Top Boutique Hotels in San Gimignano (2026)

This enchanting 15th century property, nestled in the rolling hills of Tuscany, offers an exceptional view of the surrounding countryside and San Gimignano. A free outdoor pool is available on site. The Tuscan-style rooms have handcrafted furniture and original features from the 16th century, such as wood-beamed ceilings and terracotta floors. Each includes a satellite flat-screen TV, air conditioning and a mini-bar. Each bathroom includes a spacious shower. A breakfast consisting of homemade cakes and local products is provided daily, served on the terrace during summer. The on site restaurant serves seasonal local dishes and homemade pasta, and should be reserved in advance. Light lunches are also available. Surrounded by lavender bushes and grape vines, the hotel’s location is not only picturesque, it is ideal for day-trips; San Gimignano is 2.2 mi from Agriturismo Il Segreto di Pietrafitta, and Florence and Siena are accessible in 45 minutes. Chianti is a 20-minute drive away.

- "Had a fantastic weekend. Everything was perfect, from the arrival to the dinner, breakfast and even a chilly swim the next day! Thank you Diego and Pedro for giving us a magical experience we will remember for a long time." - "Absolutely beautiful agriturismo situated in stunning gardens. Our room was really lovely with a comfortable bed, nice bathroom and plenty of room for suitcases. Our booking included half board which included a delicious buffet breakfast and three course dinner. The owners are very welcoming and the in-house chef is amazing. The location is only a few minutes drive to San Gimignano and 35 mins drive to Siena. We hired a car in Siena and did day trips each day. Stunning part of Tuscany."

Featuring garden views, Tenuta Guardastelle - Agriturismo and vineyard in San Gimignano provides accommodations, pool with a view, a garden, a terrace, and a shared lounge. Housed in a building dating back to 15th century, this farm stay is 22 miles from Piazza del Campo and 22 miles from Piazza Matteotti. The farm stay features rooms with air conditioning, free private parking, and free Wifi. At the farm stay, each unit includes a wardrobe. Each room includes a private bathroom with a hair dryer, while some rooms include a fully equipped kitchen with a dishwasher. Additional in-room amenities include wine or champagne. Buffet and continental breakfast options with warm dishes, fresh pastries, and fruit are available each morning at the farm stay. There is a coffee shop, and packed lunches are also available. Guests at Tenuta Guardastelle - Agriturismo and vineyard will be able to enjoy activities in and around San Gimignano, like cycling. The farm stay has a picnic area where you can spend the day outdoors. Pitti Palace is 31 miles from the accommodation. The nearest airport is Florence Airport, 35 miles from Tenuta Guardastelle - Agriturismo and vineyard.

- "The property was luxurious, comfortable bed, superb breakfast & wonderful friendly staff. Would definitely be back to stay again." - "Friendly and the wine - perfection!!" - "Fausto and Susanna were great hosts. The breakfast was delicious and all home made." - "We loved the very comfortable and homey accommodation, as well as their thoughtful selection of teas and snacks available all day. Speaking of delectables, we enjoyed the wonderful view from the terrasse where we had breakfast every morning. On offer was a great selection of pastries from a local bakery, the option to have eggs and bacon, a selection of cold cuts (as well as fruit salad, cereals and yoghurts for the more healthy food inclined) and a savoury offering that changed every day, as did Stefania's cakes - her biscotti justified the trip alone! We regret not having allowed some the time to attend a proper wine tasting session, but the wines we sampled from their own vineyards were delightful, especially the Chianti riserva. We had the good fortune of test driving their newly acquired ebikes, which enabled us to take in the gorgeous surroundings at a more leisurely pace. We particularly appreciated the very personal service from Fausto, as well as the handy map and restaurant recommendations from Claudia. The tenuta is fantasticly located: we walked to SG every evening for dinner, about 15 mins via a quiet and scenic back road, which meant we were both able to enjoy the fantastic local wines! In short: we can't recommend this place enough!"

Family-run Bellavista is an ancient, refurbished country house surrounded by vineyards and olive groves, and set on a hill overlooking San Gimignano. Rooms and apartments have beautiful views. At the Bellavista you will find a nice garden with sun terrace and swimming pool. Free Wi-Fi is provided in all rooms and by the pool area. Podere Bellavista is 3.1 mi from the historical center of San Gimignano.

- "Everything!" - "Stunning room, the pool looked sensational, food was phenomenal at breakfast and dinner (amazing value). Every staff member went above and beyond to make sure our stay was perfect. Could not fault anything about this place." - "We had a fantastic, yet too short, stay at Podere Bellavista! We loved everything; the location, the scenery, the cleanliness, the service and the food! Such attention to detail! Already looking for a time when we could return, and stay a little longer! Thank you for the amazing experience!"

Dating back to 1300, B&B Il Vicario is in a beautiful Tuscan rectory is just 2.5 miles outside San Gimignano center. It offers traditional home cooking, a swimming pool and panoramic countryside views. Rooms are located in the main historic building, with views of the courtyard. Each features wood-beamed ceilings, terracotta floors and antique furniture. The apartment is separate and offers 360° views out over the Tuscan countryside. The friendly owners of Il Vicario B&B will take excellent care of you and provide lots of helpful advice and local knowledge. Fresh local ingredients are used to prepare Tuscan meals, served outdoors in warm weather or in front of the fireplace in winter. Cooking classes are available.

- "Beautiful location with a swimming pool looking over the countryside. Lovely food especially the evening meal with a selection of wines to sample." - "A very picturesque and convenient location. An absolutely charming old vicarage." - "We had a lovely stay at Il Vicario. The surroundings are beautiful. The owners are very hospitable and helpful and have great tips on the area and food. In addition, it is also lovely to have dinner in the evening. They cook wonderfully, the food is served with nice matching wines."

Torraccia di Chiusi Agriturismo Relais is set in the Tuscan hills outside San Gimignano. This historic country manor offers beautiful views of the contryside. Parking is free. Featuring free Wi-Fi and a flat-screen TV, guest rooms come with country-style décor and antique furnishings. Homemade cakes and jams, plus varied sweet and savory specialties are offered daily for breakfast. The restaurant of Torraccia di Chiusi serves local cuisine.

- "Everything. We fully enjoyed the stay at this historical estate with a great hospitality of the host and team, unforgettable view of Tuscany landscape, and fantastic homemade dinner, wine and breakfast. Also, this estate is located on the via Francigena which offered the wonderful country walk to San Gimignano. We should have stayed longer!!" - "The location was perfect with no other properties close by to detract from the beautiful views of the rolling hills and orchards. The room was large and comfy. The breakfast buffet was very good with many selections to choose from and dinner was excellent, it was one of the best dinners we had in Italy. If we ever return to Tuscany, this will be our number one choice to stay."

22 miles from Piazza del Campo in San Gimignano, Tenuta Sovestro features accommodations with access to a solarium. Among the facilities of this property are a restaurant, free shuttle service, and full-day security, along with free Wifi throughout the property. Free private parking is available, and the farm stay also provides a shuttle service for guests who want to explore the surrounding area. The farm stay will provide guests with air-conditioned units with a desk, a safety deposit box, a flat-screen TV, and a private bathroom with a bidet. At the farm stay, each unit is equipped with bed linen and towels. Buffet and continental breakfast options with fresh pastries, fruit, and juice are available daily at the farm stay. There is a snack bar and bar. Guests can also relax in the garden or on the sun terrace. Piazza Matteotti is 22 miles from Tenuta Sovestro, while Pitti Palace is 31 miles away. The nearest airport is Florence Airport, 35 miles from the accommodation.

- "The staff, the cleannesses, the pool, the fact that we lived in Paradise for 1 day" - "Location - up to 30 minutes by walk from the beautiful city of San Gimignano Friendly staff Very nice pool Very clean in the room and also outside" - "Excellent hidden gem near the town. Shuttle to town. Family friendly staff, wonderful breakfast, nice pool area, great food and bar, wonderful room in the newer building. Beautiful peaceful surroundings." - "Breakfast and food was amazing! Beds comfortable. Amazing staff. Beautiful property. Clean rooms. Good air conditioning. Great shuttle service to town. Delicious wine!"

Featuring garden views, La Tenuta di Castelvecchio in San Gimignano features accommodations and a bar. There's a private entrance at the farm stay for the convenience of those who stay. There's a restaurant serving Italian cuisine, and free private parking is available. All units feature air conditioning and a satellite flat-screen TV. Rooms have a kettle, a private bathroom, and free Wifi, while some rooms also boast a patio and some have pool views. The rooms are equipped with heating facilities. Buffet and Italian breakfast options with local specialities, fresh pastries, and fruit are available each morning at the farm stay. There is a coffee shop, and packed lunches are also available. For guests with children, La Tenuta di Castelvecchio provides outdoor play equipment. Guests can also relax in the garden, next to the pool with a view, on the sun terrace, or in the shared lounge area. Piazza del Campo is 26 miles from the accommodation, while Piazza Matteotti is 26 miles from the property. The nearest airport is Florence, 39 miles from La Tenuta di Castelvecchio, and the property offers a paid airport shuttle service.

- "The property is absolutely beautiful and located very close to San Gimignano and other Tuscan hill towns. Family run business and everyone was very accommodating. They also offer a wonderful dinner on the property. Most comfortable beds I have ever slept in while in Italy. I highly recommend this property." - "Magnifieke locatie, excellent hostmanship. Fantastic food!" - "The location so private and scenic. Loved our room and the pool area."

Originally a Franciscan convent built in 1587, Hotel La Collegiata is located in the Colli Seneri area, within east reach of medieval towns such as San Gimignano and Volterra. All rooms offer free Wi-Fi. The rooms, which are furnished in a style that reflects the Sienese Renaissance palaces, are located in the former cloister. The top-floor rooms overlook the 13 towers of San Gimignano. Spend long afternoons swimming in the hotel’s ample pool, having a Jacuzzi, request a massage for an extra charge or strolling in the beautiful, Italian-style garden opposite the ancient building, whose warm, sober tones of pietra serena blend perfectly with the shapes and proportions of Tuscan Renaissance architecture. The buffet breakfast, served in the garden in fine weather, includes pastries and local products, you can also ask for a light lunch or a snack for dinner. You can enjoy the Roman vaulting of the ancient chapel, which is richly decorated in sumptuous red and gold.

- "It’s a beautiful building with a great location just outside San Gimignano." - "Our stay at La Collegiata was wonderful! It’s a lovely boutique hotel reminiscent of a bygone era. It's a tranquil and peaceful oasis away from the hustle and bustle but very close to the center of San Gimignano. The rooms were comfortable and clean. The breakfast, which had so many choices, was delicious (as was lunch). The pool area was delightful, never crowded, and very peaceful. And..The staff was amazing! Everyone went out of their way to ensure we were comfortable and at our disposal for whatever we needed, and the two managers, Stefano and Maria Rosa were always on hand. They are the best staff we have ever had. We spent nine glorious days here, and I can honestly say we became friends. I was sorry to say goodbye!"

Surrounded by private vineyards and olive groves, Fattoria Di Pancole is set at an altitude of 984 feet and offers panoramic views of the towers of San Gimignano. It features a pool and produces award-winning wine. With over 60 hectares of farmland, this Tuscan farm produces top-quality olive oil and red and white wines. Wine tasting tours are also available. The apartments have a fully equipped kitchenette and a private garden with chairs and tables. Most have terracotta floors and wood-beamed ceilings. Free parking is provided and the hill town of San Gimignano is 5 minutes' drive away.

- "It was one of the most pleasent stays. You feel the Tuscany staying at this property. Such a peace, good air, stunning view! All you need is inside the property... excellent equipment in the kitchen. Location is perfect if you want to travel around. Few minutes from San Gimignano, one of the favourite towns in Tuscany. Highly recommended!" - "Beautiful property and a great location. Sandra was super sweet and accommodating making our stay comfortable and memorable."

Located in San Gimignano, Fattoria Sant'Andrea has a seasonal outdoor swimming pool and free WiFi throughout the property. The property is set 2.1 mi from Piazza Cisterna and 2.1 mi from San Gimignano 1300. The farm stay features a shared lounge. At the farm stay, every room comes with a garden view. Featuring a private bathroom and free toiletries, some rooms at Fattoria Sant'Andrea also have landmark view. Guest rooms have a wardrobe. The accommodations offers a terrace. You can book a paid massage at Fattoria Sant'Andrea. The nearest airport is Florence Airport, 22 mi from the property.

- "We stayed in the cottage in a gated private area of the owners. We had access to the main area and pool yet could enjoy the quiet of the countryside." - "Very nice calm and quite" - "Tuscany is heaven on Earth. The reality surpasses what you see in the movies, and Fattoria Sant'Andrea was the perfect starting point for our trip. It was so wonderful that we extended our stay by one more night. The accommodation was exactly what we needed; we booked the separate chalet, which offered privacy and a stunning view over the valley from the window. Every morning, breakfast was delivered with care, including great Italian coffee, overlooking the breathtaking landscape of Tuscany and the dreamy village of San Gimignano. One evening, we enjoyed a dinner prepared by a chef, with such fantastic flavors that it rivaled some Michelin-starred restaurants in the area. We also had a private cooking class with the same chef before heading to our next destination. We loved the place, the view, and the people who manage it, showing their love for this location. We returned with wonderful memories and a liter of their fantastic olive oil :)"