Holiday Rentals in San Gimignano

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Holiday Rentals in San Gimignano

Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (85)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
Camping Boschetto Di Piemma
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, (47)
"Quiet place to stay"
United States
mark e.
Beautiful apartment in San Gimignano - RoccaiaCasa'70
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (106)
"Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. "
United Kingdom
Catherine T.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
san gimignano apartment in historical center, courtyard and fast free wifi
9.6 out of 10, Exceptional, (36)
"Amazing place with great location "
Canada
ANGELA C.
The price is €129
includes taxes & fees
18 Nov - 19 Nov
san gimignano apartment in historical center, courtyard and fast free wifi
La Casa di Ines
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
The price is €102
includes taxes & fees
5 Nov - 6 Nov
La Casa di Ines
Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
Italy
Alex
The price is €95
includes taxes & fees
5 Nov - 6 Nov
Casa Vacanze Le Case
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (107)
"We couldn't be more pleased with our stay and this outstanding Tuscan Farm house. The apartment itself was even better than the pictures and the views were straight out of a painting. We had two breakfasts and two suppers prepared by Barbara which were better than restaurant quality. What made this stay even more special was our host, Barbara, her father and her nona Vera! Out of all my VRBO experiences, this has been the best by far. We all wish to return. "
United States
Sandra T.
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (113)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
United States
Alice N.
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
9.8 out of 10, Exceptional, (11)
"Great location, we enjoyed our visit"
United States
Keith S.
The price is €229
includes taxes & fees
5 Nov - 6 Nov
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
10.0 out of 10, Exceptional, (81)
"From the minute we arrived to the day we left we found the villa fantastic, and the owners were very helpful and really went out of their way to make our stay lovely."
United Kingdom
Ian S.
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning
9.8 out of 10, Exceptional, (6)
"Excellent location. Clean. Tons of charm and history. Our Host, Roberto, was very helpful and accommodating and want to thank him for making our return trip to San Gimiginano memorable. Bonus is that the host also has a winery we visited. Only drawback is we should we have stayed longer. Look forward to coming back."
United States
Carlos C.
The price is €298
includes taxes & fees
11 Nov - 12 Nov
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning
IL VECCHIO CONVENTO
5.0 out of 10, (2)
The price is €149
includes taxes & fees
5 Nov - 6 Nov
IL VECCHIO CONVENTO
San Gimignano - Panoramic garden and beautiful pool!
9.8 out of 10, Exceptional, (38)
"It is a beautiful property. Charming house surrounded by a well maintained garden and with a spectacular pool. Very necessary after a day visit in a hot summer. The house has everything you may need. Very satisfied"
Italy
Livio F.
San Gimignano - Panoramic garden and beautiful pool!
Exclusive Farmhouse Pool & View of San Gimignano
9.0 out of 10, Wonderful, (2)
"Place was very nice, clean with great views. Beds were comfortable. Communication with owner was not great and some amenities and customer service were average. Emailed owner about WiFi issue, HVAC unit error code and remotes and whether water was potable, no response. Also would’ve have been nice to have toaster/oven/microwave. "
United States
David A.
Exclusive Farmhouse Pool & View of San Gimignano
Villa Panizzi – Villa with private pool
9.4 out of 10, Exceptional, (23)
"We thoroughly enjoyed our stay at Villa Panizzi. It feels like being out in the country yet only a little over a mile to San Gimignano straight up the road. The villa itself is beautiful, very spacious for the bedrooms and the common areas. The outside terraces are nice along with the really nice swimming pool. Walking in the area next to the house there are vineyards and a hill where you can see the town and all its towers. The area is a very good central location to visit Siena, Florence,...
United States
Wayne R.
Villa Panizzi – Villa with private pool
"Sunflower 4" Romantic for two
9.4 out of 10, Exceptional, (34)
"We could not be happier with our stay. We were looking for a comfortable, relaxing base of operations in Tuscany and we're thrilled with the location, the ambiance and the hosts. The pool was a delightful feature during the hot spell we encountered. The unit had everything we needed but what stood out was the tranquility and surrounding beauty. Would return without hesitation."
United States
John D.
"Sunflower 4" Romantic for two
Medieval tower experience with private rooftop, San Gimignano
10.0 out of 10, Exceptional, (5)
"We had such a wonderful stay. The views from the rooftop are incredible. Very private and a lovely way to enjoy sunset, sunrise and the views of the town and countryside. The host is lovely and was very accommodating."
Canada
Tara F.
The price is €447
includes taxes & fees
10 Nov - 11 Nov
Medieval tower experience with private rooftop, San Gimignano
Entire Tuscan farmhouse with private pool between Siena and Florence
9.6 out of 10, Exceptional, (4)
"We had a wonderful visit to the area and loved the home and property. The check-in and departure was very easy. We had many questions before our arrival and every time we received a prompt reply"
United States
Jeffrey R.
Entire Tuscan farmhouse with private pool between Siena and Florence
Le Torri San Gimignano Apartments
8.4 out of 10, Very good, (5)
"Une seule journée mais il en faut au moins 3 pour apprécier la qualité de ce site historique sans pareil. Merci de nous avoir permis de connaître…"
Canada
Monique B.
The price is €158
includes taxes & fees
5 Nov - 6 Nov
Le Torri San Gimignano Apartments
Luxury romantic cottage with a hot tub by San Gimignano
6.0 out of 10, (1)
"The view was fantastic, however the house was too close to the road and every time a car went by it make a wave of dust which landed on the table. This making it very difficult to eat a meal there. The house was VERY humid and the air conditioner did not work properly leaving everything wet. The bed linens, towels, and overall feeling of the cottage was humid. Unfortunately the humidity left mold on the primary bedroom and bathroom walls. On a more positive note, every time we called the...
United States
Virginia C.
Luxury romantic cottage with a hot tub by San Gimignano
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 €95 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 65 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.