San Gimignano Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in San Gimignano

La Casa di Ines
10.0 out of 10, Exceptional, (4)
"Amazing property and family ! "
Canada
Mary
The price is AU$138
includes taxes & fees
23 Oct - 24 Oct
La Casa di Ines
Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is AU$213
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2
B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is AU$229
includes taxes & fees
21 Oct - 22 Oct
B&B Palazzo Tortoli
Affittacamere Le Ginestre
7.8 out of 10, Good, (6)
"Personale molto gentile, l'appartamento era un po' datato, letto scomodo, le stoviglie date in dotazione non ben pulite,spazioso,posizione dell'appartamento in pieno centro a San Gimignano"
Italy
sabina
Affittacamere Le Ginestre
Donna Nobile
8.2 out of 10, Very good, (155)
"Great place to spend a day"
Canada
michelle
The price is AU$143
includes taxes & fees
2 Nov - 3 Nov
Donna Nobile
Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (85)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
Italy
Alex
The price is AU$163
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case
Charming San Gimignano Apartment With City Views
The price is AU$307
includes taxes & fees
31 Oct - 1 Nov
Charming San Gimignano Apartment With City Views
IL VECCHIO CONVENTO
5.0 out of 10, (2)
The price is AU$256
includes taxes & fees
28 Oct - 29 Oct
IL VECCHIO CONVENTO
Dimora Bandinelli Firenze
9.6 out of 10, Exceptional, (167)
"We loved this place! The staff were amazing, informative and helpful. Breakfast was great. Highly recommend"
United Kingdom
Simran
The price is AU$183
includes taxes & fees
18 Nov - 19 Nov
Dimora Bandinelli Firenze
Home in Florence
9.0 out of 10, Wonderful, (69)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is AU$205
includes taxes & fees
19 Nov - 20 Nov
Home in Florence
Al Mercato B&B
9.0 out of 10, Wonderful, (91)
"Nice area and clean property "
United States
heeman
The price is AU$146
includes taxes & fees
19 Nov - 20 Nov
Al Mercato B&B
Mamo Florence - Bice & Krizia Apartments
10.0 out of 10, Exceptional, (1)
"Excelente departamento. La calle sobre la cual está es muy ruidosa pero con el cansancio no se siente. "
Mexico
Giuliana
The price is AU$288
includes taxes & fees
17 Nov - 18 Nov
Mamo Florence - Bice & Krizia Apartments
Marignolle Relais and Charme
9.2 out of 10, Wonderful, (90)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (237)
"Lovely place to stay and very central . We had a room with a balcony which overlooked the square . Viola was very welcoming and ordered taxis for us . "
United Kingdom
Beverley
La Terrazza Sul Campo Rooming House
San Giovanni House by Mmega
8.4 out of 10, Very good, (6)
"This is a great apartment located in the creative district of Florence - lots of independent shops. It’s also away from the main tourist areas, so great place to retreat to and get away from the city centre."
United Kingdom
Jagdeep Singh
The price is AU$352
includes taxes & fees
21 Oct - 22 Oct
San Giovanni House by Mmega
Casa Maria by Mmega
8.4 out of 10, Very good, (18)
"Great place to stay"
United States
Anastasia
The price is AU$315
includes taxes & fees
22 Oct - 23 Oct
Casa Maria by Mmega
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (186)
"Great location and friendly staff. "
United States
Parissa
The price is AU$251
includes taxes & fees
21 Oct - 22 Oct
Il Battistero Siena - Residenza d'Epoca
Relais Villa Olmo
9.4 out of 10, Exceptional, (226)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
The price is AU$359
includes taxes & fees
2 Nov - 3 Nov
Relais Villa Olmo
San Frediano House by Mmega
8.0 out of 10, Very good, (4)
"O apartamento em si confortável porém as escadas muito íngremes "
Brazil
Evaristo
San Frediano House by Mmega
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Gimignano Hotel Reviews

Find out more about San Gimignano

Everything you need to know about San Gimignano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Gimignano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Gimignano holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Gimignano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Gimignano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Gimignano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Gimignano holiday rentals we have selected for you start as low as AU$138 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Gimignano rentals

At Expedia, we put the best San Gimignano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Gimignano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Gimignano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Gimignano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in San Gimignano?

Yes, there are holiday rentals close to the most popular sights in San Gimignano, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to San Gimignano speak positively about the beautiful countryside and wineries in this destination. Make sure you have time to check out the museums and cafés during your trip.

What are some of the best holiday rentals that San Gimignano has to offer?

Casa Vacanze Le Case: This highly rated holiday home rental in San Gimignano offers an outdoor pool, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and kitchenware can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in San Gimignano?

With 65 Expedia holiday rentals, you're guaranteed to find just the right place for your San Gimignano stay.

What’s there to see and do in San Gimignano?

Cultural attractions include San Gimignano Communal Palace and Medieval Criminal and Torture Museum, whereas Castelvecchio Natural Reserve is one spot to enjoy nature. Other places in town to visit include Piazza della Cisterna and Torre Grossa.

What’s a holiday rental in San Gimignano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gimignano. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.