Villas and Holiday homes in San Gimignano

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San Gimignano villas
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49 Villa rentals in San Gimignano

Best San Gimignano villas and holiday homes with a pool

Among the 49 accommodations in San Gimignano, here are the 4 best villas and holiday homes with a pool

Villa Sunshine - San Gimignano
9.3 3 reviews

Villa Sunshine

house, Gambassi Terme
Villa Sunshine, a 130 square metre (1400 sq ft) holiday home in Gambassi Terme, Tuscany, is situated approximately 47 kilometres from Piazzale Michelangelo and 48 kilometres from Piazza Matteotti in Florence.
This four-bedroom property, sleeping up to 15 guests, boasts a private pool, free bikes, a well-equipped kitchen, and offers on-site yoga classes; enjoy stunning mountain and garden views from its terrace.
Holiday Home L'azalea By Interhome - San Gimignano
9.3 36 reviews

Holiday Home L'azalea By Interhome

house, San Gimignano
Il Poggetto is a charming farmhouse located 7km north of San Gimignano and 4km from Certaldo, offering a peaceful escape in the Tuscan countryside. The property enjoys excellent user, location and cleanliness ratings.
The farmhouse offers a range of apartments, each with modern amenities such as air conditioning and free Wi-Fi. Guests can enjoy a communal laundry room, free bike rentals, a playground, a swimming pool, a tennis court, and breathtaking views of the Tuscan countryside.
54 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
9.4 62 reviews

54 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Gambassi Terme
Accommodation for 4 people with an excellent rating of 94% based on 62 reviews. This accommodation is based in Gambassi Terme.
Facilities and services: a washing machine, a swimming pool and a restaurant.
150 M² House ∙ 3 Bedrooms ∙ 6 Guests - San Gimignano
9.2 4 reviews

150 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, San Gimignano
La Loggia di Giulia is a pet-friendly holiday home in San Gimignano, conveniently located near the historic centre and its famous towers.
This 150 square metre property boasts three bedrooms, three bathrooms, and can comfortably accommodate six guests, offering a private garden with a whirlpool (May 1st - October 31st), a barbecue, four parking spaces, and amenities including Wi-Fi and air conditioning.

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

Casa Gelsomino, Al Centro Dell' Arte E Del Relax - San Gimignano
9.9 47 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.
Maison Dans La Court Balcon Panoramique Wifi Box - San Gimignano
10 4 reviews

Maison Dans La Court Balcon Panoramique Wifi Box

house, San Gimignano
This San Gimignano apartment, conveniently located in the town centre, offers easy walking access to San Gimignano's main attractions.
The self-catering flat features two double bedrooms, a fully equipped kitchen with dishwasher, a private garden, parking, and can comfortably accommodate four guests.
Vicolo Dell'orto - San Gimignano
10 3 reviews

Vicolo Dell'orto

house, Montaione
This dwelling in Montaione is located in Vicolo dell'Orto, approximately 48 kilometres from Piazza Matteotti and Piazzale Michelangelo, with Florence Airport 50 kilometres away.
This family-friendly apartment offers 70 square metres of living space, accommodating up to five guests with one bedroom and two bathrooms, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and a fireplace.
Torre Prima Holidays-appartamento Torre 4 - San Gimignano
9.7 42 reviews

Torre Prima Holidays-appartamento Torre 4

gîte, San Gimignano
This gîte is located in San Gimignano, within a 5km radius of the Piazza delle Erbe and the Collegiate Church of Santa Maria Assunta.
The property boasts a private garden and a swimming pool, perfect for relaxing after a day exploring the historic centre of San Gimignano.

Frequently asked questions about villa rentals in San Gimignano

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

    You absolutely must see the Piazza della Cisterna and the Palazzo Comunale, both in the heart of the historic centre. A short drive outside of San Gimignano, you'll find the beautiful Abbey of San Galgano, with its ruined church and stunning views.
  • What are the best villa rentals in San Gimignano?

    Among the villa rentals 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?

    The rolling hills around San Gimignano are great for spotting wildlife. Keep an eye out for wild boar, foxes, and a variety of birds like the hoopoe and the kestrel. You might even be lucky enough to see a deer or two.
  • What are the best villa rentals with a pool in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best villa rentals 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 you can enjoy the beautiful colours of the Tuscan countryside.
  • What are the best villa rentals with a jacuzzi in San Gimignano?

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

    It's generally easier to book a villa rental outside of the peak tourist season, which is July and August. You'll find better deals and more availability if you book for the shoulder seasons, like April-May or September-October.
  • What are the best villa rentals for families and kids in San Gimignano?

    The best villa rentals 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?

    There are several great hiking trails in the area. One popular option is the Sentiero degli Etruschi, which follows an ancient Etruscan route. Another is the Via Francigena, a historic pilgrimage route that passes through San Gimignano.
  • What are the best pet friendly villa rentals in San Gimignano?

    The best pet friendly villa rentals 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 compared to a hotel. You can enjoy your own private pool, garden, and outdoor areas. It also offers a more authentic experience of life in the Tuscan countryside.
  • What are the best villa rentals with parking in San Gimignano?

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

  • Are there popular destinations near San Gimignano?

    Definitely! Siena, Florence, and Pisa are all within easy reach of San Gimignano. You can also visit the charming medieval hilltop town of Monteriggioni, which is just a short drive away.

Popular destinations

Best San Gimignano villas and holiday homes with parking

Casa Francesca In The Countryside Of San Gimignano - San Gimignano
9.9 80 reviews

Casa Francesca In The Countryside Of San Gimignano

house, San Gimignano
Casa Francesca is a renovated hayloft situated in the Tuscan countryside, 2 kilometres from the historic village of Certaldo and a short drive from the medieval town of San Gimignano.
This spacious 3-bedroom apartment, sleeping up to 6 guests, features a fully equipped kitchen, two bathrooms, a large garden, and private parking.
Podere Il Pino - San Gimignano
8.7 586 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.
Agriturismo Azienda Agricola La Roccaia - San Gimignano
9.0 366 reviews

Agriturismo Azienda Agricola La Roccaia

farm, San Gimignano
Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, 48 kilometres from Florence's Pitti Palace and 39 kilometres from Siena's Fontebranda, offering a peaceful escape in the Tuscan countryside. The farm stay has received very good user ratings with excellent location and cleanliness scores.
The property features a garden and terrace, along with a swimming pool and free bikes. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, and a fully equipped kitchen in some units, as well as a delicious Italian or gluten-free breakfast.
Casa Teo: Ottima Partenza Per Il Cuore Di Toscana - San Gimignano
No reviews

Casa Teo: Ottima Partenza Per Il Cuore Di Toscana

house, Gambassi Terme
This centrally located apartment in Gambassi Terme offers direct views of the Municipal Park and is ideally positioned for exploring Tuscany, with Florence, Siena, and Pisa all within a 50-kilometre radius, and close proximity to the Via Francigena pilgrimage route.
This two-storey flat accommodates up to four guests and features air conditioning, Wi-Fi, a kitchen with a fridge, and a garden, with horse riding and e-bike rentals available nearby for exploring attractions such as Vinci and Certaldo Alto.

Best San Gimignano villas and holiday homes with a garden

Holiday Home Casa Alfredo By Interhome - San Gimignano
8.8 3 reviews

Holiday Home Casa Alfredo By Interhome

house, Colle di Val d'Elsa
Casa Alfredo, in Castel San Gimignano, offers a peaceful retreat approximately 35km from Siena's Piazza del Campo and 66km from Florence Airport.
This 120 square metre property features three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, private parking, Wi-Fi, a swimming pool, and a terrace; ideal for families or groups seeking a relaxing Tuscan getaway.
Casa Orneto - San Gimignano
9.7 86 reviews

Casa Orneto

house, Poggibonsi
CASA ORNETO is a charming house in Poggibonsi, conveniently located just 19 miles from the Fontebranda fountain in Siena and within easy driving distance of Florence. This house has received excellent ratings for cleanliness and user experience, with a very good location rating.
The house features one bedroom and two bathrooms, offering comfortable accommodation for up to three guests. It boasts a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a peaceful garden with stunning views, allowing guests to enjoy the tranquility of Poggibonsi.
Casa Vacanza Le Case - San Gimignano
9.1 975 reviews

Casa Vacanza Le Case

house, San Gimignano
Casa Vacanze Le Case is situated in the Tuscan countryside, 3.5 kilometres from the centre of San Gimignano and 16 kilometres from Poggibonsi, offering a peaceful escape from the bustling town. This property has received excellent ratings for its cleanliness, location and overall experience.
The house boasts a rustic charm with vaulted ceilings and a private outdoor pool for relaxing on hot summer days. Guests can enjoy al fresco dining with BBQ facilities, a sun terrace and a garden, as well as free WiFi and parking.
35 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - San Gimignano
9.6 49 reviews

35 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, San Gimignano
Accommodation for 2 guests with an excellent rating of 96% based on 49 reviews. Your accommodation will be located in San Gimignano.
Facilities and services: a kitchen, free parking and a fridge. Take advantage of the garden in this accommodation in San Gimignano.
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