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Holiday Rentals in San Gimignano

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Our top choices for San Gimignano holiday rentals

1. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 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
The price is €155
includes taxes & fees
24 Aug - 25 Aug
B&B Palazzo Tortoli

2. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is €128
includes taxes & fees
28 Aug - 29 Aug
Casa Vacanze Le Case

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is €133
includes taxes & fees
26 Aug - 27 Aug
Palazzo al Torrione 2

4. 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 €124
includes taxes & fees
24 Aug - 25 Aug
Affittacamere Le Ginestre

5. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is €53
includes taxes & fees
6 Sept - 7 Sept
Camping Boschetto Di Piemma

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
The price is €88
includes taxes & fees
24 Aug - 25 Aug
Donna Nobile

7. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is €176
includes taxes & fees
30 Aug - 31 Aug
Antico Borgo il Cardino

8. La Rocca Romantica

La Rocca Romantica
San Gimignano City Centre
The price is €156
includes taxes & fees
22 Sept - 23 Sept
La Rocca Romantica

9. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is €111
includes taxes & fees
1 Sept - 2 Sept
Materia Rooms San Gimignano

10. Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is €347
includes taxes & fees
5 Sept - 6 Sept
Charming San Gimignano Apartment With City Views

11. 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 €149
includes taxes & fees
24 Aug - 25 Aug
IL VECCHIO CONVENTO

12. Home in Florence

Home in Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (77 reviews)
"Wonderful stay again here-our second time. Beautifully clean, perfect location and friendly staff-thankyou for another lovely stay!"
United Kingdom
Victoria
Home in Florence

13. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.6 out of 10, Exceptional, (185 reviews)
"Rooms were very clean, and the staff was extremely friendly. The check-in process was very easy and we had a great stay."
United States
Erin
Dimora Bandinelli Firenze

14. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is €115
includes taxes & fees
24 Aug - 25 Aug
B&B Il Corso

15. Santo Spirito Romantic by Mmega

Santo Spirito Romantic by Mmega
Historic Centre of Florence
7.8 out of 10, Good, (15 reviews)
"Good apartment and great location. Super easy check-in with lots of good tips for the city."
Canada
Mckenna
The price is €154
includes taxes & fees
24 Aug - 25 Aug
Santo Spirito Romantic by Mmega

16. Casa Maria by Mmega

Casa Maria by Mmega
Historic Centre of Florence
8.4 out of 10, Very good, (20 reviews)
"Great place to stay"
United States
Anastasia
The price is €179
includes taxes & fees
24 Aug - 25 Aug
Casa Maria by Mmega

17. Mamo Florence - Cloe Apartment

Mamo Florence - Cloe Apartment
Historic Centre of Florence
9.2 out of 10, Wonderful, (5 reviews)
"Perfect location to be able to walk to all the sites. Clean. Well maintained. "
United States
Jennifer
The price is €192
includes taxes & fees
24 Aug - 25 Aug
Mamo Florence - Cloe Apartment

18. Terrace on the roof by Mmega

Terrace on the roof by Mmega
Historic Centre of Florence
8.0 out of 10, Very good, (18 reviews)
"Great place near easy to walk everywhere "
United States
Manul
The price is €185
includes taxes & fees
24 Aug - 25 Aug
Terrace on the roof by Mmega

19. Luxury Petra San Frediano by Mmega

Luxury Petra San Frediano by Mmega
Historic Centre of Florence
9.6 out of 10, Exceptional, (4 reviews)
"Very happy we booked here! It was such a pleasant place to stay!! Was happily surprised by a few things: The apartment is on the Piazza Carmine where there is a lovely old church Santa Maria del Carmine with the Brancacci Chapel. Also about a half block away and to left of the church steps there is a laundry mat, and just across the street from this a small grocery store, and a few more strides away a family bakery/kitchen where we got sandwiches, pastries and lasagna — lovely generational...
United States
Anita
Luxury Petra San Frediano by Mmega

20. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is €283
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino
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

Everything you need to know about San Gimignano holiday rentals

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

San Gimignano holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Gimignano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Gimignano holiday rentals we have selected for you start as low as €53 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Gimignano rentals

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

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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Frequently asked questions

Are there holiday rentals in San Gimignano?

Yes, there are holiday rentals close to the most popular sights in San Gimignano, or you can select a more secluded option if you're looking for a relaxing 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 cafés during your trip.

What are some of the best holiday rentals that San Gimignano has to offer?

Borgo Argiano: This holiday home rental outside of San Gimignano is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in San Gimignano?

With 51 Expedia holiday rentals, you're guaranteed 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 Torre Grossa.

What’s a holiday rental in San Gimignano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gimignano. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.