San Gimignano Vacation Rentals

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Check prices for these dates

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

Our top choices for San Gimignano vacation rentals

Exterior detail
La Casa di Ines

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is ￥12,173
￥14,309 total
includes taxes & fees
Jan 8 - Jan 9, 2026
La Casa di Ines
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 ￥14,816
￥21,824 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Palazzo al Torrione 2
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa in San Gimignano

Villa "Arnilù" with Private Pool & Wi-Fi
The price is ￥852,970
￥921,087 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Villa "Arnilù" with Private Pool & Wi-Fi
Outdoor pool
Casa Vacanze Le Case

Vacation Home in San Gimignano

Casa Vacanze Le Case
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 ￥17,275
￥19,920 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Casa Vacanze Le Case
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 ￥15,429
￥30,123 total
includes taxes & fees
Jan 6 - Jan 7, 2026
I Girasoli San Gimignano Apartments
Property grounds
ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

Apartment in San Gimignano

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
The price is ￥12,892
￥16,207 total
includes taxes & fees
Jan 23 - Jan 24, 2026
ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
Comfort Apartment, 1 Bedroom (Le Viole) | 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
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 ￥11,572
￥22,592 total
includes taxes & fees
Jan 8 - Jan 9, 2026
THE BEST VIEW San Gimignano
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 ￥22,225
￥36,919 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Le Torri2 SanGimignanoApartments
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 ￥16,531
￥26,265 total
includes taxes & fees
Jan 9 - Jan 10, 2026
san gimignano apartment in historical center, courtyard and fast free wifi
Exterior detail
B&B Palazzo Tortoli

Townhouse in San Gimignano City Centre

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 ￥19,828
￥22,728 total
includes taxes & fees
Jan 8 - Jan 9, 2026
B&B Palazzo Tortoli
Interior
One Bedroom Apartment

Apartment in SAN GIMIGNANO

One Bedroom Apartment
The price is ￥11,572
￥22,592 total
includes taxes & fees
Jan 8 - Jan 9, 2026
One 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 ￥23,878
￥46,369 total
includes taxes & fees
Dec 27 - Dec 28
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
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 traveler
The price is ￥24,796
￥31,224 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Apartment 'Sasso 3' with Private Terrace, Wi-Fi and Air Conditioning
Dishwasher, coffee/tea maker
Two Bedroom Apartment

Apartment in San Gimignano City Centre

Two Bedroom Apartment
The price is ￥15,429
￥30,123 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Two Bedroom Apartment
Down comforters, Select Comfort beds, in-room safe
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 ￥12,523
￥14,694 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Donna Nobile
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 ￥18,417
￥33,151 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Le Torri San Gimignano Apartments
Outdoor dining
Central Room La Casa di Ines

Apartment in San Gimignano City Centre

Central Room La Casa di Ines
The price is ￥16,531
￥19,837 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Central Room La Casa di Ines
Dishwasher, coffee/tea maker
One Bedroom Apartment

Apartment in San Gimignano City Centre

One Bedroom Apartment
The price is ￥14,510
￥25,530 total
includes taxes & fees
Jan 8 - Jan 9, 2026
One Bedroom Apartment
Outdoor dining
La Casa di Ines Private Double Room

Aparthotel in San Gimignano City Centre

La Casa di Ines Private Double Room
The price is ￥20,204
￥23,510 total
includes taxes & fees
Jan 8 - Jan 9, 2026
La Casa di Ines Private Double Room
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 3 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 vacation rentals in San Gimignano?

Yes, you can find vacation rentals close to top attractions in San Gimignano, or you can choose a secluded option if you want a relaxing place to 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 cafes during your trip.

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

Borgo Argiano: This vacation home rental near San Gimignano is located on a river and has a balcony, a terrace, and a barbecue grill 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 vacation with a garden and a library.

How many vacation rentals are there in San Gimignano?

With 50 Expedia vacation rentals, you're sure 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 vacation rental in San Gimignano like?

A vacation rental is a private property you can book for a few weeks or just a few days in San Gimignano. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.