San Gimignano Holiday Rentals : Search Short-Term Rentals

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

Poggio Puccino Countryhouse : This holiday home rental outside of San Gimignano is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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Holiday Rentals in San Gimignano

Superior Mobile Home | Private kitchenette

"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "

"Amazing place with great location "

includes taxes & fees

12 Feb - 13 Feb

"This place is a treasure! Beautiful views and a lovely clean home with everything we needed. The pool was immaculate and the backyard was the perfect shady spot to relax. Homemade bread, a bottle of vino, and chocolate! Rita made our stay perfetto!!!"

"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "

"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."

"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...

"The setting for this property was magical. The house, located on a hill overlooking valleys with small family farms, met all our needs during our 8 night stay. We enjoyed breakfasts in the dining area and used the property as a base as we explored Tuscany, Pisa, Lucca and Florence. This was the perfect place for us. The views from the master bedroom and the pool area, including sunsets, were like nothing I have seen in my life. We could not believe we were staying in such a wonderful...

"Villa Sarah is one of those once in a lifetime experiences. Even after seven blissful days, we still couldn’t believe we had the privilege of staying here. The views from the house of the rolling Tuscan hills and enchanting San Gimignano in the distance is a sight we will all treasure forever. The house is so thoughtfully designed and furnished by the owner, Gabriele. You really feel at home, but with every luxury, including five whimsical bedrooms with en suite bathrooms, stunning views around...

"Great location, we enjoyed our visit"

includes taxes & fees

12 Feb - 13 Feb

"The entire experience (pre-booking, booking, and our stay) was positive. Barbara quickly responded to my inquiries before and after booking and greeted us upon arrival. Plus, she prepared two delicious meals for our group that we enjoyed at the outside dining area—from which we had gorgeous views of the San Gimignano skyline. There are uninterrupted views of San Gimignano from inside, too: from the kitchen, the living room, and one of the bedrooms. We savored those views our entire stay. The...

"Wir verbrachten fünf Tage in dieser geräumigen, modernen und sauberen Wohnung zwischen San Gimignano und Certaldo. Die Küche war sehr gut ausgestattet, es gibt einen neuen Waschmaschine/Trockner, sowie angenehme und stabile Gartenmöbel. Der Swimmingpool sowie der Garten waren sehr gepflegt. Da das Haus auf einem Hügel liegt gibt es wunderschöne 360° Blicke über die Weinhügel. Es wehte immer eine leichte Brise und im Schatten der Olivenbäume und Zypressen zu sitzen war herrlich. Unsere...

"I stayed here two nights while on a girls trip to Italy. This place was perfectly located and offered everything we needed for our stay. The directions to the apartment were very clear and we found a place to be neat and clean. The apartment was just off of the town center, perfect walking distance to everything. Parking was safe and only about a 10 minute walk through town. Would highly recommend this place and would definitely return."

"The property and surrounding area is beautiful and Concetta and her husband could not have been nicer! They transported us to and from the bus stop and were so very nice... we really appreciated all they did to make our stay so lovely! We’d definitely stay there again!!"

"We had a very comfortable stay in this sweet villa condo. San Gimignano was such a wonderful place to visit and is within walking distance from the property (about 2 miles). The owners and property manager were accessible and responsive."

"We absolutely loved our time here, and found the room and space perfect for a week. There were good facilities to cook for ourselves if we wanted to, and the pool area and private garden were great for relaxing. Everyone in the village was really friendly, even playing the England World Cup matches for us, and made us feel at home. Studio Simona is in a good location for exploring Tuscany, and you can even walk to a local vineyard for some wine tasting. We’d definitely recommend staying here,...

"This is the best vrbo we have stayed at in our lives. Host was communicative and easy check in process with a great welcome gift. Absolutely stunning views. Kitchen and bathrooms are updated and clean. Television and WiFi worked great as well as A/C. The only issue was the hot tub that really never warmed up so it was unusable for us. Otherwise It was the best stay of our trip which included Rome, Cinque terre, Venice and Paris. Will be back soon!"

"Love this place. Great ynit, 2 sepwrate bedrooms with bathrooms and lots of room in the living room and outside.cthe only reason 4 for lication is that its difficult to find even with a gps. Once you get there its a feast fkr the eyes and the manager was so friendly and helpful. "

"The property is very beautiful and rustic-it is off a gravel road so a car is needed, but it is not far from a supermarket and restaurants. The pool was delightful after a long hot day exploring the region, and the property was very large and perfect for multiple evening strolls. Stelio and Rossella were extremely friendly, accommodating, and helpful hosts. We were even greeted by one of the chickens and their dog! Stelio arranged a wine tasting with one of his friends, which was delightful. The...

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"Amazing staff and room "

includes taxes & fees

3 Mar - 4 Mar

"Perfect location, nice room, very nice and helpful staff. Would highly recommend and stay again "

includes taxes & fees

2 Mar - 3 Mar

"Absolutely gorgeous stay. Couldn't recommend it more."

includes taxes & fees

28 Feb - 1 Mar

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, 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 favourite 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 depend 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 per night. Entering your travel dates in the search wizard might find you 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.

San Gimignano Holiday Home Travel Info

Number of holiday homes	144
Popular accommodation	San Gimignano apartments
Known landmarks	Tenuta Torciano Winery, Museo Civico and Sovestro in Poggio Winery
International airport	Florence (FLR-Peretola)

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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?

Poggio Puccino Countryhouse: This holiday home rental outside of San Gimignano is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in San Gimignano?

With 58 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 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.

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San Gimignano Holiday Rentals

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Holiday Rentals in San Gimignano

Camping Boschetto Di Piemma

san gimignano apartment in historical center, courtyard and fast free wifi

Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

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

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

San Gimignano Luxury Country House - Apt 4

The house is located in the heart of Tuscany, in the historic center of San Gimignano.

Casa Pozzo, surrounded by greenery, just a few km from San Gimignano, ideal for couples

Exclusive Farmhouse Pool & View of San Gimignano

2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden

Limonaia con Piscina Privata Vista San Gimignano, Palestra e Campo da Tennis

SIMONA STUDIO WITH PRIVATE GARDEN AND STUNNING VIEW

Holiday Home 'La Loggia di Giulia' with Private Terrace, Whirlpool and Garden

MONTEGONFOLI 1 "THE ONE" Premium Apartment in San Gimignano with terrace & patio

"Sunflower 4" Romantic for two

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

Cappuccina Country Resort

L'Antico Pozzo

Mormoraia

Find out more about San Gimignano

San Gimignano Holiday Home Travel Info

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