Holiday Rentals in San Gimignano

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Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Holiday Rentals in San Gimignano

Outdoor pool
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
10.0 out of 10, Exceptional, (81)
"The location and the villa itself made for a wonderful holiday. Alessandro is a fantastic host, very proactive and helpful. We highly recommend the villa. Its worth noting the fine print that not included in the rental price, to be paid on the spot: Final cleaning, Local tax, Heating, Air Conditioning."
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (66)
"This was the most remarkable place with a short 10 minute drive to San GiMignano. The accommodations were outstanding. So clean and had everything we needed. The views of SanG and the towers was so unreal. The grounds were surrounded by wine and olive vineyards that were picturesque beyond words. There was a wine tasting vineyard within a 5 minute walk. We also had Allesandro book a professional chef come in to cook a 5 course dinner. Absolutely the best. We originally wanted to stay within the...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (89)
"Stayed here for a week with my husband, daughter, son in law and 5 year old granddaughter. The views from every window were spectacular!! Clean with a fully stocked kitchen, comfortable beds and great outdoor seating area with a brick outdoor bbq. We had our first breakfast prepared for us by the family that lives in the bottom portion of the villa and served at the outdoor seating area overlooking vineyards and olive groves while the rooster was crowing. What a way to start our week!! By the...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
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Outdoor pool
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
10.0 out of 10, Exceptional, (51)
"This is a great property with loveku views and a great welcome. Loved our stay and will be going back."
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Outdoor pool
Entire Tuscan farmhouse with private pool between Siena and Florence
10.0 out of 10, Exceptional, (3)
"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"
Entire Tuscan farmhouse with private pool between Siena and Florence
The house is located in the heart of Tuscany, in the historic center of San Gimignano.
10.0 out of 10, Exceptional, (11)
"Lots of space. Relaxed. Great home base from which to explore. We went to Volterra for a day. Recommendable. San Gimignano is a great place to visit. Driving wasnt a problem."
The house is located in the heart of Tuscany, in the historic center of San Gimignano.
Pool
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
10.0 out of 10, Exceptional, (70)
"The villa was exactly as advertised, and just as lovely as the pictures demonstrated. It was much better than we expected. Sabrina was a wonderful host and surprised us with goodies throughout our stay. We all hated to leave but I hope to return."
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Terrace/patio
Lovely apartment for 2 guests with A/C, WIFI, pool, TV, panoramic view and parking
10.0 out of 10, Exceptional, (8)
"Her får du det hele!! Landlig idyl og autentisk, charmerende bymiljø. Skøn tidligere vingård med historisk vingesus og skøn udsigt til vinmarker og olivenlunde. Helt isoleret og indhegnet med plads til parkering. Skønt værtspar (som selv byder velkommen og bor på stedet). Lille isoleret lejlighed tæt på dejligt poolområde. Lejligheden er ikke luksus, men der er det der skal være. Stedet fremstår meget velholdt. En kort gåtur herfra finder man San Gimignano (tårnenes by). Den er indbegrebet af...
Lovely apartment for 2 guests with A/C, WIFI, pool, TV, panoramic view and parking
Interior
Medieval 11-story tower, 143 steps, with dreamy top terrace
10.0 out of 10, Exceptional, (4)
"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."
The price is €764
includes taxes & fees
16 May - 17 May
Medieval 11-story tower, 143 steps, with dreamy top terrace
Pool
MONTEGONFOLI 1 "THE ONE" Premium Apartment in San Gimignano with terrace & patio
10.0 out of 10, Exceptional, (13)
"Large rooms, beautiful views, nice pool (but cooold! In October), nice restaurant in agriturismo next door. Rustic facilities but serviceable. Clean. Not close to shops or other restaurants- need to drive to San Gimignano. Bruno on site very helpful. Enjoyed our stay!"
MONTEGONFOLI 1 "THE ONE" Premium Apartment in San Gimignano with terrace & patio
Pool
San Gimignano - Panoramic garden and beautiful pool!
9.8 out of 10, Exceptional, (34)
"Close to tourist places and easy to travel to sites. The hosts were the best and the cooking class and food was incredible!! It is peaceful and the views are beautiful. I would recommend to others but note the house is aging and needs refresh, the air conditioners did not work well, but is authentic in many ways."
San Gimignano - Panoramic garden and beautiful pool!
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, (30)
"Everything you need for a quiet, comfortable, scenic stay in the Tuscan countryside. Nestled among grape vines and olive trees, Rita's home is the perfect place from which to launch day trips to San Gimignano, Siena and Florence, or just for relaxing. Comfortable beds, nice patio and porch with a great view of San Gimingano on a hill to the west. She has a well-equipped kitchen and if you need a supermarket, it is only 10 minutes down the road in Poggibonsi. We also enjoyed a hands-on cooking...
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Property grounds
Holiday Home 'La Loggia di Giulia' with Private Terrace, Whirlpool and Garden
9.8 out of 10, Exceptional, (6)
"Beautiful view"
Holiday Home 'La Loggia di Giulia' with Private Terrace, Whirlpool and Garden
Fridge, oven, stovetop, coffee/tea maker
Panoramic apartment Il Borgo Antico in the city centre
9.8 out of 10, Exceptional, (44)
"We loved spending 4 nights in this beautiful apartment!! The location is so perfect! The view from the windows was amazing!! Our host, Benedetta was so wonderful and just went above and beyond to help us get settled in!! One day we hope to come back and we definitely want to stay here again!! Benedetta, Grazie Mille di tutto!!"
Panoramic apartment Il Borgo Antico in the city centre
Pool
Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany
9.8 out of 10, Exceptional, (16)
"The photos don't capture the incredible 360 degree views. The complimentary tour with wine and olive tasting was exceptional. The apartment is rustic, as pictured, but could use a deep cleaning.The 500 cypress tree lined road winding up to the property only adds to the adventure. There was a very bad storm that took out the electricity. Sabrina and Fabrizio did all they could to make sure all the guests were comfortable."
Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany
Pool
Vedi Torre by Interhome
9.8 out of 10, Exceptional, (6)
"I went with a group of 5 friends and we had a lovely time. The owners, Interhome, were very helpful when I had to change the number of guests close to the arrival date and were amenable when we asked to have the pool opened ahead of schedule. The local manager of the property was excellent. She was very friendly and made us an lovely dinner of Tuscan specialties and we could not have asked for a better host. Thank you for a wonderful stay!"
Vedi Torre by Interhome
Exterior
Alle Vacche by Interhome
9.6 out of 10, Exceptional, (34)
"Die Woche in der Toskana hat uns sehr gut gefallen."
Alle Vacche by Interhome
Living room
Fabulous Apartment in the Historic Center
9.6 out of 10, Exceptional, (18)
"A great location to spend two weeks in Tuscany, Thank you to our wonderful hosts."
Fabulous Apartment in the Historic Center
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi
9.4 out of 10, Exceptional, (21)
"Second time staying in the palace! Hosts are awesome, great location in the city, clean, interesting building. Will stay here again."
The price is €152
includes taxes & fees
23 May - 24 May
san gimignano apartment in historical center, courtyard and fast free wifi
Exterior
Tognazzi Holiday Home - House the Orchard - private garden and pool
9.4 out of 10, Exceptional, (3)
"Prima, praktisch huis. Zwembad vlakbij. Aan het huisraad vnl de keuken ontbrak nog wel wat. Keuken interieur niet compleet. Wasmachine niet aanwezig. Voor de rest een prima week gehad."
Tognazzi Holiday Home - House the Orchard - private garden and pool
Don't see what you're looking for?
See all available properties in 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.

Other types of properties in San Gimignano you may be interested in

Aerial view
Hotel Casolare Le Terre Rosse
3.0 star property
9.2 out of 10, Wonderful, (372)
"Great hotel, service and food!"
The price is €153
includes taxes & fees
12 Jun - 13 Jun
Hotel Casolare Le Terre Rosse
View from room
La Cisterna
3.0 star property
9.0 out of 10, Wonderful, (522)
"Such a beautiful location and hotel!! I would recommend people park in P2 before checking in as the road into the hotel was covered with people and quite scary. "
The price is €123
includes taxes & fees
13 May - 14 May
La Cisterna
3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers
Poderi Arcangelo
8.8 out of 10, Excellent, (226)
"Stunning property with the most incredible breathtaking views. Note that the property is very remote therefore you will need a car to get to it and a car to get from each building on the property. It would be useful to know that dinner is only served at 8pm and there is not really any food or drinks available in between so would be good to come stocked with supplies."
The price is €138
includes taxes & fees
13 May - 14 May
Poderi Arcangelo
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.

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 €764 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.

How many holiday rentals are there in San Gimignano?

With 60 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 Museo Civico and San Gimignano Communal Palace, whereas Rocca of Montestaffoli and Castelvecchio Natural Reserve are a couple of picturesque spots to enjoy the outdoors. 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.

Recent reviews of San Gimignano properties
Expedia verified reviews

Cappuccina Country Resort

Cappuccina Country Resort

5/5 Excellent
"This recently renovated property was very good. Breakfast was fantastic as were the staff helping with information. A glass of prosecco on arrival was a nice touch"
A verified traveller stayed at Cappuccina Country Resort
Posted 22 hours ago
Cappuccina Country Resort