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

San Gimignano Hotel Guide - Romantic Hotels in San Gimignano, Tuscany

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Check availability on San Gimignano Romantic Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for San Gimignano romantic hotels

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 desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

1. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
€112
includes taxes & fees
1 Nov - 2 Nov
Hotel Leon Bianco
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 hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.
A lobby with a reception desk, a staircase, and seating areas.

2. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Kathy Ann
€103
includes taxes & fees
5 Nov - 6 Nov
La Cisterna
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
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.
A gravel driveway leading to a stone building with a garden and tall trees.

3. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Mexico
J MANUEL
€140
includes taxes & fees
9 Nov - 10 Nov
Tenuta Sovestro - Agriturismo e Winery
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 restaurant with stone walls, framed artwork, and tables set for dining.
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
€94
includes taxes & fees
18 Oct - 19 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.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
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
United States
jacquelyn
€172
includes taxes & fees
24 Oct - 25 Oct
Hotel Casolare Le Terre Rosse
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A pool with a view of a vineyard and hills.
A view of a traditional brick building with arched doorways and wooden shutters.
A rustic interior with a brick staircase, a wooden door, and a stone wall.

6. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
United States
Michael
€89
includes taxes & fees
28 Oct - 29 Oct
Residenza d'Epoca Palazzo Buonaccorsi
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A room with a stone floor, a sofa, a chair, and a bookshelf.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

7. Mormoraia

Mormoraia
San Gimignano
United States
Kathleen
€243
includes taxes & fees
10 Nov - 11 Nov
Mormoraia
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
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.
A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".

8. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
Sheri
€187
includes taxes & fees
26 Oct - 27 Oct
Hotel Bel Soggiorno
A dining table with a view of a pool and landscaped garden.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A table set for breakfast with a scenic view of hills and trees.

9. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United States
Ronaldo
€107
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.
A small outdoor seating area with a round table and chairs, surrounded by metal railings.
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
€82
includes taxes & fees
19 Oct - 20 Oct
Palazzo Mari
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Top San Gimignano Hotel Reviews

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 3 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 8 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 8 days 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 13 days ago
Relais Santa Chiara Hotel by Double Hospitality
il Casale del Cotone

il Casale del Cotone

10/10 Excellent
"Beautiful location in Tuscany. The breakfasts were very good, and the owner cooked meals for the guests on several evenings. While the building in naturally old, it was charming, a real taste of Tuscan living. We were there during the unusual heat wave that Europe experienced in June 2026, and like many places in Europe, the AC was not very powerful, but we managed. he swimming pool is beautiful and the surrounding gardens and areas were top-notch. We would stay there again if we get back to this area."
Brian 4-night trip
Posted 1 month ago
il Casale del Cotone

Frequently asked questions

Searching for romantic hotels in San Gimignano?
If you and your partner need a romantic holiday, we'd like to help you plan for it. 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'd like to stay close to a particular destination, you can sort properties by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
What's the best hotel for a romantic holiday in San Gimignano?
San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century is a favourite guest house for couples, and features private patios and free WiFi. Other good options for your romantic getaway include Medieval Tower unusual and atypical accomodation for your holiday and MONTEGONFOLI 2 Apartment in countryside of San Gimignano with amazing views 4+2.
How many romantic hotels are there 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, take a look at these details about year-round temperatures in San Gimignano: The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for San Gimignano is 1067 mm.
What is there to do in San Gimignano?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out 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 get off to a smooth start: If you're looking to fly to San Gimignano, the closest major airport is in Peretola Airport (FLR), located 24.4 mi (39.3 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.