San Gimignano Vacation Rentals

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Vacation Rentals in San Gimignano

Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette | Fridge
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, 60 reviews
"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 $51
$58 total
includes taxes & fees
Jul 2 - Jul 3
Camping Boschetto Di Piemma
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
Outdoor pool
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
10.0 out of 10, Exceptional, 85 reviews
"Alessandro is the consummate host....responsive and attentive. His home is a dream destination within walking distance to San Gimignano. It was an idyllic spot for four couples to cement our friendship. The pool and the patios made for a perfect Tuscan vacation."
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Outdoor pool
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
10.0 out of 10, Exceptional, 108 reviews
"This villa does not disappoint! We had a family of twelve including eight adults, three children, and one baby. It was the perfect space for our family. Each bedroom was equipped with its very own bathroom. We were all very comfortable in our space. We would take day trips to different cities and retreat to our villa in the evening time. We would either cook dinner ourselves or have the private chef cook wonderful meals for us. Watching the sunset at the villa was incredible. One of our favorite...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
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Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
Exterior
Casa Acacia, an ancient tower nestled in the green hills of San Giminiano
9.0 out of 10, Wonderful, 4 reviews
"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
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Pool | Outdoor pool
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
10.0 out of 10, Exceptional, 32 reviews
"The villa was amazing. My family of 5 celebrated my 60th birthday at the Villa Sarah. You can’t ask for more picturesque views. Hard to believe you are looking at a real landscape and not a painting of a perfect Tuscan landscape. No noisy neighbors nearby or obstructed views, just the pure magic of the San Gimignano village, vineyards and rolling hills. The Tuscan cooking class in the outdoor kitchen was a highlight. It was a hugely bonding experience for our family. Even those who don’t like to...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, 69 reviews
"We were a large family group and had a fantastic stay at this beautiful property. The facilities were excellent with plenty of room, and wonderful views of the Tuscan countryside from the swimming pool. Our host was very accommodating and helpful. An ideal location to explore the wonderful towns and cities of Tuscany. Highly recommended! We didn't want to leave!"
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
San Gimignano - Panoramic garden and beautiful pool!
Pool
San Gimignano - Panoramic garden and beautiful pool!
9.8 out of 10, Exceptional, 35 reviews
"The house is amazing with picturesque views and wonderful space. The pizza oven was amazing! Simone and Cristina were quick to respond if we had questions, provided a wonderful book with information on wineries, restaurants, and much more in the area. Very peaceful spot and easy to get to local attractions. We all fell in love with the house and area! We all highly recommend this house for your stay in the San Gimignano area."
San Gimignano - Panoramic garden and beautiful pool!
"Sunflower 4" Romantic for two
Pool
"Sunflower 4" Romantic for two
9.2 out of 10, Wonderful, 23 reviews
"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
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, 30 reviews
"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
Casa Vacanze Le Case
Outdoor pool
Casa Vacanze Le Case
9.0 out of 10, Wonderful, 7 reviews
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
The price is $112
$126 total
includes taxes & fees
Jul 3 - Jul 4
Casa Vacanze Le Case
VILLA CAROL LUXURY five minutes from San Gimignano, Private Pool A/C WI-FI
Outdoor pool
VILLA CAROL LUXURY five minutes from San Gimignano, Private Pool A/C WI-FI
9.8 out of 10, Exceptional, 75 reviews
"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
Villa Il Fienile - Villa lI Fienile
Terrace/patio
Villa Il Fienile - Villa lI Fienile
7.0 out of 10, Good, 2 reviews
"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."
Villa Il Fienile - Villa lI Fienile
Macinella Friendly and Artistic apartment "Sunflower 1"
Pool
Macinella Friendly and Artistic apartment "Sunflower 1"
9.0 out of 10, Wonderful, 19 reviews
"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"
Entire Tuscan farmhouse with private pool between Siena and Florence
Outdoor pool
Entire Tuscan farmhouse with private pool between Siena and Florence
10.0 out of 10, Exceptional, 3 reviews
"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.
The house is located in the heart of Tuscany, in the historic center of San Gimignano.
10.0 out of 10, Exceptional, 13 reviews
"We found this location absolutely perfect for our stay in this magical town. Nicely appointed apartment within the town very close to the best little restaurants and architectural features of San Gimignano. After a day of strolling around it was very relaxing to get back to and quiet in spite of being right in the middle of everything. We highly recommend this place and would most definitely stay here again. Our host, Elda, went above and beyond with her hospitality and welcomed us and treated...
The house is located in the heart of Tuscany, in the historic center of San Gimignano.
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Pool
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
10.0 out of 10, Exceptional, 70 reviews
"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
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Outdoor pool
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
10.0 out of 10, Exceptional, 53 reviews
"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
Holiday Home 'La Loggia di Giulia' with Private Terrace, Whirlpool and Garden
Property grounds
Holiday Home 'La Loggia di Giulia' with Private Terrace, Whirlpool and Garden
9.6 out of 10, Exceptional, 7 reviews
"Beautiful view"
Holiday Home 'La Loggia di Giulia' with Private Terrace, Whirlpool and Garden
san gimignano apartment in historical center, courtyard and fast free wifi
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi
9.4 out of 10, Exceptional, 23 reviews
"Beautiful palazzo with center garden and sitting area. Pleasant operator with great suggestions for eating and sights. Close to one of the city parking lots"
The price is $111
$152 total
includes taxes & fees
Jul 6 - Jul 7
san gimignano apartment in historical center, courtyard and fast free wifi
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Outdoor pool
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, 92 reviews
"From the moment we drove up to the villa and were welcomed by Barbara and her family, we were not disappointed. I'm very picky and had spent a lot of time looking at reviews, and I'd say that the villa not only lived up to all my expectations but surpassed them. The beautiful views from every vantage point in and out of the house, the lovely and comfortable accommodations, and the kindness and hospitality of Barbara and her family - all made for the perfect place to meet up and make home base...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
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.

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 Casolare Le Terre Rosse
Aerial view
Hotel Casolare Le Terre Rosse
3.0 star property
9.2 out of 10, Wonderful, 379 reviews
"Lovely property and staff! "
The price is $165
$186 total
includes taxes & fees
Jul 4 - Jul 5
Hotel Casolare Le Terre Rosse
La Cisterna
View from room
La Cisterna
3.0 star property
9.0 out of 10, Wonderful, 537 reviews
"Wow, this hotel is wonderful! The views from the large shared balcony is absolutely incredible. Exploring the town was fun, especially at night and early morning when it was not crowded. Highly recommend!"
The price is $99
$114 total
includes taxes & fees
Jul 21 - Jul 22
La Cisterna
Villasanpaolo
Indoor pool, seasonal outdoor pool, sun loungers
Villasanpaolo
4.0 star property
8.8 out of 10, Excellent, 190 reviews
"Delightful, restfull time"
The price is $216
$243 total
includes taxes & fees
Jul 3 - Jul 4
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 $51 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 rental 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 61 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

Villasanpaolo

Villasanpaolo

5/5 Excellent
"Delightful, restfull time"
A verified traveler from Phoenix stayed at Villasanpaolo
Posted 2 days ago
Villasanpaolo