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

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Check availability on San Gimignano Romantic Hotels

Tonight
3 Oct - 4 Oct
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4 Oct - 5 Oct
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9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for San Gimignano romantic hotels

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.
A historic square with stone buildings, a central fountain, and a tower.
A lobby with a reception desk, a staircase, and seating areas.
A table set for dining with a view of a vineyard.

1. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
AED 361
AED 422 total
includes taxes & fees
3 Nov - 4 Nov
La Cisterna
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A gym with treadmills, weight machines, and free weights.

2. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
AED 375
AED 437 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Leon Bianco
A dining table with a view of a pool and landscaped garden.
A table set for breakfast with a scenic view of hills and trees.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A garden area with potted plants, a red scooter, and a white umbrella.

3. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
AED 358
AED 423 total
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
An outdoor café with tables and chairs, a whiteboard, and a door with a sign.
A modern interior with a large glass door, a seating area with striped chairs, a desk, and a decorative wall with a logo.
A cozy interior with a dining area, striped chairs, a rug, and a painting on the wall.
A warmly lit street with a building featuring arched doorways and a sign above the entrance.

4. Locanda Il Pino

Locanda Il Pino
San Gimignano City Centre
United States
Thomas
AED 327
AED 380 total
includes taxes & fees
11 Oct - 12 Oct
Locanda Il Pino
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

5. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
Canada
Jodie
AED 546
AED 625 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Casolare Le Terre Rosse
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A gravel driveway leading to a stone building with a garden and tall trees.

6. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Mexico
J MANUEL
AED 601
AED 682 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta Sovestro - Agriturismo e Winery
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.
A living room with a sofa, coffee table, and framed pictures on the wall.
A living room with a sofa, a coffee table, and a television.
A small outdoor seating area with a round table and chairs, surrounded by metal railings.

7. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
Australia
Stan
AED 262
AED 309 total
includes taxes & fees
24 Oct - 25 Oct
Palazzo Mari
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

8. Mormoraia

Mormoraia
San Gimignano
United States
Kathleen
AED 1,019
AED 1,142 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".
A modern room with a large window, a bed, a desk, and a wardrobe.
A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.

9. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
Sheri
AED 651
AED 741 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Bel Soggiorno
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A courtyard with a hanging planter, potted plants, and a brick wall.
A pool with a view of a vineyard and hills.
A view of a traditional brick building with arched doorways and wooden shutters.

10. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
United Kingdom
Soni
AED 338
AED 392 total
includes taxes & fees
15 Oct - 16 Oct
Residenza d'Epoca Palazzo Buonaccorsi
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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

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"It was a joy to come back to San Gimignano and stay at Leon Bianco. I once stayed here as a child with my father on a trip and it was so nice to return again. Thank you to the family who keeps this hotel nice over the years, it is a historic building, right in Piazza Cisterna in the center of all. At night the town is beautiful. Short walk to the wall to see the view of Toscana countryside. Good breakfast and helpful staff to keep the luggage. Ciao Gimignano!"
Anthony 1-night trip
Posted 3 hours ago
Hotel Leon Bianco
La Cisterna

La Cisterna

8/10 Good
"It was an okay stay for one night. Clean and a comfortable bed."
Cynthia 1-night trip
Posted 3 hours ago
La Cisterna
Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."
Janaina 3-night trip
Posted 6 hours ago
Relais Santa Chiara Hotel by Double Hospitality
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely stunning property with amazing staff. Tons of wineries close by and touring thru San Gimignano was fascinating. Definitely 5/5."
Jodie 1-night trip
Posted 4 days ago
Hotel Casolare Le Terre Rosse

Frequently asked questions

Searching for romantic hotels in San Gimignano?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy San Gimignano for its historic landmarks, wineries, and countryside. If you want to explore the area, you might head to Piazza della Cisterna, San Gimignano Communal Palace, or Piazza Duomo. If you're interested in staying near a particular destination, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
What's the best hotel for couples in San Gimignano?
San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century is a favorite guesthouse for couples, and features private patios and free WiFi. Other good options for a romantic stay include Agriturismo Sassi Bianchi, in the green with private swimming pool ideal for groups and Medieval Tower unusual and atypical accomodation for your holiday.
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, 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.