A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

San Gimignano Vacation Rentals

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Our top choices for San Gimignano vacation rentals

1. 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 CA $148
CA $171 total
includes taxes & fees
Nov 17 - Nov 18
Materia Rooms San Gimignano

2. 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 CA $132
CA $193 total
includes taxes & fees
Nov 17 - Nov 18
Palazzo al Torrione 2

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 CA $144
CA $166 total
includes taxes & fees
Dec 15 - Dec 16
B&B Palazzo Tortoli

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 CA $123
CA $143 total
includes taxes & fees
Nov 15 - Nov 16
Casa Vacanze Le Case

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 CA $107
CA $126 total
includes taxes & fees
Dec 8 - Dec 9
Donna Nobile

6. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

Apartment in San Gimignano in the city center 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 CA $157
CA $220 total
includes taxes & fees
Nov 15 - Nov 16
Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

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 CA $130
CA $151 total
includes taxes & fees
Nov 25 - Nov 26
Affittacamere Le Ginestre

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 CA $184
CA $371 total
includes taxes & fees
Nov 15 - Nov 16
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

9. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
The price is CA $110
CA $115 total
includes taxes & fees
Nov 21 - Nov 22
ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

10. Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

Apartment in San Gimignano 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 CA $211
CA $308 total
includes taxes & fees
Nov 15 - Nov 16
Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

11. 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 CA $125
CA $147 total
includes taxes & fees
Nov 20 - Nov 21
Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,

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 CA $197
CA $222 total
includes taxes & fees
Nov 18 - Nov 19
Comfortable double room with a bathroom in the historic center of San Gimignano.

13. THE FORMER CONVENT

THE FORMER CONVENT
San Gimignano City Centre
The price is CA $197
CA $222 total
includes taxes & fees
Nov 21 - Nov 22
THE FORMER CONVENT

14. IL CASTAGNOLO COUNTRY B&B Torre Becci

IL CASTAGNOLO COUNTRY B&B Torre Becci
San Gimignano
The price is CA $156
CA $156 total
includes taxes & fees
Dec 11 - Dec 12
IL CASTAGNOLO COUNTRY B&B Torre Becci

15. 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 CA $212
CA $228 total
includes taxes & fees
Nov 15 - Nov 16
I'Quercecchio Relax with Sauna - In the historic center of San Gimignano

16. IL CASTAGNOLO COUNTRY B&B

IL CASTAGNOLO COUNTRY B&B
Siena
The price is CA $139
CA $147 total
includes taxes & fees
Nov 27 - Nov 28
IL CASTAGNOLO COUNTRY B&B

17. IL CASTAGNOLO COUNTRY B&B Torre Chigi

IL CASTAGNOLO COUNTRY B&B Torre Chigi
San Gimignano
The price is CA $191
CA $191 total
includes taxes & fees
Nov 27 - Nov 28
IL CASTAGNOLO COUNTRY B&B Torre Chigi

18. 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 CA $181
CA $207 total
includes taxes & fees
Nov 16 - Nov 17
IL VECCHIO CONVENTO

19. 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 CA $212
CA $294 total
includes taxes & fees
Nov 15 - Nov 16
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

20. 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 CA $308
CA $433 total
includes taxes & fees
Nov 26 - Nov 27
Casa Bardi: Superior Apartment with Sauna + Parking
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Gimignano. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.