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
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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

1. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Kathy Ann
AED 328
AED 386 total
includes taxes & fees
10 Nov - 11 Nov
La Cisterna
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A gym with treadmills, weight machines, and free weights.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

2. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
AED 367
AED 428 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Leon Bianco
A dining table with a view of a pool and landscaped garden.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A table set for breakfast with a scenic view of hills and trees.

3. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
Canada
Tatiana
AED 338
AED 401 total
includes taxes & fees
21 Oct - 22 Oct
Relais Santa Chiara Hotel by Double Hospitality
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A gravel driveway leading to a stone building with a garden and tall trees.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A rustic stone building with a wooden ceiling and a view of a vineyard.

4. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Mexico
J MANUEL
AED 563
AED 640 total
includes taxes & fees
9 Nov - 10 Nov
Tenuta Sovestro - Agriturismo e Winery
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
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.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

5. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
jacquelyn
AED 523
AED 600 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Casolare Le Terre Rosse
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.

6. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
United States
Michael
AED 316
AED 368 total
includes taxes & fees
23 Oct - 24 Oct
Residenza d'Epoca Palazzo Buonaccorsi
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 warmly lit street with a building featuring arched doorways and a sign above the entrance.
A cozy interior with a dining area, striped chairs, a rug, and a painting on the wall.

7. Locanda Il Pino

Locanda Il Pino
San Gimignano City Centre
United States
Thomas
AED 334
AED 388 total
includes taxes & fees
20 Oct - 21 Oct
Locanda Il Pino
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.

8. Mormoraia

Mormoraia
San Gimignano
United States
Kathleen
AED 887
AED 996 total
includes taxes & fees
1 Nov - 2 Nov
Mormoraia
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
A hotel room with a large bed, a desk with two chairs, a ceiling fan, and a TV mounted on the wall.
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 630
AED 718 total
includes taxes & fees
21 Oct - 22 Oct
Hotel Bel Soggiorno
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.
A living room with a sofa, a coffee table, and a television.
A living room with a sofa, coffee table, and framed pictures on the wall.
A compact kitchen with a dining area, featuring a microwave, sink, and a small refrigerator.

10. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
Australia
Stan
AED 270
AED 318 total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Mari
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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

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"
Julie 2-night trip
Posted 17 hours ago
Relais Santa Chiara Hotel by Double Hospitality
il Casale del Cotone

il Casale del Cotone

10/10 Excellent
"This was a Tuscan country villa with a magnificent hilltop view of all the surrounding wine and olive groves. The estate gardens, sitting area and small chapel was designed for relaxing maybe drink some wine and enjoy this villa that's part of haven. Alejandro made guest a special delicious dinner i will never forget. I highly recommend this villa if you want to experience the true Tuscan country Villa,"
Isaac 3-night trip
Posted 23 hours ago
il Casale del Cotone
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 6 days ago
Hotel Casolare Le Terre Rosse
Hotel Leon Bianco

Hotel Leon Bianco

8/10 Good
"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"
Patricia 1-night trip
Posted 11 days ago
Hotel Leon Bianco
La Cisterna

La Cisterna

10/10 Excellent
"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"
Kathy Ann 1-night trip
Posted 11 days ago
La Cisterna

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.