San Gimignano Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for San Gimignano vacation rentals

An open wooden door leading to an outdoor patio with a table and chairs.

1. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is ￥13,488
￥20,136 total
includes taxes & fees
Nov 14 - Nov 15
Palazzo al Torrione 2
A historic stone building with a prominent tower, arched windows, and a tiled roof.

2. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is ￥16,617
￥19,161 total
includes taxes & fees
Nov 9 - Nov 10
Materia Rooms San Gimignano
A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is ￥15,484
￥17,915 total
includes taxes & fees
Dec 1 - Dec 2
B&B Palazzo Tortoli
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is ￥13,619
￥15,864 total
includes taxes & fees
Nov 10 - Nov 11
Casa Vacanze Le Case
A building with a wooden door, windows with shutters, and flower boxes.

5. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ￥12,041
￥14,128 total
includes taxes & fees
Dec 8 - Dec 9
Donna Nobile
A narrow alleyway with brick walls, wooden barrels, and potted plants.

6. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (44 reviews)
"P. Buonaccorsi is a unique property that is centrally located in San Gimignano. It is well maintained and restored and a very beautiful residence. Senora and Bianca were perfect hosts. The town was perfectly located in Tuscany and within easy day-trips to Florence, Siena, and Massa Marittima."
United States
Glenn
The price is ￥19,602
￥26,666 total
includes taxes & fees
Nov 16 - Nov 17
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

7. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is ￥14,789
￥17,150 total
includes taxes & fees
Nov 16 - Nov 17
Affittacamere Le Ginestre
A vineyard with a stone building, a metal gate, and purple plants in the foreground.

8. 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, (17 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is ￥20,662
￥43,397 total
includes taxes & fees
Nov 8 - Nov 9
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
A building with a staircase leading to a door, surrounded by potted plants and a tree.

9. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
The price is ￥11,126
￥13,069 total
includes taxes & fees
Nov 8 - Nov 9
ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
A building with a wooden door and a balcony with flower boxes.

10. Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,

Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,
San Gimignano
The price is ￥16,247
￥18,931 total
includes taxes & fees
Nov 10 - Nov 11
Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,
An outdoor courtyard with brick walls, arched doorways, and potted plants. There are metal tables and chairs arranged for outdoor dining.

11. San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful bit of Italian history! Bianca was a gracious very helpful asset to the charming accommodation."
United States
Julie B.
The price is ￥23,714
￥36,269 total
includes taxes & fees
Nov 8 - Nov 9
San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

12. Comfortable double room with a bathroom in the historic center of San Gimignano.

Comfortable double room with a bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is ￥22,075
￥24,901 total
includes taxes & fees
Nov 14 - Nov 15
Comfortable double room with a bathroom in the historic center of San Gimignano.
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

13. IL VECCHIO CONVENTO

IL VECCHIO CONVENTO
San Gimignano City Centre
4.0 out of 10, (3 reviews)
"Unterkunft konnte wegen Wasserschaden nicht bezogen werden. Vermieter hat nicht geholfen eine Alternative zu finden…"
Germany
Bodo
The price is ￥20,343
￥23,260 total
includes taxes & fees
Nov 10 - Nov 11
IL VECCHIO CONVENTO
A bed with a red bedspread, two white pillows, and rolled towels.

14. THE FORMER CONVENT

THE FORMER CONVENT
San Gimignano City Centre
The price is ￥22,075
￥24,901 total
includes taxes & fees
Nov 8 - Nov 9
THE FORMER CONVENT
A bedroom with a large bed, two bedside tables, a mirror, and a chandelier.

15. Il CASTAGNOLO COUNTRY B&B Torre Pettini

Il CASTAGNOLO COUNTRY B&B Torre Pettini
San Gimignano
The price is ￥15,541
￥15,541 total
includes taxes & fees
Nov 13 - Nov 14
Il CASTAGNOLO COUNTRY B&B Torre Pettini
A stone building with a sloped roof, multiple windows, and a reception sign.

16. IL CASTAGNOLO COUNTRY B&B

IL CASTAGNOLO COUNTRY B&B
Siena
The price is ￥15,541
￥16,424 total
includes taxes & fees
Nov 13 - Nov 14
IL CASTAGNOLO COUNTRY B&B
A stone building with arched doorways and a narrow street.

17. I'Quercecchio Relax with Sauna - In the historic center of San Gimignano

I'Quercecchio Relax with Sauna - In the historic center of San Gimignano
San Gimignano City Centre
6.0 out of 10, (3 reviews)
"We did not even get the room we booked. Bait and switch. Owner tried to put us in another dirty, smelly, apartment not near where we booked. Terrible experience. I would not trust them at all!"
United States
Gary
The price is ￥23,841
￥26,843 total
includes taxes & fees
Nov 8 - Nov 9
I'Quercecchio Relax with Sauna - In the historic center of San Gimignano
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

18. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is ￥23,841
￥34,437 total
includes taxes & fees
Nov 14 - Nov 15
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
An outdoor patio with a round wooden table, a wicker chair, and a potted plant.

19. Casa Bardi: Superior Apartment with Sauna + Parking

Casa Bardi: Superior Apartment with Sauna + Parking
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Of all the places we have stayed, this is by far the best experience ever. Diego was communicative from the start, provided loads of information about the village; reccomendations on where to eat, what to do…. What really impressed us was his attentiveness and care for our comfort and the San Gimignano experience. He met us near the condo and guided us to a safe, private, free parking spot a very short distance to our beautiful “rustic” condo, inside the outer walls of San Gimignano we had a...
United States
LESLIE P.
The price is ￥36,556
￥50,684 total
includes taxes & fees
Nov 23 - Nov 24
Casa Bardi: Superior Apartment with Sauna + Parking
A stone building with a sloped roof, multiple windows, and a reception sign.

20. IL CASTAGNOLO COUNTRY B&B Torre Chigi

IL CASTAGNOLO COUNTRY B&B Torre Chigi
San Gimignano
The price is ￥21,368
￥21,368 total
includes taxes & fees
Nov 20 - Nov 21
IL CASTAGNOLO COUNTRY B&B Torre Chigi
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

A hot tub on a deck with a view of vineyards and hills.
Podere La Quercia

Podere La Quercia

Podere La Quercia
San Gimignano

10/10 Excellent

Beautiful views, friendly staff and we loved the hot tubs overlooking the vineyards!!
United States
James
Reviewed October 3, 2026
Podere La Quercia

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:

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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?

Casa Vacanze Le Case: Visitors like this San Gimignano vacation home rental. It offers an outdoor pool, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and kitchenware can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in San Gimignano?

With 62 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.