Holiday Rentals in San Gimignano

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Our top choices for San Gimignano holiday rentals

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
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 €119
includes taxes & fees
15 Dec - 16 Dec
Palazzo al Torrione 2

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is €110
includes taxes & fees
12 Dec - 13 Dec
Casa Vacanze Le Case

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is €78
includes taxes & fees
20 Dec - 21 Dec
La Casa di Ines

I Girasoli San Gimignano Apartments

I Girasoli San Gimignano Apartments
San Gimignano
10.0 out of 10, Exceptional, (2)
"My husband, parents and I had a wonderful time staying at this property. The host had a bottle of wine for us and the accommodations were very nice. There was a lovely pool to cool off after a day of venturing out. We enjoyed the landscape around us and the small community feel of the property."
United States
Raquel G.
I Girasoli San Gimignano Apartments

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is €5,015
includes taxes & fees
5 Jan - 6 Jan 2026
Villa "Arnilù" with Private Pool & Wi-Fi

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is €80
includes taxes & fees
12 Dec - 13 Dec
Donna Nobile

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
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 €121
includes taxes & fees
2 Jan - 3 Jan 2026
B&B Palazzo Tortoli

Le Torri2 SanGimignanoApartments

Le Torri2 SanGimignanoApartments
San Gimignano City Centre
10.0 out of 10, Exceptional, (1)
"Muy bonito y acogedor "
Mexico
ROCIO
The price is €206
includes taxes & fees
7 Jan - 8 Jan 2026
Le Torri2 SanGimignanoApartments

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (12)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is €260
includes taxes & fees
12 Dec - 13 Dec
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Two Bedroom Apartment

Two Bedroom Apartment
San Gimignano City Centre
Two Bedroom Apartment

APARTMENT 3 KM FROM SAN GIMIGNANO

APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
APARTMENT 3 KM FROM SAN GIMIGNANO

Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre

THE BEST VIEW San Gimignano

THE BEST VIEW San Gimignano
SAN GIMIGNANO
8.8 out of 10, Excellent, (3)
"It was a lovely apartment and the host is absolutely fabulous and easy to talk/chat with and responsive and they went above and beyound when I left my wallet behind on the day I flew out. When I stayed it was extremely hot(big European heat wave) and it was difficult to get cooled down at night but I think this was unusual time but be careful if you are sensitive to the heat at night."
United States
Eileen B.
THE BEST VIEW San Gimignano

One Bedroom Apartment

One Bedroom Apartment
SAN GIMIGNANO
One Bedroom Apartment

Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning

Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
San Gimignano
10.0 out of 10, Exceptional, (4)
"Pros: Everything was fine and clean. We enjoyed everything Cons: Nothing"
United States
Anonymous traveller
Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning

One Bedroom Apartment

One Bedroom Apartment
San Gimignano City Centre
One Bedroom Apartment

san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is €147
includes taxes & fees
6 Jan - 7 Jan 2026
san gimignano apartment in historical center, courtyard and fast free wifi

Apartment 'Home Sweet Home' with Wi-Fi

Apartment 'Home Sweet Home' with Wi-Fi
San Gimignano City Centre
Apartment 'Home Sweet Home' with Wi-Fi

Le Torri San Gimignano Apartments

Le Torri San Gimignano Apartments
San Gimignano City Centre
8.4 out of 10, Very good, (5)
"Loved this apartment. Felt like we were locals. Walked to everything. Outstanding communication with property manager. She was very helpful and accommodating. She was able to help us navigate how to return to our train station as transportation from here can be tricky if not planned in advance."
United States
Antonio M.
The price is €180
includes taxes & fees
16 Dec - 17 Dec
Le Torri San Gimignano Apartments

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
San Gimignano City Centre
8.0 out of 10, Very good, (2)
"This VRBO is in a great location, and they offer daily housekeeping. Although it states parking in listing, the parking is 13 Euro a day about a half mile away. There is a washing machine in the unit, but no way to dry your clothes except for hanging them around the room. There is no designated smoking area, unless you count on the street outside. No massage/spa available on site. The very small TV is not a smart TV. No bidet. As far as the "breakfast available", that means you can walk...
United States
Kevin L.
The price is €142
includes taxes & fees
12 Dec - 13 Dec
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
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.
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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, apart-hotels, 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 favorite 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 depends 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 €67 per night. Entering your travel dates in the search wizard you might find 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?

Borgo Argiano: This holiday home rental outside of San Gimignano is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in San Gimignano?

With 51 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 Collegiate Church of Santa Maria Assunta and San Gimignano Communal Palace, whereas Castelvecchio Natural Reserve is one spot to enjoy nature. Other places in town to visit include Piazza della Cisterna and Piazza Duomo.

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.