San Gimignano Holidays

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Top Flight + Hotel Deals in San Gimignano

Price found within the past 48 hours. Click for updated prices.
Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
Price was €529, price is now €379 per person
€379
per person
10 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (193 reviews)
The young lady that checked us in was so friendly and helpful!!!

Reviewed on 13 Aug 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was €650, price is now €478 per person
€478
per person
10 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on 13 Aug 2025

Rivalta Hotel

Rivalta Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €894, price is now €678 per person
€678
per person
10 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (364 reviews)
I was given upgrade for free. Very clean, very nice staff, center of all the action . Has the best view of the sunset and Arno river. Love the jacuzzi, best bed and pillows. I’m a serious traveler and had been to a lot of 5 star hotels , and this one felt like I’m in 1! I will surely cone back!

Reviewed on 17 Aug 2025

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €946, price is now €734 per person
€734
per person
10 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
Excellent service and staff. As well excellent hotel.

Reviewed on 19 Aug 2025

Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Historic Centre of Florence
Price was €836, price is now €655 per person
€655
per person
10 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
Loved staying there, excellent service, clean rooms and friendly staff.

Reviewed on 20 Aug 2025

Top hotels in San Gimignano

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
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 20 Jul 2025

Get rates
RELAIS SANTA CHIARA - TUSCANY CHARME
Hotel Leon Bianco

Hotel Leon Bianco

3 out of 5
Piazza Della Cisterna 13, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is €124 per night from 24 Aug to 25 Aug
€124
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (540 reviews)
"Very beautiful spot in the heart of San Gimignano. Room was clean with all comforts. Staff has been very friendly and accommodating. To get here was a challenge and a bit difficult (use Google maps - Waze wouldn’t get us here) but it’s a lovely place to stay."

Reviewed on 16 Aug 2025

Hotel Leon Bianco
Villasanpaolo

Villasanpaolo

4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is €207 per night from 26 Aug to 27 Aug
€207
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (216 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on 13 Jun 2025

Villasanpaolo
See all 580 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 relaxing 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

Vernaccia di San Gimignano Wine Museum

You can browse the exhibits at Vernaccia di San Gimignano Wine Museum, a museum with a storied past, during your holiday in San Gimignano. Discover the area's beautiful countryside or seek out its local tours.

Vernaccia di San Gimignano Wine Museum

What to do in San Gimignano

A guided visit of San Gimignano

Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

€190
per adult
100% of travellers recommend
Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting
Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

€200
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

€119
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 from €379 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.