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.
Residenza Hotel Cimabue

Residenza Hotel Cimabue

3 out of 5
Historic Centre of Florence
per person
1 Oct - 8 Oct
found 1 hour ago
Return flight included
Dublin (DUB) to Florence (FLR)
7.6/10 Good! (362 reviews)
Nice enough if your on a budget. Quiet area 10 mins from the cathedral... Bit run down but we needed something cheao and cheerful

Reviewed on 28 Jun 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
9 Aug - 15 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Staff was great! Rooms are clean! Breakfast buffet limited however enough to start the day. While the actual location is very convenient to train station, Duomo, Mercato, Markets the area it is a little "sketchy"

Reviewed on 10 Jul 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
per person
1 Oct - 8 Oct
found 1 hour ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (378 reviews)
Incredible off-season stay. The breakfast each morning was incredible. So much better than any other hotel I’ve stayed at. Fresh and delicious. The staff were friendly and helpful and our room was amazing. The Villa itself is a renovated Renaissance property and all around are little reminders of its glorious past. We were too early for the pool (starts in June) but I have a feeling that’s why we got such a great deal. The views from the decks are incredible and it’s close to Florence. The roads are windy and narrow, so be careful! But one of the roads down from the Villa revealed a spectacular view of Florence. I can’t recommend this hotel enough. Would gladly return.

Reviewed on 31 May 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
per person
9 Aug - 15 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
10/10 Exceptional! (1 review)
TH Capoliveri - Grand Hotel Elba International

TH Capoliveri - Grand Hotel Elba International

4 out of 5
Save 100% on your flight
per person
25 Aug - 1 Sept
found 22 hours ago
Return direct flight included
Dublin (DUB) to Pisa (PSA)
8/10 Very Good! (230 reviews)
The hotel looks great as you come into the foyer, but the corridors and general upkeep let it down. The walkway to the pool is not welcoming and pool bar very limited for food choices. The water jets in one pool were not working. The outside area is not used to it’s potential and has a feel of faded glamour, and is a bit neglected.

Reviewed on 7 Jul 2024

Top hotels in San Gimignano

Poderi Arcangelo
Poderi Arcangelo
Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is €140 per night from 13 Jul to 14 Jul
€140
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (293 reviews)
"Our stay was absolutely wonderful, the dinner was phenomenal. We loved everything about the property. The views were beautiful and very peaceful. Will stay here again!"

Reviewed on 3 Jul 2025

Poderi Arcangelo
Villasanpaolo
Villasanpaolo
4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
The price is €195 per night from 29 Jul to 30 Jul
€195
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (213 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 €204 per night from 5 Aug to 6 Aug
€204
5 Aug - 6 Aug
includes taxes & fees
8.4/10 Very Good! (70 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 577 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

4/5(1 review)

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

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

€65
per adult
92% of travellers recommend
Tuscany Experience In Pisa, Siena, San Gimignano & Chianti
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
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 €446 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.