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

San Gimignano Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for San Gimignano vacation rentals

A narrow street with stone buildings, a tower, and an archway.

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
$106 nightly
The price is $122
Nov 3 - Nov 4
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, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
$131 nightly
The price is $150
Oct 30 - Oct 31
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, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
$127 nightly
The price is $146
Oct 18 - Oct 19
Total with taxes and fees
B&B Palazzo Tortoli
A narrow alleyway with brick walls, wooden barrels, and potted plants.

4. 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, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
$180 nightly
The price is $186
Oct 10 - Oct 11
Total with taxes and fees
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.

5. 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
$101 nightly
The price is $116
Nov 5 - Nov 6
Total with taxes and fees
Affittacamere Le Ginestre
A building with a wooden door, windows with shutters, and flower boxes.

6. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$77 nightly
The price is $90
Nov 1 - Nov 2
Total with taxes and fees
Donna Nobile
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

7. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (90 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$47 nightly
The price is $55
Oct 7 - Oct 8
Total with taxes and fees
Camping Boschetto Di Piemma
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, (16 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
$260 nightly
The price is $289
Oct 6 - Oct 7
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
A garden with a stone pathway, wooden benches, and various potted plants.

9. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$129 nightly
The price is $148
Oct 13 - Oct 14
Total with taxes and fees
Antico Borgo il Cardino
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

10. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
$92 nightly
The price is $107
Nov 2 - Nov 3
Total with taxes and fees
Casa Vacanze Le Case
Living area

11. La Rocca Romantica

La Rocca Romantica
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Very nice apartment with unbeatable location. in few steps up will take you to a nearby fortress and great view of the countryside and few steps down take you to the main plaza. hosts were also very friendly and helpful and available to help when needed."
United States
Sinava
$145 nightly
The price is $165
Oct 11 - Oct 12
Total with taxes and fees
La Rocca Romantica
An outdoor courtyard with brick walls, arched doorways, and potted plants. There are metal tables and chairs arranged for outdoor dining.

12. 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)
"Our cosy little part of the palazzo was wonderful and our host sent us to an amazing array of restaurants. We had a wonderful time."
United States
Daniel T.
$257 nightly
The price is $262
Oct 12 - Oct 13
Total with taxes and fees
San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service
A building with a staircase leading to a door, surrounded by potted plants and a tree.

13. ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
San Gimignano
$91 nightly
The price is $91
Oct 6 - Oct 7
Total with taxes and fees
ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
A building with a wooden door and a balcony with flower boxes.

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

Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,
San Gimignano
$104 nightly
The price is $121
Oct 21 - Oct 22
Total with taxes and fees
Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,
A bed with a red bedspread, two white pillows, and rolled towels.

15. THE OLD CONVENT

THE OLD CONVENT
San Gimignano City Centre
$161 nightly
The price is $167
Oct 6 - Oct 7
Total with taxes and fees
THE OLD CONVENT
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

16. Cozy double room with bathroom in the historic center of San Gimignano.

Cozy double room with bathroom in the historic center of San Gimignano.
San Gimignano City Centre
$161 nightly
The price is $167
Oct 6 - Oct 7
Total with taxes and fees
Cozy double room with 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.

17. 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
$147 nightly
The price is $168
Oct 6 - Oct 7
Total with taxes and fees
IL VECCHIO CONVENTO
A cozy room with a wooden door, a small table with a lamp, and a red coat hanging on the wall.

18. I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
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
$174 nightly
The price is $180
Oct 6 - Oct 7
Total with taxes and fees
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

19. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
San Gimignano City Centre
$225 nightly
The price is $231
Oct 6 - Oct 7
Total with taxes and fees
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A stone building with a sloped roof, multiple windows, and a reception sign.

20. IL CASTAGNOLO COUNTRY B&B

IL CASTAGNOLO COUNTRY B&B
Siena
$124 nightly
The price is $129
Oct 12 - Oct 13
Total with taxes and fees
IL CASTAGNOLO COUNTRY B&B
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 Sovestro

Hotel Sovestro

10/10 Excellent
"We were looking for a Tuscan experience and this hotel more than met our expectations. They had an excellent restaurant on site for breakfast and dinner. The pool was large and nice to use after a day of visiting. Hotel is close to San Gimignano which is a must see town, We used the hotel shuttle to get to the town since it was an uphill walk and walked back. The sights were quite spectacular. We had a wine tasting of their vineyards wines which was also very nice. Can not say enough about how much we enjoyed our stay."
Franco 4-night trip
Posted 13 hours ago
Hotel Sovestro

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 $50 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.