San Gimignano City Centre Vacations from ¥284,612

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The Latest San Gimignano City Centre Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
¥284,612
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Great location. We suggest taking the river down to the city center every day. The free breakfast and coffee is great way to start your day. Schedule a spa day at least once so you can relax before the walk to dinner! Reception was super nice and even helped us call a taxi.

Reviewed on Sep 21, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
¥430,833
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Florence (FLR)
8.8/10 Excellent! (431 reviews)
Stay was excellent. Breakfast and one dinner at the Villa were very good. Only minor issue was the extender for the WiFi was not working, which limited the WiFi to only the living room and kitchen area. Still workable.

Reviewed on Sep 12, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
¥359,544
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Florence (FLR)
8.6/10 Excellent! (500 reviews)
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

Historic Centre of Florence
¥392,993
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
¥286,974
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)

San Gimignano City Centre Hotel Deals

Hotel Leon Bianco

Hotel Leon Bianco

Piazza Della Cisterna 13 San Gimignano SI
Fully refundableReserve now, pay when you stay
¥18,671
¥21,619 total
Oct 19 - Oct 20
includes taxes & fees
Hotel Leon Bianco
La Cisterna

La Cisterna

Piazza Della Cisterna 23 San Gimignano SI
Fully refundableReserve now, pay when you stay
¥16,319
¥19,032 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (657 reviews)
"Hotel and room are good for one or two nice day. Balcony room had a nice view.. My only negative and caution is regarding the on-site restaurant. Although, in it by itself, it could be considered a decent restaurant, but considering all the really excellent restaurants around it’s quite subpar for ..."

Reviewed on Sep 18, 2026

La Cisterna
Castelfalfi

Castelfalfi

Loc. Castelfalfi Montaione FI
¥132,677
¥147,747 total
Oct 23 - Oct 24
includes taxes & fees
9.6/10 Exceptional! (184 reviews)
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other ..."

Reviewed on Sep 17, 2026

Castelfalfi
See all 6,928 properties in San Gimignano City Centre
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.

Frequently asked questions

How much does a San Gimignano City Centre vacation package cost?
From just ¥284,612. Yes, you read that right. Our San Gimignano City Centre packages are a great way to make your budget stretch further. Bundle your preferred hotels, flights and car rentals and discover this fabulous destination.
How do I get a cheap travel package to San Gimignano City Centre?
Book everything all in one place with our San Gimignano City Centre vacation packages. We have incredible bargains on hotels, flights, tours and more that'll keep your budget happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 properties around the globe to select from, you'll have endless opportunities to mix and match all you want.
Where should I stay in San Gimignano City Centre?
Book a hotel right near Collegiate Church of Santa Maria Assunta, one of this neighborhood's most famous attractions. It's the perfect place for keen sightseers.
What are the top hotels in San Gimignano City Centre?
Tusci Loft San Gimignano - Un Piccolo Gioiello Nel Citt and City / Village Apartment In San Gimignano With 1 Bedrooms are two of the most well-known properties in San Gimignano City Centre. Why not take a look at the rates and facilities at each and then decide?
How far in advance should I book my San Gimignano City Centre vacation?
Savvy travelers always book early. Air carriers usually advertise flights around a year in advance, and this is a fantastic opportunity to land some rock-bottom prices. Boss just told you to use up some vacation time in a few weeks? No problem! Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia San Gimignano City Centre travel package include?
It all boils down to what kind of trip you're planning. San Gimignano City Centre travel deals can include car rentals, hotels and flights. You can mix and match to find the travel package that suits your needs. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a San Gimignano City Centre travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your money go further. How much you include is your call. Hotels, rental cars and flights — mix and match whatever combination suits your plans.
Can I choose my airline with a San Gimignano City Centre Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines all over the world, so choose the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my San Gimignano City Centre vacation package?
You can. We totally understand that things don't always go to plan, so we're here to help if you have to make changes to your San Gimignano City Centre vacation package. You may be able to amend or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Stay near popular San Gimignano City Centre attractions

A historic square with stone buildings, a fountain, and people walking.

Piazza della Cisterna

9.4/10 (327 reviews)
Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.
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A historic stone church with two prominent towers, surrounded by ancient ruins and a dense forest.

San Gimignano Communal Palace

9.4/10 (150 reviews)
You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.
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A historic building with tall towers and arched windows.

Piazza Duomo

9.4/10 (295 reviews)
Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square.
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A historic stone building with tall towers and a bell tower.

Piazza delle Erbe

9.4/10 (21 reviews)
Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.
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Medieval Criminal and Torture Museum

9.0/10 (66 reviews)
This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world.
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Vernaccia di San Gimignano Wine Museum

9.2/10 (15 reviews)
You can browse the exhibits at Vernaccia di San Gimignano Wine Museum, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.
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Casa e Torre Campatelli

9.4/10 (33 reviews)
Learn about the local history of San Gimignano when you take a trip to Casa e Torre Campatelli. Discover the area's beautiful countryside and wineries.
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Torre Grossa

9.8/10 (71 reviews)
You can find out about the history of San Gimignano with a visit to Torre Grossa. Discover the area's beautiful countryside and wineries.
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Things to do

San Gimignano Campatelli Home and Tower Visit

San Gimignano Campatelli Home and Tower Visit

¥1,669
per adult
San Gimignano Campatelli Home and Tower Visit
Tootbus Tuscany Intercity Multi-day Pass

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace

¥6,336
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

¥6,491
per adult
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.