San Gimignano Vacation Rentals

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Vacation Rentals in San Gimignano

Superior Mobile Home | Private kitchenette | Fridge
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (56)
"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. "
The price is $54
$61 total
includes taxes & fees
Jun 4 - Jun 5
Camping Boschetto Di Piemma
Outdoor pool
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
10.0 out of 10, Exceptional, (83)
"AMAZING! GORGEOUS! SPACIOUS! SPOTLESS! CHARMING! VIEWS SECOND-TO-NONE! CONVENIENT! Everything we could have hoped for and more booking a villa sight unseen! Alessandro - the owner - could not possibly have been more accommodating! From beginning to end, he was responsive, kind, bending over backwards to accommodate our needs. The spacious bedrooms with en suite bathrooms were perfect for 5 sisters to have their own space after a day of sightseeing! We flew into Florence, rented a vehicle and...
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
Outdoor pool
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
10.0 out of 10, Exceptional, (107)
"Great villa and property that was fantastic for our group of 12, including 6 children between ages 5 and 11. So much for them to do with the open spaces, various games, pool, etc. I’ve stayed in Italy with my family three times now and I think this was the best villa and location for driving to many of the great Tuscan cities."
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
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Exterior
Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
9.0 out of 10, Wonderful, (4)
"The home is rustic and beautiful and the surrounding area is breathtaking. The owners were present to check us in and show us around. They were very friendly and checked in during the stay to make all was okay. They even brought us two beautiful home grown tomatoes which were fabulous eating. We would highly recommend this beautiful home in Tuscany"
Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
Pool | Outdoor pool
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
10.0 out of 10, Exceptional, (30)
"We had a magical stay at Villa Sarah. The home is beautiful and the views look like paintings. Communication could not have been easier but it’s above and beyond your typical VRBO. Their team arranged for a driver (the fabulous Sonia!), an incredible chef, and wine tours. Sonia even got my son in to see her eye doctor one afternoon. Every recommendation the owners made was spot on. I can’t wait to return!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (68)
"We had a wonderful week stay, we had 6 adults and there was private bedroom and bathroom for everyone. House has a large dinning for 10-12 people with large windows to view the surrounding vineyards. Lovely terrace off the dinning room to seat and take in the Tuscan sun and listen to the birds. Ample kitchen with everything you need to cook a family mean. We had the host arrange for a local chef to come and cook for us one night. Another night we had a chef come from Luca for a 4 course cooking...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
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
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!
Dining
"Sunflower 4" Romantic for two
9.2 out of 10, Wonderful, (22)
"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...
"Sunflower 4" Romantic for two
Outdoor pool
VILLA CAROL LUXURY five minutes from San Gimignano, Private Pool A/C WI-FI
9.8 out of 10, Exceptional, (75)
"We had a fabulous time at Villa Carol. The outdoor area, pool and the views are amazing and very well maintained. The house is very comfortable and clean. The owner Lucia & the manager Caterina met us at check in to show us around. We had the opportunity to meet the owners Gabriel, Lucia, and their daughter Caroline. They were very responsive to any questions before and during our stay. Lucia made us lunch one afternoon and it was amazing. The location is great for visiting many towns in...
VILLA CAROL LUXURY five minutes from San Gimignano, Private Pool A/C WI-FI
Outdoor dining
Beautiful barn with swimming pool a few kilometers from San Gimignano
7.0 out of 10, Good, (2)
"The house is located in a picturesque tranquil location only a few kilometres from San Germignano with easy access to, all of the tourist attractions of Tuscany. The house is well appointed, spacious and a really nice place to stay. The owner was delightful and could not have been more helpful. Thoroughly recommended."
Beautiful barn with swimming pool a few kilometers from San Gimignano
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
Outdoor pool
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (90)
"We were a group of four couples The bedrooms with en suites were perfect for us The villa resembles a Hollywood movie set of what you would expect a villa to look like. It’s beyond beautiful with an unforgettable view Barbara is the perfect hostess! Highly recommend ordering a few dinners from her Can’t say enough good things about our stay You would lucky to stay there!"
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Front of property
Fattorie Santo Pietro
Fattorie Santo Pietro
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.
Fireplace, foosball, table tennis, books
Macinella Friendly and Artistic apartment "Sunflower 1"
9.0 out of 10, Wonderful, (19)
"I rated as a 4 instead of 5 for two reasons. 1) the beds were fine but could have been better. (2) the drive on gravel roads were a bit iffy when it rained. Stelio and the rest of the group were very friendly and responsive and the views were amazing . If you walk across the road you can see San Gimignano which was very cool. Also convenient to many of the towns."
Macinella Friendly and Artistic apartment "Sunflower 1"
Outdoor pool
Casa Vacanze Le Case
9.0 out of 10, Wonderful, (7)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
The price is $96
$109 total
includes taxes & fees
May 27 - May 28
Casa Vacanze Le Case
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
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
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
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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.

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

Aerial view
Hotel Casolare Le Terre Rosse
3.0 star property
9.2 out of 10, Wonderful, (373)
"Feels like a home"
The price is $155
$175 total
includes taxes & fees
Jun 17 - Jun 18
Hotel Casolare Le Terre Rosse
3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers
Poderi Arcangelo
8.8 out of 10, Excellent, (230)
"Our accommodation was clean and the service was very good however check in was understaffed. The room was a bit small for 3 and a bit hot and airless as it only had a small window. Overall it was a lovely stay, the included breakfast was really good and the pool and veiws were amazing"
The price is $135
$152 total
includes taxes & fees
Jun 12 - Jun 13
Poderi Arcangelo
Indoor pool, seasonal outdoor pool, sun loungers
Villasanpaolo
4.0 star property
8.8 out of 10, Excellent, (186)
"Wonderful property and great place to stay when visiting! "
The price is $220
$248 total
includes taxes & fees
Jun 5 - Jun 6
Villasanpaolo
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 $54 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 close to top attractions in San Gimignano, or you can choose a secluded option if you want a relaxing place to 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?

LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO): This vacation home near San Gimignano is located next to a golf course and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals are there in San Gimignano?

With 60 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 Collegiate Church of Santa Maria Assunta 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 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.

Recent reviews of San Gimignano properties
Expedia verified reviews

Hotel Bel Soggiorno

Hotel Bel Soggiorno

5/5 Excellent
"Amazing view and location, highly recommended "
A verified traveler stayed at Hotel Bel Soggiorno
Posted 5 days ago
Hotel Bel Soggiorno