San Gimignano Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for San Gimignano holiday rentals

Netflix, streaming services
Two Bedroom Apartment

Apartment in San Gimignano City Centre

Two Bedroom Apartment
9.8 out of 10, Exceptional, (11)
"Very well set up apartment and location was perfect. Parking is a bit of a challenge but if you don’t mind walking you will be ok. "
Canada
Bev P.
The price is HK$815
HK$1,547 total
includes taxes & fees
6 Jan - 7 Jan 2026
Two Bedroom Apartment
Microwave, stovetop, dishwasher
Le Torri2 SanGimignanoApartments

Apartment in San Gimignano City Centre

Le Torri2 SanGimignanoApartments
10.0 out of 10, Exceptional, (1)
"Muy bonito y acogedor "
Mexico
ROCIO
The price is HK$1,108
HK$1,840 total
includes taxes & fees
6 Jan - 7 Jan 2026
Le Torri2 SanGimignanoApartments
Fridge, microwave, oven, stovetop
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning

Apartment in San Gimignano City Centre

Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning
9.8 out of 10, Exceptional, (6)
"Calm, natural environment, history and toscany great ferlingd"
United States
Nuria Meritxell P.
The price is HK$2,009
HK$2,502 total
includes taxes & fees
5 Jan - 6 Jan 2026
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning
Interior
Le Torri San Gimignano Apartments

Apartment in San Gimignano City Centre

Le Torri San Gimignano Apartments
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 HK$915
HK$1,648 total
includes taxes & fees
6 Jan - 7 Jan 2026
Le Torri San Gimignano Apartments
1 bedroom, WiFi, bed sheets
THE BEST VIEW San Gimignano

Apartment in SAN GIMIGNANO

THE BEST VIEW 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 price is HK$577
HK$1,126 total
includes taxes & fees
8 Jan - 9 Jan 2026
THE BEST VIEW San Gimignano
Terrace/patio
Affittacamere Le Ginestre

Townhouse in San Gimignano City Centre

Affittacamere Le Ginestre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre
Interior
Medieval tower experience with private rooftop, San Gimignano

Apartment in San Gimignano City Centre

Medieval tower experience with private rooftop, San Gimignano
10.0 out of 10, Exceptional, (5)
"This was a perfect stop for the once in a lifetime tour of italy "
United States
mark M.
The price is HK$2,929
HK$3,890 total
includes taxes & fees
6 Jan - 7 Jan 2026
Medieval tower experience with private rooftop, San Gimignano
TV
San Gimignano Apartments Vernaccia free Netflix

Apartment in San Gimignano City Centre

San Gimignano Apartments Vernaccia free Netflix
9.2 out of 10, Wonderful, (5)
"Safe place with lots of facilities. Microwave, washer, refrigerator, etc. It could use a few more clothes hangers, but overall a great place."
United States
byrl
The price is HK$577
HK$1,126 total
includes taxes & fees
6 Jan - 7 Jan 2026
San Gimignano Apartments Vernaccia free Netflix
Dishwasher, coffee/tea maker
Two Bedroom Apartment

Apartment in San Gimignano City Centre

Two Bedroom Apartment
The price is HK$769
HK$1,501 total
includes taxes & fees
6 Jan - 7 Jan 2026
Two Bedroom Apartment
Property grounds
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Apartment in San Gimignano City Centre

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
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 HK$1,190
HK$2,311 total
includes taxes & fees
27 Dec - 28 Dec
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Property grounds
Apartment 'Il Teatro' with Wi-Fi and Air Conditioning

Apartment in San Gimignano City Centre

Apartment 'Il Teatro' with Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (1)
"Responsive, helpful hosts. 2nd floor, next to Duomo piazza and shopping street. Well stocked with new kitchen ware"
United States
John H.
The price is HK$2,110
HK$2,798 total
includes taxes & fees
12 Jan - 13 Jan 2026
Apartment 'Il Teatro' with Wi-Fi and Air Conditioning
Dining
Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning

Apartment in San Gimignano

Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (4)
"Pros: Everything was fine and clean. We enjoyed everything Cons: Nothing"
United States
Anonymous traveller
The price is HK$1,236
HK$1,556 total
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
Sauna
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano

Apartment in San Gimignano City Centre

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
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 HK$1,053
HK$1,263 total
includes taxes & fees
1 Jan - 2 Jan 2026
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi

Apartment in San Gimignano City Centre

san gimignano apartment in historical center, courtyard and fast free wifi
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 HK$741
HK$1,227 total
includes taxes & fees
6 Jan - 7 Jan 2026
san gimignano apartment in historical center, courtyard and fast free wifi
Outdoor dining
I Girasoli San Gimignano Apartments

Apartment in San Gimignano

I Girasoli San Gimignano Apartments
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.
The price is HK$769
HK$1,501 total
includes taxes & fees
6 Jan - 7 Jan 2026
I Girasoli San Gimignano Apartments
Down duvets, Select Comfort beds, in-room safe, individually decorated
Donna Nobile

Townhouse in San Gimignano City Centre

Donna Nobile
8.2 out of 10, Very good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is HK$624
HK$732 total
includes taxes & fees
15 Jan - 16 Jan 2026
Donna Nobile
Fridge, oven, stovetop, coffee/tea maker
Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning

Apartment in San Gimignano

Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning
10.0 out of 10, Exceptional, (1)
"Pros: Monolpcale spazioso, equipaggiato di tutto il necessario (cosa non scontata!), molto pulito e funzionale. Posizione molto comoda e con bellissimo panorama, tranquilla e riservata. Check in puntuale e molto ben organizzato."
Italy
Anonymous traveller
Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning
Terrace/patio
Casa Bardi: Apartment with Terrace

Apartment in San Gimignano City Centre

Casa Bardi: Apartment with Terrace
The price is HK$1,853
HK$2,119 total
includes taxes & fees
5 Jan - 6 Jan 2026
Casa Bardi: Apartment with Terrace
Interior
One Bedroom Apartment

Apartment in SAN GIMIGNANO

One Bedroom Apartment
One Bedroom Apartment
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is HK$736
HK$1,085 total
includes taxes & fees
19 Jan - 20 Jan 2026
Palazzo al Torrione 2
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

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"Clean and surprisingly large room, with a spacious closet and bathroom. My room happened to have a window to the inside courtyard. Front desk staff/owner is exceptionally friendly, helpful, and generous. Property located right at the central plaza - cannot be more convenient!"
OI LING SOPHIA 1-night trip
Posted 2 weeks ago
Hotel Leon Bianco

Find out more about San Gimignano

Search for holiday rentals in San Gimignano on Expedia! You can easily find your home rentals, villas, holiday apartments in San Gimignano using one of the methods below:

  • View our selection of featured holiday rentals in San Gimignano
  • Use the map to find apartments and other holiday homes in the San Gimignano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Gimignano while they last

Look no further and take a look at our great range of rental properties in San Gimignano!

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 an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in San Gimignano?

With 50 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 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.