Holiday Rentals in San Gimignano

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Holiday Rentals in San Gimignano

Palazzo al Torrione 2

San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is €113
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2

B&B Palazzo Tortoli

San Gimignano City Centre
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is €112
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli

Affittacamere Le Ginestre

San Gimignano City Centre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre

La Casa di Ines

San Gimignano City Centre
9.4 out of 10, Exceptional, (6)
"Love this town. Location is great "
United States
William
The price is €86
includes taxes & fees
19 Dec - 20 Dec
La Casa di Ines

Donna Nobile

San Gimignano City Centre
8.2 out of 10, Very good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is €80
includes taxes & fees
19 Nov - 20 Nov
Donna Nobile

Charming San Gimignano Apartment With City Views

San Gimignano City Centre
The price is €169
includes taxes & fees
19 Nov - 20 Nov
Charming San Gimignano Apartment With City Views

Casa Vacanze Le Case

San Gimignano
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is €110
includes taxes & fees
28 Nov - 29 Nov
Casa Vacanze Le Case

IL VECCHIO CONVENTO

San Gimignano City Centre
5.0 out of 10, (2)
The price is €149
includes taxes & fees
19 Nov - 20 Nov
IL VECCHIO CONVENTO

Home in Florence

Historic Centre of Florence
9.0 out of 10, Wonderful, (69)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is €84
includes taxes & fees
19 Nov - 20 Nov
Home in Florence

Dimora Bandinelli Firenze

Oltrarno
9.6 out of 10, Exceptional, (169)
"We loved this place! The staff were amazing, informative and helpful. Breakfast was great. Highly recommend"
United Kingdom
Simran
The price is €106
includes taxes & fees
20 Nov - 21 Nov
Dimora Bandinelli Firenze

PALAZZO DEL PAPA

Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is €129
includes taxes & fees
19 Nov - 20 Nov
PALAZZO DEL PAPA

Mamo Florence - Bice & Krizia Apartments

Oltrarno
9.0 out of 10, Wonderful, (2)
"Nice stay. Location was slightly off the beaten track, which we liked. Staff were responsive to us on the phone immediately. Nice flat."
United States
Christopher Pat
The price is €175
includes taxes & fees
9 Dec - 10 Dec
Mamo Florence - Bice & Krizia Apartments

Mamo Florence - Boheme Apartment

Historic Centre of Florence
The price is €160
includes taxes & fees
14 Dec - 15 Dec
Mamo Florence - Boheme Apartment

Relais Villa Olmo

Impruneta
9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
The price is €124
includes taxes & fees
1 Dec - 2 Dec
Relais Villa Olmo

San Giovanni House by Mmega

Historic Centre of Florence
8.4 out of 10, Very good, (6)
"This is a great apartment located in the creative district of Florence - lots of independent shops. It’s also away from the main tourist areas, so great place to retreat to and get away from the city centre."
United Kingdom
Jagdeep Singh
The price is €192
includes taxes & fees
18 Dec - 19 Dec
San Giovanni House by Mmega

La Terrazza Sul Campo Rooming House

Siena City Centre
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Il Battistero Siena - Residenza d'Epoca

Siena City Centre
9.6 out of 10, Exceptional, (188)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Flospirit - Oltrarno

Historic Centre of Florence
8.0 out of 10, Very good, (11)
"I will definitely recommend this place to friends and family visiting Florence. It has a fantastic location and a wonderful apartment!"
United States
Kelly
Flospirit - Oltrarno

Marignolle Relais and Charme

Florence
9.2 out of 10, Wonderful, (90)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme

Santo Spirito Romantic by Mmega

Historic Centre of Florence
7.6 out of 10, Good, (11)
"Lovely place for a decent price! and good location"
Canada
Elizabeth
The price is €155
includes taxes & fees
27 Nov - 28 Nov
Santo Spirito Romantic by Mmega
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 €86 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. 

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?

Casa Vacanze Le Case: This highly rated holiday home rental in San Gimignano offers an outdoor pool, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and kitchenware can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in San Gimignano?

With 66 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 Collegiate Church of Santa Maria Assunta and San Gimignano Communal Palace, 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 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.