Holiday Rentals in San Gimignano

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

Casa Palace - San Gimignano
9.2 8 reviews

Casa Palace

apartment, Certaldo
Casa Palace, in Certaldo, offers a family-friendly apartment, approximately 40-45 kilometres from Florence's Pitti Palace and Ponte Vecchio.
This 90 square metre, two-bedroom property sleeps nine, boasting a fully equipped kitchen, private balcony, free Wi-Fi, and parking.
San Gimignano: Ancient House Renovated In The Heart Of San Gimignano - San Gimignano
9.0 2 reviews

San Gimignano: Ancient House Renovated In The Heart Of San Gimignano

apartment, San Gimignano
This apartment offers an unparalleled location within the medieval city walls of San Gimignano, situated in the central district with superb views of Piazza Duomo and Piazza Erbe, and within easy walking distance of Podesta's Palace and San Gimignano Communal Palace.
Spanning 100 square meters, this family-friendly accommodation accommodates up to four guests across two bedrooms and one bathroom, featuring a kitchen with a fridge and microwave, a terrace/balcony, parking, and complimentary internet, serving as an ideal base for exploring nearby attractions such as the SottoVico Garden and wineries like Il Fiaschetto, with opportunities for winery tours and ecotours.
Podere Il Pino - San Gimignano
8.7 594 reviews

Podere Il Pino

house, Poggibonsi
Podere Il Pino is a holiday home located in the Chianti Hills, just 10km from San Gimignano and a short drive from Colle di Val d'Elsa and Poggibonsi, offering a peaceful retreat in the heart of Tuscany. It has received very good ratings for location, cleanliness and user experience.
Each apartment comes with a private patio overlooking the large garden, providing a relaxing space to enjoy meals and the Tuscan sunshine. Guests can also enjoy the 18-metre pool with hydromassage jets, the small spa, the shared laundry room, and the tennis court.
Il Castro Luxury Apartments - San Gimignano
9.8 15 reviews

Il Castro Luxury Apartments

apartment, San Gimignano
Il Castro Luxury Apartments are located in San Gimignano, just 42 kilometres from Piazza Matteotti and offering stunning views of the surrounding gardens. The apartments receive very good user ratings and excellent location ratings, with cleanliness also being rated very good.
The apartments offer a comfortable living space with a private entrance, a fully equipped kitchen, a spacious living area, and air conditioning. Guests can enjoy a refreshing dip in the swimming pool, relax on the terrace or in the garden, and take advantage of the free Wi-Fi and private parking.

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.
Tre Civette Sul Comò Di San Gimignano - San Gimignano
10 3 reviews

Tre Civette Sul Comò Di San Gimignano

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.
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.
Historical Palace 13 Century In San Gimignano 1+2 - San Gimignano
No reviews

Historical Palace 13 Century In San Gimignano 1+2

apartment, San Gimignano
This apartment offers a unique stay within a historical palace in San Gimignano, providing access to a medieval courtyard and situated within a 5-10 minute walk of free parking.
Accommodating up to 16 guests, this residence features 5 bathrooms, complimentary WiFi throughout, and a daily cleaning service, with buffet breakfast available upon request.

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.

Popular destinations

Best San Gimignano holiday rentals with a balcony

Le Torri 3 San Gimignano - San Gimignano
10 1 review

Le Torri 3 San Gimignano

apartment, San Gimignano
This apartment in Le Torri 3, San Gimignano, offers city views and is located 38.6 kilometres from Piazza del Campo and Piazza Matteotti, with Florence Airport situated 59.5 kilometres away.
This 60 square metre, two-bedroom flat accommodates up to seven guests, featuring air conditioning, complimentary WiFi, a fully equipped kitchen with a dishwasher, and a terrace, making it suitable for families and pet owners.
Casa Dei Nonni - Mario&lina Country Chic - San Gimignano
9.3 6 reviews

Casa Dei Nonni - Mario&lina Country Chic

apartment, San Gimignano
CASA DEI NONNI - Mario&Lina Country Chic is a country retreat located in San Gimignano, approximately 35 kilometres from Piazza Matteotti and Piazza del Campo.
This 58 square metre flat accommodates up to 9 guests and features a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, a sun terrace, and complimentary private parking, with outdoor play equipment available for families.
Agriturismo Fattoria Il Piano - Appartamento Aia - San Gimignano - San Gimignano
9.4 503 reviews

Agriturismo Fattoria Il Piano - Appartamento Aia - San Gimignano

apartment, San Gimignano
This apartment is located just outside the historic city walls of San Gimignano, a 42-kilometre drive from Siena's Piazza del Campo and 45 kilometres from Lucca's Piazza Matteotti, offering a peaceful escape in the Tuscan countryside. Guests have consistently rated the property as excellent for its location, cleanliness, and overall experience.
The self-catering accommodation features a private pool with stunning views of the surrounding countryside, a terrace for al fresco dining, and a fully equipped kitchen with a dishwasher. Guests can enjoy a range of amenities including air conditioning, a washing machine, free private parking, and a concierge service.
San Galgano, Pool And Lake View - San Gimignano
No reviews

San Galgano, Pool And Lake View

apartment, San Gimignano
This San Gimignano holiday home, Villa San Galgano, is located in Zambra, a short distance from San Gimignano itself, and approximately 32-48km from Siena and Florence.
The two-bedroom property boasts a private pool, fully equipped kitchen, terrace, parking, and is perfect for a relaxing Tuscan escape, offering easy access to major Tuscan cities.

Best pet friendly San Gimignano holiday rentals

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

Fontemaggio - San Gimignano
9.8 294 reviews

Fontemaggio

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.
Casa Bardi Luxury Apartments With Parking In San Gimignano Italy - San Gimignano
10 1 review

Casa Bardi Luxury Apartments With Parking In San Gimignano Italy

apartment, San Gimignano
Casa Bardi Luxury Apartment is centrally located in San Gimignano's historic centre, close to the Palazzo del Podestà and the Palazzo Comunale.
This three-bedroom, two-bathroom apartment sleeps six, offering a fully equipped kitchen with microwave and dishwasher, air conditioning, free parking, and Wi-Fi.
Il Coltro - San Gimignano
9.2 92 reviews

Il Coltro

house, San Gimignano
Il Coltro is a historic farmhouse located in the Tuscan countryside, just 10 kilometres from the medieval town of San Gimignano. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
Each apartment in the farmhouse has its own private outdoor space with a BBQ, overlooking the garden, pool, or countryside. Guests can enjoy a range of amenities, including a swimming pool, free Wi-Fi, parking, and bike rentals, making it easy to explore the surrounding area.
Alle Vacche - San Gimignano
9.0 45 reviews

Alle Vacche

apartment, San Gimignano
This San Gimignano agriturismo apartment is located 7km from both San Gimignano and Certaldo, offering a secluded setting in the Tuscan countryside with stunning views and easy access to major Tuscan towns.
The self-catering property sleeps three guests in one bedroom and one bathroom, and includes a terrace, garden access, swimming pool, on-site restaurant, free Wi-Fi, and amenities such as a cot and high chair.
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