San Gimignano Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best San Gimignano Vacation Packages

San Gimignano Hotel Deals

RELAIS SANTA CHIARA - TUSCANY CHARME

RELAIS SANTA CHIARA - TUSCANY CHARME

4 out of 5
Via Giacomo Matteotti, 15, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is ₩225,148 per night from Aug 13 to Aug 14
₩225,148
₩258,980 total
Aug 13 - Aug 14
includes taxes & fees
8.6/10 Excellent! (383 reviews)
"We loved our stay. The hotel had really nice breakfasts included and the pool was fantastic after a hot day walking around the old city. We had a standard room and we were expecting it to be small. It was very small - it was difficult to find space for our cases and the shower was so small that it ..."

Reviewed on Jul 20, 2025

RELAIS SANTA CHIARA - TUSCANY CHARME
Villasanpaolo

Villasanpaolo

4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is ₩306,885 per night from Aug 24 to Aug 25
₩306,885
₩348,891 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (215 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on Jun 13, 2025

Villasanpaolo
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is ₩244,514 per night from Aug 27 to Aug 28
₩244,514
₩277,043 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (304 reviews)
"Everything!!"

Reviewed on Aug 7, 2025

Poderi Arcangelo
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.

Discover the most popular places to visit in San Gimignano

Frequently asked questions

How much does a San Gimignano vacation package cost?
You can snap up a vacation package to this destination on Expedia. But how much your vacation to San Gimignano costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to San Gimignano?
If you're hoping to book a cheap San Gimignano vacation package, consider visiting in December, January and February. You'll generally find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for San Gimignano?
To get the most out of your San Gimignano vacation, we recommend staying for 3 days. Divide your time between visiting Museo Civico, Museum San Gimignano 1300 and other must-see attractions, as well as experiencing neighborhoods like San Gimignano City Centre and Bibbiano. If you've got some time to spare, include a day trip or tour in your San Gimignano vacation itinerary.
Is it worth booking a vacation package to San Gimignano?
Whether you're looking to check out major attractions such as Piazza Duomo and Collegiate Church of Santa Maria Assunta on your San Gimignano vacation, or coming for its great nature, views and walking trails, there's something for everyone here. With so many things to see and do, you'll soon learn why so many families think San Gimignano is a good vacation destination.
How to find the best San Gimignano package deals?
Bagging a cheap San Gimignano package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly San Gimignano package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a San Gimignano vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can personalize your San Gimignano trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to San Gimignano?
If you've got your San Gimignano vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to San Gimignano?

  1. Pick your dates: What you'd like to do in San Gimignano and your preferred season will help you decide when to get away.
  2. Budget wisely: On top of the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to San Gimignano.
  3. Decide your trip length: Consider how much time you want to spend exploring San Gimignano. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the right San Gimignano vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.