San Gimignano Holiday Rentals

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Holiday Rentals in San Gimignano

Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (71)
"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. "
Camping Boschetto Di Piemma
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, (84)
"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. "
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
Outdoor pool

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

10.0 out of 10, Exceptional, (95)
"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."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
- 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, (98)
"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...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
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, (113)
"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...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Outdoor pool

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

10.0 out of 10, Exceptional, (39)
"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...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
San Gimignano - Panoramic garden and beautiful pool!
Pool

San Gimignano - Panoramic garden and beautiful pool!

9.8 out of 10, Exceptional, (36)
"This magnificent villa and the hosts, Cristina and Simone, surpassed our expectations and made a blissful stay in beautiful San Gimignano. The 300+ year old home was clean, charming and authentic and the grounds were well maintained and serene. The views of the countryside were breathtaking! At our request, the hosts arranged for a chef, Patrizia, to come to prepare dinner on 3 evenings. She was delightful and used fresh produce and ingredients from her own farm in the multi-course meals she...
San Gimignano - Panoramic garden and beautiful pool!
"Sunflower 4" Romantic for two
Pool

"Sunflower 4" Romantic for two

9.4 out of 10, Exceptional, (28)
"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
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, (62)
"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...
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Casa Pozzo, surrounded by greenery, just a few km from San Gimignano, ideal for couples
Outdoor pool

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

10.0 out of 10, Exceptional, (11)
"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!!"
Casa Pozzo, surrounded by greenery, just a few km from San Gimignano, ideal for couples
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
Outdoor pool

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

8.4 out of 10, Very good, (9)
"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."
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
Relax Apartment with Sauna -- Historic Center on the Via Francigena
View from property

Relax Apartment with Sauna -- Historic Center on the Via Francigena

The price is AU$223
includes taxes & fees
4 Dec - 5 Dec
Relax Apartment with Sauna -- Historic Center on the Via Francigena
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, (34)
"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!!!"
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Macinella Friendly and Artistic apartment "Sunflower 1"
Pool

Macinella Friendly and Artistic apartment "Sunflower 1"

9.0 out of 10, Wonderful, (21)
"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"
Fabulous Apartment in the Historic Center
Dining

Fabulous Apartment in the Historic Center

9.4 out of 10, Exceptional, (21)
"Upon arriving in San Gimignano we were overwhelmed with the beauty of the town and scenery. Spectacular is truly an understatement. The accommodation, true to the listing details, is equally charming, cozy and quaint within the historic walls of San Gimignano. The apartments proximity to everything allowed us to fully enjoy everything about San Gimignano. Our host, Paolo Rubechini, provided incredibly prompt and clear answers to our questions. While parking is not directly at the apartment, it...
Fabulous Apartment in the Historic Center
Panoramic apartment Il Borgo Antico in the city centre
Fridge, oven, stovetop, coffee/tea maker

Panoramic apartment Il Borgo Antico in the city centre

9.8 out of 10, Exceptional, (47)
"This is a wonderful location and the accommodations were very nice."
Panoramic apartment Il Borgo Antico in the city centre
Casa Vacanze Le Case
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. "
Casa Vacanze Le Case
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)
"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
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, (73)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany
Pool

Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany

9.8 out of 10, Exceptional, (17)
"The photos don't capture the incredible 360 degree views. The complimentary tour with wine and olive tasting was exceptional. The apartment is rustic, as pictured, but could use a deep cleaning.The 500 cypress tree lined road winding up to the property only adds to the adventure. There was a very bad storm that took out the electricity. Sabrina and Fabrizio did all they could to make sure all the guests were comfortable."
Vittoriana 1 - Country house with swimming pool in San Gimignano, Tuscany
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.
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Other types of properties in San Gimignano you may be interested in

Hotel Sovestro
2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Hotel Sovestro

3.0 star property
9.6 out of 10, Exceptional, (219)
"This hotel was amazing. It was convenient to town, and the staff was very friendly and helpful. I would definitely stay again and recommend it to family and friends. "
The price is AU$195
includes taxes & fees
4 Dec - 5 Dec
Hotel Sovestro
Hotel Casolare Le Terre Rosse
Aerial view

Hotel Casolare Le Terre Rosse

3.0 star property
9.2 out of 10, Wonderful, (415)
"Beautiful hotel in a wonderful peaceful setting about a ten minute shuttle to San Gimignano. High end restaurant was wonderful but pricey so for the second night we ate in the lobby restaurant. Highly recommend this oasis. "
Hotel Casolare Le Terre Rosse
La Cisterna
View from room

La Cisterna

3.0 star property
9.0 out of 10, Wonderful, (570)
"The best hotel I’ve ever stayed! The staff were incredibly friendly and went above and beyond to help us when our rental car battery died. We truly appreciate all the help! Thank you so much!"
The price is AU$203
includes taxes & fees
28 Dec - 29 Dec
La Cisterna
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.
Beautiful view of the beach with palm trees

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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?

Farmhouse in the heart of the real chiantishire: This holiday home rental outside of San Gimignano is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in San Gimignano?

With 64 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 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.