San Gimignano Holidays from £217

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your San Gimignano Holiday

With every last detail planned before you go, our San Gimignano holiday packages mean you can focus more on having fun. Whether you're based in the neighbourhood of Montegabbro, which is good for history, or somewhere else in town, this lively city offers a wealth of discoveries. Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Piazza Duomo are just a few of the attractions you'll want to explore during your trip to San Gimignano. Whatever your travel plans or the size of your budget, organising your ultimate tailored San Gimignano holiday is simple with Expedia.

Top San Gimignano Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Save 100% on your flight
per person
17 Sept - 24 Sept
found 3 hours ago
Return flight included
London (LGW) to Florence (FLR)
7.8/10 Good! (132 reviews)
It is very close to autostrada,which is good if you have car. The Breakfast was excellant,with a wonderful hostess. This lady is a big bonus to this hotel.The air-conditioning is building controlled,which would not suit everyone.The cleaner for our area had poor attention to detail. The lead cleaner was very good and corrected our issues.

Reviewed on 24 Sep 2024

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
13 Sept - 18 Sept
found 1 day ago
Return flight included
London (LCY) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Excellent Location, friendly staff and good standard room

Reviewed on 1 Jul 2025

Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Save 100% on your flight
per person
15 Aug - 21 Aug
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.4/10 Very Good! (69 reviews)
We absolutely loved our stay. I wish we got to stay longer. The hotel and the town are so lovely and peaceful. I could have easily stayed there for three days. The staff was so kind. The room was comfortable and very luxurious. Breakfast was yummy.

Reviewed on 28 May 2025

Hotel Bencista

Hotel Bencista

3 out of 5
Save 100% on your flight
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
London (LON) to Florence (FLR)
7.2/10 Good! (12 reviews)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
19 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (867 reviews)
The staff, room, lobby and location were exceptionally fabulous. Near everything and even had a roof top dining area with excellent food and gorgeous views of the city. The staff were friendly, super helpful, knowledgeable and went the extra mile for us. We couldn’t have been happier!

Reviewed on 27 Jun 2025

San Gimignano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
3,300
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Isole e Olena Winery

Top hotels in San Gimignano

Poderi Arcangelo
Poderi Arcangelo
Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is £129 per night from 5 Jul to 6 Jul
£129
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (289 reviews)
"We felt like in heaven!"

Reviewed on 26 Jun 2025

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 £149 per night from 10 Jul to 11 Jul
£149
10 Jul - 11 Jul
includes taxes & fees
8.8/10 Excellent! (212 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on 13 Jun 2025

Villasanpaolo
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
8.4/10 Very Good! (373 reviews)
"Clean and safe"

Reviewed on 1 Jul 2025

Get rates
RELAIS SANTA CHIARA - TUSCANY CHARME
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Piazza della Cisterna which includes a city, street scenes and a square or plaza

Piazza della Cisterna

4.5/5(16 reviews)

Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.

Piazza della Cisterna
Piazza delle Erbe featuring heritage architecture

Piazza delle Erbe

Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.

Piazza delle Erbe

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

What to do in San Gimignano

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

Tuscany Experience In Pisa, Siena, San Gimignano & Chianti

£56
per adult
92% of travellers recommend
Tuscany Experience In Pisa, Siena, San Gimignano & Chianti
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

£102
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Truffle recipes

Truffle Hunting in Tuscany

£325
per adult
100% of travellers recommend
Truffle Hunting in Tuscany
See all activities in San Gimignano

Frequently asked questions

Why should I book my San Gimignano holiday with Expedia?
Choose Expedia to arrange your next escape easily and all in one convenient place. Our top tip for scoring a fabulous deal on a San Gimignano retreat? Bundle your accommodation, flights and/or car hire into a package holiday. Then add a few awesome tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to panic if you have to change your travel plans. Round-the-clock assistance with changing and cancelling your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in San Gimignano?
Peak season falls in March, April and July and is a thrilling time to visit --- if you don't mind the crowds. November, December and January are generally quieter times of the year. With daytime average temperatures of 4ºC, January is the coolest month in San Gimignano. The warmest month is July, when you can experience average temperatures of 24ºC throughout the day. Whatever the weather conditions, you'll find plenty of things to keep you busy here.
What are the top hotels for my holiday in San Gimignano?
One of the most sought-after places to stay in San Gimignano is Hotel Casolare Le Terre Rosse, in the neighbourhood of San Gimignano City Centre. Explore the city by day and then relax in your comfortable room after the sun goes down.
How do I get a cheap holiday to San Gimignano?
Find flights that fit your schedule, add a hotel to your booking and watch the savings grow with a San Gimignano holiday. It's that simple! From flights and hotels to activities and hire cars, Expedia is your gateway to cheap travel. And with over 400 partner airlines and 321,000 hotel options throughout the world to choose from, you won't be short of choice. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my San Gimignano holiday?
There are so many things to do and see while on your holiday in San Gimignano. Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery, Piazza Duomo and Medieval Criminal and Torture Museum are a few of this city's major attractions.
What is the best neighbourhood to stay in when on holiday in San Gimignano?
If Collegiate Church of Santa Maria Assunta is high on your San Gimignano sightseeing list, base yourself in the neighbourhood of San Gimignano City Centre.
Do I need a visa for my San Gimignano holiday?
Check the latest rules on official government websites. Your nationality and whether you're visiting for leisure, business or study will determine if you'll require a visa for San Gimignano. Get familiar with the application process, including the required documentation, fees and turnaround times. Submit your application well in advance to allow enough time for processing. Some visas may take weeks or even months to go through, depending on the country.
What should I wear on my San Gimignano holiday?
Do some research into the sorts of things people in San Gimignano wear, and maybe even browse style blogs for some fashion inspiration. Aim to create a versatile wardrobe with pieces that suit your destination and showcase your unique style. Pack appropriately by checking the local weather conditions in San Gimignano. July brings the warmest temperatures, with daily averages of 24ºC, while January days average 4ºC, making it the coolest month.
What does an Expedia San Gimignano holiday include?
With Expedia, you can select any combination of flights, hotels and car hires to create your perfect San Gimignano travel package. Once you've made your booking, simply add on the fun things like activities and tours. Don't forget --- the more you bundle, the bigger the savings! Discover a large selection of property types and choose one that matches your travel needs. The most sought-after holiday rentals here are apartments and villas. With Expedia, it's a breeze to customise your San Gimignano retreat just the way you like.
Does Expedia offer Book Now, Pay Later San Gimignano holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a terrific getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying in multiple instalments works for you, choose this option during the checkout process.
  • No-deposit holidays: If not paying ahead of time for your trip makes hitting that "book now" button easier, opt for a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a San Gimignano Expedia holiday?
Definitely. Expedia has over 400 partner airlines to pick from around the world. With so much choice, finding the perfect carrier to bring you to San Gimignano will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.