San Gimignano Vacation Rentals from $50: Search Short-Term Rentals

Q: 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.

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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

San Gimignano City Centre

Bradley

$99 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

2. Palazzo al Torrione 2

San Gimignano City Centre

Angel

$111 nightly

Nov 8 - Nov 9

Total with taxes and fees

A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

$96 nightly

Dec 1 - Dec 2

Total with taxes and fees

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 City Centre

Glenn

$158 nightly

Nov 3 - Nov 4

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

5. Casa Vacanze Le Case

San Gimignano

Andrew

$81 nightly

Nov 11 - Nov 12

Total with taxes and fees

A building with a wooden door, windows with shutters, and flower boxes.

6. Donna Nobile

San Gimignano City Centre

Treena

$79 nightly

Nov 3 - Nov 4

Total with taxes and fees

A patio with wicker furniture and potted plants, overlooking a scenic landscape.

7. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

$101 nightly

Nov 4 - Nov 5

Total with taxes and fees

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!

San Gimignano City Centre

William

$246 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

San Gimignano

$90 nightly

Nov 3 - Nov 4

Total with taxes and fees

An outdoor courtyard with brick walls, arched doorways, and potted plants. There are metal tables and chairs arranged for outdoor dining.

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

San Gimignano City Centre

Julie B.

$223 nightly

Nov 3 - Nov 4

Total with taxes and fees

A building with a wooden door and a balcony with flower boxes.

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

San Gimignano

$103 nightly

Nov 16 - Nov 17

Total with taxes and fees

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.

San Gimignano City Centre

$152 nightly

Nov 3 - Nov 4

Total with taxes and fees

A bed with a red bedspread, two white pillows, and rolled towels.

13. THE FORMER CONVENT

San Gimignano City Centre

$152 nightly

Nov 3 - Nov 4

Total with taxes and fees

A cozy room with a wooden door, a small table with a lamp, and a red coat hanging on the wall.

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

San Gimignano City Centre

Gary

$182 nightly

Nov 3 - Nov 4

Total with taxes and fees

A bedroom with a large bed, two bedside tables, a mirror, and a chandelier.

15. Il CASTAGNOLO COUNTRY B&B Torre Pettini

San Gimignano

$98 nightly

Nov 13 - Nov 14

Total with taxes and fees

A stone building with a sloped roof, multiple windows, and a reception sign.

16. IL CASTAGNOLO COUNTRY B&B

Siena

$98 nightly

Nov 13 - Nov 14

Total with taxes and fees

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

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

San Gimignano City Centre

$212 nightly

Nov 3 - Nov 4

Total with taxes and fees

18. IL CASTAGNOLO COUNTRY B&B Torre Chigi

San Gimignano

$160 nightly

Nov 14 - Nov 15

Total with taxes and fees

A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

19. IL VECCHIO CONVENTO

San Gimignano City Centre

Bodo

$131 nightly

Nov 11 - Nov 12

Total with taxes and fees

An outdoor patio with a round wooden table, a wicker chair, and a potted plant.

20. Casa Bardi: Superior Apartment with Sauna + Parking

San Gimignano City Centre

"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...

LESLIE P.

$320 nightly

Nov 3 - Nov 4

Total with taxes and fees

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Top San Gimignano Hotel Reviews

La Cisterna

10/10 Excellent

"A great hotel with great staff. We had a room at the back with a balcony which had stunning views. Very nice room overall and the breakfast was very nice too."

Hotel Bel Soggiorno

10/10 Excellent

"It was a five star quality experience— charming and well maintained with ravishingly beautiful views and excellent service. It was well located with convenient parking nearby. I recommend upgrading for a room with a view. San Gimignano is good starting spot for bike trips— BikeMeUp— good resource for that."

Tenuta Decimo

10/10 Excellent

"Such a beautiful peaceful property, lovely to hear the birds after being in the cities Friendly and helpful staff, especially Maria who gave us excellent local advice especially to make sure that we got a Dondoli Gelato in San Gimignano- you were 💯 right Maria And Nicola at the restaurant- fantastic service I feel that coffee and tea making facilities in the room would be a great idea"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

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.

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Things to do 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.

San Gimignano Vacation Rentals

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Our top choices for San Gimignano vacation rentals

1. Materia Rooms San Gimignano

2. Palazzo al Torrione 2

3. B&B Palazzo Tortoli

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

5. Casa Vacanze Le Case

6. Donna Nobile

7. Affittacamere Le Ginestre

8. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

9. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

10. San Gimignano Apartment 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,

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

13. THE FORMER CONVENT

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

15. Il CASTAGNOLO COUNTRY B&B Torre Pettini

16. IL CASTAGNOLO COUNTRY B&B

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

18. IL CASTAGNOLO COUNTRY B&B Torre Chigi

19. IL VECCHIO CONVENTO

20. Casa Bardi: Superior Apartment with Sauna + Parking

Find vacation rentals that suit your style

Top San Gimignano Hotel Reviews

La Cisterna

Find out more about San Gimignano

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