San Gimignano Holidays

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San Gimignano Holiday

Our pick of the best San Gimignano Hotel Deals

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

3 out of 5
Loc. San Donato San Gimignano SI
The price is NZ$347 per night from 23 Aug to 24 Aug
NZ$347
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (474 reviews)
"This hotel is located in the most beautiful place in Tuscany. My husband and I were very impressed with the tranquility and picturesque beauty we were awed by daily. The staff are very friendly, the food is fabulous and it was just the perfect environment to explore wineries and castles or just lay ..."

Reviewed on 28 July 2026

Hotel Casolare Le Terre Rosse
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
The price is NZ$266 per night from 3 Sept to 4 Sept
NZ$266
3 Sept - 4 Sept
includes taxes & fees
Poderi Arcangelo
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

3 out of 5
Strada Statale 47 San Gimignano SI
The price is NZ$346 per night from 9 Aug to 10 Aug
NZ$346
9 Aug - 10 Aug
includes taxes & fees
9.4/10 Exceptional! (363 reviews)
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."

Reviewed on 18 June 2026

Hotel Pescille by Double Hospitality
See all 483 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.

Stay near popular San Gimignano attractions

A historic stone building with a tall tower and arched windows.

Piazza Duomo

9.4/10 (295 reviews)
Medieval Piazza del Duomo showcases San Gimignano's iconic towers and historic architecture. Enjoy a morning espresso at a café while admiring the Collegiata's intricate frescoes and the imposing Torre Grossa.
See properties

What to do in San Gimignano

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

NZ$48
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

NZ$274
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

NZ$96
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
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.

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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.