Find Romantic Hotels in San Gimignano

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Our top choices for San Gimignano romantic hotels

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.2 out of 10, Very Good, (47)
"The amenities are great- pool, spa, wine tasting. The staff are friendly and were very helpful getting reservations set up."
United States
Lindsay
Tenuta Decimo

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (326)
"The staff was very knowledgeable and fantastic. The location is beautiful and we will definitely be booking again. "
United States
justin
Poderi Arcangelo

Poderi Arcangelo Glamping

Poderi Arcangelo Glamping
San Gimignano
The price is ¥57,620
¥64,297 total
includes taxes & fees
Dec 24 - Dec 25
Poderi Arcangelo Glamping

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (171)
"Exceptional building and excellent staff "
Canada
Mariana
The price is ¥16,299
¥18,843 total
includes taxes & fees
Dec 19 - Dec 20
Residenza d'Epoca Palazzo Buonaccorsi

Palazzo Mari

Palazzo Mari
San Gimignano City Centre
9.8 out of 10, Exceptional, (77)
"Great location in a wonderful medieval town.. Just keep in mind that there are stairs and hills in this amazing destination."
Canada
Denis
Palazzo Mari

Hotel Da Graziano

Hotel Da Graziano
3.0 star property
San Gimignano
9.0 out of 10, Wonderful, (76)
"Parking is a bit hard as seems to be the case all over town. The location and facilities were great!"
Canada
Brett
The price is ¥16,366
¥19,100 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Da Graziano

Cappuccina Country Resort

Cappuccina Country Resort
4.0 star property
San Gimignano
8.6 out of 10, Excellent, (92)
"Great stay. Very good experience. "
Canada
Vince
The price is ¥24,478
¥28,206 total
includes taxes & fees
Dec 18 - Dec 19
Cappuccina Country Resort

Villa Ducci

Villa Ducci
3.0 star property
San Gimignano
9.4 out of 10, Exceptional, (47)
"I will dream of this property forever. It has the most magnificent view of San Gimignano and the countryside, and is literally a 5 minute drive into town. It was the perfect escape for our honeymoon this summer. The only thing I wish we had, was more time to enjoy the hotel. The breakfast was super tasty! "
United States
Anonymous traveler
Villa Ducci

san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is ¥16,397
¥26,053 total
includes taxes & fees
Jan 15 - Jan 16, 2026
san gimignano apartment in historical center, courtyard and fast free wifi

San Gimignano Apartments Vernaccia free Netflix

San Gimignano Apartments Vernaccia free Netflix
San Gimignano City Centre
9.2 out of 10, Wonderful, (5)
"Safe place with lots of facilities. Microwave, washer, refrigerator, etc. It could use a few more clothes hangers, but overall a great place."
United States
byrl
The price is ¥12,438
¥23,413 total
includes taxes & fees
Dec 17 - Dec 18
San Gimignano Apartments Vernaccia free Netflix
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about San Gimignano

San Gimignano attractions for couples

San Gimignano, a medieval hill town nestled in the heart of Tuscany, offers an array of captivating experiences for travelers. Begin your journey at the famous Piazza della Cisterna, where you can admire the iconic towers that define the skyline, and enjoy a gelato from the award-winning Gelateria Dondoli, known for its inventive flavors. Next, visit the Collegiata di Santa Maria Assunta, a stunning church adorned with frescoes that tell stories of the town's rich history, making it a perfect spot for those interested in art and culture. For a taste of local wine, head to the San Gimignano Wine Museum, where you can sample the region's renowned Vernaccia di San Gimignano while learning about its production process. Don’t miss a leisurely walk along the ancient walls that offer breathtaking views of the Tuscan countryside, especially at sunset when the landscape is bathed in golden light. For family-friendly fun, the nearby San Gimignano 1300 Museum features a detailed historical model of the town, engaging both adults and children alike. To fully immerse yourself in the local charm, consider staying in the historical center where boutique hotels provide luxurious amenities and attentive service, making your exploration of this enchanting town both comfortable and memorable.

Find the best romantic hotels in San Gimignano

For couples seeking a romantic getaway in the enchanting San Gimignano, these delightful hotels offer the perfect blend of charm and intimacy. Each hotel provides unique amenities to enhance your stay and create lasting memories.

Hotel Sovestro

  • Why it's great for a couples retreat: Hotel Sovestro is an idyllic romantic destination, featuring exceptional amenities and a review rating of 9.6. This hotel provides a serene atmosphere with its beautiful terrace and garden views, perfect for couples looking to unwind and reconnect. Guests can indulge in the exquisite cuisine at the garden-view restaurant, adding a delightful culinary experience to their romantic getaway.
  • Other amenities: Couples will also appreciate the hotel’s outdoor pool, complete with sun loungers for relaxation under the Tuscan sun. Additional features include nearby golf courses for adventurous outings, a concierge service to assist with local recommendations, and vineyard tours to explore the region’s famous wines. The hotel’s self-parking and area shuttle services make it easy for guests to explore the enchanting surroundings.
  • Nearby attractions: Museum San Gimignano 1300 - 1.49 miles, Fortress of Montestaffoli - 1.63 miles, Sovestro in Poggio Winery - 0.08 miles

Hotel Casolare Le Terre Rosse

  • Why it's great for a couples retreat: Hotel Casolare Le Terre Rosse is a romantic escape that captures the essence of Tuscany, featuring a review rating of 9.2. Guests will fall in love with the enchanting alfresco restaurant and beautiful terrace, perfect for intimate dinners under the stars. With charming touches like a kitchenette and minibar in select rooms, couples can enjoy cozy nights in during their stay.
  • Other amenities: This hotel goes above and beyond to create a memorable experience with a lovely outdoor pool surrounded by sun loungers and a serene garden setting. Guests can also explore nearby winery tours or unwind with the available self-parking. The hotel boasts easy access to hiking and biking trails, ensuring couples can create adventurous memories together. Daily housekeeping and complimentary toiletries add to the comfortable and inviting atmosphere of this romantic getaway.
  • Nearby attractions: Museum San Gimignano 1300 - 3.48 miles, Rocca of Montestaffoli - 3.59 miles, Historical Torture Museum - 3.36 miles

La Cisterna

  • Why it's great for a couples retreat: La Cisterna stands out as a romantic haven in the heart of San Gimignano, a review rating of 9.0. This charming hotel offers delightful amenities such as a balcony for enjoying the breathtaking views and a special champagne service to celebrate your love. With its romantic ambiance and attentive staff, guests will feel pampered and cherished throughout their stay.
  • Other amenities: In addition to its romantic features, La Cisterna provides a range of amenities to enhance the experience. Guests can indulge in nearby winery tours, enjoy the convenience of an airport shuttle, and relax with the option of in-room babysitting services. The hotel also offers a deck or patio for leisurely moments outdoors and a snack bar for quick refreshments. The historical district location adds to the allure, making it a perfect base for exploring the area together.
  • Neighborhood: San Gimignano City Centre
  • Nearby attractions: Piazza della Cisterna - 0.0 miles, Torre Grossa - 0.0 miles, San Gimignano Pro Loco Association - 0.0 miles

Top San Gimignano Hotel Reviews

Frequently asked questions

Searching for romantic hotels in San Gimignano?
If you and your partner need some romantic time away, we'd like to help you plan for it. Couples enjoy San Gimignano for its countryside, wineries, and historic landmarks. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Sovestro in Poggio Winery, Tenuta Torciano Winery, or Fattoria San Donato. Whether you and your partner are looking for some relaxing time away or you'd like to be pampered with luxurious amenities and fine dining, you can choose from 12 hotels and other accommodations in San Gimignano for the perfect romantic getaway.
What's the best hotel for couples in San Gimignano?
How many romantic hotels will we find in San Gimignano?
Expedia has 12 romantic San Gimignano hotels for you both to enjoy.
When is the best time of year for a romantic getaway to San Gimignano?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in San Gimignano: The hottest months are usually August and July with an average temp of 73°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for San Gimignano is 42 inches.
What is there to do in San Gimignano?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in San Gimignano. Couples looking for a little of everything will enjoy San Gimignano for its historic landmarks, wineries, and countryside. Piazza della Cisterna, San Gimignano Communal Palace, and Piazza Duomo are worth a stop when you're out and about.
What's the best way to get to San Gimignano and around town during my romantic getaway?
This information about transportation options in San Gimignano might help your romantic trip go off without a hitch: If you're looking to fly to San Gimignano, the closest major airport is Florence Airport, Peretola (FLR), located 24.4 mi (39.3 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.