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31 Villa rentals in San Gimignano
9.5 769 reviews
San Gimignano
08/29 – 08/31
$305/nighttotal: $610 (2 )
Antica Dimora
1 2
house , San Gimignano
Antica Dimora is a charming house located in a medieval village just 2.5 miles from the famous towers of San Gimignano, surrounded by peaceful vineyards and olive groves. This house has excellent ratings for its location, cleanliness, and overall experience. This house offers a traditional Tuscan ambiance with antique furniture and a cozy fireplace, perfect for relaxing evenings. You can enjoy the peaceful surroundings and stay connected with free Wi-Fi, while also having access to a kitchen with a fridge, freezer, and dishwasher, as well as air conditioning, a terrace, a garden, and parking.
9.5 62 reviews
San Gimignano
09/07 – 09/11
$302/nighttotal: $1208 (4 )
Le Rose Di Montagnana
2 2
house , San Gimignano
Le Rose di Montagnana is located in San Gimignano, a short distance from the historic center, approximately 22 miles from both Piazza Matteotti and Piazza del Campo. This 1020 square foot house features two bedrooms, a private pool with a view, a peaceful garden, a fully equipped kitchen, and free private parking.
9.5 2 reviews
San Gimignano
08/27 – 09/03
$153/nighttotal: $1071 (7 )
Blackland- Shabby Tuscany House
2 4
house , Colle di Val d'Elsa
The Shabby Tuscany House in Colle di Val d'Elsa, Italy, is conveniently located 18 miles from Siena's Piazza del Campo and 26 miles from Lucca's Piazza Anfiteatro, offering easy day trips to explore Tuscany. This 970-square-foot (approximately 90-square-meter) vacation rental features two bedrooms, one bathroom, and can comfortably accommodate seven guests; amenities include a fully equipped kitchen, private parking, a terrace, and a balcony with garden views.
9.3 36 reviews
San Gimignano
06/27 – 07/04
$298/nighttotal: $2086 (7 )
Casale Rosanna
2 2
house , San Gimignano
Casale Rosanna is a semi-detached vacation rental located in San Gimignano, Tuscany, just a short drive from Siena and Rapolano Terme, offering easy access to the region's rich history and culture. This property has received excellent ratings for its location, cleanliness, and overall experience. The vacation home features two bedrooms and two bathrooms, comfortably accommodating up to five guests. Enjoy a private patio, a fully equipped kitchen, and a seasonal outdoor pool for relaxation and entertainment.
9.3 18 reviews
San Gimignano
08/29 – 08/31
$136/nighttotal: $272 (2 )
Casa Vacanze Etrusco
1 2
house , San Gimignano
Casa Vacanze Etrusco in San Gimignano offers a convenient stay, a short drive (29 miles) from Siena and 43 miles from Pisa Airport. This one-bedroom, one-bathroom rental features a private terrace, air conditioning, free parking, and a shared kitchen with a fridge, oven, and coffee maker; it's perfect for a couple or solo traveler seeking easy access to Tuscan attractions.
San Gimignano
10/01 – 10/05
$268/nighttotal: $1072 (4 )
Tognazzi Casa Vacanze - Casa Dante
4 7
house , San Gimignano
This vacation rental in Villa del Monte, San Gimignano, is located 22-30 miles from Florence Airport, Piazza della Signoria, and the Uffizi Gallery. This 1610 sq ft house offers 4 bedrooms, 3 bathrooms, and accommodates up to 15 guests, featuring air conditioning, a hot tub, private parking, free Wi-Fi, a garden, and a kitchenette with an oven, microwave, and toaster.
9.5 14 reviews
San Gimignano
08/27 – 09/03
$213/nighttotal: $1491 (7 )
Casa Al Cantone
1 4
house , Certaldo
Casa Al Cantone, located in Certaldo, Italy, is about 25 miles from Florence and its attractions including Piazza Matteotti, Strozzi Palace, Pitti Palace, and the Santa Maria Novella church. This 750-square-foot (approximately 70 square meters) house rental in Certaldo boasts one bedroom, one bathroom, and sleeps up to 10 guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, parking, and is close to dining options.
8.0 8 reviews
San Gimignano
07/11 – 07/18
$599/nighttotal: $4193 (7 )
Il Sangiovese
4 2
farm , San Gimignano
"Il Sangiovese" is a semi-detached country house located in the Tuscan countryside, just 1.5 miles from the medieval town of San Gimignano, a UNESCO World Heritage Site, and within easy reach of Volterra and Siena. This 1,625 square foot farmhouse features a private swimming pool, a large terrace with barbecue, and can accommodate up to 7 guests.
9.8 15 reviews
San Gimignano
06/30 – 07/07
$255/nighttotal: $1785 (7 )
Appartamento Il Poggino
2 5
house , Colle di Val d'Elsa
Appartamento il Poggino is a centrally located vacation home in Colle di Val d'Elsa, a short drive from Piazza del Campo and Piazza Matteotti. The accommodation has excellent user and location ratings. The house has a floor area of 750 square feet, two bedrooms, two bathrooms, and can accommodate up to five guests. It features a private patio, air conditioning, free Wi-Fi, a fully equipped kitchen, and free private parking.
9.1 9 reviews
San Gimignano
06/30 – 07/07
$223/nighttotal: $1561 (7 )
Holiday Home Podere Conte Francesco-alvino By Interhome
3 5
house , Certaldo
This secluded apartment is located on a vineyard estate with stunning views of the Tuscan countryside. Just outside of Certaldo, this apartment is close to San Gimignano and Florence. With very good user ratings and an excellent location and cleanliness rating, this apartment is a great choice for travelers. The apartment has four bedrooms, three bathrooms, a full kitchen, a private terrace, a garden, and access to a shared pool. The apartment can accommodate up to six guests and has 1080 square feet of space. The apartment also has Wi-Fi, parking, and is pet-friendly.
San Gimignano
07/27 – 07/30
$1027/nighttotal: $3081 (3 )
Villa Boccaccio
6 6
house , San Gimignano
This villa is located in San Gimignano, 12 miles from Tenuta Torciano winery and 13 miles from Casa Boccaccio. This 3,770 square foot villa sleeps 12 guests with 6 bedrooms and 4 bathrooms, featuring a well-equipped kitchen, air conditioning, Wi-Fi, a jacuzzi, garden, terrace, barbecue, and is ideal for exploring local cultural sites and outdoor adventures.
9.9 107 reviews
San Gimignano
08/27 – 09/03
$268/nighttotal: $1876 (7 )
Casa Anna "A Lovely Home In Tuscany"
3 4
house , Colle di Val d'Elsa
This family-friendly apartment is situated in a peaceful rural area of Colle di Val d'Elsa, within a 10-minute walk of Art in Color, Colle di Val d'Elsa Cathedral, and Ranuccio Bianchi Bandinelli Archeological Museum. It has excellent user, location, and cleanliness ratings. The apartment has 3 bedrooms and 2 bathrooms. It features a fully equipped kitchen, a cozy fireplace, a private fenced yard, and a spa tub. Guests can also enjoy access to a swimming pool, a Jacuzzi, a terrace/balcony, a garden, a spa, a fitness center, a tennis court, and parking.
Check Out Vacation Homes with a Pool in San Gimignano
Choosing a vacation home in San Gimignano with a pool means a private swim is always available.
9.1 496 reviews
San Gimignano
10/01 – 10/05
$791/nighttotal: $3164 (4 )
La Tenuta Di Castelvecchio
4 7
farm , San Gimignano
La Tenuta di Castelvecchio is a farm stay near San Gimignano, just 26 miles from both Piazza del Campo and Piazza Matteotti, offering a peaceful escape in the Tuscan countryside. Guests consistently rate this property as excellent for cleanliness and location. The property features one-bedroom units with private entrances, accommodating up to two guests. Amenities include a swimming pool, a restaurant serving Italian cuisine, and a garden with outdoor play equipment for children.
9.4 4 reviews
San Gimignano
08/25 – 08/26
$227/nightfor 1 night
70 M² House ∙ 1 Bedroom ∙ 4 Guests
1 2
house , Certaldo
Sandra House, a 750-square-foot (approximately 70-square-meter) vacation rental in Certaldo, Italy, is conveniently located near Boccaccio's House in Certaldo Alto, with easy access to San Gimignano and Volterra. This one-bedroom, one-bathroom home offers guests a private garden, swimming pool access, a tennis court nearby, free parking including an EV charging station, high-speed Wi-Fi, a full kitchen with dishwasher, and comfortably sleeps four.
9.6 73 reviews
San Gimignano
10/01 – 10/05
$886/nighttotal: $3544 (4 )
Podere Casanuova
5 7
farm , San Gimignano
Podere Casanuova is a farm stay located in San Gimignano, Tuscany, just 24 miles from both Siena and San Gimignano, offering a peaceful escape in the Tuscan countryside. The property has excellent user, location, and cleanliness ratings. Each unit at this farm stay features a fully equipped kitchen and a terrace or patio. Guests can enjoy the outdoor spaces, including a garden, picnic area, and a pool with stunning views of the Tuscan landscape.
9.5 1610 reviews
San Gimignano
08/25 – 08/26
$210/nightfor 1 night
Tenuta Sovestro - Agriturismo E Winery
1 2
farm , San Gimignano
Tenuta Sovestro, a farm stay near San Gimignano, Italy, is located 35 kilometers (approximately 22 miles) from Piazza del Campo in San Gimignano and 50 kilometers (approximately 31 miles) from the Pitti Palace in Florence, offering easy access to major Tuscan attractions. This one-bedroom, one-bathroom guesthouse sleeps two guests and features a swimming pool, terrace, garden, on-site restaurant and bar, free shuttle service, and daily continental breakfast.
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
9.4 62 reviews
San Gimignano
06/23 – 07/03
$103/nighttotal: $1030 (10 )
54 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 2
farm , Gambassi Terme
Farm listing for up to 4 people with an excellent rating of 94% based on 62 reviews. Your accommodation will be located in Gambassi Terme. Facilities and services: a kitchen, a fridge and a barbecue. Take advantage of the pool in this accommodation.
9.8 383 reviews
San Gimignano
06/28 – 06/30
$140/nighttotal: $280 (2 )
Il Balcone Di Rina
1 3
house , San Gimignano
Il Balcone di Rina is located in San Gimignano, a short walk from the town center, approximately 15 miles from Siena's Piazza del Campo. This one-bedroom vacation rental features a fully equipped kitchen with a dishwasher, a terrace, and a garden, perfect for enjoying the Tuscan weather.
9.6 19 reviews
San Gimignano
06/27 – 07/04
$480/nighttotal: $3360 (7 )
Holiday Home Sissi By Interhome
3 2
house , San Gimignano
Holiday Home Sissi is located in Castel San Gimignano, a short drive (approximately 16 miles) from Piazza del Campo in San Gimignano and 17 miles from Piazza Matteotti in Siena. This three-bedroom vacation rental boasts three bathrooms, a fully equipped kitchen with a dishwasher and microwave, free Wi-Fi, a private terrace, garden, and free parking, comfortably accommodating families or groups.
9.0 1 review
San Gimignano
07/25 – 07/30
$522/nighttotal: $2610 (5 )
Sangi Home
2 2
house , San Gimignano
Sangi Home is a pet-friendly vacation rental in San Gimignano, Tuscany, conveniently located a short drive from Piazza Matteotti (24 miles) and Piazza del Campo (27 miles) in Siena. This 1510-square-foot (approximately 140-square-meter) house features two bedrooms, two bathrooms, and accommodates up to 15 guests, boasting a terrace with city views, a private patio, a fully equipped kitchen with a dishwasher and microwave, and free Wi-Fi.
Frequently Asked Questions about villa rentals in San Gimignano
What are the must-see attractions in and around San Gimignano?
You absolutely can't miss the historic center of San Gimignano, with its iconic towers. The Piazza della Cisterna is a must-visit, and you should also check out the Museo di Arte Sacra. For a day trip, head to Volterra, a charming town with Etruscan roots, or the beautiful medieval town of Siena.
What types of wildlife can travelers expect to see in the area of San Gimignano?
The countryside around San Gimignano is home to a variety of wildlife, including hares, foxes, and various bird species. You might even catch a glimpse of a wild boar or a deer if you're lucky. You can also see the famous Chianti vineyards and olive groves in the area.
What are the best villa rentals with a pool in San Gimignano?
Spring (April-May) and fall (September-October) are the best times to visit San Gimignano, as the weather is pleasant and the crowds are smaller. You'll avoid the summer heat and the winter chill.
What are the best villa rentals with a jacuzzi in San Gimignano?
When is it easiest to book a villa rental in San Gimignano?
The shoulder seasons, like early spring or late fall, are the best times to book a villa rental in San Gimignano. You'll get better rates and have more options to choose from compared to the peak summer months.
What are the best villa rentals for families and kids in San Gimignano?
What are the top hiking trails near San Gimignano?
The Sentiero degli Etruschi is a popular hiking trail that winds through the Tuscan countryside, offering stunning views of the rolling hills and vineyards. The trail starts near San Gimignano and leads to Volterra.
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 privacy and space compared to a hotel. You can enjoy your own private pool, cook your meals in a fully equipped kitchen, and relax in your own outdoor space. You also have the chance to experience the local lifestyle.
What are the best villa rentals with parking in San Gimignano?
Are there popular destinations near San Gimignano?
Yes, there are many popular destinations near San Gimignano. Florence is about an hour away by car, Siena is about 45 minutes away, and Pisa is about an hour and a half away. You can also explore the charming medieval towns of Monteriggioni and Volterra.
Destinations nearby
Best San Gimignano houses with parking
10 3 reviews
San Gimignano
08/27 – 09/03
$183/nighttotal: $1281 (7 )
Tre Civette Sul Comò Di San Gimignano
2 4
house , San Gimignano
This villa is located in Camporbiano, offering a peaceful retreat a short drive from the historic center of San Gimignano, known for its medieval towers. This 720 sq ft villa accommodates up to 7 guests with 1 bedroom and 1 bathroom, featuring a private pool, air conditioning, WiFi, a full kitchen, and free private parking.
10 1 review
San Gimignano
08/25 – 08/26
$122/nightfor 1 night
A Casa Di Nonna
1 2
house , Gambassi Terme
A casa di Nonna is a house located in Gambassi Terme, 26 miles from Piazza Matteotti and 27 miles from Piazzale Michelangelo, with Florence Airport 28 miles away. This family-friendly rental offers 970 square feet of living space with 1 bedroom and 1 bathroom, accommodating up to 11 guests with air conditioning, WiFi, a full kitchen, and private parking.
9.3 107 reviews
San Gimignano
08/22 – 08/25
$199/nighttotal: $597 (3 )
Agriturismo La Collina Dei Lecci
3 3
farm , San Gimignano
Agriturismo La Collina Dei Lecci is a farmhouse located just 3.7 miles outside of San Gimignano, nestled in the Tuscan countryside amongst vineyards and olive groves, and a short distance from the Castelvecchio Natural Reserve. The farmhouse features antique wood furniture, wood-beamed ceilings, and multiple windows, creating a warm and inviting ambiance, and offers self-catering apartments with fully equipped kitchenettes, dishwashers, and toasters, allowing guests to prepare their own meals and enjoy the local produce.
9.8 14 reviews
San Gimignano
09/16 – 09/23
$204/nighttotal: $1428 (7 )
Papavero Rosso
3 2
house , San Gimignano
Papavero Rosso, a family-friendly house in San Gimignano, is located approximately 13 miles from Siena's Piazza Matteotti and Piazza del Campo, and 18 miles from Florence's major attractions, offering easy access to Tuscany's highlights. This 1180-square-foot vacation rental boasts three bedrooms, three bathrooms, and can comfortably accommodate up to ten guests, featuring a fully equipped kitchen, garden, free Wi-Fi, and private parking.
Best San Gimignano houses with a garden
San Gimignano
09/11 – 09/13
$175/nighttotal: $350 (2 )
Casa Teo
2 4
house , Gambassi Terme
Casa Teo, a 2-bedroom vacation home in Gambassi Terme, is located approximately 24 miles from Piazza Matteotti and 28 miles from Piazzale Michelangelo, offering convenient access to Tuscan landmarks. This 1040 square foot rental accommodates up to 7 guests with air conditioning, a full kitchen, and an outdoor seating area, plus on-site bicycle rentals and sightseeing tours.
9.7 158 reviews
San Gimignano
07/19 – 07/24
$102/nighttotal: $510 (5 )
Al Piccolo Olivo
1 2
house , Colle di Val d'Elsa
This modern apartment in Colle di Val d'Elsa, Italy, is a 10-minute walk from the historic center and a 2-minute walk from the Via Francigena. The one-bedroom, one-bathroom rental sleeps four guests and features a combined living/kitchen area, a private garden, air conditioning, free parking, and Wi-Fi.
9.4 103 reviews
San Gimignano
10/17 – 10/24
$271/nighttotal: $1897 (7 )
Agriturismo Macinatico
3 7
farm , San Gimignano
Agriturismo Macinatico is a farm stay located a short 10-minute drive from the center of San Gimignano, nestled in the Tuscan countryside. The farm consistently receives excellent ratings for location, cleanliness, and overall user experience. The property offers a variety of accommodations, including rooms with private bathrooms and apartments with kitchens. Guests can enjoy a range of amenities and activities, such as a swimming pool, a tennis court, a garden, and free bike rentals.
9.0 1 review
San Gimignano
08/25 – 08/26
$213/nightfor 1 night
Sandra House - Certaldo
1 2
house , Certaldo
Sandra House, located in Certaldo, Italy, is approximately 28-30 miles from Florence and its attractions, including the Piazzale Michelangelo and Ponte Vecchio. This 750-square-foot (approximately 70 square meter) vacation home features one bedroom, one bathroom, and accommodates up to eight guests, offering a private pool, free Wi-Fi, and a fully equipped kitchen with a dishwasher; nearby hiking and cycling trails provide additional recreational opportunities.