This one-bedroom house is situated directly on the main square of Certaldo, opposite the Palazzo Pretorio, a significant historical landmark. The 70 square metre property offers a fully equipped kitchen, a spacious living room, a bathroom and a terrace with views of the surrounding Tuscan countryside.
8.0 3 reviews
San Gimignano
01/10 – 05/10
SG$494/nighttotal: SG$1976 (4 )
Croce Di Bibbiano Apartaments With Pool In Front Of San Gimignano
3 7
house , Colle di Val d'Elsa
This holiday home is located in Poggibonsi, 31 kilometres from Piazza del Campo and 35 kilometres from Piazza Matteotti, with Florence Airport situated 56 kilometres away, offering proximity to San Gimignano. Guests can enjoy amenities including air conditioning, Wi-Fi, a swimming pool, tennis court, garden, and parking, with bicycle rental available for exploring the Tuscan countryside.
9.6 728 reviews
San Gimignano
25/08 – 26/08
SG$691/nightfor 1 night
Locanda Dei Logi
1 2
farm , San Gimignano
Locanda dei Logi, near San Gimignano, offers adults-only accommodation 42km from Siena's Piazza del Campo and 63km from Florence Airport. This Tuscan farmhouse boasts an infinity pool, a restaurant serving champagne breakfast and dinner, and features allergy-free units with private parking and EV charging, all within a single-bedroom, single-bathroom property.
9.6 1086 reviews
San Gimignano
20/09 – 25/09
SG$186/nighttotal: SG$930 (5 )
Capanna 1826
1 2
farm , San Gimignano
Capanna 1826 is a San Gimignano farm stay, approximately 37 kilometres from Piazza Matteotti and 43 kilometres from the Pitti Palace in Florence, offering city views. This one-bedroom, one-bathroom property features free Wi-Fi, private parking, room service (including wine delivery), a terrace, garden, and shared lounge, perfect for a relaxing stay.
9.7 6 reviews
San Gimignano
11/09 – 13/09
SG$265/nighttotal: SG$530 (2 )
Villa Sport Relax
2 3
house , Colle di Val d'Elsa
This detached villa is located in a quiet part of Colle di Val d'Elsa, a short drive from the historic centre and the Tuscan countryside. This 88 square metre villa accommodates up to 9 guests with 2 bedrooms and 2 bathrooms, featuring a private swimming pool, air conditioning, WiFi, and private parking.
8.5 19 reviews
San Gimignano
22/08 – 25/08
SG$186/nighttotal: SG$558 (3 )
Agriturismo La Fidanza
1 3
farm , San Gimignano
Agriturismo La Fidanza, an agriturismo located in San Gimignano, is situated 37 kilometres from Piazza Matteotti and 42 kilometres from Piazza del Campo. This family-friendly farm stay offers air-conditioned units with private bathrooms, a seasonal outdoor pool, a garden with barbecue facilities, complimentary Wi-Fi, and private parking, with a continental breakfast served daily.
San Gimignano
19/09 – 24/09
SG$184/nighttotal: SG$920 (5 )
Casale Glicine By Mmega
1 2
cottage , San Gimignano
This San Gimignano cottage, situated 1.9km from the Castelvecchio Nature Reserve, offers easy access to the historic centre. The 45-square-metre self-catering property sleeps two, boasting a private garden, terrace, swimming pool, tennis court, and essential amenities including a washing machine and barbecue.
8.5 378 reviews
San Gimignano
06/08 – 11/08
SG$170/nighttotal: SG$850 (5 )
Casalchino-fattoria La Torre
1 2
farm , San Gimignano
Casalchino-Fattoria La Torre, a farmhouse stay near San Gimignano, enjoys a peaceful countryside setting approximately 45km from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano. This one-bedroom, one-bathroom property offers guests a self-catering kitchen, private parking, Wi-Fi, and a terrace with garden views, perfect for a relaxing stay in Tuscany.
San Gimignano
22/08 – 25/08
SG$2378/nighttotal: SG$7134 (3 )
Villa Arnilù
8 3
house , San Gimignano
Villa Arnilù is situated in San Gimignano, just 40 kilometres from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano, offering easy access to explore the region's historic gems. This spacious property provides ample room for a large group, with 8 bedrooms and 8 bathrooms across its 287 square metres, comfortably accommodating up to 32 guests. The villa boasts a range of amenities to enhance your stay, including a private garden, a swimming pool, and barbecue facilities for al fresco dining. Guests can also enjoy the convenience of a fully equipped kitchen, free Wi-Fi, and on-site parking.
San Gimignano
06/07 – 19/07
SG$730/nighttotal: SG$9490 (13 )
Casali San Gimignano By Mmega
3 3
house , San Gimignano
Casali San Gimignano by Mmega, situated in Libbiano, offers a peaceful retreat approximately 50 kilometres from Siena’s Piazza del Campo and 70 kilometres from Pisa International Airport. This self-catering villa boasts a private entrance, swimming pool, tennis court, garden, free parking, Wi-Fi, and a kitchen equipped with a fridge, microwave, and dishwasher.
9.7 12 reviews
San Gimignano
17/10 – 24/10
SG$430/nighttotal: SG$3010 (7 )
Holiday Home Podere San Lorenzo By Interhome
4 7
house , San Gimignano
Holiday Home Podere San Lorenzo is situated near San Gimignano, Tuscany, approximately 32 kilometres from both Piazza Matteotti in Siena and Piazza del Campo. This 190 square metre villa sleeps eight, boasting four bedrooms, four bathrooms, a private pool, a garden, free Wi-Fi, and free parking, plus a well-equipped kitchen and a fireplace.
San Gimignano
27/06 – 04/07
SG$1236/nighttotal: SG$8652 (7 )
Villa Sabrina - San Gimignano ,Tuscany
3 2
house , San Gimignano
This San Gimignano villa, located within 5km of attractions including the Sovestro in Poggio Winery, the Historical Torture Museum, and the Museum San Gimignano 1300, offers a convenient base for exploring Tuscany. The 160 square metre property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a private pool, garden, and fully equipped kitchen with dishwasher; barbecue facilities and a washing machine are also available.
Best San Gimignano villas and holiday homes with a pool
Among the 31 accommodations in San Gimignano, here are the 4 best villas and holiday homes with a pool
8.1 27 reviews
San Gimignano
22/08 – 25/08
SG$395/nighttotal: SG$1185 (3 )
Villa La Stellina
3 3
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.
10 1 review
San Gimignano
06/08 – 11/08
SG$247/nighttotal: SG$1235 (5 )
Bardeggiano - Caterina 6
1 2
house , Colle di Val d'Elsa
This Tuscan agriturismo, named 'Bardeggiano - Caterina 6', offers a secluded retreat located 4 kilometres from Colle di Val d'Elsa and 8.5 kilometres from Monteriggioni, within a 12-hectare fenced estate. This 45 square metre ground-floor apartment accommodates two guests and features a private terrace with barbecue, shared access to a swimming pool (May-November), complimentary WiFi, and on-site parking.
8.2 6 reviews
San Gimignano
01/10 – 05/10
SG$308/nighttotal: SG$1232 (4 )
120 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 7
house , Certaldo
This detached villa is located in a rural district 2 kilometres from Certaldo, offering countryside views and easy access to local attractions. This 120 square meter villa accommodates up to 8 guests, featuring two distinct living areas with fireplaces, two kitchenettes, a 24 m² terrace with a barbecue, a garden, a swimming pool, and ample parking.
9.7 12 reviews
San Gimignano
06/07 – 19/07
SG$256/nighttotal: SG$3328 (13 )
40 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests
1 3
farm , Colle di Val d'Elsa
Farm for up to 4 guests with an excellent rating of 97% based on 12 reviews. You will stay in Colle di Val d'Elsa. Facilities and services: free parking, a ping pong table and a garden. Take a dip in the pool of this accommodation in Colle di Val d'Elsa!
Best family friendly San Gimignano villas and holiday home
Among the 31 accommodations in San Gimignano, here are the 4 best family friendly villas and holiday homes
9.3 36 reviews
San Gimignano
27/06 – 04/07
SG$383/nighttotal: SG$2681 (7 )
Casale Rosanna
2 2
house , San Gimignano
Casale Rosanna is a semi-detached holiday home located in San Gimignano, just a short walk from the historic centre and a 43-kilometre drive from Rapolano Terme. This property has received excellent ratings for its location, cleanliness, and overall experience. The house offers 100 square metres of living space and sleeps up to five guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a private garden, a terrace, a swimming pool, and a fully equipped kitchen.
8.8 120 reviews
San Gimignano
27/06 – 04/07
SG$253/nighttotal: SG$1771 (7 )
Fattoria Di Pancole
1 2
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.
9.8 7 reviews
San Gimignano
06/07 – 19/07
SG$178/nighttotal: SG$2314 (13 )
Agriturismo Il Caggio Di Sotto
1 3
farm , Colle di Val d'Elsa
Agriturismo Il Caggio di Sotto, situated in Lano near Colle di Val d'Elsa, offers a peaceful countryside setting approximately 29 kilometres from Siena's Piazza del Campo and 45 kilometres from Piazza Matteotti in Pisa. This Tuscan farmhouse provides self-catering apartments with kitchens, air conditioning, private parking, Wi-Fi, a shared lounge, barbecue facilities, and a garden with a terrace, plus continental and Italian breakfasts featuring local produce.
9.7 34 reviews
San Gimignano
27/07 – 30/07
SG$2053/nighttotal: SG$6159 (3 )
Villa L'elsa Beautiful Country Home With View - Vi
7 6
house , Colle di Val d'Elsa
This spacious villa, sleeping up to 14 guests, is located 7km from Colle di Val d’Elsa and 9km from San Gimignano, situated along the Via Francigena. The 350m² property boasts seven bedrooms, six bathrooms, a private swimming pool, jacuzzi, sauna, and extensive grounds including a vegetable garden and five-a-side football pitch; perfect for large families or groups.
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 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?
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?
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?
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?
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.
Destinations nearby
Best San Gimignano villas and holiday homes with parking
10 114 reviews
San Gimignano
17/10 – 24/10
SG$855/nighttotal: SG$5985 (7 )
San Gimignano Villa With Pool, 5 Rooms En Suite, A/c, Wi-fi, Panoramic View
5 7
house , San Gimignano
This five-bedroom villa is located in a peaceful rural setting just outside San Gimignano, within a 5km radius of landmarks such as the Sant'Agostino Church and the Rocca of Montestaffoli. The 250 square metre property offers a private pool, a spacious garden, and a tennis court, making it ideal for families or groups of up to 12 guests.
San Gimignano
17/10 – 24/10
SG$680/nighttotal: SG$4760 (7 )
Villa Panizzi - San Gimignano ,Tuscany
4 7
house , San Gimignano
This spacious San Gimignano villa, sleeping eight, is situated just under 2km from the Historical Torture Museum, the Museum San Gimignano 1300, Casa e Torre Campatelli, the Ornithological Museum, and the Torre Grossa. The 250 square metre property boasts four bedrooms, five bathrooms, a private pool, a garden, and parking, perfect for families or groups seeking self-catering accommodation with a fully equipped kitchen including a fridge and dishwasher.
9.3 32 reviews
San Gimignano
06/07 – 19/07
SG$2173/nighttotal: SG$28249 (13 )
Villa Il Caggio By Posarellivillas
7 3
house , San Gimignano
Villa Il Caggio is situated just a short distance from the historic centre of San Gimignano, offering stunning pool views and located 45km from both Piazza del Campo in Siena and Piazza Matteotti in Florence. This property has received excellent ratings for user experience, location, and cleanliness. The villa offers spacious accommodation with 7 bedrooms and 7 bathrooms, ideal for large groups or families. Guests can enjoy a private pool and garden, a fully equipped kitchen, free Wi-Fi, parking, air conditioning, and barbecue facilities, making it perfect for a relaxing and enjoyable stay in Tuscany.
8.6 127 reviews
San Gimignano
25/08 – 26/08
SG$114/nightfor 1 night
Agriturismo Cameli
1 2
farm , Certaldo
Agriturismo Cameli in Certaldo offers mountain views, located 27 kilometres from Piazza Matteotti and 34 kilometres from Piazzale Michelangelo, with Florence Airport 43 kilometres away. This 14 square metre farm stay accommodates up to three guests, featuring air conditioning, a swimming pool, a sun terrace, on-site dining options, and complimentary WiFi, with pets welcome.
Best San Gimignano villas and holiday homes with a garden
9.6 5 reviews
San Gimignano
29/06 – 03/07
SG$661/nighttotal: SG$2644 (4 )
Borgo Le Balze
1 2
house , San Gimignano
This detached house, situated in the Borgo le Balze district of San Gimignano, is conveniently located 40km from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano. The property offers a private and tranquil setting with a garden, swimming pool, and terrace, ideal for families or groups seeking a relaxing retreat in the Tuscan countryside.
9.3 207 reviews
San Gimignano
06/08 – 11/08
SG$291/nighttotal: SG$1455 (5 )
Borgo Poneta
1 2
farm , Barberino Tavarnelle
Borgo Poneta is a farm stay situated in the Tuscan countryside, just a short drive from the charming towns of Barberino Val d'Elsa and San Gimignano. It has consistently received excellent ratings for its location, cleanliness, and overall experience. This traditional farmhouse offers a taste of authentic Tuscan life with its terracotta floors and panoramic views of the surrounding hills. Guests can enjoy a refreshing dip in the outdoor pool, relax on the terrace, and explore the original wine cellars and a small rural museum.
9.3 95 reviews
San Gimignano
25/08 – 26/08
SG$738/nightfor 1 night
Vernaccia Country House
2 2
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.
9.7 14 reviews
San Gimignano
15/09 – 21/09
SG$272/nighttotal: SG$1632 (6 )
La Capanna Di Montauto
1 2
house , San Gimignano
La Capanna di Montauto, a recently renovated holiday home near San Gimignano, is situated approximately 39km from Piazza Matteotti and 40km from Siena's Piazza del Campo. This 38 square metre property offers one bedroom, one bathroom, sleeps three guests, and features a private garden, parking, air conditioning, Wi-Fi, and a well-equipped kitchenette including a dishwasher.
