San Gimignano Holiday Rentals

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Holiday Rentals in San Gimignano

Superior Mobile Home | Private kitchenette
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 NZ$78
per night
17 May - 18 May
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
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, (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
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!
Pool
"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, 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
Outdoor pool
VILLA CAROL LUXURY five minutes from San Gimignano, Private Pool A/C WI-FI
9.8 out of 10, Exceptional, (74)
"This villa is an outstanding property. The location is central to the best areas in the Tuscan region The hosts are wonderful I would highly recommend"
VILLA CAROL LUXURY five minutes from San Gimignano, Private Pool A/C WI-FI
Terrace/patio
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
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)
"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
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
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
Pool
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
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
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 NZ$263
per night
23 May - 24 May
san gimignano apartment in historical center, courtyard and fast free wifi
Outdoor pool
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
8.0 out of 10, Very good, (7)
"Great to be close to San Gimignano- 7 minute drive. Comfortable space for family of four. Lovely pool!"
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
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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.

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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Gimignano holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Gimignano. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Gimignano. Seeing all the best attractions is bound to make you fall in love with San Gimignano. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Gimignano short-term rentals, that won’t be hard to do.

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 Torre Grossa.

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

La Cisterna

La Cisterna

5/5 Excellent
"Hotel located in the town of Sam Gimignano. You can not have a better location to all shops, restaurants, and activities. You are on the top of the hill with awesome views of the surrounding area. The service and accommodations are exceptional."
A verified traveller stayed at La Cisterna
Posted 2 days ago
La Cisterna