San Gimignano Holidays

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Top hotels in San Gimignano

Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (302 reviews)
"Exceptional views from this property. The room was for 4. It had a rustic farm house vibe. Unfortunately there was mold in the bathroom and a nest of spiders in the beams above the bed (which my husband was happy to sleep under - so we ignored). There is no noise insulation between floors and you ..."

Reviewed on 20 Jul, 2025

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Poderi Arcangelo
Villasanpaolo

Villasanpaolo

4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is S$307 per night from 24 Aug to 25 Aug
S$307
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (215 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on 13 Jun, 2025

Villasanpaolo
Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Loc La Cappuccina 46/a, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is S$325 per night from 31 Aug to 1 Sept
S$325
31 Aug - 1 Sept
includes taxes & fees
8.4/10 Very Good! (77 reviews)
"Really nice, quiet place to stay with an incredible view and convenient to San Gimignano. The staff and service was top notch with very friendly poolside service and at the restaurant. The room accommodations and beds are very comfortable, but the AC had trouble keeping up with the 90 degree days…especially ..."

Reviewed on 25 Jun, 2025

Cappuccina Country Resort
See all 578 properties in San Gimignano
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.

Popular places to visit

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

Tenuta Torciano Winery

Medieval Criminal and Torture Museum

This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world.

Medieval Criminal and Torture Museum

What to do in San Gimignano

Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

S$299
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
San Gimignano: Chianti wine tasting and lunch

San Gimignano: Chianti wine tasting and lunch

S$105
per adult
San Gimignano: Chianti wine tasting and lunch
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

S$178
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
See all activities in San Gimignano

Frequently asked questions

How much does a San Gimignano holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday 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 holiday 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 holiday, 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 neighbourhoods 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 holiday itinerary.
Is it worth booking a holiday 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 holiday, 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 holiday 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 customise your search by "Property class," "Number of bedrooms," "Traveller 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a San Gimignano holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights separately. Better still, you can personalise 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 holiday package to San Gimignano?
If you've got your San Gimignano holiday 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 accommodation: After you've nailed down your travel dates and duration, lock in the right San Gimignano holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.