Il Fienile di Pescille, near San Gimignano, is situated approximately 40 kilometres from both Piazza Matteotti in Siena and Piazza del Campo, offering easy access to these Tuscan landmarks. This three-bedroom villa boasts 200 square metres of floor space, sleeps up to 11 guests, and features a private pool, tennis court, and fully equipped kitchen; nearby cycling routes explore the Tuscan countryside.
9.1 164 reviews
San Gimignano
15/09 – 21/09
706 ﺩ.ﺇ/nighttotal: 4236 ﺩ.ﺇ (6 )
Agriturismo Raccianello
1 2
farm , San Gimignano
Agriturismo Raccianello is located just 4 kilometres from the medieval town of San Gimignano, set in the rolling hills of the Chianti region. The farm has received excellent ratings for its location, cleanliness, and overall experience. The apartments at Agriturismo Raccianello offer a blend of traditional Tuscan charm and modern comforts. Guests can enjoy a range of amenities, including a swimming pool, barbecue facilities, a children's playground, and the opportunity to purchase home-produced wine, olive oil, and grape spirit.
8.6 1377 reviews
San Gimignano
29/08 – 31/08
423 ﺩ.ﺇ/nighttotal: 846 ﺩ.ﺇ (2 )
Tenuta Decimo - Il Borgo Di Mariano
1 2
farm , San Gimignano
Il Borgo Di Mariano, a country house, is situated in Castel San Gimignano, approximately 13 kilometres from the medieval town of San Gimignano and a one-hour drive from Florence. This family-friendly farmhouse offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and restaurant serving local cuisine, making it an ideal choice for a relaxing Tuscan getaway.
10 4 reviews
San Gimignano
06/07 – 19/07
797 ﺩ.ﺇ/nighttotal: 10361 ﺩ.ﺇ (13 )
150 M² House ∙ 1 Bedroom ∙ 6 Guests
1 3
house , San Gimignano
This Italian house tower, offering unique architecture and exceptional countryside views, is located on a scenic slope just outside San Gimignano, providing easy access to the town's historic centre within 1 kilometer. This 150 square meter villa sleeps six guests and features a modern kitchen, a living room with a sofa bed, two bathrooms, and a spacious terrace with sun loungers, all complemented by a large fireplace for ambiance.
9.6 110 reviews
San Gimignano
29/06 – 03/07
828 ﺩ.ﺇ/nighttotal: 3312 ﺩ.ﺇ (4 )
Il Borghetto Tuscan Holidays
1 2
house , San Gimignano
Il Borghetto Tuscan Holidays is a country property located 5km outside of San Gimignano, close to Poggibonsi Station and a 45-minute drive from Siena. The property has received excellent ratings for its location, cleanliness, and overall experience. The property offers traditional Tuscan charm with wood-beamed ceilings and traditional furnishings. Guests can enjoy a swimming pool, a restaurant serving Tuscan cuisine, and cooking classes, all while enjoying breathtaking views of the surrounding hills.
9.8 63 reviews
San Gimignano
17/10 – 24/10
2030 ﺩ.ﺇ/nighttotal: 14210 ﺩ.ﺇ (7 )
Villa Le Fonti Di Santa Lucia By Interhome
5 7
house , San Gimignano
This five-bedroom villa, located in the countryside surrounding San Gimignano, is a 42 km drive from Siena and a 50-minute drive from Florence Airport. The villa is ideal for families or groups of friends, offering a private swimming pool, tennis court, and a fully equipped kitchen with a dishwasher, fridge, and freezer.
9.7 12 reviews
San Gimignano
06/07 – 19/07
752 ﺩ.ﺇ/nighttotal: 9776 ﺩ.ﺇ (13 )
44 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 3
farm , Colle di Val d'Elsa
Farm for 4 people with an excellent rating of 97% based on 12 reviews. You will be in Colle di Val d'Elsa. Facilities and services include a spa, a fridge and a barbecue. Enjoy a swimming pool in this accommodation in Colle di Val d'Elsa!
San Gimignano
27/06 – 04/07
1085 ﺩ.ﺇ/nighttotal: 7595 ﺩ.ﺇ (7 )
Il Casale Della Gazza Ladra Is A Completely Independent Cottage Located In The Heart Of The Tuscan Countryside, Right In Front Of The Famous Towers Of San Gimignano.
2 2
cottage , San Gimignano
This detached villa, located in the Tuscan countryside near San Gimignano, offers a peaceful retreat amidst organic olive groves and vineyards, with the town centre a mere 5-minute drive away, providing stunning views of the famous towers. The 86 square metre property, accommodating up to four guests in two bedrooms, features a private swimming pool, a garden with a brick courtyard for outdoor dining, and a dedicated study area, all within easy reach of natural attractions like Rocca of Montestaffoli and Alta Val d'Elsa River Park, with private parking provided.
9.4 173 reviews
San Gimignano
27/08 – 03/09
567 ﺩ.ﺇ/nighttotal: 3969 ﺩ.ﺇ (7 )
Agriturismo Renai E Monte
2 4
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.
9.3 36 reviews
San Gimignano
27/06 – 04/07
1093 ﺩ.ﺇ/nighttotal: 7651 ﺩ.ﺇ (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
07/09 – 12/09
764 ﺩ.ﺇ/nighttotal: 3820 ﺩ.ﺇ (5 )
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.
San Gimignano
25/08 – 26/08
841 ﺩ.ﺇ/nightfor 1 night
Tenuta Sovestro - Agriturismo E Winery
1 2
farm , San Gimignano
Tenuta Sovestro is a San Gimignano farmhouse offering convenient accommodation within walking distance of the historic centre. This self-catering property features one bathroom, air conditioning, free Wi-Fi, on-site parking, and a swimming pool; it is unsuitable for large groups.
Best San Gimignano villas and beach houses with a pool
Among the 31 accommodations in San Gimignano, here are the 4 best villas and beach houses with a pool
9.5 9 reviews
San Gimignano
22/08 – 25/08
926 ﺩ.ﺇ/nighttotal: 2778 ﺩ.ﺇ (3 )
52 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 3
farm , San Gimignano
Farm listing for 4 guests with an excellent rating of 95% based on 9 reviews. You will be in San Gimignano. Facilities and services: a garden, a fridge and a washing machine. Take advantage of the air conditioning in this accommodation!
9.6 259 reviews
San Gimignano
01/09 – 05/09
751 ﺩ.ﺇ/nighttotal: 3004 ﺩ.ﺇ (4 )
Montegonfoli 2 Apartment In Countryside Of San Gimignano With Amazing Views 4+2
3 3
farm , San Gimignano
This family-friendly farmhouse is situated just outside San Gimignano, within a 5km radius of Tenuta Torciano Winery, Sant'Agostino Church, and the Archaeological Museum, offering a peaceful escape from the town centre. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The farmhouse has spacious accommodation and outdoor areas perfect for families. Enjoy relaxing evenings in the garden, barbecuing, and swimming in the pool, or unwind in the jacuzzi after a day exploring the local attractions.
9.4 1245 reviews
San Gimignano
27/06 – 04/07
1342 ﺩ.ﺇ/nighttotal: 9394 ﺩ.ﺇ (7 )
Il Casale Del Cotone
1 2
house , San Gimignano
Il Casale del Cotone is a renovated farmhouse located in the Tuscan countryside, just 2.6 kilometres from the medieval town of San Gimignano, between Florence (40 kilometres) and Pisa (55 kilometres). This one-bedroom property offers a peaceful retreat, featuring a swimming pool, a garden, and a restaurant, perfect for families or couples seeking a relaxing escape.
9.7 443 reviews
San Gimignano
01/10 – 05/10
2878 ﺩ.ﺇ/nighttotal: 11512 ﺩ.ﺇ (4 )
Torraccia Di Chiusi Agriturismo Relais
3 7
farm , San Gimignano
Torraccia di Chiusi Agriturismo Relais is located just outside San Gimignano, a short 2km drive from the medieval town, offering stunning views of the Tuscan countryside. This property has received excellent ratings for location, cleanliness and overall experience. The farmhouse offers comfortable accommodation in a charming country setting. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant and bar, as well as a terrace and garden.
Best family friendly San Gimignano villas and beach houses
Among the 31 accommodations in San Gimignano, here are the 4 best family friendly villas and beach houses
9.5 33 reviews
San Gimignano
25/08 – 26/08
1130 ﺩ.ﺇ/nightfor 1 night
Villa Del Biondo
2 2
house , Certaldo
Villa del Biondo is located in Certaldo, just 27 kilometres from Piazza Matteotti, offering scenic garden views and a peaceful setting. Guests consistently rate the accommodation excellent for its cleanliness, location, and overall experience. The villa features spacious and comfortable units with seating and dining areas, perfect for relaxing after a day of exploring. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, and free Wi-Fi and private parking.
9.5 143 reviews
San Gimignano
20/09 – 25/09
764 ﺩ.ﺇ/nighttotal: 3820 ﺩ.ﺇ (5 )
Azienda Agricola Fornacelle
2 2
farm , San Gimignano
Country House Tenuta Fornacelle is located in the Tuscan countryside, 5.5 kilometres from Certaldo Train Station and less than 15 minutes' drive from the centre of San Gimignano. The accommodation has received excellent ratings for location, cleanliness, and overall user experience. The property offers a range of rooms and apartments, each with a private bathroom, and some with kitchens and terraces. Guests can enjoy a private swimming pool, a garden with a barbecue, free Wi-Fi, and free private parking.
9.6 4 reviews
San Gimignano
01/09 – 05/09
751 ﺩ.ﺇ/nighttotal: 3004 ﺩ.ﺇ (4 )
Montegonfoli Mandorlo, San Gimignano, Apt. With Pool, Terrace And Amazing Views
2 3
farm , San Gimignano
This family-friendly farmhouse is situated just a short walk from the Rocca di Montestaffoli, the Vernaccia di San Gimignano Wine Museum, and the San Gimignano Communal Palace, all within easy reach of the town centre. The 60 square metre gîte sleeps up to four guests and features two bedrooms, one bathroom, a fully equipped kitchen, a private terrace, a garden, a swimming pool, and parking.
8.0 2 reviews
San Gimignano
06/07 – 19/07
1028 ﺩ.ﺇ/nighttotal: 13364 ﺩ.ﺇ (13 )
Villa Eva
4 3
house , Montaione
This spacious 4-bedroom villa, Villa Eva, is situated in San Vivaldo, approximately 55 kilometres from Pisa International Airport. Offering accommodation for up to 13 guests, this detached property boasts 200 square metres of living space, including a well-equipped kitchen, a living area with a fireplace, a garden with barbecue facilities, and an on-site fitness room.
Frequently Asked Questions about villa rentals in San Gimignano
What are the must-see attractions in and around San Gimignano?
You simply must visit the Piazza della Cisterna, a beautiful square with a well in the centre, and the Piazza del Duomo, home to the stunning Collegiata di San Gimignano. For something a bit different, head to the Museo di Arte Sacra, which houses a collection of religious art. If you want to explore the surrounding countryside, the Via Francigena is a historic pilgrimage route that passes through San Gimignano, and you can walk or cycle along parts of it.
What types of wildlife can travelers expect to see in the area of San Gimignano?
The hills around San Gimignano are home to a variety of wildlife, including foxes, badgers, and wild boar. You might also spot birds of prey like buzzards and kestrels, and if you're lucky, you might even 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, and the crowds are smaller than in the summer. Of course, it all depends on what you want to see and do. If you want to experience the vibrant atmosphere of the summer festivals, then July and August are the months for you.
What are the best villa rentals with a jacuzzi in San Gimignano?
When is it easiest to book a villa rental in San Gimignano?
Booking a villa rental in San Gimignano is easiest outside of the peak season, which is from June to August. If you're flexible with your dates, you can often find good deals on villas in the shoulder seasons, from April to May and September to 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 some lovely trails in the area. Try the Sentiero degli Etruschi, which follows an ancient Etruscan route, or the Sentiero dei Mulini, which takes you past old water mills. If you're feeling adventurous, you can even hike up to the top of the Monte San Gimignano, which offers stunning views of the surrounding countryside.
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 in San Gimignano gives you the space and privacy to relax and enjoy your holiday at your own pace. You can cook your own meals, swim in your own pool, and enjoy the peace and quiet of the Tuscan countryside. You'll also have access to a private garden and outdoor space, perfect for al fresco dining or simply relaxing with a book.
What are the best villa rentals with parking in San Gimignano?
Are there popular destinations near San Gimignano?
Yes, there are many! Siena is only about an hour away, and Florence is about an hour and a half. If you're interested in wine, you can visit the Chianti region, which is home to many vineyards and wineries. And if you're looking for a beach, you can head to the coast, which is about an hour and a half away.
Destinations nearby
Best San Gimignano houses with parking
9.4 34 reviews
San Gimignano
27/06 – 04/07
3435 ﺩ.ﺇ/nighttotal: 24045 ﺩ.ﺇ (7 )
Villa Panizzi By Posarellivillas
4 2
house , San Gimignano
Villa Panizzi by PosarelliVillas is located in San Gimignano, just a short distance from the town centre, offering easy access to the historic landmarks. This property has received very good ratings for cleanliness, user experience and location. This 4-bedroom villa provides ample space for families or groups of friends. Enjoy the Tuscan sunshine and tranquility with a private pool and garden, relax on the balcony with stunning views, and prepare meals in the fully equipped kitchen.
San Gimignano
27/07 – 30/07
3773 ﺩ.ﺇ/nighttotal: 11319 ﺩ.ﺇ (3 )
Villa Boccaccio
6 6
house , San Gimignano
This non-smoking villa is located in San Gimignano, 19.3 kilometres from Casa Boccaccio and 19.3 kilometres from Tenuta Torciano winery, offering an ideal base for exploring the region with nearby birdwatching and cycling opportunities. The 350 square metre property accommodates up to 12 guests across six bedrooms and four bathrooms, featuring a well-equipped kitchen, air conditioning, a Jacuzzi, a terrace, and a garden.
9.1 9 reviews
San Gimignano
30/06 – 07/07
821 ﺩ.ﺇ/nighttotal: 5747 ﺩ.ﺇ (7 )
Holiday Home Podere Conte Francesco-alvino By Interhome
3 5
house , Certaldo
This three-bedroom house is located in Certaldo, a town in the Tuscan hills, 37 kilometres from the Piazza Matteotti in Florence. The property offers a private patio and garden, a well-equipped kitchen with a dishwasher, a swimming pool and parking, perfect for a family holiday in the Italian countryside.
10 2 reviews
San Gimignano
06/07 – 19/07
386 ﺩ.ﺇ/nighttotal: 5018 ﺩ.ﺇ (13 )
Podere Luma Camera Roseto - Mimosa
1 3
farm , Gambassi Terme
Podere Luma Camera Roseto - Mimosa, a rural retreat in Gambassi Terme, Tuscany, is situated approximately 55km from Florence Airport. This one-bedroom farm stay, boasting a 12 square metre floor area, offers accommodation for up to five guests and includes amenities such as Wi-Fi, air conditioning, a terrace, and private parking.
Best San Gimignano houses with a garden
8.9 419 reviews
San Gimignano
07/09 – 12/09
421 ﺩ.ﺇ/nighttotal: 2105 ﺩ.ﺇ (5 )
Fattoria Di Mugnano
1 2
farm , Colle di Val d'Elsa
Fattoria di Mugnano is a working farm situated in the Tuscan countryside, 6 kilometres from Colle di Val d'Elsa and close to the ancient Via Francigena pilgrimage route. This 15 square metre property offers a single bedroom with a private bathroom, a shared living room, and a terrace, allowing guests to enjoy the stunning views of the surrounding vineyards and the Tuscan countryside.
San Gimignano
08/07 – 13/07
985 ﺩ.ﺇ/nighttotal: 4925 ﺩ.ﺇ (5 )
90 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 2
house , San Gimignano
This villa is situated in Pancole, Tuscany, offering panoramic views of vineyards and olive groves, and is located 6 kilometres from San Gimignano. This 90 square metre apartment accommodates up to four guests with two bedrooms and one bathroom, featuring air conditioning, Wi-Fi, a kitchen with a fridge, freezer and dishwasher, a seasonal swimming pool, and private outdoor space, with a bar and restaurant available 100 metres away.
9.3 23 reviews
San Gimignano
29/06 – 03/07
3092 ﺩ.ﺇ/nighttotal: 12368 ﺩ.ﺇ (4 )
250 M² Villa ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , San Gimignano
This spacious San Gimignano villa, situated in a quiet residential area a short walk from the historic centre, offers easy access to the town's iconic towers. The 250 square metre property comprises a main house and a separate annex, sleeping eight guests and boasting four bedrooms, a private swimming pool, and well-equipped kitchens in both buildings.
9.9 175 reviews
San Gimignano
11/09 – 13/09
601 ﺩ.ﺇ/nighttotal: 1202 ﺩ.ﺇ (2 )
La Casa Torre Di Marcello
1 3
house , Certaldo
La casa torre di Marcello is a self-catering property in Certaldo, approximately 40 kilometres from Florence's Pitti Palace and Piazza Matteotti, and 48 kilometres from Florence Airport. This one-bedroom house, boasting 65 square metres of floor space, offers a private entrance, a terrace, garden, bar, parking, and free Wi-Fi; complimentary welcome amenities are also provided.