A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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Our top choices for San Gimignano romantic hotels

1. Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (599 reviews)
"Very lovely spot."
United States
Karen
The price is AED 400
AED 466 total
includes taxes & fees
4 Aug - 5 Aug
Hotel Leon Bianco

2. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (646 reviews)
"This hotel has the perfect location. The view from our balcony was amazing. Very friendly staff too."
United States
john
The price is AED 378
AED 441 total
includes taxes & fees
20 Aug - 21 Aug
La Cisterna

3. L'Antico Pozzo Boutique Hotel Storico

L'Antico Pozzo Boutique Hotel Storico
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (272 reviews)
"Best to travel light. Great hotel and staff. Perfect location. Shopping dining sight seeing all amazing."
United States
Michael
The price is AED 446
AED 516 total
includes taxes & fees
9 Aug - 10 Aug
L'Antico Pozzo Boutique Hotel Storico

4. Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (320 reviews)
"Great location, comfortable and clean room."
United States
Manuel
The price is AED 745
AED 845 total
includes taxes & fees
11 Aug - 12 Aug
Hotel Sovestro

5. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.4 out of 10, Exceptional, (363 reviews)
"Great place to eat and rest"
Mexico
Tania
The price is AED 493
AED 568 total
includes taxes & fees
4 Aug - 5 Aug
Hotel Pescille by Double Hospitality

6. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (474 reviews)
"This hotel is located in the most beautiful place in Tuscany. My husband and I were very impressed with the tranquility and picturesque beauty we were awed by daily. The staff are very friendly, the food is fabulous and it was just the perfect environment to explore wineries and castles or just lay back having a cocktail and swimming in their pool."
Canada
Belinda
The price is AED 601
AED 687 total
includes taxes & fees
5 Aug - 6 Aug
Hotel Casolare Le Terre Rosse

7. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AED 397
AED 564 total
includes taxes & fees
8 Aug - 9 Aug
Palazzo al Torrione 2

8. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.8 out of 10, Exceptional, (68 reviews)
"Perfect Stay"
Mexico
J MANUEL
The price is AED 695
AED 785 total
includes taxes & fees
25 Aug - 26 Aug
Tenuta Sovestro - Agriturismo e Winery

9. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
4.0 star property
San Gimignano
8.6 out of 10, Excellent, (446 reviews)
"Great location, staff were lovely."
Australia
louise
The price is AED 677
AED 775 total
includes taxes & fees
1 Sep - 2 Sep
Relais Santa Chiara Hotel by Double Hospitality

10. Hotel Bel Soggiorno

Hotel Bel Soggiorno
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (370 reviews)
"The vie to the hills was amazing. Location was spectacular."
United States
JESSICA
The price is AED 660
AED 751 total
includes taxes & fees
4 Aug - 5 Aug
Hotel Bel Soggiorno
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 Leon Bianco

  • Why it's great for a couples retreat: Hotel Leon Bianco is an ideal romantic retreat for couples looking to immerse themselves in the charm of San Gimignano. With a stellar review rating of 9.4, this hotel offers a cozy ambiance complemented by a lovely hot tub, perfect for unwinding together after a day of exploring. Guests will appreciate the attentive room service and the on-site winery, adding a touch of Tuscany’s finest to their experience.
  • Other amenities: Beyond its romantic touches, this hotel features a range of amenities to enhance your stay. Enjoy convenient on-site shopping or relax in the historical district that surrounds the hotel. Daily housekeeping ensures a fresh and inviting atmosphere, while the nearby fitness facilities offer a chance to stay active. Guests can also take advantage of offsite parking, making it easy to explore the picturesque town at their own pace.
  • 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

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 7 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 7 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, Torre Grossa, and San Gimignano Communal Palace 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.