Di San Gimignano Con Balcone Panoramico Wifi E Garage Auto Privato - San Gimignano
9.5 8 reviews
San Gimignano
25/07 – 30/07
SG$352/nighttotal: SG$1760 (5 )

Casa Nella Corte Nel Centro Di San Gimignano Con Balcone Panoramico Wifi E Garage Auto Privato

2 2
apartment , San Gimignano
Casa Tiziana, a centrally located San Gimignano flat, offers easy walking access to the city centre and is 39 kilometres from both Siena's Piazza del Campo and Piazza Matteotti.
This 80-square-metre self-catering apartment sleeps seven, boasting two bedrooms, a fully equipped kitchen with dishwasher, a private balcony with Tuscan countryside views, free Wi-Fi, and free private parking.

Best pet friendly San Gimignano holiday rentals

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

Capanna Frui Ruris, San Gimignano - San Gimignano
9.9 73 reviews
San Gimignano
06/07 – 19/07
SG$233/nighttotal: SG$3029 (13 )

Capanna Frui Ruris, San Gimignano

2 3
apartment , San Gimignano
This Tuscan farmhouse lies between San Gimignano and Certaldo, approximately equidistant from both historic towns, offering easy access to their attractions.
The 2-bedroom, 1-bathroom property sleeps 4, features a 500 sq m private garden with pergola, shared pool access (May 30th - September 15th), and includes a fridge, freezer, microwave, dishwasher, and air conditioning.
Casa Vesta - San Gimignano
9.6 45 reviews
San Gimignano
27/06 – 04/07
SG$280/nighttotal: SG$1960 (7 )

Casa Vesta

2 2
apartment , San Gimignano
This apartment is situated within the historic city walls of San Gimignano, just a short walk from Piazza della Cisterna and the renowned Dondoli gelato shop. The surrounding area is steeped in medieval charm, with cobbled streets and stunning architecture.
The two-bedroom property can comfortably accommodate up to four guests. It features a fully equipped kitchen, a washing machine, a dryer, air conditioning, and high-speed Wi-Fi, ensuring a comfortable stay. Guests also have access to a private winery for wine tasting and can enjoy the use of two bikes to explore the surrounding countryside.
San Gimignano Casa Centro Storico - San Gimignano
9.9 114 reviews
San Gimignano
22/08 – 25/08
SG$249/nighttotal: SG$747 (3 )

San Gimignano Casa Centro Storico

1 3
apartment , San Gimignano
This apartment is situated in the heart of San Gimignano's historic centre, overlooking the Piazza del Duomo and within easy walking distance of the Cathedral, the Palazzo del Podestà, and the Palazzo del Comune. It has received excellent ratings for location, cleanliness, and user experience.
The flat has one bedroom and two bathrooms, comfortably accommodating up to six guests. It comes equipped with a kitchen, internet access, and heating for winter, and welcomes pets.
Tognazzi Casa Vacanze - Appartamento Due Archi - San Gimignano
10 3 reviews
San Gimignano
01/10 – 05/10
SG$342/nighttotal: SG$1368 (4 )

Tognazzi Casa Vacanze - Appartamento Due Archi

3 7
apartment , San Gimignano
Tognazzi Casa Vacanze - Appartamento Due Archi, near San Gimignano, is situated approximately 43 kilometres from Florence's Piazzale Michelangelo, Pitti Palace, and Piazza Matteotti.
This 110 square metre holiday home boasts three bedrooms, four bathrooms, a private jacuzzi, garden, parking and sleeps up to thirteen guests, offering BBQ facilities and proximity to San Gimignano.
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