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

Fattoria Di Fugnano By Interhome - San Gimignano
9.6 51 reviews
San Gimignano
16/09 – 23/09
SG$197/nighttotal: SG$1379 (7 )

Fattoria Di Fugnano By Interhome

1 2
apartment , San Gimignano
This pet-friendly apartment, situated 4km from San Gimignano and 14km from Colle di Val d'Elsa, enjoys a secluded hilltop location offering stunning panoramic countryside views.
The self-catering property sleeps four guests in two double bedrooms, features a combined kitchen/living area, a private parking space, and access to a shared 200-hectare estate with a seasonal swimming pool.
Fattoria Di Pancole - San Gimignano
8.8 120 reviews
San Gimignano
01/10 – 05/10
SG$677/nighttotal: SG$2708 (4 )

Fattoria Di Pancole

4 7
farm , San Gimignano
Fattoria Di Pancole is situated in the Tuscan countryside, a short five-minute drive from the historic hill town of San Gimignano. The farm enjoys excellent ratings for location, cleanliness, and overall guest experience.
The farm offers spacious apartments with fully equipped kitchens and private gardens, perfect for enjoying the tranquil setting. Guests can relax by the swimming pool, explore the surrounding vineyards and olive groves, or sample the farm's award-winning wines.
Il Vecchio Convento - San Gimignano
8.5 30 reviews
San Gimignano
27/07 – 29/07
SG$357/nighttotal: SG$714 (2 )

Il Vecchio Convento

1 2
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.
Reginaserena - San Gimignano
9.3 29 reviews
San Gimignano
27/07 – 30/07
SG$281/nighttotal: SG$843 (3 )

Reginaserena

2 6
apartment , Certaldo
ReginaSerena is a recently renovated apartment located in Certaldo, a charming town just 34 kilometres from Florence, offering easy access to the city's iconic landmarks and attractions.
This self-catering property features a private garden with barbecue facilities, a sun terrace for relaxing, and a fully equipped kitchen. Guests can enjoy free Wi-Fi, on-site parking, and a packed lunch service for exploring the surrounding Tuscan countryside.

Best San Gimignano holiday rentals with parking

Agriturismo Fattoria Il Piano - Appartamento Antica Cucina - San Gimignano - San Gimignano
8.7 42 reviews
San Gimignano
27/08 – 03/09
SG$233/nighttotal: SG$1631 (7 )

Agriturismo Fattoria Il Piano - Appartamento Antica Cucina - San Gimignano

2 4
apartment , San Gimignano
This self-catering apartment is located in the Tuscan countryside, just 42 kilometres from Siena's Piazza del Campo and 45 kilometres from Lucca's Piazza Matteotti. It has received very good user ratings, excellent location ratings, and excellent cleanliness ratings.
The apartment is a two-bedroom property with one bathroom and covers 75 square metres. Guests can enjoy a private pool, a garden with barbecue facilities, a patio, table tennis, cycling, and free Wi-Fi.
San Giovanni Apartment - San Gimignano
10 11 reviews
San Gimignano
27/07 – 02/08
SG$209/nighttotal: SG$1254 (6 )

San Giovanni Apartment

1 3
apartment , San Gimignano
This one-bedroom flat is located in the San Giovanni district, just outside the historic centre of San Gimignano, a short walk from Porta San Giovanni and the Piazzale Martiri di Montemaggio arrival point coming from Poggibonsi. This property has received excellent ratings for location, cleanliness, and overall experience.
The apartment comfortably sleeps up to three guests and features a well-equipped kitchen with a fridge, freezer, and dishwasher, as well as a spacious bathroom with a shower, bidet, and washing machine. Other amenities include Wi-Fi, air conditioning, heating, and a comfortable living space with a sofa bed, making it perfect for relaxing after a day of exploring the charming town.
S.m.vicolo Dell'oro Luxury Apartment In The Heart Of San Gimignano - San Gimignano
San Gimignano
10/08 – 20/08
SG$370/nighttotal: SG$3700 (10 )

S.m.vicolo Dell'oro Luxury Apartment In The Heart Of San Gimignano

2 4
apartment , San Gimignano
This San Gimignano city centre apartment is a 5-minute walk from Piazza Duomo and the Palazzo Comunale, offering easy access to the Rocca di Montestaffoli and the Collegiate Church of Santa Maria Assunta.
The two-bedroom, two-bathroom flat sleeps four guests and includes air conditioning, Wi-Fi, and laundry facilities, with nearby wineries such as the Sovestro in Poggio Winery within easy reach.
Podere Le Grotte - San Gimignano
9.7 122 reviews
San Gimignano
08/07 – 13/07
SG$186/nighttotal: SG$930 (5 )

Podere Le Grotte

2 2
house , San Gimignano
Podere Le Grotte is located 4 kilometres outside of San Gimignano, close to the charming town of Certaldo, just a 7.6 kilometre drive away. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The apartment offers two bedrooms and features a rustic style, allowing guests to experience authentic Tuscan living. Guests can enjoy the beautiful Tuscan countryside with a refreshing dip in the pool, surrounded by the spacious garden and relax on their private terrace.

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

La Casa Dei Fichi - San Gimignano
9.0 17 reviews
San Gimignano
25/08 – 26/08
SG$143/nightfor 1 night

La Casa Dei Fichi

1 2
apartment , Gambassi Terme
La Casa dei Fichi, a self-catering apartment in Gambassi Terme, is situated approximately 48-56km from Florence, offering easy access to landmarks such as Piazzale Michelangelo and Piazza Matteotti.
This 50 square metre property comprises one bedroom, a living room, and a bathroom, comfortably accommodating up to five guests and boasting a terrace, garden, free parking, and Wi-Fi.
Lovely Balcony San Gimignano Apartments - San Gimignano
8.9 128 reviews
San Gimignano
25/07 – 30/07
SG$238/nighttotal: SG$1190 (5 )

Lovely Balcony San Gimignano Apartments

2 2
apartment , San Gimignano
This apartment is located in San Gimignano, Tuscany, just 38 kilometres from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano, making it a great base for exploring the region. It has received excellent ratings for location, cleanliness, and overall user experience.
The self-catering property has two bedrooms and one bathroom, spanning 70 square metres and comfortably accommodating up to three guests. It features a terrace with city views, a fully equipped kitchen, Wi-Fi, and paid airport shuttle service.
Casa Simonetta - San Gimignano
9.4 300 reviews
San Gimignano
27/06 – 28/06
SG$201/nightfor 1 night

Casa Simonetta

4 2
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.
Casa Martina, Piazza Delle Erbe, San Gimignano - San Gimignano
San Gimignano
01/09 – 05/09
SG$285/nighttotal: SG$1140 (4 )

Casa Martina, Piazza Delle Erbe, San Gimignano

2 3
apartment , San Gimignano
This San Gimignano apartment, ideally situated in Piazza delle Erbe, is adjacent to the Duomo and within easy walking distance of the Rocca di San Gimignano.
The 70 square metre property boasts two bedrooms, two bathrooms, and sleeps four, featuring a kitchen with fridge and microwave, a terrace, and a washing machine, all within easy reach of local amenities and the Piazza della Cisterna.

Best pet friendly San Gimignano holiday rentals

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

Large Elegant Apartment + Free Parking - San Gimignano
9.7 6 reviews
San Gimignano
01/10 – 05/10
SG$612/nighttotal: SG$2448 (4 )

Large Elegant Apartment + Free Parking

1 7
apartment , San Gimignano
This elegant San Gimignano apartment is centrally located in the historic district, within easy walking distance of all major attractions.
Sleeping up to six guests, the self-catering property boasts three bedrooms, two bathrooms, a well-equipped kitchen with fridge and dishwasher, air conditioning, and internet access; pets are welcome.
Private Rooms In The Historical Center - San Gimignano
9.2 209 reviews
San Gimignano
27/07 – 29/07
SG$132/nighttotal: SG$264 (2 )

Private Rooms In The Historical Center

1 2
apartment , San Gimignano
This charming bed and breakfast is situated in the heart of San Gimignano, just 200 metres from the Piazza della Cisterna and Piazza del Duomo, along the ancient Via Francigena, offering easy access to the town's main attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The accommodation is housed in a historical medieval building, providing a unique glimpse into San Gimignano's rich past. Guests can enjoy modern amenities like private bathrooms, air conditioning, Wi-Fi, and flat-screen TVs, along with a simple breakfast and information about nearby parking options.
Tognazzi Casa Vacanze - Appartamento Due Archi - San Gimignano
San Gimignano
01/10 – 05/10
SG$300/nighttotal: SG$1200 (4 )

Tognazzi Casa Vacanze - Appartamento Due Archi

3 7
apartment , San Gimignano
This ground-floor apartment is located midway between the historic villages of San Gimignano and Certaldo Alto, offering easy access to both UNESCO World Heritage sites.
Accommodating up to seven guests, this spacious accommodation features three en-suite bedrooms, including one accessible for guests with disabilities, and provides access to a shared garden with a heated hot tub and barbecue facilities.
Fattoria Di Fugnano - San Gimignano
8.4 5 reviews
San Gimignano
27/08 – 03/09
SG$209/nighttotal: SG$1463 (7 )

Fattoria Di Fugnano

2 4
apartment , San Gimignano
This self-catering apartment is situated 4km from San Gimignano, within a 200-hectare estate in the Tuscan countryside, offering stunning panoramic views and easy access to Colle di Val d'Elsa (14km) and Siena (35km).
The 65 square metre property features two double bedrooms, one bathroom, a kitchen, and a terrace, accommodating up to four guests and including a swimming pool, garden, parking, and pet-friendly facilities.
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