Villas and Holiday homes in San Gimignano

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San Gimignano holiday homes
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49 Villa rentals in San Gimignano

Browse Holiday Homes near the Historic Centre in San Gimignano

Position yourself moments from excellent independent bistros and famous landmarks with central holiday homes in San Gimignano.

Antica Posta - San Gimignano
9.3 19 reviews

Antica Posta

house, San Gimignano
Antica Posta is located in the historic centre of San Gimignano, just a minute's walk from the Collegiate Church, offering a peaceful retreat from the bustling tourist crowds. The property has received excellent ratings for its location, cleanliness, and overall experience.
This charming two-bedroom house spans 100 square metres and features a fully equipped kitchen, a terrace with stunning views, a garden, and even a tennis court. Guests can enjoy the convenience of free Wi-Fi, parking, and a range of amenities, making it ideal for families and those seeking a comfortable and enjoyable stay in the heart of Tuscany.
Agriturismo Il Colto - San Gimignano
9.2 265 reviews

Agriturismo Il Colto

farm, San Gimignano
Agriturismo Il Colto is located just outside the Porta San Giovanni gate of San Gimignano, 100 metres from the old town, with Poggibonsi 10 kilometres away and Florence reachable within 50 minutes. The farm enjoys an excellent rating for location, cleanliness, and user experience.
The property features a single bedroom, one bathroom, and can accommodate up to two guests. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, room service, parking, and Wi-Fi, as well as access to fresh, locally produced olive oil.
Casa Simonetta - San Gimignano
9.8 145 reviews

Casa Simonetta

house, San Gimignano
Casa Simonetta is a four-bedroom apartment located 0.8km from San Gimignano's historic centre, offering easy access to the town's attractions.
This self-catering property sleeps seven, features two private parking spaces, secure bicycle storage, free Wi-Fi, a fully equipped kitchen with a fridge-freezer and washing machine, and all linen provided.
La Maison Tour - San Gimignano
9.3 35 reviews

La Maison Tour

house, San Gimignano
This San Gimignano apartment, a self-catering flat in a medieval tower house, is centrally located just 0.5km from the Piazza Duomo.
Sleeping four guests, it features a double and single bed in one bedroom, a sofa bed in the living room, a fully equipped kitchen with washing machine, and a bathroom with bidet; free parking is available 0.47km away.

Best family friendly San Gimignano villas and holiday home

Among the 49 accommodations in San Gimignano, here are the 4 best family friendly villas and holiday homes

70 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
9.5 46 reviews

70 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, San Gimignano
Farm rental for 4 people with an excellent rating of 95% based on 46 reviews. This accommodation is located in San Gimignano.
Services and facilities include a garden, a fridge and free parking. This accommodation is ideal for families.
Casa Renai A San Gimignano (4) - San Gimignano
10 18 reviews

Casa Renai A San Gimignano (4)

house, San Gimignano
This Tuscan farmhouse apartment, near San Gimignano, is a short drive (a few kilometres) from the town centre and nestled amongst Vernaccia vineyards.
This two-bedroom, one-bathroom property sleeps four, boasting a vintage interior, swimming pool, garden, parking, and features such as on-site bicycle/e-bike rental and optional catered meals; nearby attractions include the Agri-ristorante Chiosco ai Renai (20 minutes away).
98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - San Gimignano
9.5 10 reviews

98 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, San Gimignano
Farm rental for up to 5 people with an excellent rating of 95% based on 10 reviews. Your accommodation will be located in San Gimignano.
Facilities and services include a kitchen, rooms suitable for events and air conditioning. This accommodation in San Gimignano also has a garden!
Villa La Stellina - San Gimignano
8.5 26 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.

Frequently asked questions about villa rentals in San Gimignano

  • What are the must-see attractions in and around San Gimignano?

    You absolutely must visit the Piazza della Cisterna, a beautiful square with a well in the centre. Don't miss the Torre Grossa, the tallest of the remaining towers, and the Museo di Arte Sacra, which houses a collection of religious art. Just outside of San Gimignano, you can find the Abbey of San Galgano, a stunning ruined abbey with a fascinating history.
  • What are the best holiday homes in San Gimignano?

    Among the holiday homes in San Gimignano, Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of San Gimignano?

    You'll likely see lots of birds, like sparrows and larks, and maybe some squirrels in the trees. If you're lucky, you might spot a fox or a weasel in the countryside. There are also some lovely vineyards and olive groves nearby.
  • What are the best holiday homes with a pool in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best holiday homes with a pool in San Gimignano.

  • What is the best time to visit San Gimignano?

    Spring (April-May) and Autumn (September-October) are the best times to visit San Gimignano. The weather is pleasant, the crowds are smaller, and the colours of the Tuscan countryside are at their most vibrant.
  • What are the best holiday homes with a jacuzzi in San Gimignano?

  • When is it easiest to book a villa rental in San Gimignano?

    Booking outside of peak season, like in the shoulder months of April-May or September-October, will give you the best chance of finding a good deal and availability. You can also try booking last minute if you're flexible with your dates.
  • What are the best holiday homes for families and kids in San Gimignano?

    The best holiday homes for families and kids in San Gimignano are Villa Del Sole, Podere Bellavista and Il Casale Del Cotone.

  • What are the top hiking trails near San Gimignano?

    The Sentiero degli Etruschi is a great hiking trail that passes through vineyards and olive groves, offering stunning views of the Tuscan countryside. There's also the Via Francigena, a historic pilgrimage route that passes through San Gimignano, with plenty of opportunities for scenic walks.
  • What are the best pet friendly holiday homes in San Gimignano?

    The best pet friendly holiday homes in San Gimignano are Il Casale Del Cotone, Antica Dimora and Maggie's Million Dollar View - "Mandarino".

  • What are the advantages of renting a house or a villa in San Gimignano

    Renting a villa gives you more space and privacy than a hotel, and you can enjoy the feeling of being at home in a beautiful setting. You'll also have access to a kitchen, so you can prepare your own meals and save money on dining out.
  • What are the best holiday homes with parking in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best holiday homes with parking in San Gimignano.

  • Are there popular destinations near San Gimignano?

    Yes, there are plenty of popular destinations near San Gimignano. Siena, Florence, and Pisa are all within easy reach by car or train, and each offers its own unique attractions and experiences.

Popular destinations

Best San Gimignano villas and holiday homes with a garden

Casa Anna "A Lovely Home In Tuscany" - San Gimignano
9.9 106 reviews

Casa Anna "A Lovely Home In Tuscany"

house, Colle di Val d'Elsa
Casa Anna is located in the historic district of Colle di Val d'Elsa, a short walk from the charming Piazza Arnolfo and the Duomo, offering a peaceful retreat in the heart of this Tuscan town. The house has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This three-bedroom, two-bathroom property features a spacious terrace with stunning views of the Tuscan countryside. Casa Anna offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families and groups looking for a relaxing and active holiday.
Vernaccia Country House - San Gimignano
9.3 109 reviews

Vernaccia Country House

house, Barberino Tavarnelle
LE QUERCIOLINE is a holiday home located in Tavarnelle Val di Pesa, just 30 kilometres from Florence's Pitti Palace and 34 kilometres from the Ospedale degli Innocenti, making it an ideal base for exploring the Chianti region. It has received excellent ratings for its location, cleanliness, and overall user experience.
The property features a private garden with a patio offering views of the inner courtyard, perfect for relaxing or dining al fresco. Amenities include a swimming pool with stunning views, a well-equipped kitchen, a barbecue, a picnic area, free Wi-Fi, private parking, and a tennis court.
20 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.8 72 reviews

20 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, San Gimignano
Farm for 2 guests with an excellent rating of 98% based on 72 reviews. Your accommodation will be based in San Gimignano.
Services and facilities include a washing machine, a swimming pool and free parking. Pets are allowed in this accommodation.
Agriturismo Renai E Monte Ii - San Gimignano
9.4 164 reviews

Agriturismo Renai E Monte Ii

farm, Gambassi Terme
Renai e Monte Farm Stay is situated in Gambassi Terme, Tuscany, just 45 kilometres from Florence, 50 kilometres from Siena, and 20 kilometres from San Gimignano, offering a peaceful rural retreat with easy access to some of Italy’s most famous historical cities. The farm has received excellent ratings for its location, cleanliness, and overall experience.
The farm stay offers a variety of accommodation options, from spacious rooms with balconies or terraces to superior rooms with spa baths or hot tubs. Guests can enjoy a range of amenities and activities, including a seasonal outdoor pool, a children’s playground, free Wi-Fi, private parking, a restaurant, a spa, a fitness centre, a tennis court, bike rental, and babysitting services.

Best San Gimignano villas and holiday homes with parking

Tenuta Acquabona - Intero Casale - San Gimignano
9.8 6 reviews

Tenuta Acquabona - Intero Casale

house, Gambassi Terme
Tenuta Acquabona is a rural estate located in Gambassi Terme, approximately 45 kilometres from Piazza Matteotti and 48 kilometres from Piazzale Michelangelo.
This spacious 140 square metre holiday home offers five bedrooms and three bathrooms, featuring a well-equipped kitchen, a swimming pool, a garden, and a fireplace, with free private parking and WiFi available.
Holiday Home Fattoria Di Fugnano-3 By Interhome - San Gimignano
8.7 3 reviews

Holiday Home Fattoria Di Fugnano-3 By Interhome

house, San Gimignano
This holiday home in Libbiano, approximately 42 kilometres from San Gimignano's Piazza della Cisterna and Piazza Matteotti, offers a peaceful countryside escape near the iconic Tuscan town.
The 54-square-metre property features one bedroom, one bathroom, sleeps three guests, and includes a private pool, garden, parking, Wi-Fi, and a fully equipped kitchenette.
Villa La Stellina - San Gimignano
No reviews

Villa La Stellina

house, San Gimignano
Book this Holiday rental. You will be in San Gimignano.
Facilities and services include a washing machine, a terrace and a dish washer.
Casa Gelsomino, Al Centro Dell' Arte E Del Relax - San Gimignano
9.9 48 reviews

Casa Gelsomino, Al Centro Dell' Arte E Del Relax

house, Colle di Val d'Elsa
Casa Gelsomino, a ground-floor apartment in Castel San Gimignano, offers easy access to San Gimignano, Volterra, Siena, and Florence, all within a reasonable driving distance (distances unspecified).
This two-bedroom, one-bathroom dwelling sleeps six, boasting a private garden, shared swimming pool, parking, and a fully equipped kitchen including a dishwasher, microwave, fridge and freezer; a shared laundry room and barbecue are also available.

Check Out Holiday Homes with a Pool in San Gimignano

Having pool access at your city holiday home makes a proper swim in the heart of San Gimignano a delightful daily highlight.

Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano - San Gimignano
10 120 reviews

Villa With Pool, 4 Rooms En Suite, Wifi A/c, Walking Distance From San Gimignano

house, San Gimignano
Villa ∙ 8 Bedrooms ∙ 20 Guests - San Gimignano
No reviews

Villa ∙ 8 Bedrooms ∙ 20 Guests

house, San Gimignano
Top Location - Villa In San Gimignano, Top View, 4 Dbl En-suite, Pool, Ac, Wifi - San Gimignano
10 119 reviews

Top Location - Villa In San Gimignano, Top View, 4 Dbl En-suite, Pool, Ac, Wifi

house, San Gimignano
Agriturismo Il Casolare Di Bucciano - San Gimignano
9.0 1168 reviews

Agriturismo Il Casolare Di Bucciano

farm, San Gimignano

Best Luxury Holiday Homes in San Gimignano

Sophistication and a prime location define each luxury holiday home in San Gimignano.

Casa Nel Centro Storico - San Gimignano
10 1 review

Casa Nel Centro Storico

house, San Gimignano

Explore Holiday Homes with a Hot Tub in San Gimignano

Indulging in a your holiday home with a hot tub at the end of a busy city day in San Gimignano is a wonderful way to switch off.

Montegonfoli 4, Apartment For 4 Adults With Amazing Views On San Gimignano - San Gimignano
9.6 137 reviews

Montegonfoli 4, Apartment For 4 Adults With Amazing Views On San Gimignano

apartment, San Gimignano
Villa Iris Luxury San Gimignano, 6 En-suite Bedrooms, Swimming Pool, Spa, Sauna. - San Gimignano
10 122 reviews

Villa Iris Luxury San Gimignano, 6 En-suite Bedrooms, Swimming Pool, Spa, Sauna.

house, San Gimignano
Podere Il Pino - San Gimignano
8.7 580 reviews

Podere Il Pino

house, Poggibonsi
150 M² House ∙ 3 Bedrooms ∙ 6 Guests - San Gimignano
9.2 4 reviews

150 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, San Gimignano
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