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

San Gimignano Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for San Gimignano vacation rentals

A narrow street with stone buildings, wooden doors, and a brick pathway.

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
$104 nightly
The price is $120
Nov 16 - Nov 17
Total with taxes and fees
Materia Rooms San Gimignano
An open wooden door leading to an outdoor patio with a table and chairs.

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
$118 nightly
The price is $135
Nov 17 - Nov 18
Total with taxes and fees
Palazzo al Torrione 2
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
$92 nightly
The price is $106
Dec 16 - Dec 17
Total with taxes and fees
B&B Palazzo Tortoli
A stone building with a pool and outdoor seating, surrounded by greenery and a view of distant mountains.

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
Casa Vacanze Le Case
A view from a window overlooking a forested area with a clear sky.

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
$75 nightly
The price is $88
Dec 8 - Dec 9
Total with taxes and fees
Donna Nobile
A narrow alleyway with brick walls, wooden barrels, and potted plants.

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
$155 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Apartment in San Gimignano in the city center 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
$94 nightly
The price is $109
Nov 23 - Nov 24
Total with taxes and fees
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
$240 nightly
The price is $269
Nov 16 - Nov 17
Total with taxes and fees
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
$89 nightly
The price is $89
Nov 16 - Nov 17
Total with taxes and fees
ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
A narrow alleyway with brick walls, wooden barrels, and potted plants.

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.
$237 nightly
The price is $243
Nov 17 - Nov 18
Total with taxes and fees
Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.
A building with a wooden door and a balcony with flower boxes.

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

Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,
San Gimignano
$81 nightly
The price is $95
Nov 16 - Nov 17
Total with taxes and fees
Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,
Room

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
$150 nightly
The price is $155
Nov 16 - Nov 17
Total with taxes and fees
Comfortable double room with a bathroom in the historic center of San Gimignano.
A multi-story building with a series of windows and a central entrance.

13. THE FORMER CONVENT

THE FORMER CONVENT
San Gimignano City Centre
$150 nightly
The price is $155
Nov 16 - Nov 17
Total with taxes and fees
THE FORMER CONVENT
A stone building with a pool area, outdoor seating, and a sign indicating a restaurant.

14. IL CASTAGNOLO COUNTRY B&B Torre Becci

IL CASTAGNOLO COUNTRY B&B Torre Becci
San Gimignano
$109 nightly
The price is $109
Dec 11 - Dec 12
Total with taxes and fees
IL CASTAGNOLO COUNTRY B&B Torre Becci
A bedroom with a bed, a nightstand, a lamp, a chair, a desk, and a wardrobe.

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
$179 nightly
The price is $184
Nov 16 - Nov 17
Total with taxes and fees
I'Quercecchio Relax with Sauna - In the historic center of San Gimignano
A stone building with a pool area, outdoor seating, and a sign indicating a restaurant.

16. IL CASTAGNOLO COUNTRY B&B

IL CASTAGNOLO COUNTRY B&B
Siena
$97 nightly
The price is $103
Nov 27 - Nov 28
Total with taxes and fees
IL CASTAGNOLO COUNTRY B&B
A stone building with a pool area, outdoor seating, and a sign indicating a restaurant.

17. IL CASTAGNOLO COUNTRY B&B Torre Chigi

IL CASTAGNOLO COUNTRY B&B Torre Chigi
San Gimignano
$133 nightly
The price is $133
Nov 27 - Nov 28
Total with taxes and fees
IL CASTAGNOLO COUNTRY B&B Torre Chigi
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

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
$130 nightly
The price is $148
Dec 16 - Dec 17
Total with taxes and fees
IL VECCHIO CONVENTO
A hotel room with a bed, a bedside table with a lamp, and two framed abstract paintings on the wall.

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
$208 nightly
The price is $214
Nov 16 - Nov 17
Total with taxes and fees
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.

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.
$304 nightly
The price is $304
Nov 17 - Nov 18
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Gimignano Hotel Reviews

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent
"Excellent hotel in a beautiful location."
Shawn 2-night trip
Posted 19 hours ago
Tenuta Sovestro - Agriturismo e Winery

Find out more about San Gimignano

Everything you need to know about San Gimignano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Gimignano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Gimignano vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Gimignano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Gimignano rentals

At Expedia, we put the best San Gimignano vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.