Search special places in San Gimignano from 100+ sites!

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
San Gimignano unique stays
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

12 Unique places to stay in San Gimignano

90 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
8.0 1 review
San Gimignano
09/19 – 09/24
$169/nighttotal: $845 (5 )

90 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 2
farm, San Gimignano
Le Volpaie - San Benedetto farmhouse, located near San Gimignano, Tuscany, offers easy access to Certaldo (3 miles), Volterra (16 miles), Siena (19 miles), and Florence (25 miles).
This 970-square-foot property features two bedrooms, one bathroom, sleeps four, and includes a kitchen with a fridge and microwave, Wi-Fi, a shared garden with barbecue facilities, and on-site parking, plus a washing machine, table tennis, and a baby cot.
Tenuta Sovestro - Agriturismo E Winery - San Gimignano
San Gimignano
06/29 – 07/03
$268/nighttotal: $1072 (4 )

Tenuta Sovestro - Agriturismo E Winery

1 2
farm, San Gimignano
Tenuta Sovestro is a farm located in the heart of San Gimignano, steps away from the city's iconic medieval towers and charming streets. With its convenient location, guests can easily explore the city's rich history and culture.
The farm features an inviting outdoor pool for relaxation and recreation, as well as free Wi-Fi throughout the property. Guests can enjoy a peaceful and serene setting away from the hustle and bustle of the city center, while still being in close proximity to its attractions.
60 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - San Gimignano
9.5 9 reviews
San Gimignano
09/07 – 09/12
$264/nighttotal: $1320 (5 )

60 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

2 2
farm, San Gimignano
Farm listing for 5 guests with an excellent rating of 95% based on 9 reviews. You will be located in San Gimignano.
Facilities and services include air conditioning, a garden and a fridge. Enjoy a swimming pool in this accommodation in San Gimignano!
Montegonfoli Mandorlo, San Gimignano, Apt. With Pool, Terrace And Amazing Views - San Gimignano
9.6 4 reviews
San Gimignano
09/01 – 09/05
$205/nighttotal: $820 (4 )

Montegonfoli Mandorlo, San Gimignano, Apt. With Pool, Terrace And Amazing Views

2 3
farm, San Gimignano
This family-friendly farmhouse is located just outside of San Gimignano, within walking distance of the Rocca of Montestaffoli, the Vernaccia di San Gimignano Wine Museum, and the San Gimignano Communal Palace. The 650-square-foot gîte features two bedrooms, one bathroom, a kitchen with a refrigerator and microwave, a swimming pool, a terrace, a garden, and parking, and can accommodate up to four guests.
Montegonfoli 5 Apartment In San Gimignano For 4 + 2 With Great Views - San Gimignano
9.7 256 reviews
San Gimignano
09/20 – 09/25
$173/nighttotal: $865 (5 )

Montegonfoli 5 Apartment In San Gimignano For 4 + 2 With Great Views

2 2
farm, San Gimignano
This San Gimignano gîte is located on the hilltop of Montegonfoli, just outside the historic center of San Gimignano, offering stunning views of the town and the Chianti Hills.
The 700-square-foot vacation rental features two bedrooms, a large living room with a fireplace, a well-equipped kitchen, a private garden, and access to a shared swimming pool, perfect for families or groups of up to six guests.
Locanda Dei Logi - San Gimignano
9.6 728 reviews
San Gimignano
08/25 – 08/26
$538/nightfor 1 night

Locanda Dei Logi

1 2
farm, San Gimignano
Locanda dei Logi, near San Gimignano, Tuscany, offers a tranquil adults-only escape 26 miles from both Siena's Piazza del Campo and Piazza Matteotti.
This one-bedroom, one-bathroom farmhouse boasts an infinity pool, a private restaurant serving breakfast, lunch, and dinner, plus amenities including free Wi-Fi, parking, and an EV charging station.
Fattoria Di Mugnano - San Gimignano
8.9 419 reviews
San Gimignano
09/07 – 09/12
$115/nighttotal: $575 (5 )

Fattoria Di Mugnano

1 2
farm, Colle di Val d'Elsa
Fattoria di Mugnano is a working farm situated in the Tuscan countryside, just 3.7 miles from Colle di Val d'Elsa and a short distance from the ancient Via Francigena.
This 160 square foot property features a private bathroom, a working farm experience, and breathtaking views of the surrounding vineyards and Tuscan countryside.
Villa Montecastello - San Gimignano
9.2 129 reviews
San Gimignano
08/25 – 08/26
$230/nightfor 1 night

Villa Montecastello

1 2
farm, Monteriggioni
Villa Montecastello is a country-style accommodation located in Monteriggioni, just 12 miles from San Gimignano and a 30-minute drive from Siena, offering a peaceful escape in the Tuscan countryside. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
This farm features spacious grounds with an outdoor pool, perfect for relaxation. Enjoy modern amenities like air conditioning, free Wi-Fi, and a kitchen in each apartment, along with a daily breakfast and convenient on-site parking.
Montegonfoli 6 San Gimignano Countryside Apt. With Amazing Views And Pool - San Gimignano
San Gimignano
09/01 – 09/05
$206/nighttotal: $824 (4 )

Montegonfoli 6 San Gimignano Countryside Apt. With Amazing Views And Pool

2 3
farm, San Gimignano
This San Gimignano gîte is situated in a tranquil rural setting just outside the town, within 3 miles of the Tenuta Torciano Winery, the Sant'Agostino Church, and the Archaeological Museum.
This 590 square foot family-friendly vacation rental features 2 bedrooms, 2 bathrooms, a private pool, a jacuzzi, and a garden, and can accommodate up to 4 guests.
Agriturismo Il Colto - San Gimignano
9.4 466 reviews
San Gimignano
09/15 – 09/21
$115/nighttotal: $690 (6 )

Agriturismo Il Colto

1 2
farm, San Gimignano
Agriturismo Il Colto is located just outside the Porta San Giovanni gate of San Gimignano, a short walk from the town walls and a short drive from Poggibonsi and Florence. This farm stay has earned excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers one bedroom and one bathroom, accommodating up to two guests. Enjoy amenities like air conditioning, a terrace, a garden, and free Wi-Fi, along with the unique opportunity to sample and purchase the farm's extra virgin olive oil.
The Arancio Apartment San Gimignano - San Gimignano
San Gimignano
06/29 – 07/03
$198/nighttotal: $792 (4 )

The Arancio Apartment San Gimignano

1 2
farm, San Gimignano
This San Gimignano farm stay is conveniently located near the Ornithological Museum and the San Gimignano 1300 Museum, offering easy access to other attractions like Ra-Ma snc and the SottoVico Garden.
The air-conditioned one-bedroom, one-bathroom cottage sleeps two guests and includes hair dryers; nearby attractions include the Chianti Observatory and Il Fiaschetto.
Spacious Apartment In The Heart Of Tuscany - San Gimignano
San Gimignano
08/27 – 09/03
$398/nighttotal: $2786 (7 )

Spacious Apartment In The Heart Of Tuscany

3 4
farm, Gambassi Terme
Podere ELM, a Gambassi Terme countryside farmhouse rental near the Museum of Sacred Art and Benozzo Gozzoli Museum, offers easy access to local wineries like Agricola Tamburini Emanuela and Tenuta Torciano Winery.
This 1,160-square-foot property features two apartments, accommodating up to six guests, with amenities including a swimming pool, garden, fitness center, free Wi-Fi, and indoor parking.

Our Favorite Family Unique Stays in San Gimignano

Family vacations in a unique stay in San Gimignano offer city attractions and accommodation your group will never forget.

Montegonfoli 4, Apartment For 4 Adults With Amazing Views On San Gimignano - San Gimignano
9.6 135 reviews
San Gimignano
09/15 – 09/21
$192/nighttotal: $1152 (6 )

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

2 2
farm, San Gimignano
This San Gimignano vacation rental is located in a peaceful rural setting just outside the town, within a 5km radius of the Tenuta Torciano Winery, Sant'Agostino Church, and the Archaeological Museum. It has received excellent ratings for location, cleanliness, and overall user experience.
The 860 square foot home has two bedrooms, two bathrooms, and can comfortably accommodate up to five guests. Amenities include a private pool, jacuzzi, terrace, garden, barbecue grills, and a fully equipped kitchen with a refrigerator and microwave.
40 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - San Gimignano
9.7 12 reviews
San Gimignano
07/06 – 07/19
$199/nighttotal: $2587 (13 )

40 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

1 3
farm, Colle di Val d'Elsa
Farm for 4 guests with an excellent rating of 97% based on 12 reviews. Your accommodation will be based in Colle di Val d'Elsa.
Facilities and services: a washing machine, a kitchen and a fridge.
Fattoria San Donato - San Gimignano
9.3 1241 reviews
San Gimignano
06/28 – 06/30
$360/nighttotal: $720 (2 )

Fattoria San Donato

2 3
farm, San Gimignano
This farm stay is located just outside the historic center of San Gimignano, in the rolling hills of the Tuscan countryside. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features traditional Tuscan architecture and offers a variety of rooms and apartments. Guests can enjoy the swimming pool, garden, and on-site restaurant, as well as participate in activities like wine tasting, olive oil production tours, and hiking in the surrounding area.
40 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - San Gimignano
9.7 12 reviews
San Gimignano
08/06 – 08/11
$209/nighttotal: $1045 (5 )

40 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

1 2
farm, Colle di Val d'Elsa
Accommodation for up to 4 guests with an excellent rating of 97% based on 12 reviews. You will be located in Colle di Val d'Elsa.
Services and facilities include a barbecue, a swimming pool and a washing machine. This accommodation in Colle di Val d'Elsa also has a garden!

Best San Gimignano unique accommodations with a garden

Holiday Home Podere Fontemaggio - Fienile By Interhome - San Gimignano
10 9 reviews
San Gimignano
07/06 – 07/19
$259/nighttotal: $3367 (13 )

Holiday Home Podere Fontemaggio - Fienile By Interhome

1 3
house, Colle di Val d'Elsa
Apartment Podere Fontemaggio is a pet-friendly studio rental in Colle di Val d'Elsa, Tuscany, conveniently located about 18 miles from Siena and 28 miles from Grosseto, offering easy access to major Tuscan cities.
This one-bedroom, one-bathroom apartment features a fully equipped kitchenette with a dishwasher, private parking (at an extra charge), a terrace, a garden, a swimming pool, and free Wi-Fi; ideal for a couple seeking a relaxing Tuscan getaway.
Podere Luma Camera Gelsomino - Lavanda - San Gimignano
8.7 3 reviews
San Gimignano
07/06 – 07/19
$97/nighttotal: $1261 (13 )

Podere Luma Camera Gelsomino - Lavanda

1 3
farm, Gambassi Terme
Podere Luma Camera Gelsomino - Lavanda, a farm stay in Gambassi Terme, Tuscany, offers a peaceful countryside setting 35 miles from Florence Airport.
This one-bedroom rental, totaling 160 square feet, accommodates up to 5 guests and features a private terrace, free Wi-Fi, air conditioning, and private parking.
Fattoria Abbazia Monte Oliveto - San Gimignano
9.2 607 reviews
San Gimignano
10/01 – 10/05
$549/nighttotal: $2196 (4 )

Fattoria Abbazia Monte Oliveto

4 7
farm, San Gimignano
This gîte is situated in a rural location, within 1 mile (2 km) of major tourist attractions and landmarks in San Gimignano, including the Museum San Gimignano 1300, Piazza della Cisterna, and San Gimignano Communal Palace. It has excellent user and location ratings.
The gîte features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a terrace or balcony, a garden, and parking. It also has an attached winery, a seasonal outdoor pool, laundry facilities, free WiFi in public areas, free self parking, tour/ticket assistance, multilingual staff, and housekeeping available on request.
Farmhouse 'Le Volpaie - San Benedetto' With Shared Garden And Wi-fi - San Gimignano
10 1 review
San Gimignano
09/19 – 09/24
$175/nighttotal: $875 (5 )

Farmhouse 'Le Volpaie - San Benedetto' With Shared Garden And Wi-fi

2 2
farm, San Gimignano
This San Gimignano farm stay, located six miles from Tenuta Torciano Winery, Sant'Agostino Church, and Palazzo Pretorio, offers a peaceful countryside escape near key historical sites.
This 970-square-foot rental boasts two bedrooms, one bathroom, and sleeps four, featuring a kitchen with a refrigerator and microwave, a garden, parking, Wi-Fi, and pet-friendly accommodations.

Frequently Asked Questions about unique stays in San Gimignano

  • What attractions are San Gimignano and the nearby cities famous for?

    San Gimignano is known for its 14 medieval towers that pierce the skyline. The city is also home to the beautiful Piazza della Cisterna and the Duomo, with its stunning frescoes. Nearby Siena is famous for its Piazza del Campo, the heart of the city, and the Palio, an annual horse race held in the square. Florence, about an hour away, is home to the iconic Duomo, the Uffizi Gallery, and the Ponte Vecchio bridge.
  • What clothing or gear is recommended for the climate in San Gimignano?

    San Gimignano has a Mediterranean climate with hot, dry summers and mild, wet winters. Pack light, breathable clothing for the summer months, and don't forget a hat and sunglasses. In the spring and fall, you'll want to bring layers, as the weather can be unpredictable. And don't forget comfortable walking shoes, as you'll be doing a lot of exploring on foot.
  • Is there Wi-Fi or good mobile phone coverage in and around San Gimignano?

    You'll find Wi-Fi available at most hotels, cafes, and restaurants in San Gimignano. Mobile phone coverage is generally good, but it can be spotty in some of the more rural areas. If you plan on using your phone frequently, it's a good idea to check with your carrier to see what kind of coverage you can expect.
  • What other cities should you visit around San Gimignano?

    If you're looking to explore more of Tuscany, you're in the right place. Siena, with its stunning Piazza del Campo, is about 30 miles away. Florence, the capital of Tuscany, is about an hour's drive and is home to some of Italy's most famous art and architecture. And if you're interested in wine, you can visit the Chianti region, which is known for its rolling hills and vineyards.
  • What should you know about unique stays in San Gimignano before booking?

    San Gimignano offers some truly unique accommodations, from charming guesthouses to luxurious villas. If you're looking for a truly authentic experience, consider staying in a farmhouse or agriturismo, where you can enjoy fresh, local produce and learn about the region's agricultural traditions. But be sure to book in advance, especially during peak season, as these unique accommodations tend to be popular.

Destinations nearby

Discover Unusual Accommodations with Jacuzzi in San Gimignano

These unique stays in San Gimignano feature private hot tubs, perfect for unwinding at the end of a busy city day.

Castel Pietraio Wineresort - San Gimignano
8.5 894 reviews
San Gimignano
08/25 – 08/26
$268/nightfor 1 night

Castel Pietraio Wineresort

1 2
farm, Monteriggioni
Castel Pietraio is a 17th-century castle located in the peaceful Tuscan countryside, just 10 minutes from Monteriggioni and less than half an hour from Siena. The property has received very good user ratings and excellent location ratings, along with very good cleanliness ratings.
The castle offers accommodations in rooms with exposed wooden beams and terracotta tiles, preserving a sense of history while providing modern comforts. Guests can enjoy amenities like a swimming pool with stunning views, a tennis court, a spa, a restaurant, and a children's playground, along with opportunities for horseback riding, walking, and cycling.
Appartameno Di Lusso In Una Torre Del 1100 - San Gimignano
10 1 review
San Gimignano
06/28 – 06/30
$308/nighttotal: $616 (2 )

Appartameno Di Lusso In Una Torre Del 1100

1 3
tower, San Gimignano
Torre Angelica is a 12th-century tower in San Gimignano, offering an elegant apartment within its historic stone walls.
This historic tower apartment accommodates up to 4 guests and features air conditioning, a swimming pool, jacuzzi, sauna, and a garden, with internet and a kitchen including a fridge and freezer.
Appartamento Maria - San Gimignano
10 10 reviews
San Gimignano
09/11 – 09/13
$373/nighttotal: $746 (2 )

Appartamento Maria

2 3
farm, San Gimignano
Appartamento Maria is a farm stay located just 23 miles from Piazza Matteotti, 26 miles from Piazza del Campo, and 28 miles from Pitti Palace, making it an ideal base for exploring Tuscany's historic gems. The surrounding countryside offers a peaceful escape from the bustling town center, allowing you to enjoy the tranquility of rural life.
The farm stay spans 1080 square feet and comfortably accommodates up to 4 guests in its 2 bedrooms and 3 bathrooms. Amenities include a fully equipped kitchen with a dishwasher and oven, a garden with stunning views, a jacuzzi for relaxation, and free Wi-Fi to stay connected.
Mormoraia - San Gimignano
9.4 1918 reviews
San Gimignano
07/08 – 07/13
$611/nighttotal: $3055 (5 )

Mormoraia

1 2
farm, San Gimignano
The Mormoraia farm sits in the Tuscan countryside, just 2.5 miles from the historic town of San Gimignano, offering a peaceful escape from the bustle of the city. The farm consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The farm features a range of accommodations, from cozy rooms to spacious suites, all with modern amenities and rustic Tuscan charm. Enjoy a variety of activities, including swimming, relaxing in the spa, and tasting the farm's own olive oil and wine.

Best pet friendly San Gimignano unique stays

Among the 11 accommodations in San Gimignano, here are the 4 best pet friendly unique accommodations

Agriturismo La Fidanza - San Gimignano
8.5 19 reviews
San Gimignano
08/22 – 08/25
$145/nighttotal: $435 (3 )

Agriturismo La Fidanza

1 3
farm, San Gimignano
Agriturismo La Fidanza is located in San Gimignano, 23 miles from Piazza Matteotti and 26 miles from Piazza del Campo, with Florence Airport 34 miles away.
This farm stay offers air-conditioned units with kitchenettes, complimentary WiFi, private parking, a seasonal outdoor pool, and a garden with barbecue facilities and an outdoor fireplace, with check-out between 8 AM and 11 AM.
Agriturismo Renai E Monte - San Gimignano
9.4 173 reviews
San Gimignano
10/01 – 10/05
$254/nighttotal: $1016 (4 )

Agriturismo Renai E Monte

3 7
farm, Gambassi Terme
Renai e Monte Farm Stay is located in Gambassi Terme, Tuscany, just a short drive from Florence, Siena, and San Gimignano, offering a peaceful escape in the picturesque Tuscan countryside. The farm stay has earned excellent ratings for its location, cleanliness, and overall user experience.
The property features spacious rooms with private bathrooms, some with terraces or balconies. Guests can enjoy a variety of amenities, including a swimming pool, a Jacuzzi, a spa, a restaurant, a fitness center, and a tennis court.
58 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - San Gimignano
9.7 12 reviews
San Gimignano
08/06 – 08/11
$272/nighttotal: $1360 (5 )

58 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

2 2
farm, Colle di Val d'Elsa
Farm for 5 guests with an excellent rating of 97% based on 12 reviews. This accommodation is located in Colle di Val d'Elsa.
Facilities and services include free parking, a kitchen and a garden. Take advantage of the Spa in this accommodation in Colle di Val d'Elsa.
Agriturismo Il Torrione - San Gimignano
9.0 59 reviews
San Gimignano
08/06 – 08/11
$97/nighttotal: $485 (5 )

Agriturismo Il Torrione

1 2
farm, Certaldo
Agriturismo Il Torrione, a family-friendly farmhouse rental in Certaldo, Italy, is located about 25 miles from Florence's Pitti Palace and Piazza Matteotti, and 30 miles from Florence Airport.
This one-bedroom, one-bathroom rural property boasts a swimming pool, garden, barbecue facilities, free Wi-Fi, and free parking, plus accessibility features and children's amenities including a playground and kids' pool.
©2026 cozycozy.com