San Gimignano Vacation Rentals

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Vacation Rentals in San Gimignano

Camping Boschetto Di Piemma
3 out of 5
Localita' Santa Lucia 38C, San Gimignano
Fully refundableReserve now, pay when you stay
The price is $44 per night from Oct 4 to Oct 5
$44
per night
Oct 4 - Oct 5
Stay at this 3-star campground in San Gimignano. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Sovestro in Poggio Winery and Historical ...
8.8/10 Excellent! (52 reviews)
"Great experience, close to a beautiful city and castle on a hill."

Reviewed on Aug 2, 2022

Camping Boschetto Di Piemma
Luxury Villa, a few minutes to San Gimignano, Pool, Spa, wifi, A. C.
Stay at this villa in San Gimignano. Enjoy free WiFi, private pools, and onsite parking. Popular attractions Tenuta Torciano Winery and The SottoVico Garden ...
9.6/10 Exceptional! (52 reviews)
Good but not great
"a group of six of us stayed here recently for a week. the villa is easy to find and in a good location to get around and there are some great restaurants in the surrounding area. If you're looking for absolute privacy, then this probably isn't the place for you. The owners live on the top floor and ..."

Reviewed on Aug 3, 2023

Luxury Villa, a few minutes to San Gimignano, Pool, Spa, wifi, A. C.
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool  spa
Stay at this golf villa in San Gimignano. Enjoy free WiFi, private pools, and breakfast. Popular attractions Archaeological Museum - Spezieria Santa Fina - Raffaele ...
10/10 Exceptional! (24 reviews)
Perfect month stay with family and friends
"Villa Sarah was everything we expected and more. Owners, Gabriel and Lucia, and concierge, Caterina were all very helpful and responsive prior to and during our stay. The location of Villa Sarah is just a short drive or long walk up to the village of San Gimignano. Siena, Florence, Montepulciano, ..."

Reviewed on Sep 20, 2023

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

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San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and onsite parking. Our guests praise the pool in our reviews. Popular attractions ...
10/10 Exceptional! (43 reviews)
Amazing Villa
"We had a group made up up three families. The kids and adults all enjoyed the villa and the pool. The location is outstanding but also a great place to stay if you want to visit many of the other amazing tuscan towns!!!"

Reviewed on Aug 23, 2023

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and breakfast. Popular attractions Torre Rognosa and Medieval Criminal and ...
10/10 Exceptional! (67 reviews)
Wonderful
"The accommodations were extremely great. The owner/family were always available to help with everything. The grounds and accommodations couldn’t have been better. We will definitely return to this property. There isn’t anything that could have been Improved. More than meet our expectations. With ..."

Reviewed on Aug 2, 2023

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
Stay at this villa in San Gimignano. Enjoy free WiFi, private pools, and onsite parking. Popular attractions Historical Torture Museum and Galleria Continua ...
10/10 Exceptional! (59 reviews)
Birthday celebration at villa in San Gimignano
"We absolutely loved our stay at the villa. It was my 70th birthday and we celebrated with our children and grandchildren. The villa was all that we dreamed it would be. Plenty of room for 7. Gorgeous views. A short walk into town. It was quite hot during our stay and we used the pool daily. The location ..."

Reviewed on Sep 2, 2023

Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
VILLA IRIS SAN GIMIGNANO LUXURY, SWIMMING POOL, SAUNA, FITNESS AREA
Stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and breakfast. Popular attractions Fonti Medievali and Archaeological Museum ...
9.8/10 Exceptional! (57 reviews)
Words nor pictures do this place justice
"What an amazing visit. 12 of us descended upon Villa Iris and we all left beaming with light. This place is special and while I'm sure there are other lovely Villas in the area, you cannot go wrong here. Gabrielle and Caterina were amazing at making sure we had everything we needed and were incredibly ..."

Reviewed on Aug 2, 2023

VILLA IRIS SAN GIMIGNANO LUXURY, SWIMMING POOL, SAUNA, FITNESS AREA
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Stay at this cottage in San Gimignano. Enjoy private pools, WiFi, and onsite parking. Popular attractions Piazza Luigi Pecori and Museum of Sacred Art are located ...
9.8/10 Exceptional! (41 reviews)
Far exceeded expectations
"Beautiful property, incredibly clean and well kept, the views are amazing. We felt like part of the local community, surrounded by beautiful olive groves and vineyards. Mr Brunello is very accommodating, we thank him for opening up his beautiful home allowing us to unwind for a week. The pool was ..."

Reviewed on Jul 10, 2023

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
"Sunflower 4" coffee grinder
Stay at this family-friendly apartment in San Gimignano. Enjoy free WiFi, private pools, and onsite parking. Popular attractions Ra-Ma snc and Sovestro in Poggio ...
9.2/10 Wonderful! (21 reviews)
Beautiful Tuscan countryside getaway!
"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 ..."

Reviewed on Jul 25, 2023

"Sunflower 4" coffee grinder
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Stay at this family-friendly apartment in San Gimignano. Enjoy free WiFi, onsite parking, and a garden. Our guests praise the property condition in our reviews. ...
9.6/10 Exceptional! (25 reviews)
Picturesque Tuscany
"The property is absolutely stunning. Beautiful views of the vineyards and farmhouse like stone buildings. It’s a great location between Florence and Sienna and 10 minutes to San Gimignano. The pool is beautiful and much needed after a day of sightseeing in the Italian sun. The place is well equipped ..."

Reviewed on Sep 12, 2023

Beautiful apartment in San Gimignano - RoccaiaCasa'70
Apartment Alle Vacche in San Gimignano - 3 persons, 1 bedrooms
Stay at this apartment in San Gimignano. Enjoy WiFi, onsite parking, and a terrace. Popular attractions Sant'Agostino Church and Archaeological Museum - Spezieria ...
9.2/10 Wonderful! (14 reviews)
Tolle Gastgeber und leckeres Essen sowie sehr guter Wein.
"Alles topp bis auf die grenzwertige Zufahrtsstraße."

Reviewed on Jun 17, 2023

Apartment Alle Vacche in San Gimignano - 3 persons, 1 bedrooms
Villa with private pool overlooking San Gimignano. Exclusive use of the property
Stay at this villa in San Gimignano. Enjoy private pools, WiFi, and onsite parking. Popular attractions Sovestro in Poggio Winery and Fonti Medievali are located ...
9.8/10 Exceptional! (16 reviews)
Absolutely lovely!
"The villa is beautiful and homey and well stocked — and Simon, Pham and Aliah were the most helpful and generous managers. I want to come back for longer!!"

Reviewed on May 29, 2023

Villa with private pool overlooking San Gimignano. Exclusive use of the property
san gimignano apartment in historical center, courtyard and fast free wifi
The price is $101 per night from Oct 4 to Oct 5
$101
per night
Oct 4 - Oct 5
Stay at this apartment in San Gimignano. Enjoy free WiFi, breakfast, and onsite parking. Popular attractions Sant'Agostino Church and Archaeological Museum - ...
9.2/10 Wonderful! (14 reviews)
Perfect in town location
"This property is lovely and right Downtown. You can easily walk to shops, restaurants, winery and gelato. The staff is extremely helpful and even made dinner reservations for us."

Reviewed on Sep 17, 2023

san gimignano apartment in historical center, courtyard and fast free wifi
Panoramic apartment Il Borgo Antico in the city centre
Stay at this family-friendly apartment in San Gimignano. Enjoy WiFi, barbecue grills, and a patio. Popular attractions Vernaccia di San Gimignano Wine Museum ...
9.8/10 Exceptional! (26 reviews)
Marvelous Accommodation and Host!
"WoW! What a magnificent three days we spent in this beautiful apartment in centre of San Gimignano. Our host Benedetta was so wonderful. She thought of everything and made us feel very welcomed. We could not have imagined a better experience in this medieval town and breathtaking countryside in the ..."

Reviewed on Jul 10, 2023

Panoramic apartment Il Borgo Antico in the city centre
Entire Tuscan farmhouse with private pool
Stay at this villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Sovestro in Poggio Winery and Historical Torture ...
10/10 Exceptional! (2 reviews)
Great property
"Very nice!!!"

Reviewed on Sep 11, 2023

Entire Tuscan farmhouse with private pool
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Stay at this villa in San Gimignano. Enjoy free WiFi, private pools, and onsite parking. Popular attractions Sovestro in Poggio Winery and Historical Torture ...
10/10 Exceptional! (17 reviews)
Beautiful villa in San Gimignano!
"Villa Sabrina was a lovely location for our group of 4 friends. Our host, Sabrina, was so nice! She greeted us when we arrived and left a big basket of goodies! She left a fruit tart and a bottle of wine mid week. The villa was very quaint, well stocked and the views were just spectacular! While ..."

Reviewed on Jun 20, 2023

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany
Stay at this family-friendly apartment in San Gimignano. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Sovestro in Poggio Winery and Castelvecchio ...
Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany
San Gimignano Apartments Chianti free Netflix
The price is $122 per night from Sep 25 to Sep 26
$122
per night
Sep 25 - Sep 26
Stay at this apartment in San Gimignano. Enjoy free WiFi, Netflix, and a Smart TV. Popular attractions Archaeological Museum - Spezieria Santa Fina - Raffaele ...
10/10 Exceptional! (6 reviews)
Lovely place in a charming town.
"What an unbelievable area in Toscana. I cannot recommend his listing or the town to enough people. We fell in love with San Gimignano. Great food, walkable city, and a winery tour no more than 10min away."

Reviewed on Jul 13, 2023

San Gimignano Apartments Chianti free Netflix
Fattorie Santo Pietro
Località San Pietro a Pancole, San Gimignano
Stay at this cottage in San Gimignano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Agricola Tamburini Emanuela and Museum of Sacred ...
Fattorie Santo Pietro
Vacation home Fattoria di Fugnano in San Gimignano - 4 persons, 1 bedrooms
Stay at this golf vacation home in San Gimignano. Enjoy breakfast, onsite parking, and a garden. Popular attractions Castelvecchio Natural Reserve and Sant'Agostino ...
9/10 Wonderful! (4 reviews)
Beautiful and remote Tuscan experience. Laura is terrific.
"Laura and her team are very accommodating. Waking to see the Tuscan vineyard hillsides and the beautiful setting of Fattoria di Fugnano will live in our memories forever. Very quiet, spacious, romantic. Easy drive to San Gimignano (go there before or after the tour buses). Convenient to other Tuscan ..."

Reviewed on Jun 29, 2017

Vacation home Fattoria di Fugnano in San Gimignano - 4 persons, 1 bedrooms
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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.

San Gimignano Vacation Rental Travel Info

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

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

Hotel Leon Bianco

Hotel Leon Bianco

3 out of 5
Piazza Della Cisterna 13, San Gimignano, SI
Fully refundableReserve now, pay when you stay
Hotel Leon Bianco
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
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 vacation rentals

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

San Gimignano vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Gimignano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $44 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Gimignano rentals

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

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 vacation rentals in San Gimignano?

Yes, you can find vacation rentals in San Gimignano close to Peccioli Prehistoric Park, or you can select a 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 cafes during your trip.

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

LA VILLETTA IS A INDEPENDENT HOUSE WITH POOL PRIVATE GARDEN AND PANORAMIC VIEW: This vacation home rental near San Gimignano is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals are there in San Gimignano?

With 77 Expedia vacation rentals, you're sure 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 Collegiate Church of Santa Maria Assunta, whereas Alta Val d'Elsa River Park and Berignone Forest Nature Reserve are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Piazza della Cisterna and Torre Grossa.

What’s a vacation rental in San Gimignano like?

A vacation rental is a private property you can book for a few weeks or just a few days in San Gimignano. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.

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